Vacation rentals in Hampton Bays, NY with a pool

Explore 102 vacation rentals, homes, and villas with pools in Hampton Bays, NY for your next getaway or business trip. Step outside to your own private or shared pool and into a home filled with premium amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. With options starting as low as $115 per night and homes offering up to 8 bedrooms and 11 bathrooms, it's easy to book a comfortable, personalized stay. You'll also have access to high-speed Wi-Fi and 24/7 local support, creating a more secure, connected atmosphere for your trip. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, so each trip's more rewarding than the last. Book your next poolside escape with Homes & Villas by Marriott.

102 Homes with Pools in Hampton Bays

Bay Beach House - New Pool, Hot Tub & Bikes

Hampton Bays, NY, US
3 Bedrooms 6 Guests
Sep 14 - 16
$845 night

Step into the coastal elegance of Bay Beach House, a custom-built 1980s modernist-style home in Hampton Bays, NY - under 2 hours from NYC, skip out on all the extra traffic! This 3-bed, 2-bath retreat offers airy interiors, a wood-burning fireplace, and panoramic views. Enjoy a new outdoor pool(added June 2025), hot tub, BBQ, fire pit, and hammock. With Ponquogue Beach just 2 miles away, and Meschutt Beach and Tiana Beach nearby, it’s the perfect Hampton Bays getaway, Nearby towns: South Hampton (20 mins) Jamesport (20 mins) As you enter through sliding glass doors, you’re greeted by a welcoming foyer leading into a sunken great room. Revel in the airy ambiance of the open-plan layout, where a bright and inviting living room with a wood-burning fireplace, a well-appointed kitchen and a sunlit dining area await. The large glass sliding doors and windows frame panoramic views of the patio and natural landscape, infusing every inch with warmth and natural light. Sink into the plush sectional in the living room, gather around the woodstove, and catch up on your favorite shows on the TV. The large indoor dining table invites shared meals amidst breathtaking outdoor vistas, creating a picturesque backdrop for memorable moments with family and friends. Step outside through the wall of glass doors onto the covered patio, and immerse yourself in outdoor bliss. Relax in the soothing waters of the hot tub or unwind on the outdoor seating area. The open patio features al fresco dining, BBQ grill, fire pit, and ample lounging areas, offering the ultimate in outdoor living. Indulge in a refreshing outdoor shower or sway gently in the hammock, surrounded by the tranquility of the garden. Retreat to three cozy bedrooms and two bathrooms, offering comfort and privacy for the whole family. The master bedroom suite boasts a king bed and a newly renovated bathroom, with a private deck overlooking a tranquil wooded setting. Bedroom 2 features a queen bed and a crib, ideal for families, while Bedroom 3 delights little ones with bunk beds and a collection of toys. We also have beach chairs, bikes, umbrella, and sports equipment available to use during you stay! Located just minutes away from ocean beaches, town amenities, train stations, and marinas, Bay Beach House offers the perfect blend of convenience and serenity. Explore the vibrant attractions of Hampton Bays and beyond, or simply bask in the laid-back atmosphere of this coastal gem. Experience the epitome of modern coastal living at Bay Beach House - where every moment is infused with relaxation, adventure, and cherished memories. Bay Beach House is just over 2 hours from New York City, and you’ll definitely want a car to get there and around the area. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. * Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates.

Boxwood Cottage

Hampton Bays, NY, US
4 Bedrooms 9 Guests
Sep 24 - 27
$671 night

Boxwood Cottage HAMPTON BAYS HOME MINUTES FROM SOUTHAMPTON VILLAGE, SHINNECOCK BAY, OCEAN BEACHES, AND GOLF COURSES! 4BR/2BA: Heated Saltwater Pool, fireplace, Nespresso, fire pit, BBQ Welcome to Boxwood Cottage, your private Hampton Bays retreat where timeless charm meets modern comfort. This beautifully appointed 4-bedroom, 2-bathroom home is designed for effortless indoor-outdoor living, offering the perfect setting for families and friends to unwind, reconnect, and experience the best of the Hamptons. Inside, an open-concept layout is filled with natural light and thoughtfully designed gathering spaces. The inviting living room centers around a cozy fireplace and large-screen television, creating the perfect place to relax after a day at the beach. Just beyond, the fully equipped chef’s kitchen features premium appliances, a Nespresso coffee maker, and a dining area with seating for six. Sliding doors seamlessly connect the interior to the outdoor entertaining spaces, making hosting easy in every season. The backyard has been thoughtfully transformed into a private oasis. Spend sunny afternoons lounging beside the brand-new heated saltwater pool, cool off with a refreshing swim, or fire up the grill for al fresco dinners under the stars. As evening sets in, gather around the fire pit for cocktails, conversation, and s’mores. One of the home’s standout features is the newly renovated screened porch, complete with electric overhead heaters that allow you to enjoy the space comfortably year-round. Whether you’re sipping your morning coffee, enjoying an evening meal, or simply relaxing with a good book, this inviting space extends the home’s living area well beyond the summer months. For those looking to explore, four bicycles are available for leisurely rides through the quiet, tree-lined neighborhood, while Hampton Bays’ renowned beaches, waterfront dining, and local attractions are just a short drive away. Whether you’re planning a summer getaway by the pool or a cozy off-season escape, Boxwood Cottage offers the perfect blend of comfort, privacy, and year-round Hamptons living. This property has a max occupancy of 9 Bedrooms Bedroom 1: One King Bed, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet Bedroom 3: One King Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 4: Two Double/Full Beds, One Twin Single Bed, 2nd Floor, Air Conditioning, Streaming TV, Standard Closet Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Shower Bathroom 2: Full Bath, 2nd Floor, Shower/Tub Combo TVs Bedroom 1: Streaming Bedroom 2: Streaming Bedroom 4: Streaming Outdoors & Pool/Spas Deck/Patio, Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Fire Pit (Wood-Burning), Bicycle, Beach Chairs, Beach Umbrella, Beach Toys, Cooler, Outdoor Shower (Hot + Cold Water), Fence Around The Yard, Private Pool (Outdoor, Heated, Saltwater) Amenities Bed Linens, Bath Towels, Washer, Dryer, Air Conditioning, Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television (Main Living Room), Private Entrance, Parking, Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Laptop-Friendly Workspace, Pots and Pans, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Usable Fireplace (Wood-Burning), Ice Maker, Coffee (Pot, Nespresso, Other), Toaster, Blender, Smart TV, Speaker System (Bluetooth Speaker), Gym/Fitness Room (Weight Training Equipment, Stretching / Yoga Mat) Location Nearby Beaches: Ocean Ponquogue Beach 2.6 mi Tiana Beach 3.0 mi Coopers Beach 8.5 mi Flying Point Beach 11 mi Bay Meschutt Beach 2.8 mi Nearby Grocery Stores: Hampton Bays King Kullen Stop + Shop Lighthouse Seafood excellent fish/many local fish options Nurels Farmers Market best local produce, Mediterranean specialties, fresh flowers, and legendary pies The Red Truck Tuesday/Friday/Saturday 87 Foster Ave straight off the boat fish. East Quogue Village Prime Meats Best specialty butcher Goldbergs excellent NY bagels Southampton Citarella an excellent gourmet market with many to-go/pre-made food options. Nearby Restaurants and Bars: Hampton Bays Rumba Cowfish Canoe Place Inn Canal Cafe The Hampton Maid/R.aire a must for breakfast Edgewater Villa Paul Crash Cantina Oaklands Gemelli Gelato excellent, homemade ice cream SloJacks fun, fast food with the best soft-serve ice cream, miniature golf in back East Quogue/Dune Road Ocean Dockers + Dockers Food Truck perfect sunset spot Southampton Village 7 mi Sant Ambroeus Argento Tutto Il Giorno Union Burger + Bar The Plaza Caf Casual dining: LUNCH/Lobster Roll Shinnecock Lobster Factory get lobster rolls to go and head to the beach. Sip n Soda breakfast and lunch Tates Bake Shop legendary home of Tates chocolate chip cookie and other baked goods Other Location Information: Adventure Paddleboards and Kayaks a great place for SUP, water yoga, kayak located next to Dockers in East Quogue Other FAQ’s Backyard Fenced In: Yes Estimated Square Footage: 1,350 Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $65.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Oceanwood Retreat

Hampton Bays, NY, US
3 Bedrooms 6 Guests
Sep 14 - 27
$666 night

Oceanwood Retreat Charming Hampton Bays Escape, Private Heated Pool, Perfect for Friends and Families 3BR/1.5BA: Private Heated Pool, Outdoor Shower, Gas Grill, Beach Chairs, Patio, and Laptop-Friendly Workspace Nestled in the heart of Hamptons Bay, this charming 3-bedroom, 1.5-bathroom retreat offers the perfect blend of coastal relaxation and modern comfort. Ideal for families or friends traveling together, designed for effortless living. Just minutes from the pristine beaches, local dining, and boutique shopping of the Hamptons, this private escape provides a serene setting to unwind while keeping the areas best attractions within easy reach. With an open floorplan, bright interiors, and thoughtful design, this home is a haven for those seeking both comfort and style in one of New Yorks most desirable coastal destinations. The exterior of the home is a true highlight, designed for privacy, relaxation, and easy outdoor entertaining. The private heated pool is perfect for leisurely swims or relaxing poolside with a book, while the outdoor shower allows guests to rinse off after a day at the beach. A gas grill and adjacent patio make alfresco dining a breeze, whether its a casual lunch or an evening barbecue under the stars. The homes carefully arranged outdoor spaces ensure total privacy, creating a peaceful oasis where guests can enjoy the sunshine, fresh sea air, and coastal ambiance without interruption. Inside, the home boasts an open layout filled with natural light, flowing seamlessly from the living area to the dining room and gourmet kitchen. The kitchen is equipped with top-of-the-line appliances, a coffee maker, and plenty of counter space, making it easy to prepare everything from simple breakfasts to elaborate dinners. The living areas are designed for both comfort and connection, offering cozy seating, modern finishes, and a welcoming atmosphere where everyone can gather. Guests will also enjoy modern conveniences such as WiFi, central air conditioning, and a washer and dryer, ensuring a seamless, comfortable stay. For those blending work and leisure, the laptop-friendly workspace provides a quiet, functional area for productivity while staying connected. The bedrooms are designed to be serene retreats at the end of the day. Each room is thoughtfully furnished with fresh linens, comfortable bedding, and all the essentials to ensure restful nights. The 1.5 bathrooms are modern, well-appointed, and stocked with necessities, offering convenience and privacy for all guests. The layout works beautifully for families or groups of friends, providing both shared and private spaces to relax, recharge, and enjoy the Hamptons lifestyle. Located close to the best of Hamptons Bay, guests can easily explore the areas restaurants, boutique shops, art galleries, and golf courses, or spend their days lounging on nearby beaches. Whether enjoying a quiet morning by the pool, an afternoon stroll along the shore, or an evening gathering on the patio, this charming retreat provides the ideal base for creating lasting memories. With its combination of coastal charm, modern amenities, and private outdoor spaces, this Hamptons Bay escape is perfect for those seeking a sophisticated, yet relaxed, coastal getaway where every detail has been considered for comfort and enjoyment. This property has a max occupancy of 6 Bedrooms Bedroom 1 - Primary: One Queen Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet Bedroom 3: One Bunk Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Shower Bathroom 2 - Powder Room: Half Bath, First Floor/Main Floor TVs Bedroom 2: Streaming Outdoors & Pool/Spas Deck/Patio (Covered), Grill (Gas), Beach Chairs, Outdoor Shower (Hot + Cold Water), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Fence Around The Pool, Cooler, Private Pool (Heated, Freshwater, Outdoor) Amenities Bed Linens, Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Hair Dryer, Iron/Ironing Board, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot), Dishes and Silverware, Pots and Pans, Toaster, Blender, Television, Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Electric Vehicle Charger, Fire Extinguisher, Essentials, Smart TV, Ice Maker, Laptop-Friendly Workspace, Privacy (Mostly Private) Location Nearby Beaches: Ponquogue Beach Meschutt Beach Tiana Town Beach Nearby Grocery Stores: Nurel’s Farm Stand Wild by Nature Stop & Shop King Kullen Hampton Beverage Co. Nearby Restaurants and Bars: Beach Bar 78 Foster Restaurant & Bar Cowfish Restaurant Rumba Edgewater Restaurant Oakland’s Other Location Information: World-class fishing Other FAQ’s Pool Fenced In: No Backyard Fenced In: No Estimated Square Footage: 1,000 Suitability: Primary renter must be at least 30 years old. Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: A refundable cash security deposit of $1,000 is required for this property. Information with respect to the payment and administration of the security deposit is governed by a separate Security Deposit Agreement between owner and guest, that shall be signed by both parties prior to check-in. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Poolside Hampton Hideaway

Hampton Bays, NY, US
3 Bedrooms 6 Guests
Sep 14 - 17
$415 night

Poolside Hampton Hideaway Private Hampton Bays escape featuring a private pool and covered patio for peaceful relaxation 3BR/2BA: Secluded Modern Poolside Retreat Featuring a Firepit and Covered Patio, work-from-home space Tucked away on a serene and private block in Hampton Bays, this modern 3-bedroom, 2-bathroom retreat offers an ideal escape from the hustle and bustle of everyday life. Designed with sophisticated travelers in mind, the home features an airy open floor plan that maximizes space and comfort, creating a seamless environment for relaxation and connection. Perfect for small families, couples, or intimate groups, the residence offers a peaceful sanctuary where guests can unwind, recharge, and embrace the natural beauty of the Hamptons. Every detail has been thoughtfully curated to create a balance of modern luxury and casual coastal charm, ensuring that from the moment guests arrive, they feel both indulged and at home. The exterior of the property is equally captivating, offering total privacy and a series of spaces designed for outdoor enjoyment. Guests can lounge beside the shimmering pool, basking in the sun while listening to the gentle coastal breezes. A covered patio provides a shaded retreat for morning coffee or leisurely alfresco meals, while the firepit offers a cozy setting for evening gatherings under the stars. Landscaped grounds enhance the sense of seclusion, providing a calm, natural buffer from the outside world. Whether relaxing poolside, sharing a sunset toast, or enjoying quiet moments in solitude, the outdoor amenities foster a sense of tranquility and connection with nature, embodying the very essence of a Hamptons escape. Inside, the home invites guests into bright, open, and effortlessly stylish living spaces. Sunlight floods the interiors through large windows, illuminating the comfortable living room where guests can gather for conversation, movie nights, or simply to unwind with a good book. The living area flows seamlessly into the dining space and a gourmet kitchen, fully equipped with top-of-the-line appliances, ample counter space, and a coffee maker for your morning ritual. Modern conveniences, including high-speed WiFi, central air conditioning, and a washer and dryer, provide ease and comfort for longer stays. Every corner of the home is designed to support both relaxation and connection, allowing for effortless entertaining or quiet moments of retreat, all within a bright and welcoming environment. The three bedrooms serve as private sanctuaries, each appointed with fresh linens, plush bedding, and thoughtful touches to ensure restful nights. The two bathrooms feature modern fixtures, a clean and contemporary aesthetic, and all essentials needed for convenience and comfort. Whether guests are preparing for a day on the nearby beaches or winding down after an afternoon by the pool, these intimate spaces provide the perfect setting for relaxation. Every room reflects the homes commitment to blending comfort, style, and functionality, ensuring that visitors have everything they need for an enjoyable, stress-free stay. Beyond the privacy and luxury of the property itself, the location offers easy access to the vibrant offerings of Hampton Bays and the surrounding Hamptons region. Guests will find an array of restaurants, boutique shops, and art galleries, as well as scenic beaches perfect for sunbathing, swimming, or leisurely strolls. For those who enjoy outdoor pursuits, world-class golf courses and nature trails are nearby, providing opportunities for exploration and recreation. With its perfect combination of serene seclusion, modern amenities, and proximity to local attractions, this Hampton Bays retreat promises a refined coastal getaway, ideal for travelers seeking a tranquil yet sophisticated escape. This property has a max occupancy of 6 Bedrooms Bedroom 1 - Primary w/ Ensuite: One King Bed, First Floor/Main Floor, Air Conditioning, Ensuite Bathroom, TV, Standard Closet Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 3: Two Twin Single Beds, First Floor/Main Floor, Air Conditioning, Standard Closet Bathrooms Bathroom 1 - Primary Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower/Tub Combo Bathroom 2: Full Bath, First Floor/Main Floor, Shower/Tub Combo TVs Bedroom 1 - Primary w/ Ensuite Outdoors & Pool/Spas Deck/Patio (Covered), Grill (Gas), Lounge Chairs, Patio Furniture (Table, Chairs), Fence Around The Yard, Fire Pit (Wood-Burning), Outdoor Shower (Hot + Cold Water), Private Pool (Outdoor, Heated, Freshwater) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Usable Fireplace (Wood-Burning), Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Coffee (Pot), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Laptop-Friendly Workspace, Television (Main Living Room), Smart TV, Speaker System (Sonos), Private Entrance, Parking, Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Privacy (Mostly Private) Location Nearby Beaches: Ponquogue Beach Meschutt Beach Tiana Town Beach Nearby Grocery Stores: Nurel’s Farm Stand Wild by Nature Stop & Shop King Kullen Hampton Beverage Co. Nearby Restaurants and Bars: Beach Bar 78 Foster Restaurant & Bar Cowfish Restaurant Rumba Edgewater Restaurant Oakland’s Other Location Information: World-class fishing Other FAQ’s Backyard Fenced In: No Estimated Square Footage: 1,800 Suitability: Not handicap accessible. Primary renter must be at least 27 years old. Pet Policy: One dog of 30 lbs or less is permitted for an additional $500.00 per booking. Dogs over 30 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. This property requires a separate booking agreement to be signed by both parties before the reservation is confirmed. Please inquire prior to booking. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Ardmore Poolside Escape

Hampton Bays, NY, US
4 Bedrooms 10 Guests
Sep 14 - 16
$772 night

Ardmore Poolside Escape Completely Renovated Modern Hampton Bays Retreat with Brand New Pool, Perfect for Families 4BR/3.5BA: Brand new heated pool, modern finishes, quiet cul-de-sac, gas BBQ grill, Outdoor Shower, completely private Tucked away on a beautiful private block in Hampton Bays, this newly renovated retreat offers the perfect setting for an unforgettable Hamptons escape. Designed with comfort and connection in mind, the home’s bright and spacious open floor plan invites guests to slow down and savor time together. With four beautifully appointed bedrooms, three and a half bathrooms, and accommodations for up to eight guests, it’s an ideal destination for families or friends seeking a stylish respite from the pace of everyday life. Outside, a secluded backyard oasis awaits. Surrounded by mature landscaping that provides exceptional privacy, the outdoor space is centered around a brand-new heated pool, perfect for refreshing afternoon swims or leisurely mornings spent poolside. The newly constructed deck extends the home’s living space outdoors, complete with a retractable awning, an inviting sectional seating area, and an outdoor dining table for alfresco meals under the Hamptons sky. Fire up the gas barbecue for relaxed summer dinners and evenings filled with conversation and laughter. Inside, modern elegance meets effortless functionality. Flooded with natural light, the open-concept layout creates a seamless flow between the great room, dining area, and gourmet island kitchen. The living room, anchored by a cozy fireplace, offers a welcoming space to gather after a day at the beach. Thoughtfully redesigned with contemporary finishes throughout, the chef’s kitchen features top-of-the-line appliances, a coffee maker for slow mornings, and everything needed to prepare meals with ease. Central air conditioning, high-speed Wi-Fi, a washer and dryer, and beautifully curated living spaces ensure every stay is as comfortable as it is memorable. Each of the four bedrooms has been thoughtfully designed to provide a restful retreat at day’s end, complete with fresh linens and all the essentials needed for a carefree stay. The serene primary suite features a king-sized bed and a beautifully renovated ensuite bathroom, creating a private sanctuary for relaxation. The additional bedrooms offer comfort and flexibility for family and guests alike, while all three and a half bathrooms have been impeccably updated with modern finishes and spa-like touches. Ideally located, guests will find themselves just moments from the very best of the Hamptons. Explore the charming restaurants, boutiques, and art galleries of Hampton Bays and neighboring Southampton, spend sunny afternoons on some of the East End’s most beloved beaches, or enjoy a round at nearby golf courses. Whether the days are filled with adventure or simple pleasures closer to home, this exceptional retreat offers the perfect backdrop for creating lasting summer memories. This property has a max occupancy of 10 Bedrooms Primary Bedroom: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Guest Bedroom 2: One Queen Bed, 2nd Floor, Air Conditioning, Streaming TV, Standard Closet Guest Bedroom 3: One King Bed, 2nd Floor, Air Conditioning, Streaming TV, Standard Closet Guest Bedroom 4: One Queen Bed, Lower Level, Air Conditioning, Streaming TV, Standard Closet Additional Sleeping Space: One Sleep Sofa, Lower Level, Air Conditioning, TV, Privacy Bathrooms Primary Bathroom: Full Bath, First Floor/Main Floor, Ensuite, Shower Guest Bathroom 2: Full Bath, 2nd Floor, Shower/Tub Combo Guest Bathroom 3: Half Bath, First Floor/Main Floor Guest Basement Bath: Full Bath, Lower Level, Shower Outdoor Shower: Outdoor Shower TVs Primary Bedroom: Streaming Guest Bedroom 2: Streaming Guest Bedroom 3: Streaming Guest Bedroom 4: Streaming Additional Sleeping Space Outdoors & Pool/Spas Deck/Patio (Uncovered), Grill (Gas), Beach Chairs, Outdoor Shower (Hot + Cold Water), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Fence Around The Yard, Cooler, Private Pool (Heated, Outdoor) Amenities Usable Fireplace, Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Bed Linens, Washer, Hair Dryer, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot), Dishes and Silverware, Pots and Pans, Toaster, Blender, Speaker System (Sonos), Television (Main Living Room), Kitchen, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Smart TV, Wine Fridge, Ice Maker, Laptop-Friendly Workspace, Privacy (Completely Private), Iron/Ironing Board, Living Room, Private Entrance, Carbon Monoxide Detector, Essentials Location Nearby Beaches: Ponquogue Beach Meschutt Beach Tiana Town Beach Nearby Grocery Stores: Nurel’s Farm Stand Wild by Nature Stop & Shop King Kullen Hampton Beverage Co. Nearby Restaurants and Bars: Beach Bar 78 Foster Restaurant & Bar Cowfish Restaurant Rumba Edgewater Restaurant Oakland’s Other Location Information: World-class fishing Suitability: Primary renter must be at least 25 years old. Pet Policy: One dog of 40 lbs or less is permitted for an additional $250.00 per booking. Dogs over 40 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Shinnecock Waterfront

Hampton Bays, NY, US
4 Bedrooms 10 Guests
Sep 14 - 27
$1,583 night

Shinnecock Waterfront Waterfront Modern Oasis in Hampton Bays with Heated Pool, Sleek Design Minutes to Shinnecock Golf Club 5BR/4.5BA: Waterfront, Dock, Private Heated Pool, Kayak, Outdoor Shower, Gas Grill, Gas Fire Pit, Patio, and Sonos Set atop a hill in Hampton Bays, this brand-new waterfront home offers unobstructed, elevated water views from nearly every room. Designed with a sleek, modern aesthetic and seamless indoor-outdoor flow, the home delivers a private, light-filled escape just minutes from the best of the Hamptons. Floor-to-ceiling windows and sliding glass doors flood the home with natural light while opening directly to the outdoors, creating a constant connection to the surrounding landscape. The open layout effortlessly connects the living room, dining area, and gourmet kitchenan ideal setting for both relaxed mornings and entertaining. High-end appliances, integrated ceiling speakers, full home automation, and high-speed WiFi provide a fully modern, streamlined experience. The outdoor space is designed as a true waterfront retreat. A private heated pool overlooks the water, while expansive patios and decks offer multiple areas to lounge and dine. Just steps away, a private dock provides easy access for boating and kayaking, and a private beach area offers a rare opportunity to relax directly on the shoreline. A gas grill, fire pit, and outdoor shower complete the setting for effortless days and evenings outside. The home features five bedrooms, four of which are ensuite, each designed as a comfortable, private retreat with water views. The primary suite and two queen bedrooms open onto expansive wraparound decks on the upper levels, offering elevated outdoor spaces with sweeping views. A ground-floor queen bedroom provides direct garden access, creating a more secluded, private setting. Across the home, four bedrooms offer direct outdoor access, enhancing the indoor-outdoor living experience. Located just a short drive from Southampton and nearby ocean beaches, guests have easy access to top restaurants, shops, and outdoor activities while still enjoying complete privacy and tranquility at home. This is a rare opportunity to experience elevated waterfront living in the Hamptonswhere modern design, privacy, and natural beauty come together for an exceptional stay. This property has a max occupancy of 10 Bedrooms Bedroom 1 - Primary: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Standard Closet, Balcony/Deck Bedroom 2: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Standard Closet, Balcony/Deck Bedroom 3: Two Twin Single Beds, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Standard Closet Bedroom 5: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Standard Closet, Balcony/Deck Bedroom 4: One Queen Bed, 3rd Floor, Air Conditioning, Standard Closet, Balcony/Deck, Private (Enclosed) Privacy Bathrooms Bathroom 1 - Primary: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 2: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 3: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 4: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 5: Half Bath, First Floor/Main Floor Outdoors & Pool/Spas Balcony, Deck/Patio (Uncovered), Grill (Gas), Kayak/Canoe, Beach Chairs, Outdoor Shower, Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Fence Around The Pool, Fence Around The Yard, Fire Pit (Gas), Dock, Waterfront, Private Pool (Heated, Outdoor, Saltwater) Amenities Bed Linens, Usable Fireplace (Gas-Burning), Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Hair Dryer, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot), Dishes and Silverware, Pots and Pans, Toaster, Blender, Speaker System (Sonos), Television (Main Living Room), Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Smart TV, Wine Fridge, Ice Maker, Laptop-Friendly Workspace, Privacy (Completely Private), Private Entrance, Essentials Location Nearby Beaches: Ponquogue Beach Meschutt Beach Tiana Town Beach Nearby Grocery Stores: Nurel’s Farm Stand Wild by Nature Stop & Shop King Kullen Hampton Beverage Co. Nearby Restaurants and Bars: Beach Bar 78 Foster Restaurant & Bar Cowfish Restaurant Rumba Edgewater Restaurant Oakland’s Other Location Information: World-class fishing Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Distinctive Hamptons Home w/ Pool Near Bay, Ocean

Hampton Bays, NY, US
3 Bedrooms 5 Guests
Sep 14 - 18
$1,128 night

Whether you're visiting for spring break, a summer getaway, or the holidays, this 3-bedroom, 2.5-bath Hampton Bays house is the place to be! The home features eclectic furnishings and a spacious backyard with a heated pool. Walk to Shinnecock Bay over the home’s private right-of-way and enjoy an afternoon on the private beach. Ponquogue Beach is also nearby with parking, bathrooms, and showers on-site. You'll love the proximity to Long Island’s best attractions and the train access to NYC! -- THE PROPERTY -- Walk to Shinnecock Bay | Dog Friendly w/ Fee | Private Outdoor Pool | 2,141 Sq Ft Treat your family to the perfect coastal escape at this spacious Hampton Bays home, featuring 3 private bedrooms, an open living area, and all your essential comforts! Bedroom 1: King Bed | Bedroom 2: Twin Bed, Full Bed | Bedroom 3: Full Bed | Office: Full Sleeper Sofa MAIN FEATURES: Yard w/ patio, seasonal pool (open Memorial Day-October), pool toys, twin outdoor showers, front & back porches, great room w/ high exposed-beam ceilings, wood-burning fireplace, dining area, home office (bring your own monitor), Xbox video game console (bring your own games) KITCHEN: Fully equipped, stainless steel appliances, industrial-style stove, elongated counter w/ farm sink, filtered water, island w/ 4-person breakfast bar, butler's pantry w/ sink, additional pantry w/ 2nd refrigerator GENERAL: Free WiFi, linens & towels FAQ: 6 exterior security cameras (facing outward), dog-friendly w/ fee (paid pre-trip, max 1 allowed), 3 steps to enter PARKING: Semi-circular driveway (4 vehicles) -- THE LOCATION -- BEACHES & PARKS: Ponquogue Beach (1.5 miles), Tiana Beach (2.4 miles), Meschutt Beach (3.7 miles), Cooper's Beach (9.5 miles), Southampton Beach (10.8 miles), Shinnecock East County Park (12.6 miles) WINERIES: Duck Walk Vineyard (10.7 miles), Channing Daughters Winery (16.3 miles), Wolffer Estate Vineyard (16.4 miles) AREA ATTRACTIONS: Southampton History Museum (8.8 miles), Village of Southampton (8.8 miles), Parrish Art Museum (11.0 miles) EXPLORE: East Hampton (21.7miles), Montauk (35.5 miles), Long Island (36.7 miles), New York City (87.1 miles) TRAIN STATION: Hampton Bays (2.2 miles) AIRPORT: Long Island MacArthur Airport (34.6 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly with $250 per stay fee (+ fees & taxes, dogs only, 1 dog max, more than 1 dog considered with prior homeowner approval) - No events, parties or large gatherings (except with prior approval (please refer to Property Manager for information) - Please abide by strict max occupancy of 5 (additional overnight guests are not permitted) - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This property requires 3 steps to enter - If the home is left in an unsatisfactory condition requiring any additional cleaning or laundry, the guest will be charged an additional fee of not less than $250 - NOTE: Your safety matters. This property features 6 exterior security cameras: 1 Ring doorbell device is located next to the front door facing the entryway, 1 camera is located on the front porch facing the porch and front of the house, 1 camera is in the pool area facing the pool and backyard, and 3 additional cameras are located around the perimeter monitoring the remaining exterior spaces. The cameras are outward facing and do not look into any interior spaces - NOTE: The seasonal pool will be closed on October 20, 2024. It will reopen again on Memorial Day 2025 Licence number: RP180661;RP180661

Greenway Court by Property Manager - Home with Heated Pool

Hampton Bays, NY, US
5 Bedrooms 10 Guests
Sep 14 - 21
$1,211 night

Welcome to Greenway Court, a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. Welcome to Greenway Court, a newly renovated 5-bedroom, 5.5-bathroom home in Hampton Bays, offering a private and peaceful retreat just minutes from bay and ocean beaches, local dining, and nearby attractions. Designed with both comfort and entertaining in mind, the home features spacious, light-filled interiors with multiple living areas that provide room to gather or unwind. The fully equipped kitchen includes modern appliances, a large island, and direct access to a separate dining area that comfortably seats eight guests. Outside, the home opens to a spacious backyard built for summer living, complete with a heated pool, outdoor kitchen with grill, dining area, and fire pit. Whether hosting or relaxing, the setting is both functional and inviting. Each bedroom is thoughtfully arranged with its own bathroom, including two king rooms, two queen rooms, and one twin room. Additional features include high-speed Wi-Fi, washer/dryer, air conditioning, and on-site parking, making this residence an ideal retreat, while exploring the best of the Hamptons. To finalize your reservation, all guests must pass a mandatory third-party screening process. Pet Policy: Pets are allowed with owner approval and a one time $150 charge. Property Manager requires a property rental agreement to be signed by the primary guest prior to arrival for all reservations at this home. The pool is open seasonally and will close on September 14, 2026. It is professionally cleaned and chemically balanced weekly; however, as an open-air pool, natural debris between service visits is normal. A skimmer net is provided for your convenience, and our team is always happy to assist if needed. Pool heating is available for an additional $75/night and is designed to maintain temperatures up to approximately 82–84°F under normal operating and weather conditions. Outdoor pool temperatures may vary based on weather, usage, and other external factors. While we make every effort to ensure the heater is functioning properly, pool heating cannot be guaranteed at a specific temperature at all times. In the unlikely event the heater is unavailable due to a mechanical or service issue, pool heating fees will be refunded. Utilities, including pool heating, are billed separately for stays over 14 nights. Please follow these pool guidelines to help keep everyone safe: no diving is permitted, and children must be supervised by an adult at all times. Glass is not allowed in or around the pool area, and the pool cover should be fully removed before entering the water. For safety, please avoid swimming while under the influence. For security purposes, exterior cameras are installed around the property, including a smart doorbell at the front entrance, as well as coverage of the front door, backyard, and both sides of the home. As a reminder, smoking is not allowed anywhere on the property, in the home or in the outside areas of the home. Smoking will result in a odor removal fee of no less than $500 and up to $1,000 as well as possible removal from the property. Security deposit Stays up to 13 nights: $2,500 credit hold Stays between 14 and 179 nights: $5,000 credit hold Stays of 180 nights or longer: Cash security deposit equal to one month’s rent

The A-Frame Modern

Hampton Bays, NY, US
5 Bedrooms 10 Guests
Sep 14 - 16
$732 night

Please note that a reservation for this property needs to be approved before it is confirmed. The A-Frame Modern Beautiful and Modern A-Frame Style Home in Hampton Bays, Perfect for Families 5BR/2.5BA: modern decor, recently built, open floorplan, spacious outdoor space, outdoor dining, gas BBQ, expansive lawn, island kitchen Welcome to a brand-new A-frame style retreat in the heart of the Hamptons. This stunning, modern home offers five spacious bedrooms and 2.5 bathrooms, comfortably accommodating up to 10 guests. Tucked away on a peaceful private block, its the perfect haven for families or couples seeking to escape daily life. With its bright and airy design, multiple dining and sitting areas, and convenient location minutes from Hampton Bays, Shinnecock Hills, and Quogue, this home is the ultimate getaway destination. Step outside and enjoy the serenity of total privacy. The expansive deck invites you to dine al fresco with a gas BBQ or sip cocktails in one of the many cozy seating areas. The property boasts a generous yard where you can unwind or play, surrounded by natures beauty. With plenty of free parking, hosting friends or family has never been easier. Inside, the homes open layout is bathed in natural light, creating a warm and welcoming ambiance. Central air conditioning and high-speed Wi-Fi ensure your comfort and convenience, while a washer and dryer make longer stays effortless. The main living space features a cozy fireplace and seamlessly flows into the dining area and a state-of-the-art kitchen. The brand-new island kitchen is a chefs dream, complete with top-of-the-line appliances, a coffee maker, and plenty of room to create memorable meals. For those needing to stay connected, a dedicated work-from-home space awaits. Each of the five bedrooms has been thoughtfully designed with comfort in mind, featuring fresh linens and all the essentials to make your stay feel like home. The bathrooms are pristine and fully stocked, offering everything you need for a refreshing start to your day. This stunning home is just moments away from the best of the Hamptons. Explore the nearby towns of Hampton Bays, Shinnecock Hills, and Southampton, where youll find vibrant restaurants, charming shops, and inspiring art galleries. Whether youre looking for relaxation or adventure, this property offers a perfect base to experience it all. Make your escape to this modern oasis today and create memories that will last a lifetime! This property has a max occupancy of 10 Bedrooms Bedroom 1: One Queen Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 3: One Queen Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 4: One King Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 5: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Standard Closet, Balcony/Deck Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Shower/Tub Combo Bathroom 2: Half Bath, First Floor/Main Floor Bathroom 3: Full Bath, 2nd Floor, Ensuite, Shower Outdoors & Pool/Spas Balcony, Deck/Patio (Uncovered), Grill (Gas), Patio Furniture (Table, Chairs, Umbrella), Private Pool (Outdoor, Heated) Amenities Bed Linens, Usable Fireplace (Gas-Burning), Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Hair Dryer, Iron/Ironing Board, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Keurig), Dishes and Silverware, Pots and Pans, Toaster, Blender, Speaker System (Bluetooth Speaker), Television (Main Living Room), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Essentials, Smart TV, Ice Maker, Laptop-Friendly Workspace Location Nearby Beaches: Ponquogue Beach Meschutt Beach Tiana Town Beach Nearby Grocery Stores: Nurel’s Farm Stand Wild by Nature Stop & Shop King Kullen Hampton Beverage Co. Nearby Restaurants and Bars: Beach Bar 78 Foster Restaurant & Bar Cowfish Restaurant Rumba Edgewater Restaurant Oakland’s Other Location Information: World-class fishing Suitability: Primary renter must be at least 28 years old. Pet Policy: Pets may be allowed but are subject to owner’s approval (please inquire). Pet approval may include additional fees and/or security deposit. Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Peconic Bay Beauty

Hampton Bays, NY, US
6 Bedrooms 14 Guests
Sep 14 - 17
$824 night

Please note that a reservation for this property needs to be approved before it is confirmed. Peconic Bay Beauty Beautiful Vacation Home in Hampton Bays walking distance to Peconic Bay Beaches! 6BR/4BA: private heated pool, expansive deck, multiple sitting and lounging areas, fire place, finished lower level Welcome to your dream vacation home, Peconic Bay Beauty, in Hampton Bays! With 6 bedrooms and 4 bathrooms, comfortably sleeping 14 guests, this home is the perfect getaway for families and friends looking to escape from daily life. Located just a short walking distance to the beach on a beautiful private block, you’ll be able to enjoy the peace and tranquility that Hampton Bays has to offer. As you step inside, you’ll immediately notice the open layout and plenty of natural light. The open living spaces make it easy to flow from the living room to the dining room and kitchen, perfect for entertaining guests. The kitchen boasts top of the line appliances, making cooking a breeze. The living room features a cozy fireplace and a big screen TV, perfect for movie nights with the family. With easy access to the back deck, you can enjoy indoor/outdoor living with ease. The exterior amenities of this property are just as impressive. With total privacy, you’ll be able to enjoy an expansive deck with a BBQ and multiple sitting areas perfect for cocktails with friends and family. The private pool is perfect for taking a dip on hot summer days or just lounging poolside with a good book. The bedrooms and bathrooms are equally impressive. Fresh linens and all the essentials you need are provided, so you can feel right at home. Whether you’re traveling with family or friends, everyone will have their own space to relax and unwind. This property is located just a short walking distance from the beach, so you can enjoy the sand, surf, and sun to your heart’s content. You’ll also be just a short distance from town, where you can enjoy shopping and dining at some of the best local restaurants. Peconic Bay Beauty in Hampton Bays is the perfect escape for families looking to unwind and enjoy some quality time together! This property has a max occupancy of 14 Bedrooms Primary Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet, Balcony/Deck Bedroom 2: One King Bed, 2nd Floor, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 3: One Queen Bed, 2nd Floor, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 4: One Queen Bed, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet Bedroom 5: Two Queen Beds, Lower Level, Air Conditioning, TV, Standard Closet Bedroom 6: One Queen Bed, Lower Level, Air Conditioning, Streaming TV Bathrooms Primary Bathroom 1: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 2: Full Bath, First Floor/Main Floor, Shower/Tub Combo Bathroom 3: Full Bath, 2nd Floor, Ensuite, Jack & Jill, Shower/Tub Combo Bathroom 4: Full Bath, Lower Level, Shower/Tub Combo TVs Primary Bedroom 1: Streaming Bedroom 2: Streaming Bedroom 3: Streaming Bedroom 4: Streaming Bedroom 5 Bedroom 6: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs, Patio Furniture, Grill, Private Pool (Outdoor, Heated) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning, Heating, Hot Water, Usable Fireplace, Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Coffee (Keurig), Toaster, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Laptop-Friendly Workspace, Television (Main Living Room, Den), Private Entrance, Parking (4 Cars In Driveway), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials Special Features 20 min drive to town of South Hampton 20 min drive to town of West Hampton Beach (both with lots of shopping and restaurants) Location Nearby Beaches: West Landing Beach (.2 miles from house/5 min walk) Nearby Grocery Stores: King Kullen (2 miles from house/ 5 min drive) Nearby Restaurants and Bars: Cowfish - Hampton Bays Sundays on the Bay - Hampton Bays Other Location Information: Convenient shopping center located 2 miles from house- some stores include King Kullen, Starbucks, Francesca’s (casual Italian, great for take out or delivery), Rite Aid, Bagel Place Cafe & Deli, Hampton Bays Wines & Spirits Other FAQ’s Backyard Fenced In: Yes Estimated Square Footage: 2,200 Suitability: Not handicap accessible. Primary renter must be at least 28 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $165.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: Additional guests are prohibited unless express approval is provided. An additional guests fee of $250.00 per person per night may be required. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

The Southampton Solace

Southampton, NY, US
4 Bedrooms 7 Guests
Sep 14 - 27
$1,619 night

Please note that a reservation for this property needs to be approved before it is confirmed. The Southampton Solace Southampton sanctuary with resort-style pool, lush grounds, and spacious modern living 4BR/4.5BA + basement sleeping area: Heated pool, outdoor living, al-fresco dining, firepit, sonos system & basketball court A modern retreat designed for both relaxation and connection, this spacious Southampton residence offers the perfect blend of contemporary style and timeless comfort. Bright, airy, and inviting, the home sits tucked within a private yard surrounded by lush greenery, giving guests a sense of seclusion while keeping them close to the best of town, beaches, and attractions. The property feels like a private resort in itself, complete with a heated pool, sun-drenched lounging spaces, and expansive outdoor living areas. Families and friends alike will find it an idyllic escape where every detail has been curated to enhance both leisure and togetherness. With four bedrooms, four-and-a-half bathrooms, and additional sleeping quarters, this home balances luxurious amenities with a welcoming atmosphere that encourages guests to unwind and make lasting memories. Stepping outdoors, guests are greeted with a true resort-style setting, thoughtfully designed for relaxation, entertainment, and play. The heated pool glistens in the sun, bordered by a sundeck lined with chaise loungers that invite long afternoons of basking or refreshing dips between chapters of a favorite book. A paved deck extends directly from the homes common spaces, seamlessly transitioning indoor living into outdoor enjoyment. Plush seatingincluding a sofa and chairscreates a stylish open-air lounge perfect for cocktails at sunset, while the outdoor dining area sets the stage for al fresco meals prepared on the top-of-the-line gas barbecue. The yard itself is picturesque and expansive, a green haven for both quiet moments and lively gatherings. Guests can begin the morning with coffee on one of the intimate sitting areas tucked among the trees, then spend the afternoon moving from the treehouse and zip line to a friendly game on the basketball court. As evening arrives, the fire pit becomes the heart of the outdoor experience, encouraging laughter, storytelling, and stargazing. Integrated Sonos speakers elevate every outdoor moment, whether the vibe calls for soft background music or upbeat playlists for entertaining. For added convenience, ample parking ensures stress-free arrivals and departures for groups of any size. Inside, the home continues to impress with an open, light-filled design that immediately feels inviting. The main levels thoughtful layout creates an effortless flow between the living room, dining area, and chefs kitchen. Expansive windows frame serene views of the lush grounds, while large glass doors open directly to the back deck, blending the indoors with the outdoors. The main living room, furnished with a plush sectional sofa, TV, and fireplace, offers the perfect spot for cozy evenings after a day at the beach. The kitchen is a culinary dream, featuring modern appliances and fully stocked with cookware, dishes, and essentialsideal for anything from quick breakfasts to elaborate dinners. For entertainment and extra space, the finished lower level provides a second living area complete with a sectional sofa, foosball table, and a Murphy bed, offering flexibility for larger groups. Whether hosting family movie nights, enjoying a spirited game of foosball, or creating a quiet nook for remote work, this level adds to the homes versatility. Modern conveniences, including high-speed WiFi, central air conditioning, laundry facilities, and a dedicated workspace, ensure guests can enjoy a seamless stay with every comfort of home. The bedrooms are designed as serene retreats, each thoughtfully furnished to encourage rest and relaxation. On the second level, the spacious primary suite offers a king bed, a comfortable desk area, and cozy reading chairs. Its ensuite bathroom feels spa-like, featuring a large walk-in rain shower that makes every morning feel indulgent. Two additional guest bedrooms are also located upstairsone with a full bed, the other with two twin bedseach boasting its own ensuite bathroom, making this home ideal for groups traveling together who value privacy. On the main level, another king bedroom with an ensuite bathroom offers ease of access and a calming, light-filled space. An additional powder room on the lower level adds convenience for guests. Each bedroom is dressed with fresh linens, curated furnishings, and a calming palette that makes unwinding effortless. Beyond the home, guests will find themselves centrally located in Southampton, surrounded by some of the areas most celebrated attractions. A short drive leads to pristine sandy beaches perfect for sunbathing, swimming, or long seaside walks. The village is home to a vibrant mix of restaurants ranging from casual cafs to fine dining establishments, ensuring every craving is met with excellence. Boutique shops and art galleries offer endless opportunities to explore and discover, while charming local bars invite evenings of lively conversation and connection. From seasonal farmers markets to cultural events, the area provides a steady rhythm of activities and experiences to enjoy. Whether the goal is a restful retreat, an active getaway, or a mix of both, this Southampton home provides the perfect backdrop. Every featurefrom the sunlit living spaces to the resort-inspired backyardhas been designed to make guests feel both pampered and at ease. It is more than just a vacation rental; it is a destination in itself, offering the rare opportunity to step away from daily life and immerse in a setting that nurtures relaxation, play, and connection. This property has a max occupancy of 7 Bedrooms Bedroom 1 - Guest: One Double/Full Bed, First Floor/Main Floor, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Standard Closet Bedroom 2 - Primary: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet Bedroom 3 - Guest: One Double/Full Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 4 - Twin Beds: Two Twin Single Beds, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Additional Sleeping Space: One Murphy Bed, Lower Level, Air Conditioning, Half Ensuite Bathroom, Streaming TV, Open Area Privacy Bathrooms Bedroom 1 ensuite: Full Bath, First Floor/Main Floor, Ensuite, Jack & Jill, Shower Primary ensuite: Full Bath, 2nd Floor, Ensuite, Shower Bedroom 3 ensuite: Full Bath, 2nd Floor, Ensuite, Shower/Tub Combo Bedroom 4 ensuite: Full Bath, 2nd Floor, Ensuite, Shower Basement Powder Room: Half Bath, Lower Level TVs Bedroom 2 - Primary: Streaming Bedroom 3 - Guest: Streaming Bedroom 4 - Twin Beds: Streaming Additional Sleeping Space: Streaming Outdoors & Pool/Spas Bicycle, Deck/Patio (Uncovered), Grill (Gas), Patio Furniture (Table, Chairs, Umbrella), Fence Around The Yard, Basketball Court, Swing Set, Lounge Chairs, Fire Pit, Private Pool (Heated, Outdoor, Freshwater) Amenities Bed Linens, Usable Fireplace (Gas-Burning), Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Game Room, Garage (Attached), Hair Dryer, Iron/Ironing Board, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot, Keurig), Dishes and Silverware, Pots and Pans, Toaster, Blender, Ping Pong Table, Speaker System (Sonos), Television (Main Living Room), Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Smart TV, Ice Maker, Laptop-Friendly Workspace, Privacy (Completely Private), Private Entrance Location Nearby Beaches: Cooper’s Beach Flying Point Beach Halsey Neck Beach Cryder Beach Little Plains Beach Nearby Grocery Stores: Hank’s Farmstand Southampton Farmer’s Market Citarella Stop & Shop Nearby Restaurants and Bars: AM Southampton Southampton Social Club Claude’s Restaurant The Plaza Caf Southampton Social Club Union Cantina Union Burger Bar Sant Ambroeus 75 Main Tutto il Giorno Le Chef Other Location Information: Agawam Lake Park Shinnecock Hills Golf Club Suitability: Primary renter must be at least 30 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Shinnecock Hills Chic

Hampton Bays, NY, US
3 Bedrooms 5 Guests
Sep 14 - 27
$928 night

Shinnecock Hills Chic Upscale Hampton Bays Home, Private Heated Pool, Great for Families and Friends 3BR/2.5BA: Heated Pool, Covered Patio, Gym, Gas Grill, Sonos, Work-from-home space Set on a quiet, private block in Hampton Bays, this beautifully appointed home offers an inviting blend of comfort, style, and effortless indoor-outdoor livingperfect for families and friends seeking a refined coastal escape. Designed with a bright, open floor plan, the home immediately welcomes guests with an easy flow between living spaces, allowing everyone to feel connected while still enjoying room to relax. Thoughtful details, generous living areas, and a seamless connection to the outdoors create a setting where everyday stress fades away and time together takes center stage. Outside, the property feels like a private retreat designed for both relaxation and entertaining. The heated pool serves as the centerpiece of the backyard, ideal for sunny afternoons spent swimming, lounging, or unwinding poolside. A covered patio offers shaded seating and dining, making it easy to enjoy meals outdoors at any time of day. The gas grill is perfect for casual barbecues and evening gatherings, while mature landscaping provides a sense of total privacy throughout the outdoor space. Whether starting the morning with coffee by the pool or ending the evening under the stars with music playing through the Sonos system, the exterior amenities are designed to be enjoyed year-round. Inside, the home is filled with natural light and thoughtfully curated spaces that balance modern convenience with a warm, welcoming atmosphere. The open layout allows the living room to flow effortlessly into the dining area and kitchen, making it ideal for shared meals and conversation. The kitchen is equipped with top-of-the-line appliances, ample counter space, and a coffee maker for slow, relaxed mornings at home. High-speed WiFi, central air conditioning, and a washer and dryer ensure comfort and convenience for both short stays and extended getaways. Every space is designed to function beautifully while maintaining a sense of ease and understated luxury. In addition to the main living areas, the home features a dedicated gym, allowing guests to maintain their fitness routine without ever leaving the property. Whether enjoying a morning workout or a quick session between beach trips, this added amenity enhances the overall experience and makes the home well-suited for active travelers. The three bedrooms are designed as peaceful retreats, offering comfortable furnishings, calming dcor, and plenty of storage. Guests will find fresh, hotel-quality linens and plush bedding in each room, creating a restful environment for winding down at the end of the day. With two and a half bathrooms, mornings are smooth and unhurried, even for groups. Each bathroom is stocked with soft towels and all the essential amenities needed for a comfortable, worry-free stay. Ideally located in Hampton Bays, the home offers convenient access to the areas best restaurants, boutique shops, art galleries, golf courses, and beautiful beaches. Whether the day calls for exploring local dining, enjoying a round of golf, or spending time by the water, everything is within easy reach. This upscale Hampton Bays retreat offers the perfect balance of privacy, comfort, and locationan inviting setting where guests can relax, reconnect, and create lasting memories together. This property has a max occupancy of 5 Bedrooms Bedroom 1 primary: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Bedroom 2: One Double/Full Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 3: Two Twin Single Beds, 2nd Floor, Air Conditioning, Standard Closet Bathrooms Bathroom 1 - Primary: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 2: Full Bath, 2nd Floor, Shower Bathroom 3: Half Bath, First Floor/Main Floor TVs Bedroom 1 primary: Streaming Outdoors & Pool/Spas Deck/Patio (Covered), Grill (Gas), Beach Chairs, Beach Umbrella, Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Fence Around The Yard, Private Pool (Outdoor, Heated) Amenities Bed Linens, Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Gym/Fitness Room (Stationary Bike, Weight Training Equipment, Stretching / Yoga Mat), Hair Dryer, Iron/Ironing Board, Living Room, Parking, Wood Stove, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot, Keurig), Dishes and Silverware, Pots and Pans, Toaster, Blender, Speaker System (Sonos), Television, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Essentials, Smart TV, Wine Fridge, Ice Maker, Laptop-Friendly Workspace, Privacy (Completely Private), Private Entrance, Pack 'n Play/Travel Crib Location Nearby Beaches: Ponquogue Beach Meschutt Beach Tiana Town Beach Nearby Grocery Stores: Nurel’s Farm Stand Wild by Nature Stop & Shop King Kullen Hampton Beverage Co. Nearby Restaurants and Bars: Beach Bar 78 Foster Restaurant & Bar Cowfish Restaurant Rumba Edgewater Restaurant Oakland’s Other Location Information: World-class fishing Other FAQ’s Pool Fenced In: No Backyard Fenced In: No Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: One dog of 40 lbs or less is permitted for an additional $300.00 per booking. Dogs over 40 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $115.00 per night of the reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Stunning Saint Andrews

Southampton, NY, US
5 Bedrooms 10 Guests
Sep 24 - 26
$969 night

Stunning Saint Andrews Newly Renovated, Modern home with pool, cathedral ceilings, open-floor plan, minutes from Southampton Village and ocean beaches! 5BR/4BA - Expansive back deck, cozy fireplace, pool table, work-from-home desk, several seating areas, flooding natural light Located mere minutes from Southampton Village and stunning ocean and bay beaches sits this stunning Post-Modern on a quiet cul-de-sac. Designed with an open-floor plan and private pool, this home is an ideal getaway destination for a group of friends/family. The house, furnished with both elegance and comfort in mind, is warm and welcoming. The light-filled main level includes a large living room with fireplace, dining area, and kitchen with access to the sweeping back deck from multiple entrances. The comfortable furniture, succulents, and accessories create a serene and calming environment. Deeper into the main level, you’ll discover a master suite, one queen bedroom with direct deck access, a twin bedroom, a full bath and a half bath. No matter your culinary skills, the kitchen includes everything one could need to whip up a meal. Topped with Caesarstone and containing several counter height chairs, the island is the perfect place to lay out a few snacks throughout the day, or hors doeuvres prior to the main meal. Feel free to dine at the handsome walnut table set for eight (expandable to 10) or bring the meal right outside onto the deck to enjoy as the sun begins to set. The lower level has a family room with a 77-inch television, pool table, game table, laundry room, full bathroom, a king bedroom, a queen bedroom with Zoom-ready office setup, and access to the garage. Enjoy a game of pool on the stunning table, play board games on the game table or enjoy a good movie while being nuzzled into the Cloud sectional. Out on the deck, you will find an extra-large grill with a direct gas hookup and enough surface area for 28 burgers. The deck also features a large dining table that can seat ten people, outdoor sofas, lounges, and chairs. Stairs lead down to the heated saltwater pool flanked by chaise lounges and umbrellas. Spend the day lounging on the cushioned patio furniture on the deck and taking frequent dips in the sparkling pool to cool off. If, however, you desire to do some sight-seeing, shopping, or dining in local restaurants, the Village of Southampton is only a few minutes away via car. At the end of a fun day, retire to one of the five well-curated bedrooms for a peaceful nights rest, and wake up feeling rejuvenated and ready for the following day of fun in the sun. No matter how you choose to spend your days, Stunning Saint Andrews will surely provide you and your group with a memorable and enjoyable stay. This property has a max occupancy of 10 Bedrooms Master Bedroom: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Front Bedroom: Two Twin Single Beds, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet Rear Bedroom: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Streaming TV, Standard Closet, Balcony/Deck Lower Level King: One King Bed, Lower Level, Air Conditioning, Standard Closet Lower Level Office / Queen: One Queen Bed, Lower Level, Air Conditioning, Standard Closet Bathrooms Master Bathroom: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Main Level Powder Room: Half Bath, First Floor/Main Floor, Handicap Accessible Main Level Full Bath: Full Bath, First Floor/Main Floor, Jack & Jill, Shower/Tub Combo Lower Level Full Bath: Full Bath, Lower Level, Shower TVs Master Bedroom: Streaming Front Bedroom: Streaming Rear Bedroom: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs (12 Chairs), Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Beach Umbrella, Cooler, Fence Around The Yard, Private Pool (Outdoor, Heated), Hot Tub Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning, Heating, Hot Water, Usable Fireplace (Wood-Burning), Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Coffee (Other), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television, Smart TV, Speaker System (Sonos), Game Room, Pool Table, Private Entrance, Parking (6 Cars In Driveway), Garage (1 Cars In Garage), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Ice Maker, Laptop-Friendly Workspace, Pots and Pans Special Features -Across from the Shinnecock Nature Preserve. Easy hiking paths. -No outside/thru traffic safe streets to walk and bike. -Cul de sac with three homes. Location Nearby Beaches: Meschutt Beach 3.5 miles Cooper’s Beach 4.6 miles Ponquogue Beach 7.9 miles Nearby Grocery Stores: Citarella 3.7 miles Stop & Shop SH 3.6 miles King Kullen HB 4.9 miles Stop & Shop HB 6.0 miles Nearby Restaurants and Bars: Saaz Indian Cuisine Showwin Japanese Cuisine Cowfish Edgewater Restaurant Canal Cafe Sundays on the Bay Rumba Out of the Blue Seafood Shinnecock Lobster Factory Local Burger All Village of Southampton Spots Other Location Information: -4 miles from Village of Southampton Main Street -Shinnecock Nature Preserve across the main road -Shinnecock Hills Golf Club 3 minutes away (by car) Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 3,100 Pool fence can be installed for an additional fee. Suitability: Not handicap accessible. Not suitable for unrelated guests. Primary renter must be at least 30 years old. Pet Policy: One hypoallergenic, non-shedding dog of 50 lbs or less is permitted for an additional $300.00 per booking. Non hypoallergenic/shedding dogs or any dogs over 50 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $70.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. Open Late April usually. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Hot Tub Disclaimer: Open year round. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Pool closed in late October. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. This property requires a separate booking agreement to be signed by both parties before the reservation is confirmed. Please inquire prior to booking. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Hamptons Home Near Beaches w/ Pool & Water Views!

Southampton, NY, US
4 Bedrooms 10 Guests
Sep 14 - 28
night

Experience the ultimate Southampton retreat at this gorgeous 4-bedroom, 4-bathroom vacation rental! The house boasts a beautifully appointed interior and a private outdoor pool for refreshing swims. Enjoy breathtaking ocean views from the spacious balcony or unwind on the peaceful screened porch with your morning coffee or evening cocktail. When you're ready to explore, head over to Coopers Beach for a day of fun or book a tee time at Southampton Golf Club! -- THE PROPERTY -- 3,500 Sq Ft | Seasonal Heated Pool (3'-8' Depth) | Spacious Balcony Bedroom 1: Queen Bed | Bedroom 2: King Bed | Bedroom 3: King Bed (Convertible to 2 Twins) | Bedroom 4: Queen Bed | 2nd Living Room: Queen Sleeper Sofa | Additional Sleeping: Pack 'n Play LUXURY LIVING: Smart TVs, spacious great room w/ water view, spa-inspired bathrooms, soaking tub, laptop-friendly workspace, screened porch CHEF'S KITCHEN: 2 fridges, stove, 2 dishwashers, drip coffee maker, Keurig coffee maker, microwave, cooking basics, toaster, dishware/flatware, trash bags/paper towels GENERAL: Free WiFi, keyless entry, central heating & A/C, complimentary toiletries, linens/towels, washer/dryer, ceiling fans, hair dryer, iron/board, high chair FAQ: 2 external security cameras (facing out) ACCESSIBILITY: Multi-level home, stairs required to enter, bedroom & bathroom on main floor PARKING: Driveway (2 vehicles), garage (2 vehicles) -- THE LOCATION -- NEARBY ATTRACTIONS: Meschutt Beach County Park (3 miles), Good Ground Park (4 miles), Southampton History Museum (4 miles), Coopers Beach (5 miles), Shou Sugi Ban House (6 miles), Children's Museum of the East End (11 miles), Wölffer Estate Vineyard (12 miles), Duck Walk Vineyards (13 miles), Long Island Aquarium (14 miles) TEE TIME: Southampton Golf Range (3 miles), Southampton Golf Club (3 miles), Indian Island Golf Course (12 miles) BEACH DAY: Meschutt Beach (3 miles), Southampton Beach (6 miles), Ponquogue Beach (7 miles), Road D Beach (7 miles) AIRPORT: Long Island MacArthur Airport (36 miles), Republic Airport (55 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This multi-level home requires exterior stairs to enter, and interior stairs are required to access the upper-floor bedrooms and 2nd living area - NOTE: Your safety matters. This property features 2 external security cameras: 1 camera located above the garage facing the driveway and 1 camera located on the back of the home facing the backyard. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion - NOTE: The seasonal private pool is available in the middle of May

East Quogue Escape

East Quogue, NY, US
4 Bedrooms 6 Guests
Sep 14 - 21
$906 night

East Quogue Escape Modern Quogue Escape with Pool & Pool House, Luxurious Indoor-Outdoor Living, Minutes from Beaches & Town 4BR/3BA: Heated pool, resort-style outdoor living, al-fresco dining, gas BBQ, pool house & chic interiors Welcome to a modern sanctuary in the heart of Quoguea stylish, newly built retreat designed for families and groups seeking a refined yet comfortable escape. This light-filled home blends contemporary architecture with warm, coastal-inspired interiors, inviting guests to immerse themselves in a luxurious indoor-outdoor lifestyle. With four bedrooms and three bathrooms, the home sleeps up to seven guests and offers multiple living spaces, ensuring everyone has room to relax, unwind, and connect. From the moment you arrive, the property feels like a destination in itself: a private oasis that balances tranquility with easy access to Quogues beaches, restaurants, and boutiques. Step into the expansive backyard and discover a space that feels tailor-made for long summer days and leisurely evenings. The home is set within a fully fenced yard, offering complete privacy and serenity. At its heart lies the heated pool, framed by a sun-drenched deck lined with plush chaise loungersa perfect spot for basking in the afternoon sun or watching the kids play. The pool house, with its sofa lounge, king bedroom, and dedicated office space, provides flexibility for guests who desire a quiet retreat or a work-from-home setup with a view. Off the back of the main house, a spacious deck extends the living area outdoors, complete with a comfortable lounge sofa and chairsideal for sipping morning coffee in the soft light of dawn or toasting the sunset with evening cocktails. A top-of-the-line gas grill and large outdoor dining table transform al fresco meals into a daily ritual. Children will delight in the swing set and the wide stretch of green lawn, while adults can take in the sense of seclusion, surrounded by mature trees and lush landscaping. Ample parking ensures convenience for families and groups. Inside, the home flows seamlessly through its open-concept layout, where oversized windows draw in abundant natural light. Sliding glass doors create a fluid connection between the indoor spaces and the back deck, making it easy to move from poolside lounging to cozy evenings indoors. The main living room, with its plush sectional sofa, sleek fireplace, and large TV, invites long conversations or quiet moments by the fire. For movie nights or game-day gatherings, a separate den provides a second lounge area, complete with another sectional and TVideal for kids or groups wanting to spread out. The chefs kitchen is a centerpiece of the home, boasting top-of-the-line appliances and fully stocked with cookware, dishes, and essentials, making both casual breakfasts and celebratory dinners a pleasure to prepare. Every detail of the home has been thoughtfully curated for comfort, from the central air conditioning to high-speed WiFi, laundry facilities, and multiple work-from-home spaces. The bedrooms are designed to be restful havens, each bathed in natural light and furnished with fresh linens and calming, modern dcor. The primary suite, located on the main level, offers a king bed and a spa-like ensuite bathroom with a luxurious rain shower, creating a private retreat within the home. Upstairs, two additional guest rooms include a queen bedroom and a cheerful kids room with a twin bedboth sharing a bright hall bath with a tub/shower combination. A full bathroom with a walk-in shower on the main level ensures convenience for guests. The fourth bedroom, located in the separate pool house, provides additional privacy with a king bed and its own serene atmosphere, making it perfect for extended family members or visiting friends. Beyond the home, Quogue awaits with a blend of charm and sophistication. Within minutes, guests can explore local restaurants offering everything from casual bites to fine dining experiences. The nearby shops and art galleries provide opportunities for leisurely strolls and unique finds, while the pristine beaches offer a quintessential Hamptons experiencewhether its a quiet walk along the shoreline, a morning swim, or an afternoon spent in the surf. Many of these attractions are just a short drive or bike ride away, making it easy to balance time spent at the home with adventures around town. This Quogue retreat offers more than just a place to stayit creates a backdrop for memorable experiences. Whether its long afternoons by the pool, cozy evenings gathered around the fireplace, or days spent exploring nearby beaches and galleries, the home invites guests to slow down, reconnect, and savor the best of coastal living. Perfectly balancing privacy, comfort, and style, it promises a getaway where modern luxury meets timeless Hamptons charm. This property has a max occupancy of 6 Bedrooms Bedroom 1 - Primary: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Standard Closet Bedroom 2 - Guest: One Queen Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 3 - Nursery: One Crib Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 4 - Pool House: One Sleep Sofa, Pool House First Floor/Main Floor, Air Conditioning, TV Bathrooms Primary ensuite: Full Bath, 2nd Floor, Ensuite, Shower First Floor Hall: Full Bath, First Floor/Main Floor, Shower Second Floor Hall: Full Bath, 2nd Floor, Shower/Tub Combo TVs Bedroom 4 - Pool House Outdoors & Pool/Spas Deck/Patio (Uncovered), Grill (Gas), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Fence Around The Yard, Swing Set, Private Pool (Heated, Outdoor, Freshwater) Amenities Bed Linens, Usable Fireplace, Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Hair Dryer, Iron/Ironing Board, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot), Dishes and Silverware, Pots and Pans, Toaster, Blender, Television (Main Living Room, Den, Additional Structure (Pool House, guest house, detached garage)), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Smart TV, Wine Fridge, Ice Maker, Laptop-Friendly Workspace, Privacy (Completely Private), Essentials, Gym/Fitness Room (Treadmill, Stationary Bike, Weight Training Equipment, Stretching / Yoga Mat) Location Nearby Beaches: Hot Dog Beach Rogers Beach Village Beach Nearby Grocery Stores: Hampton Fruit & Vegetable Quogue Country Market Nearby Restaurants and Bars: Dockers Waterside Marina & Restaurant Stone Creek Inn New Moon Caf Other Location Information: Quogue Wildlife Refuge Quogue Field Club Inc. Suitability: Primary renter must be at least 27 years old. Pet Policy: Pets may be allowed but are subject to owner’s approval (please inquire). Pet approval may include additional fees and/or security deposit. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $100.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Shinnecock Haven House

Southampton, NY, US
4 Bedrooms 8 Guests
Sep 14 - 18
$580 night

Shinnecock Haven House Charming Southampton Retreat with Heated Pool, Minutes to Shinnecock Hills Golf Club 4BR/4BA: Heated private Pool, Gas Grill, Wood Burning Fireplace, and Weight Training Equipment Nestled on a beautiful private block in Southampton, this inviting 4-bedroom, 4-bathroom home offers a seamless blend of comfort and style, ideal for families seeking a refined yet relaxed summer retreat. Thoughtfully designed with an open floorplan and all living spaces on one level, the home allows for easy, effortless living. Vaulted ceilings and warm finishes create a welcoming atmosphere, while the layout encourages both connection and quiet momentsmaking it the perfect escape from everyday life. Outdoors, the property unfolds into a serene and private setting on a beautifully manicured shy half acre. The heated saltwater pool serves as the centerpiece, surrounded by lush landscaping and ample space to lounge and unwind. Enjoy summer evenings grilling on the gas grill, or spend your days soaking up the sun in total privacy. With additional amenities like weight training equipment, the home offers a well-rounded outdoor experience designed for both relaxation and recreation. Inside, natural light fills the home, enhancing the open layout that flows effortlessly from the living room to the dining area and into the newly renovated gourmet kitchen. The great room, complete with vaulted ceilings and a wood-burning fireplace, creates a cozy yet elevated space to gather. The kitchen is outfitted with top-of-the-line appliances and a coffee maker, perfect for everything from casual breakfasts to evening entertaining. Modern conveniences including WiFi, central air conditioning, and a washer and dryer ensure a seamless and comfortable stay. The four bedrooms are generously sized and thoughtfully arranged, including a spacious primary suite designed for ultimate relaxation. Each of the four bathrooms is well-appointed, offering comfort and convenience for all guests. Fresh linens, plush towels, and all essential amenities are provided, ensuring a stay that feels both elevated and effortless. Ideally located just minutes from Southamptons renowned restaurants, boutique shops, art galleries, and pristine ocean beaches, this home also sits only two miles from the prestigious Shinnecock Hills Golf Course. Whether you’re enjoying a day on the greens, exploring the vibrant local scene, or simply relaxing poolside, this Southampton retreat offers the perfect setting for an unforgettable Hamptons getaway. This property has a max occupancy of 8 Bedrooms Bedroom 1 - Primary: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet Bedroom 2: Two Twin Single Beds, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 3: One Queen Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 4: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Bathrooms Bathroom 1 - Primary Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Bathroom 2 - Hallway Bath: Full Bath, First Floor/Main Floor, Shower Bathroom 3 - Guest Bathroom: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 4 - Basement Bath: Full Bath, Lower Level, Shower/Tub Combo TVs Bedroom 1 - Primary: Streaming Bedroom 4: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Fence Around The Pool, Fence Around The Yard, Cooler, Grill (Gas), Fire Pit (Wood-Burning), Beach Toys, Private Pool (Heated, Outdoor) Amenities Bed Linens, Usable Fireplace (Wood-Burning), Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Gym/Fitness Room (Weight Training Equipment), Hair Dryer, Iron/Ironing Board, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot), Dishes and Silverware, Pots and Pans, Toaster, Blender, Television (Main Living Room), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Smart TV, Ice Maker, Laptop-Friendly Workspace, Privacy (Completely Private), Essentials Location Nearby Beaches: Cooper’s Beach Flying Point Beach Halsey Neck Beach Cryder Beach Little Plains Beach Nearby Grocery Stores: Hank’s Farmstand Southampton Farmer’s Market Citarella Stop & Shop Nearby Restaurants and Bars: AM Southampton Southampton Social Club Claude’s Restaurant The Plaza Caf Southampton Social Club Union Cantina Union Burger Bar Sant Ambroeus 75 Main Tutto il Giorno Le Chef Other Location Information: Agawam Lake Park Shinnecock Hills Golf Club Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Suitability: Not handicap accessible. Primary renter must be at least 25 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Southampton Villa

Southampton, NY, US
3 Bedrooms 6 Guests
Sep 14 - 17
$488 night

Southampton Villa Chic Southampton Escape with Heated Pool, Stylish Interiors, Minutes to Town & Beaches 3BR/2.5BA: Private heated pool, expansive yard, outdoor dining, gas BBQ, vaulted ceilings & curated furnishings Welcome to your chic Southampton escapea modern haven where sophisticated design meets relaxed, beachside living. This stylish and sun-soaked retreat is thoughtfully curated to deliver an effortless vacation experience, blending all the luxuries of a high-end hotel with the privacy and comfort of home. Centrally located just moments from Southampton Village and south of the highway, this serene getaway puts you minutes from some of the Hamptons’ best beaches, restaurants, boutique shops, and scenic farm stands. Whether you’re seeking a peaceful family getaway, a group vacation with friends, or a work-from-home retreat by the coast, this home offers the ideal setting for an unforgettable stay. As you step outside, youre greeted by a secluded, picturesque backyard that feels like your own private resort. Framed by lush, mature landscaping and offering plenty of green space to roam, the expansive yard is designed for both relaxation and recreation. The sparkling heated pool is the centerpieceperfect for cooling off on warm summer afternoonssurrounded by plush chaise loungers for sunbathing or diving into your favorite summer read. An elegant wooden deck features an outdoor dining area with seating for six, a top-of-the-line gas BBQ grill for alfresco feasts, and a cozy lounge area complete with a cushioned outdoor sofa, chairs, and coffee table. Whether its a quiet morning coffee, an afternoon cocktail, or dinner under the stars, this outdoor space is made for seamless indoor-outdoor living. Located on a peaceful street with ample parking, its a true sanctuary for those looking to unwind in style. Inside, natural light floods every corner of this bright and spacious home, thanks to oversized windows, soaring vaulted ceilings with wood paneling, and an open-concept layout that encourages connection and comfort. The main level welcomes you with a thoughtfully designed living area, where modern furnishings and curated dcor create a space thats equal parts stylish and inviting. The living room features a cozy fireplace, plush seating, and a flat-screen TV, ideal for relaxing after a day at the beach. Sliding doors open directly to the back deck, allowing the interior to blur effortlessly into the outdoor living space. The adjacent dining area and state-of-the-art kitchen are perfect for entertaining, featuring high-end appliances, a generous island with bar seating, and everything you need for cooking and hosting with ease. For even more space to spread out and relax, head downstairs to the finished lower level, where a cozy movie den awaits. Outfitted with a plush sofa and a big-screen TV, it’s the perfect setup for movie marathons or cheering on your favorite sports team. The lower level also features sliding doors that provide direct access to the heated pool, making it easy to go from screen time to splash time in seconds. Modern comforts abound throughout the home, including central AC, high-speed WiFi, and an in-home washer and dryer. The home offers three beautifully appointed bedrooms and two-and-a-half bathrooms, providing comfort and privacy for up to six guests. On the second floor, the spacious primary suite is a calming retreat with a luxurious king bed, fresh hotel-quality linens, and a spa-like en suite bathroom complete with a sleek walk-in shower. On the main level, two additional guest bedroomseach with a stylish queen bedshare a well-appointed hall bathroom with a shower/tub combo. For added convenience, a powder room is located on the lower level with easy access from the pool, perfect for outdoor entertaining and days spent lounging in the sun. Beyond the property, youll find all the best of the Hamptons within easy reach. Southamptons charming village center is just a short drive away, where you can explore local art galleries, upscale boutiques, and a vibrant dining scene ranging from farm-to-table restaurants to classic seafood spots. Beautiful beaches like Coopers Beach and Flying Point Beach are just minutes away for sun-soaked days by the ocean. Youre also close to scenic parks, renowned wineries, and beloved farm stands offering the freshest local produce and artisanal treats. Whether youre strolling through the weekend farmers market, enjoying a tasting at a nearby vineyard, or dining alfresco at a buzzy bistro, theres always something new to discover just beyond your doorstep. This Southampton retreat strikes the perfect balance between elegance and ease, offering everything you need for a rejuvenating escape filled with comfort, style, and endless summer memories. This property has a max occupancy of 6 Bedrooms Primary bedroom: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, TV, Closet Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Ensuite Bathroom, TV, Closet Bedroom 3: One Queen Bed, First Floor/Main Floor, Air Conditioning, Ensuite Bathroom, Closet Bathrooms Primary bathroom: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 2: Full Bath, First Floor/Main Floor, Ensuite, Jack & Jill, Shower/Tub Combo Powder Room: Half Bath, Lower Level TVs Primary bedroom Bedroom 2 Outdoors & Pool/Spas Deck/Patio (Uncovered), Patio Furniture (Table, Chairs), Grill (Gas), Lounge Chairs, Private Pool (Outdoor, Heated) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Washer, Dryer, Air Conditioning, Heating, Hot Water, Usable Fireplace, Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Coffee (Pot, Nespresso, Keurig), Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Laptop-Friendly Workspace, Television (Main Living Room), Smart TV, Speaker System (Bluetooth Speaker), Pack 'n Play/Travel Crib, Gym/Fitness Room (Treadmill, Weight Training Equipment, Stretching / Yoga Mat), Parking, Garage, Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials Location Nearby Beaches: Cooper’s Beach Flying Point Beach Halsey Neck Beach Cryder Beach Little Plains Beach Nearby Grocery Stores: Hank’s Farmstand Southampton Farmer’s Market Citarella Stop & Shop Nearby Restaurants and Bars: AM Southampton Southampton Social Club Claude’s Restaurant The Plaza Caf Southampton Social Club Union Cantina Union Burger Bar Sant Ambroeus 75 Main Tutto il Giorno Le Chef Other Location Information: Agawam Lake Park Shinnecock Hills Golf Club Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 2,400 Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: One hypoallergenic, non-shedding dog of 75 lbs or less is permitted for an additional $300.00 per booking. Non hypoallergenic/shedding dogs or any dogs over 75 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Shinnecock Shore House

Southampton, NY, US
9 Bedrooms 8 Guests
Oct 2 - 5
$1,545 night

Please note that a reservation for this property needs to be approved before it is confirmed. Shinnecock Shore House Timeless Shinnecock Hills Beachfront Getaway, Great for Groups 8BR/7BA: Water Front, Dock, Heated Pool, Beach Front, Additional Sleeping Space, Swing Set, Sonos, Gym, Game room, Nespresso Set along a beautiful private block in coveted Shinnecock Hills, this timeless beachfront estate offers an exceptional setting for families and groups seeking space, privacy, and a true escape from everyday life. Designed with an open floorplan and thoughtfully arranged living spaces, the home balances comfort and sophistication, creating an atmosphere where guests can gather effortlessly while still enjoying moments of quiet retreat. With eight bedrooms and seven bathrooms, the residence is ideally suited for multi-generational families, group getaways, or extended stays, offering both togetherness and room to unwind. Outdoors, the experience is defined by complete privacy and a rare combination of waterfront and beachfront living. Expansive grounds stretch toward the water, where guests can enjoy a private dock, a heated pool, and direct beach access just steps away. Multiple outdoor areas invite lingering mornings and relaxed afternoons, from poolside lounging to shaded seating ideal for conversation and cocktails. A swing set adds a thoughtful touch for younger guests, while the surrounding landscape ensures a peaceful, secluded setting that feels worlds away from the pace of daily life. Inside, the home unfolds with an easy, light-filled flow. Large windows frame water views and allow natural light to move freely through the open living spaces. The main living room invites gathering with comfortable seating and seamless transitions to the dining area, making it ideal for shared meals and evenings together. The gourmet kitchen is a centerpiece of the home, outfitted with top-of-the-line appliances, a Nespresso coffee maker, and everything needed to prepare anything from casual breakfasts to celebratory dinners. Central air conditioning, high-speed WiFi, and a full washer and dryer ensure modern comfort throughout the stay. Additional spaces elevate the experience even further, including a dedicated gym, a game room perfect for entertainment, and extra sleeping areas that provide flexibility for larger groups. The bedrooms are designed as calming retreats, each appointed with fresh linens, plush bedding, and thoughtful details that encourage rest and relaxation. A mix of bedroom configurations allows the home to comfortably accommodate a variety of group needs, while the bathrooms are stocked with all the essentials for a seamless stay. Whether starting the day with quiet moments or winding down after a full afternoon at the beach, guests will find each space inviting and well considered. Perfectly positioned in Shinnecock Hills, the home offers convenient access to Southamptons renowned restaurants, boutiques, art galleries, championship golf courses, and some of the areas most beautiful beaches. This beachfront getaway delivers a rare blend of privacy, space, and locationan elevated coastal experience designed for connection, comfort, and unforgettable time by the water. This property has a max occupancy of 8 Bedrooms Bedroom 1 - Primary: One King Bed, 3rd Floor, Air Conditioning, Full Ensuite Bathroom, Walk-in Closet Bedroom 2: One Twin Single Bed, 3rd Floor, Air Conditioning, Full Ensuite Bathroom, Standard Closet Bedroom 3: One Queen Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 5 - Ensuite: One Queen Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 4 - Ensuite: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Cable Streaming TV, Standard Closet, Balcony/Deck Bedroom 7 Ensuite: One Twin Single Bed, First Floor/Main Floor, Air Conditioning, Cable Streaming TV, Standard Closet Bedroom 6 - Ensuite: One Queen Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 8 - Ensuite: One Twin Single Bed, First Floor/Main Floor, Air Conditioning, Cable Streaming TV, Standard Closet Additional sleeping area: One Sleep Sofa, 3rd Floor, Air Conditioning, Cable Satellite TV Bathrooms Bathroom 1 - Primary: Full Bath, 3rd Floor, Ensuite, Tub, Shower/Tub Combo Bathroom 2: Full Bath, 3rd Floor, Ensuite, Shower Bathroom 3 - Ensuite: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 4: Full Bath, 2nd Floor, Shower Bathroom 5 - Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 6 - Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 7: Full Bath, First Floor/Main Floor, Shower TVs Bedroom 4 - Ensuite: Cable and Streaming Bedroom 7 Ensuite: Cable and Streaming Bedroom 8 - Ensuite: Cable and Streaming Additional sleeping area: Cable and Satellite Outdoors & Pool/Spas Deck/Patio (Covered), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Fire Pit (Wood-Burning), Balcony, Swing Set, Dock, Beachfront, Waterfront, Private Pool (Outdoor, Heated) Amenities Bed Linens, Usable Fireplace (Wood-Burning), Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Gym/Fitness Room (Stationary Bike, Weight Training Equipment, Stretching / Yoga Mat), Garage (Attached), Hair Dryer, Iron/Ironing Board, Living Room, Parking, Wood Stove, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Nespresso, Other), Dishes and Silverware, Pots and Pans, Toaster, Blender, Ping Pong Table, Speaker System (Sonos), Television, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Cable TV, Electric Vehicle Charger, Fire Extinguisher, Essentials, Smart TV, Wine Fridge, Ice Maker, Laptop-Friendly Workspace, Privacy (Completely Private), Private Entrance Location Nearby Beaches: Cooper’s Beach Flying Point Beach Halsey Neck Beach Cryder Beach Little Plains Beach Nearby Grocery Stores: Hank’s Farmstand Southampton Farmer’s Market Citarella Stop & Shop Nearby Restaurants and Bars: AM Southampton Southampton Social Club Claude’s Restaurant The Plaza Caf Southampton Social Club Union Cantina Union Burger Bar Sant Ambroeus 75 Main Tutto il Giorno Le Chef Other Location Information: Agawam Lake Park Shinnecock Hills Golf Club Suitability: Primary renter must be at least 30 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: A refundable cash security deposit of 10% is required for this property. Information with respect to the payment and administration of the security deposit is governed by a separate Security Deposit Agreement between owner and guest, that shall be signed by both parties prior to check-in. This property requires a separate booking agreement to be signed by both parties before the reservation is confirmed. Please inquire prior to booking. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Southampton Dream

Southampton, NY, US
6 Bedrooms 12 Guests
Sep 14 - 16
$1,281 night

Southampton Dream Beautifully renovated home, entertainers dream, saltwater pool and spa, expansive deck, outdoor kitchen, covered outdoor patio with fireplace and TV, professionally landscaped lawns, and minutes to local ocean beaches 6BR/5BA - spacious living, indoor/outdoor living, fireplace, game room, fitness area, large bedrooms, and finished basement Situated along this quiet road in Southampton where the ultimate in relaxation, comfort and tranquility is preserved for your enjoyment. Surrounded by lush natural landscaping, this timeless Hamptons shingle-style home offers an impressive outdoor space, classic wraparound porch, and a gorgeous private pool. Perfect for a large family or friend group stay, this home accommodates up to 12 guests easily and is ideally suited for long-term renters. Melding the classic architectural exterior with a contemporary interior, enjoy light-filled spaces with ease of flow ideal for everyday living. Spanning over 5,000 square feet of interior living, this home has been beautifully renovated including all new designer furniture and a cozy fireplace for cooler evenings while effortlessly leading to a separate dining area. The sleek kitchen is an entertainers dream, hire a private chef to host an intimate cooking class or prepare your own fine meals as it boasts top of the line appliances and finishes. Truly suited for entertainment, turn on your favorite music from the Sonos sound system and enjoy a formal game room with a full bar, beer/wine fridge and billiards table. When youre ready to wind down, there are five serene bedrooms and five baths ensuring peace and privacy. Fresh Brooklinen sheets, pillows and Helix mattresses are provided for your comfort. Downstairs dont miss your opportunity for a quick fitness session as there is a Peloton bike, free weights, and other gym accessories to enjoy completing this amazing home. More entertainment continues from your outdoor oasis featuring an expansive deck with lounge seating, an outdoor kitchen, a stunning 20x40 saltwater pool, and brand new 7-person saltwater spa hot tub. Host a Summer BBQ with friends and family from the grill as you sip on your favorite cocktails and enjoy fun in the sun from your beautiful lawn. The expansive covered patio is perfect for when you need a break from the sun. The ambiance and space for outdoor activities is unmatched. When youre ready to head to town, you’re just minutes from the best dining experiences in Shinnecock Hills as well as the sandiest beaches to catch the sunset including Coopers and Cryder Beach. Classic Southampton village is just 3.5 miles away. A truly unforgettable experience in Southampton! This property has a max occupancy of 12 Bedrooms Master Bedroom: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet Bedroom 2: One King Bed, 2nd Floor, Air Conditioning, Streaming TV, Standard Closet Bedroom 3: One Queen Bed, 2nd Floor, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Standard Closet Bedroom 4: One Queen Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 5: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Standard Closet Bedroom 6: One King Bed, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet Bathrooms Master Bathroom: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 2: Full Bath, 2nd Floor, Jack & Jill, Shower, Tub Bathroom 3: Full Bath, First Floor/Main Floor, Shower Bathroom 4: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 5: Full Bath, Lower Level, Shower TVs Master Bedroom: Streaming Bedroom 2: Streaming Bedroom 6: Streaming Outdoors & Pool/Spas Deck/Patio (Covered), Lounge Chairs (5 Chairs), Patio Furniture (Table, Chairs), Grill (Gas), Fire Pit (Wood-Burning), Fence Around The Yard, Beach Chairs (6 Chairs), Fence Around The Pool, Private Pool (Outdoor, Saltwater), Hot Tub (Freestanding Hot Tub) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television (Main Living Room, Office, Media Room, Gym, Den, Outdoor), Pool Table, Private Entrance, Parking (5 Cars In Driveway), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Hair Dryer, Ice Maker, Coffee (Pot, Other, Nespresso, Keurig), Toaster, Blender, Cable TV, Smart TV, Gym/Fitness Room (Stationary Bike, Weight Training Equipment, Stretching / Yoga Mat), Garage (1 Cars In Garage, Attached), Laptop-Friendly Workspace, Iron/Ironing Board, Wine Fridge, Speaker System (Sonos), Game Room Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 5,500 Pool fence available to install for a fee. Rental Registration: RP251451 expires on 7/12/2027. Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: One hypoallergenic/non-shedding dog permitted for an additional $500.00 per booking. Non hypoallergenic/shedding dogs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $155.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: Additional guests are prohibited unless express approval is provided. An additional guests fee of $500.00 per person per night may be required. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool, please be sure to inquire if they will be available for use prior to booking. *Pool fence is available for installation upon request for an additional fee per booking. Hot Tub Disclaimer: At this time, detached hot tub at this property will be winterized during the off-season and be most likely available for use during the duration of the pool’s availability. If your booking falls outside of that time frame and you intend to use the hot tub, please be sure to inquire if they will be available for use prior to booking. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Shinnecock Sanctuary

Southampton, NY, US
5 Bedrooms 12 Guests
Sep 14 - 16
$1,312 night

Shinnecock Sanctuary Spacious Southampton home, close to town, beaches, large private yard, perfect getaway 5BR/4BA: heated outdoor pool, private tennis court, expansive private yard, modern kitchen Welcome to your dream escape in the heart of Southampton, where modern sophistication meets effortless coastal charm. This spacious, sun-drenched retreat is perfectly situated just minutes from the town center, pristine beaches, and world-class dining. Boasting an open floor plan with soaring double-height ceilings, floor-to-ceiling windows, and abundant natural light, this five-bedroom, four-bathroom sanctuary is designed for up to ten guests. Multiple sitting and dining areas provide the perfect setting for families or groups seeking an exclusive getaway in a serene private setting. Step outside and immerse yourself in a private oasis designed for relaxation and entertainment. The heated pool invites refreshing morning swims, while the private tennis court provides an active escape. Lounge on the expansive sundeck or gather around the outdoor fire pit, where Adirondack chairs set the stage for unforgettable evenings under the stars. Enjoy multiple sitting areas ideal for cocktails and conversation, plus ample free parking, this home ensures a seamless blend of comfort and sophistication. The open-concept design welcomes you into a beautifully styled interior, where contemporary elegance meets coastal warmth. A fully equipped gourmet kitchen boasts high-end appliances, a coffee maker, all essential cookware, and a wine fridgeperfect for hosting and entertaining. The spacious living room, anchored by a cozy fireplace, flows seamlessly into the dining area, where sliding glass doors open to the expansive outdoor deck. The finished lower level offers a kitchenette, additional sleeping space and a private bathroom, ensuring ample room for guests to unwind. Modern amenities such as high-speed WiFi, central AC, and a washer/dryer provide all the comforts of home in a luxurious setting. Each bedroom is thoughtfully designed with plush bedding, fresh linens, and an inviting ambiance that promises restful nights. The primary suite is a tranquil escape, complete with a private fireplace, balcony and ensuite spa-like bathroom. The additional four bedrooms offer bright, airy spaces, all furnished with premium mattresses and elegant decor. The bathrooms are stocked with all essentials, ensuring a hassle-free stay from the moment you arrive. Located on an exclusive cul-de-sac in Shinnecock Hills, this home offers easy access to Southamptons best attractions. Stroll through the charming village, where boutique shops, renowned art galleries, and gourmet restaurants await. Indulge in farm-to-table cuisine at local favorites, or explore the vibrant Hamptons nightlife. The areas stunning beaches are just a short drive away, providing the perfect backdrop for sun-soaked days by the ocean. Whether youre in search of adventure or relaxation, this luxurious retreat places you in the heart of it all. Book your stay today and experience Southampton at its finest! This property has a max occupancy of 12 Bedrooms Bedroom 1 - Primary: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Bedroom 2 - Guest: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Standard Closet, Balcony/Deck Bedroom 3 - Guest: One Double/Full Bed, First Floor/Main Floor, Air Conditioning, Standard Closet, Balcony/Deck Bedroom 4 - Guest: Two Queen Beds, Lower Level, Air Conditioning, Standard Closet, Balcony/Deck Bedroom 5 - Guest: One King Bed, Lower Level, Air Conditioning, Full Ensuite Bathroom, Standard Closet, Balcony/Deck Bathrooms Bathroom 1 - Primary Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Bathroom 2 - Guest Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower/Tub Combo Bathroom 3 - Hallway: Full Bath, First Floor/Main Floor, Handicap Accessible, Shower Bathroom 4 - Lower Level Ensuite: Full Bath, Lower Level, Ensuite, Shower/Tub Combo TVs Bedroom 1 - Primary: Streaming Outdoors & Pool/Spas Balcony, Deck/Patio (Uncovered), Grill (Charcoal, Gas), Tennis Court (Private), Patio Furniture (Table, Chairs, Umbrella), Tennis Equipment (Rackets, Balls), Fence Around The Pool, Basketball Court, Lounge Chairs (6 Chairs), Fire Pit (Wood-Burning), Private Pool (Heated, Freshwater) Amenities Bed Linens, Air Conditioning (Central Air), Dryer, Internet (Wifi), Washer, Living Room, Parking, Bath Towels, Microwave, Coffee (Pot, Nespresso), Dishes and Silverware, Pots and Pans, Television (Main Living Room, Media Room), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Electric Vehicle Charger, Smart TV, Wine Fridge, Ice Maker, Laptop-Friendly Workspace, Essentials, Pool/Beach Towels, Heating, Hair Dryer, Toaster, Blender, Speaker System (Bluetooth Speaker), Garage, Game Room, Pool Table, Usable Fireplace (Wood-Burning) Location Nearby Beaches: Cooper’s Beach Flying Point Beach Halsey Neck Beach Cryder Beach Little Plains Beach Nearby Grocery Stores: Hank’s Farmstand Southampton Farmer’s Market Citarella Stop & Shop Nearby Restaurants and Bars: AM Southampton Southampton Social Club Claude’s Restaurant The Plaza Caf Southampton Social Club Union Cantina Union Burger Bar Sant Ambroeus 75 Main Tutto il Giorno Le Chef Other Location Information: Agawam Lake Park Shinnecock Hills Golf Club Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: One dog of 75 lbs or less is permitted for an additional $300.00 per booking. Dogs over 75 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Sunny and Bright Modern Home with Pool

Southampton, NY, US
7 Bedrooms 14 Guests
Sep 14 - 21
$2,113 night

The Shinnecock Hideaway Open Floor Plan, Generous-Sized Rooms, Close to Golf and Ocean Beaches 7BR/4BA, Coastal-Chic Style, Roomy & Open Kitchen, Patio Dining & Lounging We dare you not to smile when you walk into the living room at The Shinnecock Hideaway. The sunny interior, with its bold, black-and-white striped curtains and funky yellow throw pillows, is a designers dream and your destination for a picture-perfect getaway. With seven bedrooms and space to comfortably sleep 14, this recently renovated vacation rental invites you and your favorite people to leave your cares at the door. All furniture and bedding are brand new and high end, and living areas are clean, comfortable and cheery with hardwood floors throughout. Massive windows let in the sunlight, helping the rooms feel even more spacious. Feel free to mingle in the open kitchen, or take your carefree conversation outdoors, where youll have plenty of solitude this really is a hideaway! Tucked away at the end of a private, tree-lined street, The Shinnecock Hideaway features a large outdoor pool and deck, ideal for splashing and lounging. The 10-person, oversized teak patio table is the perfect excuse for whiling away the hours, laughing over cocktails and a delicious barbecue dinner long after the sun has gone down. Of course, dont forget what drew you to the destination in the first place. The Hamptons offer a web of restaurants, shops, galleries, bars, and, of course, the beach, all of which are just a short distance from The Shinnecock Hideaway. This property has a max occupancy of 14 Bedrooms Bedroom 1: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, TV, Closet Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Closet Bedroom 3: One Queen Bed, 2nd Floor, Air Conditioning, TV, Closet Bedroom 4: One Queen Bed, 2nd Floor, Air Conditioning, Closet Bedroom 5: One Queen Bed, 2nd Floor, Air Conditioning, Closet Bedroom 6: Two Twin Single Beds, 2nd Floor, Air Conditioning, Closet Bedroom 7: Two Twin Single Beds, 2nd Floor, Air Conditioning, Closet Bathrooms Bathroom #1: Full Bath, First Floor/Main Floor, Ensuite Bathroom #2: Full Bath, First Floor/Main Floor Bathroom #3: Full Bath, 2nd Floor Bathroom #4: Full Bath, 2nd Floor TVs Bedroom 1 Bedroom 3 Outdoors & Pool/Spas Deck/Patio, Grill (Gas), Lounge Chairs, Patio Furniture, Private Pool (Saltwater, Outdoor) Amenities Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Bed Linens, Washer, Living Room, Parking, Essentials, Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Pack 'n Play/Travel Crib, Bath Towels, Stove, Oven, Dishwasher, Microwave, Coffee (Pot), Dishes and Silverware, Pots and Pans, Television, Cable TV, Smart TV, Laptop-Friendly Workspace, Pots and Pans Suitability: Primary renter must be at least 28 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $75.00 per night of the reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Shinnecock Shores

Southampton, NY, US
3 Bedrooms 6 Guests
Sep 14 - Oct 14
$2,084 night

Please note that a reservation for this property needs to be approved before it is confirmed. Shinnecock Shores Timeless Southampton retreat with heated pool, and effortless indoor-outdoor living just steps from the beach 3BR/3.5BA + Den w/ Sofa-bed: Water views, heated pool, al-fresco dining, luxurious indoor-outdoor living, fire pit, chic interiors Set just steps from the shimmering shoreline of Southamptons coveted coast, this elegant 3-bedroom, 3.5-bath residence presents an effortless blend of timeless sophistication and relaxed seaside living. Gleaming with bright interiors, curated artwork and furnishings throughout, the home offers serene water views that glimmer through abundant windows and a calm, airy atmosphere designed for refined comfort. Outside, the property features a heated pool framed by a sun deck, a covered al-fresco dining area, a cozy fire-pit, and an expansive, fenced-in yard edged with lush greenery all combining to create a private resort-style retreat. A large parking field provides ample space for guests, making entertaining groups both comfortable and convenient. Ideally located, the home is within walking distance to the neighborhood beach on Shinnecock Bay and just a short drive or Uber to the world-famous Coopers Beach on the ocean (parking pass required). Step outside and discover your vacation day unfolding under the open sky. Imagine poolside lounge chairs awaiting your arrival by morning, the deck warmed beneath your feet, the pool inviting and heated so you may swim at will. The large, fenced-in yard ensures privacy and ease, offering abundant space for sun-soaked afternoons or gentle evening gatherings around the communal fire-pit. Covered outdoor dining invites al-fresco meals with ease perhaps breakfast in the shade, lunch by the pool, and cocktail hour as the sun sets. The outdoor terrace extends from the homes common areas, offering seamless indoor-outdoor living, while the lush garden surrounds create a tranquil, resort-like ambience. Whether hosting a sunset soire, enjoying a quiet moment with a book in the sun, or strolling down to the bay for an evening walk, this setting encourages you to fully luxuriate in your surroundings. Inside, the home welcomes you through a gracious open floor plan bathed in natural light. Vaulted windows and tasteful finishes highlight the curated art and furnishings that elevate the interiors with a sense of quiet luxury. From the moment you enter, the lounge and living spaces flow effortlessly into one another and into the outdoors making indoor-outdoor living feel natural and elevated. The chefs kitchen is fully equipped with premium appliances, ample cookware, elegant dishes, and every essential you might need to create a home-cooked meal or seaside feast. Modern comforts abound: air-conditioning throughout for warm days, a washer and dryer tucked into a convenient space so longer stays feel effortless, high-speed WiFi, and a dedicated work-from-home space should business or inspiration call. From morning coffee to afternoon reading to evening gatherings, this home sets a tone of relaxed elegance and thoughtful design. Retreat to the sleeping quarters and youll find each space crafted for peaceful escape. The primary suite, perched on the second level, features a generous king bed, an ensuite bathroom, and its own private balcony the perfect retreat for morning reflection or late-night quiet. On the first level, two additional guest bedrooms await: one offers another king bed and ensuite bath, while the other features two queen beds with a nearby hall bath ideal for families or guests traveling together. Also on the first level is a dedicated office space with a sofa-bed, offering versatility and comfort for your group. A thoughtfully placed powder room on the second floor ensures convenience for both residents and guests alike. Each bathroom continues the homes commitment to sophistication with premium fixtures, comfortable finishes, and spa-like ease. When you step outside the home and into the charming environs of Southampton, youll discover a wealth of amenities within easy reach. Boutique shops, inviting art galleries, and fashionable cafs line nearby village streets, allowing for leisurely strolls and spontaneous explorations. From open-air brunches to wine bars to elegant seasonal dining, the local restaurant scene delivers for both casual daytime treats and glamorous evenings. The nearby neighborhood beach on Shinnecock Bay offers a peaceful coastal escape just moments away, while Coopers Beach ranked among the finest in the country awaits only a short drive or Uber ride away for those seeking an iconic Hamptons oceanfront experience. Whether you choose to spend the day by the water or explore the local art and culture, the location marries convenience with a subtle sense of luxury. This home invites you to imagine long, sun-drenched days, evenings wrapped in gentle coastal breezes, and a retreat designed to feel wholly, completely yours. With its combination of indoor elegance, outdoor indulgence, ample parking for gatherings, and a neighborhood that offers both tranquility and charm, it promises a vacation experience peppered with sophistication, ease, and quiet luxury. This property has a max occupancy of 6 Bedrooms Bedroom 1: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Standard Closet Bedroom 2: Two Queen Beds, First Floor/Main Floor, Air Conditioning, Standard Closet Primary Bedroom: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Office sleeping space: One Sleep Sofa, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet Bathrooms First Floor Hall: Full Bath, First Floor/Main Floor, Shower Bedroom 1 ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower/Tub Combo Powder Room: Half Bath, 2nd Floor Primary ensuite: Full Bath, 2nd Floor, Ensuite, Shower, Tub TVs Primary Bedroom: Streaming Office sleeping space: Streaming Outdoors & Pool/Spas Balcony, Deck/Patio (Covered), Grill (Gas), Beach Chairs, Beach Umbrella, Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Fence Around The Yard, Fire Pit (Gas), Cooler, Beach Toys, Private Pool (Heated, Outdoor, Freshwater) Amenities Bed Linens, Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Gym/Fitness Room (Stationary Bike), Garage (1 Cars In Garage, Attached, Available for renter cars), Hair Dryer, Iron/Ironing Board, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Keurig, Other), Dishes and Silverware, Pots and Pans, Toaster, Blender, Television (Main Living Room), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Smart TV, Wine Fridge, Ice Maker, Laptop-Friendly Workspace, Privacy (Completely Private), Essentials, Cable TV Location Nearby Beaches: Cooper’s Beach Flying Point Beach Halsey Neck Beach Cryder Beach Little Plains Beach Nearby Grocery Stores: Hank’s Farmstand Southampton Farmer’s Market Citarella Stop & Shop Nearby Restaurants and Bars: AM Southampton Southampton Social Club Claude’s Restaurant The Plaza Caf Southampton Social Club Union Cantina Union Burger Bar Sant Ambroeus 75 Main Tutto il Giorno Le Chef Other Location Information: Agawam Lake Park Shinnecock Hills Golf Club Suitability: Primary renter must be at least 30 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Bayfront Bliss

Hampton Bays, NY, US
4 Bedrooms 7 Guests
Sep 14 - 21
$1,356 night

Bayfront Bliss Bayfront Luxury Retreat with Heated Pool, Private Beach, and Sweeping Water Views in the Heart of the Hamptons 4BR/5BA: Additional lofted sleeping space, stunning bay views, pool, hot tub, private beach, luxe outdoor living, and peloton bike Welcome to a stunning bayfront retreat where laid-back luxury meets thoughtful design, and every detail is crafted to elevate the coastal escape experience. This chic and stylish home offers the best of Hamptons living, featuring panoramic water views, chic interiors, and resort-style outdoor amenities. Ideally located just minutes from the heart of town, guests will enjoy easy access to renowned restaurants, charming shops, lively bars, sandy beaches, and scenic walking trailsall while enjoying the privacy and serenity of a tucked-away waterfront haven. With four bedrooms, five bathrooms, and room to accommodate up to seven guests, this home is perfect for families or groups looking to relax, reconnect, and create lasting memories by the bay. The backyard of this exquisite property feels like your own private bayfront resort, designed for both relaxation and entertaining. Take a few steps down from the lush green lawn and arrive at your very own private beach on the Great Peconic Bayan idyllic spot for morning strolls, sunbathing, or launching paddle boards into the calm waters. The heated pool and attached hot tub are perched above the shoreline, offering unobstructed views of the bay and creating the perfect atmosphere for a refreshing swim or sunset soak. Surrounding the pool is an expansive sundeck furnished with plush chaise lounges and multiple outdoor sofas, inviting guests to kick back with a good book or gather for evening cocktails. An outdoor dining table seats eight comfortably, providing a picturesque setting for al fresco meals under the stars. Whether you’re starting your morning with coffee and sea breezes or winding down after a beach day, the outdoor space is truly an extension of the homes refined yet casual coastal lifestyle. Step inside and be greeted by an airy, sun-drenched interior where contemporary design and comfort converge. The open-concept layout allows for seamless flow between the living room, dining area, and kitcheneach space thoughtfully styled with curated artwork, designer furnishings, and modern finishes. A striking double-sided fireplace anchors the main level, adding warmth and ambiance to both the living and dining spaces. Floor-to-ceiling windows flood the home with natural light and offer panoramic bay views from nearly every angle. Glass open directly onto the back deck, creating effortless indoor-outdoor living. The kitchen is a chefs dreamcentrally located and equipped with top-of-the-line appliances, a large island perfect for casual meals or entertaining, a coffee maker, and all the culinary essentials needed for preparing everything from simple breakfasts to elegant dinners. The main living room invites relaxation with its plush sofa, cozy chairs, and fireplace, while the finished lower level offers even more space to unwind. Here, guests will find a ping pong table for friendly competition, a movie den with a TV, and a casual lounge area ideal for laid-back evenings. Upstairs, a dedicated workout nook with a Peloton bike and bay views makes it easy to stay active even while on vacation. Additional amenities include fast WiFi, central air conditioning, and a quiet workspaceideal for remote work or simply planning your next outing. The bedrooms are tranquil and beautifully appointed, offering spa-like comfort and modern luxury. On the second level, the primary suite is a true sanctuary, complete with a king-size bed, sweeping water views, and private balcony overlooking the bay. The ensuite bathroom is outfitted with a soaking tub, double vanity, and a walk-in shower, creating a personal retreat for rest and rejuvenation. Also on the upper level is a bright guest bedroom with two twin beds, water views, and an adjacent hall bathroom featuring a sleek walk-in shower. On the first floor, a guest room with large bay-facing windows and a queen bed offers another serene space with an ensuite bathroom. A charming kids room with a toddler bed and changing table is perfect for families traveling with little ones, and another full hall bath is conveniently located nearby. The fifth bathroom and an additional sleeping area with a full-size bed are located in a cozy lofted space above the garage, ideal for teens or extended family members. Beyond the homes doors, the best of the Hamptons awaits. Just minutes away, discover an array of celebrated restaurants offering everything from fresh seafood to fine dining, as well as boutique shops, local art galleries, and bustling weekend markets. Tee off at one of the nearby golf courses or spend the afternoon wine tasting at one of the regions picturesque vineyards. For beach lovers, the area boasts miles of pristine coastlineperfect for sunbathing, swimming, or catching a sunrise. Local farm stands provide an abundance of fresh produce, baked goods, and seasonal delights, while nature trails and scenic parks offer a quiet escape into the outdoors. Whether you’re exploring the area or simply enjoying the peaceful rhythms of bayfront living, this home offers an unforgettable Hamptons getaway with all the comforts of a private luxury resort. This property has a max occupancy of 7 Bedrooms Bedroom 2 - Guest: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Standard Closet Bedroom 3 - Twin Beds: Two Twin Single Beds, 2nd Floor, Air Conditioning, Closet Bedroom 4 - Kids Room: One Child Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 1 - Primary: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Streaming TV, Closet, Balcony/Deck Additional Sleeping Space: One Double/Full Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Privacy Bathrooms Bathroom 1 - Primary: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 2 - 2nd Floor Hall: Full Bath, 2nd Floor, Shower Bathroom 3 - Guest Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 4 - First Floor Halll: Full Bath, First Floor/Main Floor, Shower Bathroom 5 - Above Garage: Full Bath, 2nd Floor, Shower TVs Bedroom 1 - Primary: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Paddle Board, Beachfront, Waterfront, Balcony, Beach Chairs (2 Chairs), Kayak/Canoe, Hot Tub (Hot Tub Attached to Pool), Private Pool (Heated, Outdoor, Saltwater) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television (Den), Private Entrance, Parking, Smoke Detector, Essentials, Coffee (Nespresso), Laptop-Friendly Workspace, Smart TV, Speaker System (Sonos), Privacy (Completely Private) Location Nearby Beaches: Ponquogue Beach Meschutt Beach Tiana Town Beach Nearby Grocery Stores: Nurel’s Farm Stand Wild by Nature Stop & Shop King Kullen Hampton Beverage Co. Nearby Restaurants and Bars: Beach Bar 78 Foster Restaurant & Bar Cowfish Restaurant Rumba Edgewater Restaurant Oakland’s Other Location Information: World-class fishing Other FAQ’s Pool Fenced In: No Backyard Fenced In: No Estimated Square Footage: 3,000 Suitability: Not handicap accessible. Not suitable for unrelated guests. Primary renter must be at least 30 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $100.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Spring Pond Estate

Southampton, NY, US
4 Bedrooms 11 Guests
Sep 14 - 21
$1,765 night

Spring Pond Estate Exquisite Southampton estate with a private heated pool and expansive grounds near Shinnecock Hills Golf Club 4BR/5.5BA: Private Heated Pool, Hot Tub, Golf Simulator, Movie Theater, Firepit, Gas Grill, Covered Patio, and Weight Training Equipment Newly purchased and thoughtfully refreshed throughout, this 4-bedroom, 5.5-bath Southampton estate offers over 5,000 square feet of elevated indoor-outdoor living directly across from Shinnecock Hills Golf Club, host of the 2026 U.S. Open. The home has been updated with new furnishings, fresh paint, updated fixtures, and luxury bedding, creating the perfect summer retreat. The layout is perfect for entertaining and relaxing. A sun-filled living room and den with fireplace flow seamlessly into the formal dining area and chefs kitchen featuring Wolf and Sub-Zero appliances and an oversized island. The lower level includes a tiered move theater/move room, gym, and custom golf simulator ideal for tournament guests or relaxed summer evenings at home. Private community tennis courts are steps away. The bedroom configuration offers a first-floor en-suite guest room, an expansive primary suite with vaulted ceilings and spa-style bath, plus two additional en-suite bedrooms. A third-floor bonus/yoga studio provides flexible space for wellness or remote work. Outdoors, the property delivers a true resort atmosphere. The heated gunite pool with waterfalls and waterslide anchors the private backyard, complemented by a spa, outdoor kitchen with built-in grill and generous seating, fire pit lounge, bluestone patio, pergola, and integrated Sonos sound system. Expansive grounds and mature landscaping create exceptional privacy. Perfectly positioned near the bay for beautiful sunsets, just minutes from ocean beaches, approximately five miles to Southampton Village, and offering convenient access to and from NYC. This property has a max occupancy of 11 Bedrooms Bedroom 1: One Queen Bed, First Floor/Main Floor, Air Conditioning, Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 2: One Crib Bed, One Queen Bed, 2nd Floor, Air Conditioning, Streaming TV, Standard Closet Bedroom 3: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 4 - Primary: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Streaming TV, Closet Additional Sleeping Space: One Twin Single Bed, Two Sleep Sofas, Lower Level, Air Conditioning, Privacy Bathrooms Bathroom 1 - Primary Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 2 - Half Bathroom: Half Bath, First Floor/Main Floor Bathroom 3 - Ensuite: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 4 - Ensuite: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 5 - Laundry: Full Bath, 2nd Floor, Shower/Tub Combo Bathroom 6 - Golf simulator: Full Bath, Lower Level, Shower TVs Bedroom 1: Streaming Bedroom 2: Streaming Bedroom 3: Streaming Bedroom 4 - Primary: Streaming Outdoors & Pool/Spas Grill (Gas), Fire Pit (Gas, Wood-Burning), Deck/Patio (Covered), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Fence Around The Yard, Private Pool (Outdoor, Heated, Freshwater), Hot Tub (Hot Tub Attached to Pool) Amenities Bed Linens, Usable Fireplace (Gas-Burning), Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Gym/Fitness Room (Weight Training Equipment), Garage (Attached, Available for renter cars), Hair Dryer, Iron/Ironing Board, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot, Other), Dishes and Silverware, Pots and Pans, Toaster, Blender, Television (Main Living Room, Media Room), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Smart TV, Wine Fridge, Ice Maker, Laptop-Friendly Workspace, Privacy (Completely Private), Essentials Location Nearby Beaches: Cooper’s Beach Flying Point Beach Halsey Neck Beach Cryder Beach Little Plains Beach Nearby Grocery Stores: Hank’s Farmstand Southampton Farmer’s Market Citarella Stop & Shop Nearby Restaurants and Bars: AM Southampton Southampton Social Club Claude’s Restaurant The Plaza Caf Southampton Social Club Union Cantina Union Burger Bar Sant Ambroeus 75 Main Tutto il Giorno Le Chef Other Location Information: Agawam Lake Park Shinnecock Hills Golf Club Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 5,300 Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: One dog of 150 lbs or less is permitted for an additional $300.00 per booking. Dogs over 150 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Vacation Rentals in Hampton Bays by Amenities & Features

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Vacation Rentals Near Hampton Bays

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