Vacation rentals in Wainscott, NY with a pool

Explore 103 vacation rentals, homes, and villas with pools in Wainscott, 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 $122 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.

103 Homes with Pools in Wainscott

Exquisite Home with Tree-lined Yard, Pool & Alfresco Dining

Wainscott, NY, US
5 Bedrooms 10 Guests
Sep 15 - 18
$1,098 night

Wainscott Hideaway Wainscott Southampton Estate Timeless luxury with a private pool, bikes, ping pong, pool table, and plenty of space for friends and family to gather and unwind. 5BR/5.5BA: Classic Southampton Estate in Wainscott with a private pool, bikes, ping pong, pool table, and wine fridge. Nestled in the serene enclave of Wainscott, this classic Southampton estate offers a rare combination of elegance, comfort, and privacy. With 5 bedrooms and 5.5 bathrooms, this luxurious home accommodates up to 10 guests, making it perfect for families, multi-generational gatherings, or groups of friends seeking a sophisticated escape. Located on a beautiful private block, the property is designed as a sanctuary from daily life, where guests can relax, recharge, and enjoy the natural beauty of the Hamptons. Its open floor plan and airy layout create a welcoming environment, effortlessly blending indoor and outdoor living. With easy access to beaches, fine dining, boutique shops, and cultural attractions, this estate provides the perfect balance of peaceful retreat and vibrant local experience. Step outside, and guests are immediately drawn into the estates exceptional exterior amenities. The private pool invites sun-soaked afternoons and leisurely swims, while the surrounding deck and lounge areas offer ideal spaces for entertaining or unwinding with a book. An outdoor shower allows for refreshing rinses after a day at the beach or poolside, and a Bluetooth sound system enhances the ambiance with your favorite tunes. Guests will enjoy exploring the grounds by bike or testing their skills at the ping pong table and pool table, all set within a beautifully landscaped environment that ensures total privacy. Whether relaxing under the sun or enjoying an evening gathering beneath the stars, the outdoor spaces provide the perfect backdrop for unforgettable moments with family and friends. Inside, the homes open layout and abundant natural light create a welcoming, airy atmosphere throughout. The living room, dining area, and gourmet kitchen flow seamlessly together, offering both comfort and sophistication. Guests will appreciate the fully equipped kitchen, featuring top-of-the-line appliances, a coffee maker, and all the essentials needed for creating meals with ease. The living areas are outfitted for relaxation and entertainment, with plush seating, curated dcor, and high-speed Wi-Fi for those who wish to stay connected. Modern conveniences, including central air conditioning, a washer and dryer, and smart technology, ensure a seamless and comfortable stay. Every detail has been carefully considered to create a space that feels both luxurious and inviting. The estates five bedrooms are designed with comfort and serenity in mind. Each bedroom features fresh, high-quality linens, ample storage, and the essentials needed for a restful stay. Bathrooms are modern and well-appointed, offering spa-like touches with plush towels and contemporary fixtures. Whether retreating to a sun-filled bedroom in the morning or enjoying a quiet evening in a serene space, guests will find every room thoughtfully prepared to enhance their experience. The combination of style, function, and attention to detail ensures that each guest enjoys the perfect balance of luxury and ease. Beyond the home, the location of this Wainscott estate offers easy access to the best of the Hamptons lifestyle. Guests can explore charming restaurants serving locally sourced cuisine, boutique shops, and art galleries showcasing regional talent. Golf enthusiasts will find premier courses nearby, while beach lovers can easily reach pristine sands and sparkling waters. The surrounding area is full of cultural and recreational activities, providing endless opportunities for adventure, relaxation, and entertainment. From sunrise walks along the beach to sunset cocktails by the pool, every moment at this estate is designed to create lasting memories. The combination of a luxurious home, exceptional amenities, and a prime location ensures that every stay is a sophisticated and unforgettable escape. This property has a max occupancy of 10 Bedrooms Bedroom 1: One King Bed, First Floor/Main Floor, Ensuite Bathroom, Cable TV, Walk-in Closet Bedroom 2: Two Double/Full Beds, 2nd Floor, Jack & Jill Ensuite Bathroom, Cable TV, Closet Bedroom 3: One Queen Bed, 2nd Floor, Ensuite Bathroom, TV, Closet Bedroom 4: One Queen Bed, 2nd Floor, Ensuite Bathroom, TV, Closet Bedroom 5: One Queen Bed, 2nd Floor Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Shower Master bathroom: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Jack and Jill: Full Bath, 2nd Floor, Ensuite, Jack & Jill, Shower/Tub Combo Bathroom 4: Full Bath, 2nd Floor, Ensuite, Shower/Tub Combo Bathroom 5: Full Bath, 2nd Floor, Shower Bathroom 6: Half Bath, First Floor/Main Floor TVs Bedroom 1: Cable Bedroom 2: Cable Bedroom 3 Bedroom 4 Outdoors & Pool/Spas Bicycle (3 Adult Bikes), Grill (Gas), Deck/Patio, Lounge Chairs, Patio Furniture, Beach Chairs (4 Chairs), Cooler, Beach Umbrella, Private Pool (Heated) Amenities Usable Fireplace (Wood-Burning), Air Conditioning (Central Air), Dryer, Internet (Wifi), Bed Linens, Washer, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot, Keurig, Other), Dishes and Silverware, Pots and Pans, Blender, Television, Private Entrance, Kitchen, Essentials, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Cable TV, Ping Pong Table, Pool Table, Garage, Fire Extinguisher, Hair Dryer, Iron/Ironing Board, Heating, Dishwasher, Toaster, Smart TV, Speaker System (Bluetooth Speaker), Electric Vehicle Charger, Wine Fridge, Ice Maker, Laptop-Friendly Workspace, Pots and Pans Special Features Town Water Rental Registration: 26-630 expires on 5/1/2028. Suitability: Primary renter must be at least 30 years old. Pet Policy: One dog of 30 lbs or less is permitted for an additional $200.00 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. 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: 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.

Mid-Century Modern Ranch Walking Distance to Beaches and Restaurants

East Hampton, NY, US
5 Bedrooms 12 Guests
Sep 14 - 21
$1,447 night

Georgica Beach House Renovated modern mid-century ranch, polished landscaping, heated saltwater pool, hot tub, large deck, minutes to Georgica beach 5BR/5BA: sleek white interior, open floor plan, oversized windows, extra high ceilings, brick fireplace, and large kitchen Located on a peaceful cul-de-sac in vibrant East Hampton, a gated, pristine mid-century modern ranch with stunning outdoor space and minutes from local beaches. Fuel your desire for a lavish end of summer getaway as this estate is well equipped for large family or friend gatherings plus professionally managed by Property Manager and kept sparkling clean by a property caretaker. The sun-soaked, open main level with sleek light interior and effortless flow throughout the rooms showcase extra high ceilings, a brick fireplace, skylights, rich hardwood floors, exposed brick and a subtle blend of indoors and outdoors. Each side of the room is flanked by window walls and natural landscaping leading to the tranquil backyard. Take a deep breath and relax on the cozy sofas in the living room as everyone plans their activities for the week. Cook your favorite meals from the clean white kitchen with a breakfast bar top and host a formal or intimate gathering in the dining room. Two tranquil guest bedrooms with a comfy Queen bed and access to the rear deck completes this level. As you head upstairs, the oversized Primary Suite is spacious with a comfy King bed, sure to make you feel at home. There are two additional large bedrooms, one with an ensuite bath along the upper level. All bedrooms are prepared with fresh linens, towels and bath essentials. As you head down to the lower level, make it a fun game night in plus there is a sixth bedroom and ensuite bath available. Soak in your backyard oasis when youre ready to take the fun outdoors. There is an expansive deck to sip your morning coffee and start your day from or enjoy dining alfresco on warmer evenings. Make a splash in your saltwater, in-ground, heated pool with a separate hot tub then wash off at the outdoor shower. Located just 5 minutes to East Hampton Main Beach and Georgica Beach, borrow one of the available bicycles and catch the sunrise or spend a long day there. Also, conveniently located near a wide variety of fabulous fine dining options and shopping. This jewel of a home will surely not disappoint. This property has a max occupancy of 12 Bedrooms Bedroom 1: One Queen Bed, First Floor/Main Floor, Air Conditioning, Closet Bedroom 2: One Bunk Bed, One Twin Single Bed, First Floor/Main Floor, Air Conditioning, Closet Bedroom 3: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Closet Bedroom 4: One Bunk Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 5: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Standard Closet Additional Sleeping Space: One King Bed, Lower Level, Air Conditioning, Full Ensuite Bathroom, Standard Closet Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Shower Bathroom 2: Full Bath, First Floor/Main Floor, Shower/Tub Combo Bathroom 3: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 4: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 5: Full Bath, Lower Level, Ensuite, Shower TVs Bedroom 3: Streaming Outdoors & Pool/Spas Beach Chairs, Beach Umbrella, Outdoor Shower (Hot + Cold Water), Lounge Chairs, Deck/Patio (Uncovered), Patio Furniture, Bicycle (2 Adult Bikes), Grill (Gas), Fence Around The Pool, Tennis Equipment (Balls), Private Pool (Outdoor, Heated, Saltwater), Hot Tub Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Air Conditioning, Heating, Hair Dryer, Washer, Dryer, Usable Fireplace (Wood-Burning), Internet (Wifi), Microwave, Coffee (Pot, Other), Dishes and Silverware, Pots and Pans, Toaster, Blender, Speaker System (Bluetooth Speaker), Television, Private Entrance, Parking (3 Cars In Driveway), Living Room, Pack 'n Play/Travel Crib, Kitchen, Carbon Monoxide Detector, Smoke Detector, Essentials, Hot Water, Refrigerator, Stove, Oven, Dishwasher, Smart TV, Garage, Ice Maker, Laptop-Friendly Workspace, Pots and Pans, Electric Vehicle Charger Special Features Back gate opens to Flywheel, CVS, Red Horse Market, and three restaurants; and the house is a mile(ish) to Main Beach, Georgica Beach, and the library / town. Location Nearby Beaches: Main Beach (~1 mile) Georgica Beach (~1 mile) Nearby Grocery Stores: Red Horse Market (~3 minute walk) CVS (~3 minute walk) Nearby Restaurants and Bars: Cove Hollow Tavern Kizzys The Maidstone Other Location Information: Ditch the car and walk and bike to amazing East Hampton sites! Walk to amazing EH library (~1 mile) Walk to best beaches Walk to restaurants and markets Walk to Flywheel Other FAQ’s Pool Fenced In: Yes Backyard Fenced In: Yes Estimated Square Footage: 2,500 Square footage does not include basement Suitability: Not handicap accessible. Primary renter must be at least 30 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 $125.00 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: 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 & Hot Tub 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.

Four-Acre Estate with Pool, Hot Tub, Games, Tennis & Gym; by Beach

Sagaponack, NY, US
7 Bedrooms 10 Guests
Sep 15 - 23
$4,224 night

Sagaponack Compound On Four Acres, In the Heart of Sagaponack, Gourmet Eat-In Kitchen, Tennis Court, Orchard, Near Sagg Main Beach 7BR/8BA w/Gourmet Kitchen, Family Room, Pool, Spa, Tennis Court, Pool House, Patio Escape to a stay of luxury and nourishment of the soul at this custom built compound on four acres of land, overlooking 25 acres of agricultural reserve in the heart of Sagaponack. While everything one would need for an unforgettable getaway is available at the home, the Sagg Main beach is just over a mile away. Inside the main house, guests, in particular those who love to cook, will be in awe of the large, open gourmet eat-in kitchen with island and plenty of seating for a big breakfast or hang out over a cup of coffee. Whip up a family-style meal to share in the formal dining room. Take a load off in the family room, including a fireplace and TV, and stay entertained in the homes media room and library. Additional space to spend quality time with one another includes the den with desk and couch. The tremendous back of the house offers plenty of space for relaxing, bonding with friends and family, and playing. Before floating around in the 60 foot pool and spa, partake in a friendly game of tennis on the homes private court. Grill some steaks on the back patio with grill. A separate pool house contains a kitchenette and additional living space. Let nature in with the specimen gardens, open lawns, orchard and stunning Hamptons views. Seven bedrooms, including a master bedroom and eight baths complete this grand estate. Please note that the Pool House will not be available October-April. This property has a max occupancy of 10 Bedrooms Bedroom 1: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Walk-in Closet Bedroom 2: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, TV, Walk-in Closet, Balcony/Deck Bedroom 3: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Walk-in Closet Bedroom 4: One Double/Full Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Walk-in Closet Bedroom 5: One Double/Full Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Closet Bedroom 6: One Double/Full Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom Bedroom 7: Two Bunk Beds, First Floor/Main Floor, Air Conditioning, Ensuite Bathroom, TV Additional Sleeping Space 1: One Double/Full Bed, Pool House 2nd Floor, Privacy Additional Sleeping Space 2: One King Bed, Pool House 2nd Floor, Privacy Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Bathroom 2: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 3: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 4: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 5: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 6: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 7: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Bathroom 8: Half Bath, First Floor/Main Floor Bathroom 9: Half Bath, First Floor/Main Floor Bathroom 10: Full Bath, Pool House First Floor/Main Floor, Shower Bathroom 11: Full Bath, Pool House 2nd Floor, Shower TVs Bedroom 2 Bedroom 7 Outdoors & Pool/Spas Beach Chairs (2 Chairs), Outdoor Shower, Lounge Chairs (6 Chairs), Deck/Patio, Balcony, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Tennis Court (Private), Tennis Equipment (Rackets), Fence Around The Yard, Private Pool (Outdoor, Heated) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Air Conditioning (Central Air), Heating, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Usable Fireplace (Wood-Burning), Internet (Wifi), Microwave, Coffee (Nespresso, Other), Dishes and Silverware, Pots and Pans, Toaster, Blender, Gym/Fitness Room (Elliptical, Weight Training Equipment), Game Room, Ping Pong Table, Speaker System (Sonos), Television, Private Entrance, Steam Room, Parking (4 Cars In Driveway), Living Room, Kitchen, Carbon Monoxide Detector, Smoke Detector, Essentials, Hot Water, Refrigerator, Oven, Wine Fridge, Cable TV, Smart TV, Laptop-Friendly Workspace, Pots and Pans, Stove, Ice Maker, Dishwasher Other FAQ’s Estimated Square Footage: 9,900 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 $200.00 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. 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 $10,000 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.

Stunning Contemporary Compound in Sag Harbor with Private Pool and Tennis Court

Sag Harbor, NY, US
5 Bedrooms 12 Guests
Dec 27 - 29
$1,032 night

Merchant Estate Live the good life and escape out east to Sag Harbor/Wainscott! 5BR/ 6.5 BA w/ Tennis on 5 + acres with Pool, Hot Tub & Sauna, open plan living / dining room / Kitchen and so much more! Escape Out East to Sag Harbor! Live the good life on this remarkable, 5.4 acre gated compound. There’s no doubt you’ll fall in love with the Hamptons, as you enjoy a peaceful stay at this private retreat! This stunning contemporary home sleeps 12, with five en-suite bedrooms, including three master suites, one on the first level with a sauna and a private deck. The sun-filled open concept living room features a cathedral ceiling, skylights, a gas-burning fireplace, and an open dining room with French doors leading to a covered porch. The spectacular state of the art kitchen features Subzero and Wolf appliances as well as a miele and nespresso machines. Additional highlights include a fully finished lower level with ping pong and pool tables, office set up and an additional queen pull out bed. You and your guests will love the convenience of the 7 smart TVs, 5 separate Sonos zones inside and a 6th outside, the Mesh wifi system (gigabyte internet) by Optimum, and the Samsung dryer and washer. In the sun-filled study guests will find a fully functioning office setup complete with a laser printer and IMAC computer. Additional features include top of the line mattresses on each of the beds, a peloton bike and brand new furniture throughout. The north wing master suite features a wood burning fireplace, a private study, a jacuzzi tub and a double shower. In the south wing master suite, you will find 20 foot ceilings, a surround sound system, an additional gas burning fireplace, soaking tub and a double rain head shower. Step outside for some fresh air and enjoy beautiful views of the large grounds featuring a heated gunite pool plus a 10 seat hot tub, a secluded and lighted tennis court, with separate covered entertaining space as well as a fire pit area. Guests can enjoy the use of adult and childrens bicycles, beach chairs, a paddleboard and even a kayak. The home is surrounded by miles of nature preserve trail systems and private ponds to discover. Prepare to fall in love with the Hamptons lifestyle, as you experience it at its very best! This property is a 5 minute drive to Sag Harbors Main Street and 7 minutes to East Hampton. This property has a max occupancy of 12 and can accommodate bunk beds for an additional cost. This property has a max occupancy of 12 Bedrooms Bedroom 1 - Master Suite: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom Bedroom 3: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom Bedroom 4 - Second Master Suite: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom Bedroom 5: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom Additional sleeping space: One Sleep Sofa, Lower Level, Air Conditioning Bathrooms Bathroom 1 - Master Suite: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Bathroom 2: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 3: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 4 - Second Master Suite: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 5: Full Bath, 2nd Floor, Ensuite, Jack & Jill, Shower Bathroom 6: Full Bath, Lower Level, Shower Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs (4 Chairs), Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Tennis Court (Private), Fence Around The Yard, Fence Around The Pool, Fire Pit (Wood-Burning), Bicycle (3 Adult Bikes), Beach Chairs (6 Chairs), Beach Umbrella, Kayak/Canoe, Paddle Board, Private Pool (Outdoor, Heated), Hot Tub (Hot Tub Attached to Pool) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Usable Fireplace, Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Coffee, Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television, Smart TV, Speaker System (Sonos), Ping Pong Table, Private Entrance, Parking, Garage (2 Cars In Garage), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Laptop-Friendly Workspace, Pots and Pans, Sauna Special Features A temporary pool fence is available for use upon request. Other FAQ’s Backyard Fenced In: Yes This property requires a Refundable Deposit of 20% of the Total Rate which will cover Security Deposit and Utilities. Suitability: Not handicap accessible. Primary renter must be at least 30 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 $150.00 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. When the pool is open, a temporary pool fence is available for use upon request. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Hot Tub 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: A refundable cash security deposit of $7,500 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.

East Hampton Exquisite

East Hampton, NY, US
6 Bedrooms 12 Guests
Sep 14 - 18
$2,501 night

East Hampton Exquisite Timeless East Hampton retreat with amazing outdoor space, heated pool, wide sun deck, multiple lounge areas, balcony, firepit, gas grill and minutes to Hampton beaches and village 6BR/6BA - entertainers home, airy floor plan, Sonos sound system, 8 Smart TVs, billiards table, game room with wet bar, Peloton bike, Chefs kitchen, two Primary suites, and all bedrooms outfitted with Cozy Earth linens Where modern elegance, unmatched amenities, and location happily wed. Welcome to East Hampton Exquisite for your next vacation getaway. Located in the heart of East Hampton, enjoy the very best of living along the South Fork. You are just 4 minutes from the town of East Hampton and village with a great selection of local shops and fine dining plus the picturesque nearby beaches including Main, Egypt, and Georgica. Beautifully renovated, this elegant home with exceptional outdoor space makes for a true entertainers delights. Accommodating up 12 guests comfortably, plan an extended family retreat or couples trip packed with activities for fun in the sun. The commanding exterior matches a stunning white interior extending the ultimate welcome. Turn up your favorite summer playlist from the Sonos sound system and let the games begin. Inside, the spacious, two-story Great room offers an airy floor plan for everyone to enjoy. Features include brand new furniture, extra high ceilings, and a new 75" Sony TVs to catch the game on. Grab fresh produce and groceries from Citarella to whip up delicious meals in your Chefs kitchen with a large center island, top of the line Wolf appliances and Sub-Zero Refrigerator, Ninja Bullet and coffeemaker plus a separate dining area. Access to the pool sits just off the kitchen, perfect for dining alfresco-style. Rest and relaxation is of the utmost importance on vacation. Find your place from one of the six serene bedrooms including two Primary ensuite bedrooms, and four bedrooms with two that are ensuite. For unparalleled sleep and leisure, each bed in this property is made with temperature-regulating and luxuriously soft bamboo viscose linens by Cozy Earth. Upstairs, a spacious second living area connects three of the bedrooms with closets and large TVs while overlooking the gorgeous backyard and pool. Ensuring your comfort, new mattresses with covers, down comforters, pillows and sheets have been provided. The lower level offers additional entertainment with a pool table, wet bar, gym and more. Head outside to your private retreat as your expansive backyard boasts a wide sun deck, stunning 20’ x 40’ heated pool, and plenty of lounge seating with a fire pit area. Memories to last a lifetime are yours at East Hampton Exquisite. This property has a max occupancy of 12 Bedrooms Bedroom 1: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet, Balcony/Deck Bedroom 2: One King Bed, First Floor/Main Floor, Air Conditioning, Streaming TV, Walk-in Closet Bedroom 3: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Bedroom 4: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Bedroom 5: Two Double/Full Beds, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet Bedroom 6: Two Double/Full Beds, Lower Level, Air Conditioning, Streaming TV, Standard Closet Bathrooms Bathroom 1: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 2: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 3: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 4: Full Bath, First Floor/Main Floor, Shower Bathroom 5: Full Bath, Lower Level, Shower Bathroom 6: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub TVs Bedroom 1: Streaming Bedroom 2: Streaming Bedroom 3: Streaming Bedroom 4: Streaming Bedroom 5: Streaming Bedroom 6: Streaming Outdoors & Pool/Spas Deck/Patio, Lounge Chairs (6 Chairs), Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Fire Pit (Wood-Burning), Outdoor Shower (Hot + Cold Water), Balcony, Beach Chairs (4 Chairs), Beach Umbrella, Cooler, Fence Around The Yard, Bicycle (2 Adult Bikes), 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, Kitchen, Oven, Refrigerator, Wine Fridge, Ice Maker, Dishwasher, Microwave, Coffee (Pot), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television, Smart TV, Speaker System (Sonos), Gym/Fitness Room (Stationary Bike, Stretching / Yoga Mat), Game Room, Pool Table, Private Entrance, Parking (6 Cars In Driveway), Garage (1 Cars In Garage), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Stove, Laptop-Friendly Workspace, Pots and Pans Location Nearby Beaches: Egypt beach, Main beach, Two Mile Hollow Beach, Georgica beach, Wiborg Beach, Sag Harbor Nearby Grocery Stores: IGA, Stop & Shop, Citarella Nearby Restaurants and Bars: Nick & Tonis, EH Grill, The Palm, Bostwicks, Maidstone, 1770 House, John Papa’s, Golden Pear, SiSi Mediterranean, Topping Rose House Other Location Information: Centrally located near town, Sag Harbor in Hansom Heights Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 4,550 Suitability: Not handicap accessible. Not suitable for unrelated guests. Primary renter must be at least 30 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 $140.00 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. 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.

Summerset Villa | Home w/ Pool

Bridgehampton, NY, US
4 Bedrooms 8 Guests
Sep 14 - 21
$3,500 night

Welcome to Summerset Villa, a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. Welcome to Summerset Villa, a reimagined barn estate in the heart of Bridgehampton. Just moments from town and the beach, this four-bedroom, three-and-a-half-bath retreat offers a peaceful escape with easy access to local shops, dining, and transportation. Originally the Ludlow Grange Barn, this 6,000 square-foot home was rebuilt in 2014 with soaring ceilings, open interiors, and thoughtful design. The main level features a dramatic great room, a sleek chef’s kitchen with views of the pool, and three spacious bedrooms connected by a striking hallway. Upstairs, a private guest suite accessed via exterior stairs includes a fourth bedroom, gym, office, and additional living area. The U-shaped layout wraps around a landscaped English garden and a heated gunite pool with hot tub, offering privacy and serenity. Set back 500 feet from the road, the property feels tucked away while remaining close to everything. Bikes, surfboards, and beach gear are also provided. Whether you’re exploring the Hamptons or relaxing at home, Summerset Villa is designed for comfort, convenience, and style. Pet Policy: Pets are allowed at this property for an additional $350 fee. Property Manager requires a property rental agreement to be signed by the primary guest prior to arrival for all reservations at this home. Please note that mid-stay cleans can be arranged upon request with our partner for an additional fee. Cleaning costs is contracted with the cleaners and paid to them directly. If you want the pool heated during your stay, there is an additional $75/night fee. Note, utilities including pool heating are billed separately for all stays over 14 nights. The pool is open seasonally. 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 A refundable credit card hold of $1,000 is required as a security deposit for stays at this home to cover any property damage that may occur during your stay. A credit card is required for processing and the hold will be placed 48 hours prior to your arrival. The release of this hold will initiate 2 days after your departure following a departure inspection of the home by our local team.

Secluded Serenity in East Hampton

East Hampton, NY, US
3 Bedrooms 10 Guests
Sep 21 - 24
$732 night

Please note that a reservation for this property needs to be approved before it is confirmed. The Majestic Newly renovated and refurnished, secluded East Hampton home with heated pool, walking to town and 2 miles from the beach 3BR/2.5BA-open living room, Deck/Patio, Lounge Chairs, Patio Furniture, Grill, Private Heated Pool Welcome to your dream vacation rental in East Hampton! This charming 3-bedroom, 2.5-bathroom home is the perfect getaway for those seeking a relaxing and enjoyable stay close to East Hampton Village. Whether you’re in the mood for adventurous activities or leisurely indulgence, this property offers it all. Start your day with a serene paddleboarding session at the local ocean beaches or explore the vibrant shops and eateries nearby. For a peaceful morning, you can meditate on the back patio while surrounded by the beauty of nature. The large open living room provides a cozy space to unwind, and the dining room is ideal for savoring delicious meals. In the evening, why not plan a fun-filled swimming and entertaining session in the generously-sized sunroom, conveniently located just off the heated 20x40 gunite pool? It’s the perfect spot to create unforgettable memories with your loved ones. Step inside this beautifully renovated home and experience classic Hamptons charm at its finest. A professional interior designer has meticulously curated every detail, ensuring a clean aesthetic that still feels warm and inviting for the entire family. You’ll have plenty of space to spread out and relax, with the sunroom and bonus attic space providing additional areas to unwind. The backyard is perfect for some fun yard games and offers a fantastic opportunity to bask in the sun. Every bedroom comes equipped with its own TV, ensuring that everyone in your group can enjoy their favorite shows and movies in privacy. This vacation rental property in East Hampton is waiting for you to experience a getaway like no other, where you can fully embrace the essence of luxury and relaxation. Your unforgettable vacation awaits! This property has a max occupancy of 10 Bedrooms Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, TV, Standard Closet Bedroom 2: One Queen Bed, 2nd Floor, Air Conditioning, TV, Closet Bedroom 3: One Queen Bed, 2nd Floor, Air Conditioning, TV, Closet Additional Sleep Space: One Sleep Sofa, First Floor/Main Floor, Air Conditioning, TV Additional Sleeping Space - Attic: Two Twin Single Beds, 3rd Floor, Air Conditioning Bathrooms Bathroom 1: Full Bath, 2nd Floor, Shower/Tub Combo Bathroom 2: Half Bath, First Floor/Main Floor Primary En Suite: Full Bath, 2nd Floor, Ensuite, Shower TVs Bedroom 1 Bedroom 2 Bedroom 3 Additional Sleep Space Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs (4 Chairs), Patio Furniture (Table, Chairs), Grill (Gas), Beach Chairs (4 Chairs), Beach Umbrella, Cooler, Fence Around The Yard, Fence Around The Pool, Private Pool (Outdoor, Heated) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television (Main Living Room, Den), Private Entrance, Parking (3 Cars In Driveway), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Ice Maker, Coffee (Keurig), Toaster, Laptop-Friendly Workspace Other FAQ’s Estimated Square Footage: 1,800 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. 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 $135.00 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.

Quintessential East Hampton

East Hampton, NY, US
4 Bedrooms 8 Guests
Sep 24 - 27
$1,121 night

Please note that a reservation for this property needs to be approved before it is confirmed. Quintessential East Hampton Spacious East Hampton Retreat Minutes Away from East Hampton Village, Private Pool, Perfect for Families 4BR/3BA: private pool, wood fireplace, work-from-home space, gas BBQ, outdoor dining area, privacy Welcome to your East Hampton sanctuary, a serene retreat nestled just minutes away from East Hampton village and beaches. This exquisite property, featuring 4 bedrooms and 3 bathrooms, accommodates up to 8 guests with ease, making it an ideal getaway for families or small groups seeking an escape from the hustle and bustle of daily life. Set on a beautiful, private block, the home is expertly designed to offer a spacious yet cozy experience with multiple sitting and dining areas, each crafted to enhance your relaxation and comfort. The home’s exterior is as inviting as its interior. Step outside to an expansive patio, a perfect setting for alfresco dining, featuring a large dining table and a gas BBQ. Multiple sitting areas with enough room to seat 13 people, create a delightful environment for evening cocktails or peaceful morning coffees. The centerpiece of the outdoor space is a private pool, offering a refreshing escape on warm summer days. Enjoy the luxury of total privacy and ample free parking, adding convenience to your peaceful stay. Upon entering the home, you’re greeted with an open layout bathed in natural light. The space is designed for comfort and convenience, equipped with WiFi, a washer and dryer, and central air conditioning. The open living spaces flow seamlessly from the living room to the dining room and into the gourmet kitchen, which is a chef’s dream with top-of-the-line appliances and a coffee maker. For those needing a workspace, there’s a dedicated area perfect for working from home. The living room, with its cozy fireplace, offers direct access to the back patio, making indoor-outdoor living effortless. Retire to one of the four beautifully appointed bedrooms, each offering fresh linens and all the essentials needed for a restful night’s sleep. The bathrooms are equally well-equipped, ensuring a comfortable and luxurious experience for all guests. This home is ideally situated just minutes from the charming towns of East Hampton and Amagansett, and fifteen minutes from Sag Harbor when youre ready to explore the local art galleries, savor meals at fine restaurants, and browse through unique shops. If you prefer the ocean, this sanctuary is just ten minutes to the renowned Two-Mile Hollow and Indian Wells Beach, and nearby parks offer a chance to immerse in the natural beauty of the area. This property is not just a vacation rental; it’s a gateway to the best of East Hampton, where every moment becomes a cherished memory. This property has a max occupancy of 8 Bedrooms Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 2: One Queen Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 3: One Queen Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 4: One Double/Full Bed, 2nd Floor, Air Conditioning, Standard Closet Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Shower Bathroom 2: Full Bath, 2nd Floor, Shower/Tub Combo Bathroom 3: Full Bath, 2nd Floor, Ensuite, Shower, Tub TVs Bedroom 1: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Grill (Gas), Patio Furniture (Table, Chairs), Fence Around The Yard, Lounge Chairs (4 Chairs), Private Pool (Outdoor) Amenities Laptop-Friendly Workspace, Bed Linens, 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, Television (Main Living Room), Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Essentials, Smart TV, Usable Fireplace (Wood-Burning), Private Entrance Location Nearby Beaches: Main Beach Georgica Beach Wiborg Beach Eqypt Beach Two Mile Hollow Beach Indian Wells Beach Nearby Grocery Stores: Bhumi Farms Iacono Farm Share the Harvest Farm East Hampton IGA Citarella Gourmet Market Stop & Shop Nearby Restaurants and Bars: The Springs Tavern The Leo The 324 Bostwick’s Chowder House The Palm The 1770 House East Hampton Grill Nick & Toni’s Babette’s Maidstone Other Location Information: Cedar Point Country Park East Hampton Village Nature Trail & Wildlife Sanctuary Maidstone Golf Other FAQ’s Estimated Square Footage: 2,500 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 $120.00 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. 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.

Driftwood Cottage | Serene Cottage

East Hampton, NY, US
3 Bedrooms 7 Guests
Sep 14 - 17
$596 night

Welcome to Driftwood Cottage, a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. Escape to a serene countryside cottage where relaxation and comfort are paramount! This recently renovated home boasts a flexible 3-bedroom layout (with an additional daybed in the sunroom), 2 full bathrooms, and an expansive backyard with a private pool and outdoor shower. Just a short bike ride from both East Hampton and beach access, this tranquil oasis sits on a beautifully manicured acre of land, complete with 2 indoor fireplaces, central heating and air conditioning, and all the amenities you need to make it your home away from home. Fall in love with the peaceful ambiance and enjoy a truly unforgettable stay! To finalize your reservation, all guests must pass a mandatory third-party screening process. Pet Policy: Pets are not allowed at this property. Property Manager requires a property rental agreement to be signed by the primary guest prior to arrival for all reservations at this home. Do not use the wood-burning fireplaces within the home. The pool is open seasonally and will close on October 26, 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. Parking Details: Open gravel driveway, plenty of space for parking. 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

East Hampton Village Modern

East Hampton, NY, US
4 Bedrooms 12 Guests
Sep 23 - 27
$1,098 night

East Hampton Village Modern Spacious and Modern East Hampton Home with Private Pool, Close to Village, Perfect for Families 4BR/3BA: private heated pool, outdoor dining area and gas BBQ, pool house, expansive yard, close to town and beaches Nestled in the serene enclave of East Hampton, a mere stone’s throw from the quaint village ambiance of both East Hampton and Amagansett, this exquisite vacation home epitomizes the perfect blend of spaciousness and cozy comfort. A short drive will take you to the pristine sands of Two Mile Hollow Beach and Wiborg Beach, making it an ideal retreat for beach lovers. The property, designed to accommodate up to 11 guests, boasts four well-appointed bedrooms, three modern bathrooms, and an additional versatile sleeping area, ensuring ample space for families or a group of friends seeking an escape from the mundane. The home is situated on a beautifully private block, where an air of tranquility pervades. The exterior amenities promise a slice of paradise, tailored for total relaxation and privacy. An expansive deck invites guests to revel in alfresco dining, featuring a commodious dining table, a high-quality gas BBQ, and multiple sitting areas that are just perfect for enjoying cocktails as the sun sets. The private, heated pool is the centerpiece of relaxation, complemented by a charming pool house that includes a workout area for those who wish to stay active. Step inside the main house to be greeted by an open layout that radiates welcoming vibes, thanks to abundant natural light and a thoughtful design that encourages social interaction. The home is equipped with modern conveniences such as high-speed wifi, a washer and dryer, and central air conditioning, ensuring a comfortable stay. The living spaces flow seamlessly, from a cozy living room with a fireplace to an elegant dining room, and further to a gourmet kitchen. This culinary haven is outfitted with top-of-the-line appliances, a coffee maker, and all the essentials needed to create memorable meals. The experience is heightened by the bedrooms and bathrooms, which are sanctuaries of comfort and relaxation. Fresh linens, plush bedding, and a tranquil ambiance ensure restful nights. Two primary bedrooms feature ensuite bathrooms, offering privacy and luxury. This magnificent retreat is not only a haven of peace and comfort but also conveniently located close to the vibrant communities of East Hampton and Amagansett. A brief drive is all it takes to explore multiple beaches, including the renowned Two Mile Hollow Beach and Wiborg Beach, making it an unparalleled choice for those wishing to indulge in the Hamptons’ beach lifestyle. Whether you’re looking to unwind in the privacy of your vacation home or explore the local charm and natural beauty of the Hamptons, this property promises an unforgettable stay filled with relaxation, luxury, and scenic splendor. This property has a max occupancy of 12 Bedrooms Primary Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Junior Primary Bedroom 2: One King Bed, One Sleep Sofa, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 3: One Queen Bed, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet Bedroom 4: One Queen Bed, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet Pool House: Pool House First Floor/Main Floor, Air Conditioning, Streaming TV, Private (Enclosed) Privacy Bathrooms Primary Bathroom 1: Full Bath, 2nd Floor, Ensuite, Shower Junior Primary Bathroom 2: Full Bath, 2nd Floor, Ensuite, Shower Main Floor Bathroom: Full Bath, First Floor/Main Floor, Shower/Tub Combo TVs Primary Bedroom 1: Streaming Junior Primary Bedroom 2: Streaming Bedroom 3: Streaming Bedroom 4: Streaming Pool House: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Beach Toys, Cooler, Fence Around The Yard, Private Pool (Outdoor, Heated) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Coffee (Keurig), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Laptop-Friendly Workspace, Television (Main Living Room, Additional Structure (Pool House, guest house, detached garage)), Private Entrance, Parking, Carbon Monoxide Detector, Smoke Detector, Essentials, Iron/Ironing Board, Wine Fridge, Smart TV, Speaker System (Bluetooth Speaker), Fire Extinguisher Location Nearby Beaches: Main Beach Georgica Beach Wiborg Beach Eqypt Beach Two Mile Hollow Beach Nearby Grocery Stores: Bhumi Farms Iacono Farm Share the Harvest Farm East Hampton IGA Citarella Gourmet Market Stop & Shop Nearby Restaurants and Bars: The Springs Tavern The Leo The 324 Bostwick’s Chowder House The Palm The 1770 House East Hampton Grill Nick & Toni’s Babette’s Maidstone Other Location Information: Cedar Point Country Park East Hampton Village Nature Trail & Wildlife Sanctuary Maidstone Golf Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 1,900 Suitability: Primary renter must be at least 30 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 $115.00 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. 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.

Beachwood Cove by 3BR w/ Heated Pool

East Hampton, NY, US
3 Bedrooms 6 Guests
Oct 17 - 31
$354 night

Welcome to Beachwood Cove, a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. This stunning 3 bedroom, 2.5 bathroom home with a private pool, and a Tesla/EV charger is perfectly located 7 minutes away from Sag Harbor Village and East Hampton Village. Enjoy the perfect indoor/outdoor living experience with over 1700 square feet of outdoor space and 800 square foot pool, with a wrap around deck on the upper floor. There is a spacious living room with treehouse views that leads to an eat-in and dining area with the deck overlooking the pool area. Enjoy the day by the pool, or have a late-night BBQ. This home features a primary bedroom with a king bed and an en-suite bathroom on the upper level, two luxuriously appointed additional bedrooms, one including a queen bed, and the other with 2 double sized beds. Experience unparalleled levels of privacy and convenience with this ideal home - the perfect getaway for your next vacation. To finalize your reservation, all guests must pass a mandatory third-party screening process. Rental Registry Certificate Number: RR-26-167 Pet Policy: Pets are allowed at this property for an additional $150 fee. Property Manager requires a property rental agreement to be signed by the primary guest prior to arrival for all reservations at this home. This property requires owner approval for all reservations and completion of a background check, with a minimum 72-hour notice period after booking to confirm the reservation. The pool is open seasonally and will close on October 19, 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 kept at a maximum temperature of 80°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. Landscaping, pool maintenance, and pest control services follow a regular weekly, biweekly, or monthly schedule and may occur during your stay. Wood-burning fireplaces are not permitted for use, and the wine fridge shown in the photos is currently inoperable. Parking Details: Garage for 2 cars with Tesla/EV charger. Workstations: There are multiple desks throughout the home, external monitors and wireless mouse, only 1 keyboard are available for your use. You may also use your own laptop. 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

Stately Home with Jetted Tubs & Alfresco Dining; by Shops & Dining

Bridgehampton, NY, US
3 Bedrooms 7 Guests
Oct 9 - 11
$623 night

Please note that a reservation for this property needs to be approved before it is confirmed. Ocean Road Escape Beautifully Restored Barn, Open First Floor Plan, Historic Charm and Updates Furnishings, Close to Town and Ocean Beaches 4BR/3BA, Set on 1.5 Acres South of Highway & Across from Nature Preserve Old and new seamlessly converge at Ocean Road Escape, a four-bed, three-bath vacation home thats sure to delight up to eight guests. Located less than one mile from town on a one-and-a-half acre lot, the house is within walking distance of Bridgehampton antiques shops, art galleries, and upscale dining. Soaring ceilings and original wood beams characterize the beautifully renovated barn, where sunlight pours through generous floor-to-ceiling windows. Gather in the spacious living area with flat-screen TV, prepare a favorite recipe in the classic farmhouse kitchen, and enjoy home-cooked meals in the stately dining area. Drift to sleep in four comfortable bedrooms with queen-size beds, and wake each morning to refresh in three full bathrooms, including a marble master bath with luxurious jetted tub. The vast and secluded grounds were made for outdoor entertaining. Fire up the grill on the expansive blue-stone terrace, and dine al fresco beneath the shade of a patio umbrella. Go for a swim in the heated gunite pool, or recline in a poolside lounger with a captivating summer read. Famed Hampton beaches are a short drive away, while a 25-acre nature preserve is just across the street. *Pets are prohibited unless our express approval is provided *Pool use is at travelers own risk This property has a max occupancy of 7 Bedrooms Bedroom 1: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Cable TV, Closet Bedroom 2: One Queen Bed, 2nd Floor, Air Conditioning, Closet Bedroom 3: One Queen Bed, 2nd Floor, Air Conditioning, Closet Bedroom 4: One Queen Bed, 2nd Floor, Air Conditioning, Open Area Privacy Bathrooms Bathroom #1: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom #2: Full Bath, 2nd Floor, Shower Bathroom #3: Full Bath, 2nd Floor, Shower/Tub Combo TVs Bedroom 1: Cable Outdoors & Pool/Spas Deck/Patio (Uncovered), Grill (Gas), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Private Pool (Heated, Outdoor) Amenities Air Conditioning, Dryer, Heating, Internet (Wifi), Bed Linens, Washer, Hair Dryer, Living Room, Parking, Bath Towels, Essentials, Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Stove, Oven, Dishwasher, Microwave, Coffee (Pot, Nespresso), Toaster, Dishes and Silverware, Pots and Pans, Television (Main Living Room, Kitchen), Cable TV, Laptop-Friendly Workspace, Pots and Pans Suitability: Not handicap accessible. Primary renter must be at least 25 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 $150.00 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.

Northwest Harbor Contemporary

East Hampton, NY, US
4 Bedrooms 8 Guests
Sep 28 - 30
$824 night

Northwest Harbor Contemporary Classic East Hampton Home Perfect for Families Close to Town and Beaches 4BR/3BA: private salt water pool, hot tub, island kitchen, fireplace, marble countertops, multiple sitting areas, office, pool table Welcome to Northwest Harbor Contemporary in East Hampton! This stunning 4 bedroom, 3 bathroom home is the perfect destination for families and friends looking to escape to the Hamptons. As you enter the home, you will be greeted with an open layout, plenty of natural light, and open living spaces. The island kitchen is perfect for preparing meals and entertaining guests, and the dining room table seats 8 people comfortably. The living room features a big screen TV and access to the deck, making it the perfect spot for movie nights or enjoying a glass of wine in the evenings. The double height living room is the perfect spot for lounging with friends and family, and the fireplace adds to the cozy and welcoming atmosphere. The basement even comes equipped with a Peloton, for those who want to stay active during their vacation. Step outside and you will find an array of amenities to enjoy during your stay. Take a dip in the pool, hot tub, or lounge on the chairs while soaking up the sun. The outdoor dining table is perfect for al fresco meals, and the surrounding lush greenery provides a serene and peaceful backdrop. The bedrooms and bathrooms in this home are just as impressive as the rest of the property. The ensuite primary bathroom is beautifully designed and has all the essentials you will need during your stay. The other bathrooms are also well-appointed, ensuring that everyone has a comfortable and relaxing experience. Northwest Harbor Contemporary is located close to art galleries, restaurants, the town center, and the beach, making it the perfect base for exploring all that the Hamptons has to offer. Whether you are looking to relax and unwind or explore and adventure, this property is sure to exceed your expectations. Please note - hot tub is available year-round. No Smoking Policy For the comfort and safety of all guests, smoking is strictly prohibited anywhere on the property, including both indoor and outdoor spaces. Doing such may incur a penalty fee. This property has a max occupancy of 8 Bedrooms Primary Bedroom 1: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Guest Bedroom 2: One Double/Full Bed, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet Guest Bedroom 3: One Queen Bed, 2nd Floor, Air Conditioning, Streaming TV, Standard Closet Guest Bedroom 4: One Queen Bed, 2nd Floor, Air Conditioning, Streaming TV, Standard Closet Additional Sleeping Space: One Sleep Sofa, First Floor/Main Floor, Air Conditioning, Streaming TV Bathrooms Primary Bathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Guest Bathroom 2: Full Bath, First Floor/Main Floor, Shower Guest bathroom 3: Full Bath, 2nd Floor, Shower, Tub TVs Primary Bedroom 1: Streaming Guest Bedroom 2: Streaming Guest Bedroom 3: Streaming Guest Bedroom 4: Streaming Additional Sleeping Space: Streaming Outdoors & Pool/Spas Deck/Patio, Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Beach Chairs, Cooler, Fire Pit (Wood-Burning), Fence Around The Pool, Private Pool (Outdoor, Heated, Saltwater), Hot Tub (Freestanding Hot Tub) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Iron/Ironing Board, Washer, Dryer, Air Conditioning, Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Private Entrance, Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Laptop-Friendly Workspace, Television (Main Living Room, Kitchen, Den, Office), Hair Dryer, Parking, Coffee (Pot, Other), Toaster, Blender, Smart TV, Ice Maker, Wine Fridge, Speaker System, Usable Fireplace (Gas-Burning), Pool Table, Privacy (Completely Private) Other FAQ’s Pool Fenced In: Yes Estimated Square Footage: 2,700 Suitability: Not handicap accessible. Primary renter must be at least 25 years old. Pet Policy: One dog of 50 lbs or less is permitted for an additional $250.00 per booking. 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 $135.00 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. Hot Tub Disclaimer: April to mid October 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.

Beautiful Bridgehampton Getaway

Bridgehampton, NY, US
5 Bedrooms 10 Guests
Oct 1 - 29
$615 night

Beautiful Bridgehampton Getaway Timeless Hamptons style Beach Home, heated saltwater pool, expansive deck, covered porch, bluestone patio, outdoor kitchen 5BR/5.5BA - with gourmet kitchen, custom wood cabinetry, floor-to-ceiling glass sliding doors leading out to private heated pool Fuel your desire for a lavish Hamptons summer stay at Bridgehampton Getaway. Thoughtfully designed and surrounded by lush landscaping, you will surely enjoy a weekend escape at this classic England-style retreat complete with exceptional outdoor entertainment and amenities. Bring friends and family together to enjoy hot summer days from the large swimming pool or lounging poolside with activities and music. Step inside to discover chic spaces for entertaining including an elegant living room with a fireplace that extends to the rear yard and family room with fireplace. The formal dining room is perfect for intimate dinners or gatherings. The sparkling marble kitchen is well-equipped for meals small or large, with premium appliances. With the ultimate comfort of their guests in mind, there are five spacious bedrooms equipped with fresh, comfy linens and bath essentials including the Primary suite with a fireplace and private balcony. Two additional ensuite guest rooms complete the upper level. The lower level offers additional entertainment with a fully equipped gym, and fifth guest suite with full bath. Outside, enjoy a summer BBQ with friends and family from the stylish outdoor kitchen as you soak up the sun from either the lovely bluestone patio or covered porch with luxe outdoor furniture. Take a splash in the gorgeous heated saltwater pool or picnic from the well-manicured lawns. Take in the beautiful Hamptons weather and all of its glory from the privacy of your own home. Conveniently located between Southampton and East Hampton, enjoy being just moments to the charming Bridgehampton village with a great selection of local shops and eateries including Almond, The Golden Pear Caf, and Citarella. Immerse yourself in the beloved Bridgehampton community, explore the best in dining along the Sag Harbor (just a 5-minute drive) and spend the day at nearby beaches. This property has a max occupancy of 10 Bedrooms Master Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, TV, Closet, Balcony/Deck Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Closet Bedroom 3: One King Bed, Lower Level, Air Conditioning, TV, Closet Bedroom 4: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, TV, Closet Bedroom 5: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, TV, Closet Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 2: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 3: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 4: Full Bath, 2nd Floor, Ensuite, Shower/Tub Combo Bathroom 5: Full Bath, Lower Level, Shower Bathroom 6: Half Bath, First Floor/Main Floor TVs Master Bedroom 1 Bedroom 3 Bedroom 4 Bedroom 5 Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs (6 Chairs), Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Outdoor Shower (Hot + Cold Water), Fence Around The Yard, Beach Chairs, Fire Pit (Gas), Private Pool (Outdoor, Heated) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television (Main Living Room, Gym), Private Entrance, Parking (4 Cars In Driveway), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Wine Fridge, Ice Maker, Coffee (Pot, Nespresso), Smart TV, Gym/Fitness Room (Stationary Bike, Weight Training Equipment, Stretching / Yoga Mat), Laptop-Friendly Workspace, Pots and Pans, Speaker System (Sonos) Suitability: Not handicap accessible. Primary renter must be at least 25 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 $150.00 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: A refundable cash security deposit of $3,500 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. 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.

Village Fringe Luxury

East Hampton, NY, US
4 Bedrooms 8 Guests
Sep 14 - 17
$1,135 night

Please note that a reservation for this property needs to be approved before it is confirmed. Village Fringe Luxury Newly constructed contemporary home, gunite heated pool, hot tub, deck with pergola, ample seating, outdoor shower, bicycles, gas grill, minutes to East Hampton village and local ocean beaches 3BR/3.5BA - chic interior, open space perfect for entertaining, 18-ft vaulted ceilings, fireplace, indoor/outdoor living, Sonos sound system, all bedrooms ensuite, and fitness area Situated in a coveted East Hampton neighborhood, the perfect vacation home. Escape the city and head to the beautiful sandy beaches and sunny weather youve been desiring all year long. Start and finish your days, relaxing amongst nature by the pool or paddle boarding at the local ocean beaches and shopping at nearby shops and eateries. Endless summer adventures await you here at East Hampton Dream. Greeted by a gated entry, head along the paved driveway towards your enchanting, newly constructed home encompassed with crisp landscaping and fantastic outdoor entertainment. Step inside the sun-filled, open main level, play your favorite tunes from the Sonos sound system and enjoy an effortless ease of flow throughout the rooms. Blending the indoors and outdoors, open the sliding doors to usher in fresh air and natural warmth. Perfect for entertaining, bring your family and friends together for some fun in the sun. The spacious living room offers an oversized plush sofa, fireplace, and large TV. The Chefs kitchen is well-equipped for your favorite meals small or grand as it includes top of the line appliances, your main cooking essentials, drip coffee maker, a Lavazza espresso machine, and a large center island with a breakfast bar top. Share meals together or play activities from the large dining area available or easily head outdoors to dine alfresco style. Two tranquil bedrooms with comfy King and Queen beds, large closets and ensuite baths complete the main level. Upstairs, there is one remaining spacious bedroom with a closet and ensuite bath. Outside, your private backyard retreat makes this home a true gem featuring a lovely deck with a pergola, a large heated pool, multiple lounge areas, hot tub, and outdoor shower. Prep the gas grill with the finest fresh seafood to enjoy with family and friends. Located close to East Hampton village and shops, take one of the bicycles available and explore the town then catch the sunset from your choice of Two Mile Hollow, Egypt, or Wiborg Beaches! This property has a max occupancy of 8 Bedrooms Bedroom 1: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet Bedroom 3: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet Additional Sleeping Space: Two Twin Single Beds, 2nd Floor, Air Conditioning, Ensuite Bathroom Bathrooms Bathroom 1: Full Bath, 2nd Floor, Ensuite, Shower/Tub Combo Bathroom 2: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 3: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 4: Half Bath, First Floor/Main Floor TVs Bedroom 1: Streaming Bedroom 2: Streaming Bedroom 3: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs (4 Chairs), Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Outdoor Shower (Hot + Cold Water), Bicycle (2 Adult Bikes), Beach Chairs (8 Chairs), Beach Umbrella, Fence Around The Yard, Cooler, Private Pool (Outdoor, Heated), Hot Tub 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, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television, Private Entrance, Parking (4 Cars In Driveway), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Hair Dryer, Iron/Ironing Board, Usable Fireplace (Gas-Burning), Coffee (Pot, Nespresso), Toaster, Blender, Smart TV, Speaker System (Sonos), Gym/Fitness Room (Weight Training Equipment, Stretching / Yoga Mat), Laptop-Friendly Workspace, Pots and Pans, Privacy (Completely Private) Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 3,400 Access to BR 1 (upstairs guest room) is through the additional sleeping space with two twin beds Suitability: Not handicap accessible. Primary renter must be at least 25 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 $125.00 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: The pool is scheduled to be open from May 15 to October 15. 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. Hot Tub Disclaimer: The hot tub is scheduled to be open from May 15 to October 15. 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. 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.

East Hampton Luxe

East Hampton, NY, US
4 Bedrooms 8 Guests
Sep 14 - 18
$2,166 night

East Hampton Luxe Brand New East Hampton Home, Centrally Located, Modern Design, Perfect for Families 4BR/3.5BA: brand new heated pool with spa, expansive deck with outdoor dining, gas BBQ, ping-pong table, work-from-home space, gourmet kitchen Nestled in the heart of East Hampton, this brand-new, impeccably renovated vacation home offers the perfect blend of modern luxury and coastal charm. Centrally located between the picturesque villages of East Hampton and Amagansett, this stunning residence provides convenient access to the best of the Hamptons while ensuring a serene retreat from the hustle and bustle of daily life. With an expansive open floor plan, this four-bedroom, three-and-a-half-bathroom home is designed for comfort and style, accommodating up to eight guests with ease. From the moment you step inside, youll be greeted by a bright and airy ambiance, accentuated by sleek, contemporary dcor and thoughtfully curated furnishings. The multiple sitting and dining areas create an inviting atmosphere, ideal for gathering with family and friends. Whether youre planning a leisurely escape or an active vacation, this home promises a memorable stay, offering a perfect blend of indoor and outdoor spaces on a beautiful, private block. The outdoor amenities of this East Hampton gem are nothing short of spectacular. Total privacy is guaranteed, allowing guests to relax and unwind in complete seclusion. The expansive deck is the centerpiece of the outdoor area, featuring a large dining table where alfresco meals can be enjoyed under the sun or stars. A state-of-the-art gas BBQ makes grilling a breeze, perfect for preparing delicious summer feasts. The heated pool with built in hot tub invites you to take a refreshing dip at any time of day, surrounded by multiple sitting areas that are just right for sipping cocktails or lounging with a good book. The beautifully landscaped yard is expansive, providing plenty of space for outdoor activities or simply soaking up the peaceful surroundings. For those traveling by car, theres ample free parking, ensuring convenience from the moment you arrive. Every detail of the exterior space has been designed with relaxation and enjoyment in mind, making it the perfect setting for both quiet mornings and lively evenings. Step inside, and youll find yourself in a home that truly embraces an open-concept layout, where natural light pours in through large windows, highlighting the clean lines and modern design of the interiors. The living spaces flow effortlessly from one area to the next, creating a harmonious environment that feels both spacious and cozy. The living room is anchored by a stylish fireplace, perfect for curling up on cooler evenings, while the adjacent dining room offers a more formal space for meals with its elegant furnishings. The gourmet island kitchen is a chefs dream, equipped with top-of-the-line appliances, including a professional-grade stove and oven, a coffee maker for your morning brew, and plenty of counter space for meal preparation. The kitchens central island serves as both a workspace and a gathering spot, making it easy to socialize while cooking. Whether youre enjoying a casual breakfast or a multi-course dinner, the kitchen and dining areas are designed to accommodate your needs with style and ease. For those who need to stay connected, the home offers a dedicated work-from-home space with high-speed Wi-Fi, ensuring that you can balance work and leisure effortlessly. And when its time to unwind, challenge your friends or family to a game of ping-pong in the recreation area, adding a fun and playful element to your stay. The homes four bedrooms and three-and-a-half bathrooms are designed to be peaceful retreats, each offering a unique blend of comfort and luxury. Fresh linens and plush bedding ensure a restful nights sleep, while the tastefully appointed dcor creates a serene atmosphere in every room. The master suite is a true sanctuary, featuring a king-sized bed, ample closet space, and an en-suite bathroom complete with all the essentials for a spa-like experience. Each bathroom is stocked with fluffy towels and high-end toiletries, providing everything you need to feel pampered during your stay. Whether youre getting ready for a day of exploring or winding down in the evening, the homes bathrooms are designed to make your daily routine a pleasure. Beyond the comfort of the home itself, youll find that this East Hampton retreat is ideally situated to take advantage of everything the area has to offer. Just a short drive away, youll discover a wealth of restaurants, each offering a unique dining experience, from casual beachside eateries to fine dining establishments. The renowned Round Swamp Farm is a short 5-minute walk away, perfect for grabbing a home-baked muffin for breakfast, or fresh farm fruit and vegetables to throw in your summer salad. The local shops and art galleries provide endless opportunities for exploration, whether youre looking for a one-of-a-kind piece of art or the perfect souvenir. For golf enthusiasts, the nearby courses in East Hampton and Amagansett offer a chance to hit the links in a beautiful setting. Whether youre interested in dining, shopping, or outdoor activities, this homes prime location ensures that everything you need is within easy reach. After a day of adventure, return to your luxurious retreat and unwind in style, making memories that will last a lifetime. This property has a max occupancy of 8 Bedrooms Bedroom 1: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Balcony/Deck Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Balcony/Deck Bedroom 3: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Standard Closet Primary Bedroom 4: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Standard Closet Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Jack & Jill, Shower Bathroom 2: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 3: Half Bath, First Floor/Main Floor Primary Bathroom 4: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Outdoors & Pool/Spas Deck/Patio (Uncovered), Patio Furniture (Table, Chairs, Umbrella), Lounge Chairs, Beach Chairs, Cooler, Fence Around The Yard, Private Pool (Heated, Outdoor, Freshwater), Hot Tub (Hot Tub Attached to Pool) Amenities Bed Linens, Usable Fireplace (Wood-Burning), Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Hair Dryer, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot, Other), Dishes and Silverware, Pots and Pans, Toaster, Blender, Ping Pong Table, 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, Essentials Location Nearby Beaches: Main Beach Georgica Beach Wiborg Beach Eqypt Beach Two Mile Hollow Beach Nearby Grocery Stores: Round Swamp Farm Bhumi Farms Iacono Farm Share the Harvest Farm East Hampton IGA Citarella Gourmet Market Stop & Shop Nearby Restaurants and Bars: The Springs Tavern The Leo The 324 Bostwick’s Chowder House The Palm The 1770 House East Hampton Grill Nick & Toni’s Babette’s Maidstone Other Location Information: Cedar Point Country Park East Hampton Village Nature Trail & Wildlife Sanctuary Maidstone Golf Suitability: Primary renter must be at least 30 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 $135.00 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: 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.

East Hampton Retreat

East Hampton, NY, US
4 Bedrooms 8 Guests
Sep 14 - 18
$1,769 night

East Hampton Retreat Secluded Oasis in East Hampton, Walk to Town, Bike to the Beach, with Private Pool and Ample Living Space 3BR/3.5BA Modern home with top of the line amenities and appliances and short walk to East Hampton Village and Marinas Immerse yourself in summer bliss and tranquility at East Hampton Retreat, a charming vacation home nestled in East Hampton. Set on a quiet road and surrounded by beautiful landscaping with a private backyard oasis, you are truly in for a refreshing reset. Comfortably accommodating up to six guests, bring together family and friends for an unforgettable stay. Whether you enjoy taking a splash in the pool or lounging poolside with your favorite book and cocktail, endless outdoor activities are within reach. Spanning over 2,600 square feet of interior living, this home is filled with luxe comfort, style and sophistication. Settle into your favorite space amongst the light-filled living room highlighted by a striking fieldstone fireplace and plush sofas, cozy den with a large TV, or elegant formal dining area. Hire a private chef to prepare festive meals during your stay from the chic Chef’s kitchen. Ushering in open air living, the lovely French doors gracefully extend to the rear backyard. When you’re ready to unwind, the airy Primary suite completes the main level with a spacious bath including a deep marble tub. Upstairs, the landing with a window banquette connects the two remaining serene ensuite bedrooms. One offers a private balcony and the other features vaulted high ceilings. Outside, experience true tranquil moments and relaxation from your well-manicured backyard. It features a spacious gunite pool, and expansive deck with various lounge areas. When you’re ready to venture out, take a short, scenic ride into East Hampton village with a wonderful selection of local shops and eateries. Then spend the day at any of the nearby Hampton beaches including Two Mile Hollow, Egypt, and Wiborg beaches. Note: Bedroom 2 is convertible into two twin beds. This property has a max occupancy of 6 Bedrooms Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet Bedroom 2: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Bedroom 3: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet Bathrooms Bathroom 1: Full Bath, 2nd Floor, Ensuite, Shower/Tub Combo Bathroom 2: Full Bath, 2nd Floor, Ensuite, Shower/Tub Combo Bathroom 3: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Bathroom 4: Half Bath, First Floor/Main Floor TVs Bedroom 1: Streaming Bedroom 2: Streaming Bedroom 3: Streaming Outdoors & Pool/Spas Deck/Patio, Lounge Chairs (6 Chairs), Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Private Pool (Outdoor, Heated, Freshwater) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Usable Fireplace (Gas), Kitchen, Stove, Oven, Refrigerator, Wine Fridge, Ice Maker, Dishwasher, Microwave, Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television, Speaker System (Sonos), Private Entrance, Parking (2 Cars In Driveway), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Smart TV, Hair Dryer, Iron/Ironing Board, Coffee (Pot), Electric Vehicle Charger Suitability: Not suitable for persons with disabilities. Primary renter must be at least 25 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: Normal usage of the following utilities is included in the total reservation amount: Pool Heating (if applicable), Pool/Hot-Tub Maintenance (if applicable), Heating Oil/Propane/Natural Gas, Electricity, Cable/TV/Internet/Phone, Garbage Removal, and Landscaping/Lawn Maintenance If the cost of utilities exceeds $95.00/night, guest will be responsible for the difference. Cleanings during a guest’s stay and pay-per-view orders are not included in the cost of utilities. Cleaning Disclaimer: All reservations longer than one week must be professionally cleaned once per week, the cost of which is borne by the guest. For clarity purposes, the cost of in-stay cleanings are separate and above the fees collected at the time of booking. Additional Persons: No additional persons beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited 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: All payments are non-refundable, unless stated otherwise. If renter must cancel the reservation, we will re-list availability, and in the event we are able to re-book the nights renter originally booked, a refund may be processed. We strongly encourage renter to purchase travelers insurance as a means of payment protection. Please note that all bookings must be paid in full prior to arrival. StayProtected Insurance: Property damage insurance is procured for your reservation for this property. It is supplemental to, not a replacement to, any security deposit collected. The guest experience for this property is managed by 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.

East Hampton Solitude

East Hampton, NY, US
3 Bedrooms 6 Guests
Sep 14 - 16
$641 night

Please note that a reservation for this property needs to be approved before it is confirmed. East Hampton Solitude Expansive East Hampton Home, Centrally Located, Pool & Tennis, Great for Families 3BR/2.5BA: private heated pool, private tennis court, outdoor shower, fire pit, outdoor dining, gas BBQ, sunroom, work-from-home space Welcome to an extraordinary escape in the heart of East Hampton, where style, comfort, and convenience come together to create the ultimate luxury retreat. This spacious and modern home is ideally located close to multiple beaches, offering the perfect blend of coastal charm and sophisticated living. Designed with families in mind, this stunning three-bedroom, two-and-a-half-bathroom property accommodates up to six guests and features a bright, open floor plan with chic dcor throughout. Expansive indoor and outdoor spaces provide ample room to relax and connect, making this home an idyllic sanctuary for those seeking to escape the demands of daily life. Nestled on a beautiful private block, this retreat invites you to unwind in tranquility while staying just moments away from all that East Hampton has to offer. Step outside, and youll discover a true oasis of outdoor living. The private grounds are thoughtfully designed to offer both relaxation and recreation. The expansive outdoor dining area, complete with a gas BBQ, is perfect for hosting memorable meals under the stars. Multiple sitting areas invite you to sip cocktails, share stories, or simply enjoy the peaceful surroundings. The yard offers plenty of space for play and leisure, while the fire pit provides a cozy spot for evenings spent under the stars. The heated private pool is an undeniable highlight, offering a refreshing retreat on warm summer days, and the private tennis court invites you to indulge in a friendly match or two. After a day of activities, rinse off in the outdoor shower and bask in the serene ambiance of this secluded haven. Inside, the home welcomes you with an open layout designed to maximize natural light and foster a sense of connection. The living room, anchored by a stylish fireplace, provides a warm and inviting space to unwind. Adjacent to the living area, the dining room flows effortlessly into the gourmet kitchen, equipped with an array of appliances, a coffee maker, and all the essentials for preparing delicious meals. High ceilings and modern finishes create a bright and airy atmosphere, while the sunroom offers an additional space to relax with a good book or enjoy morning coffee. With WiFi, a dedicated work-from-home area, and central air conditioning, this home seamlessly blends luxury and practicality. A washer and dryer are also available for your convenience. The bedrooms are designed with both comfort and elegance in mind, ensuring restful nights for every guest. Fresh linens and plush bedding adorn each room, while thoughtful touches add to the inviting ambiance. The primary suite features a private ensuite bathroom and ample storage, while the additional bedrooms provide stylish and cozy accommodations for family or friends. The bathrooms are stocked with fluffy towels and all the essentials needed to make your stay as comfortable as possible. Located just minutes from East Hamptons finest attractions, this home places you at the heart of it all. Explore the vibrant local scene, including upscale restaurants, charming shops, and world-class art galleries. Visit the bustling farmers markets to discover fresh, local produce, or spend a day on the greens at nearby golf courses. For a change of pace, Sag Harbors quaint streets and waterfront views are just a short drive away. Whether youre strolling the pristine beaches, indulging in fine dining, or soaking up the areas rich culture, this luxurious retreat offers an unparalleled gateway to the best of the Hamptons. From its thoughtfully designed interiors to its exceptional outdoor amenities, this East Hampton home promises an unforgettable experience for sophisticated travelers. Come and create lasting memories in this exquisite retreatyour perfect getaway awaits. Please note: The fireplace is not available for use from May through September. Any attempt to operate it during this period may result in a fine. This property has a max occupancy of 6 Bedrooms Bedroom 1: Two Double/Full Beds, First Floor/Main Floor, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Standard Closet Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Standard Closet, Balcony/Deck Primary Bedroom 3: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Jack & Jill, Shower/Tub Combo Bathroom 2: Half Bath, First Floor/Main Floor Bathroom 3 Primary: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub TVs Primary Bedroom 3: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Grill (Gas), Tennis Court (Private), Outdoor Shower (Hot + Cold Water), Patio Furniture (Table, Chairs, Umbrella), Tennis Equipment (Rackets, Balls), Fence Around The Pool, Fire Pit (Wood-Burning), Lounge Chairs (6 Chairs), Beach Umbrella, Cooler, Beach Chairs, Private Pool (Outdoor, Freshwater, Heated) 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, Keurig), Dishes and Silverware, Pots and Pans, Toaster, Television (Main Living Room, Kitchen), Private Entrance, Kitchen, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Essentials, Smart TV, Wine Fridge, Laptop-Friendly Workspace, Blender, Ice Maker, Usable Fireplace (Wood-Burning), Carbon Monoxide Detector Location Nearby Beaches: Main Beach Georgica Beach Wiborg Beach Eqypt Beach Two Mile Hollow Beach Nearby Grocery Stores: Bhumi Farms Iacono Farm Share the Harvest Farm East Hampton IGA Citarella Gourmet Market Stop & Shop Nearby Restaurants and Bars: The Springs Tavern The Leo The 324 Bostwick’s Chowder House The Palm The 1770 House East Hampton Grill Nick & Toni’s Babette’s Maidstone Other Location Information: Cedar Point Country Park East Hampton Village Nature Trail & Wildlife Sanctuary Maidstone Golf Other FAQ’s Pool Fenced In: Yes Backyard Fenced In: No Estimated Square Footage: 2,400 Rental Registration: 25-292 expires on 3/14/2027. 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 $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 will 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.

East Hampton Village Elegance

East Hampton, NY, US
3 Bedrooms 8 Guests
Sep 14 - 17
$732 night

Please note that a reservation for this property needs to be approved before it is confirmed. East Hampton Village Elegance Charming East Hampton Home, Elegantly Furnished with Modern Touches, Close to East Hampton Village 3BR/2.5BA: heated pool, hot tub, gas fire pit, outdoor shower, modern island kitchen, finished lower level, full work station, gym, gas BBQ, outdoor dining area, close to town Nestled in the serene and picturesque setting of East Hampton, just minutes away from the tranquil Two Mile Hollow and Indian Wells Beaches, this vacation rental offers the perfect blend of proximity and privacy. A stone’s throw from the charming East Hampton village, this property boasts three elegantly appointed bedrooms and 2.5 bathrooms, accommodating up to eight guests comfortably. It’s an ideal sanctuary for families or couples seeking to escape the hustle and bustle of daily life. The heart of this home lies in its design - a spacious yet cozy interior that seamlessly integrates multiple sitting and dining areas, creating an environment perfect for relaxation and socializing. The house is a canvas of modern touches, with expertly designed interiors that speak of understated elegance. Step outside to the backyard oasis featuring a private heated pool and free standing hot tub. The expansive patio is a haven for outdoor enthusiasts, complete with a gas BBQ and outdoor dining setup, perfect for enjoying meals under the starlit sky. As you explore the exterior, you’ll find amenities designed to enhance your stay. The patio extends into a vast outdoor area, where you can enjoy alfresco dining or evening cocktails. A gas fire pit adds a rustic charm, perfect for gathering around and sharing stories. The outdoor shower, nestled in privacy, is an added luxury, while ample free parking ensures total convenience for all guests. The interior of the home welcomes you with an open layout bathed in natural light. Equipped with modern amenities like WiFi, a washer and dryer, and central AC, the house ensures a comfortable stay. The living spaces flow effortlessly from the living room to the dining area and into the gourmet island kitchen, which is a culinary enthusiast’s dream, featuring a coffee maker and top-of-the-line appliances. The living room, anchored by a big-screen TV, is perfect for movie nights, while a gym and a finished lower-level media area cater to both fitness and entertainment needs. For those who work remotely, the house offers a full work station in the basement that includes screens, a printer, docking station, speaker and webcam, ensuring productivity in a tranquil setting. Each bedroom is a retreat in itself, adorned with fresh linens and equipped with all the essentials to ensure a restful sleep. The bathrooms are well-appointed, echoing the home’s overall theme of modern luxury and comfort. As your stay comes to an end, remember that this haven is not just a house, but a gateway to the enchanting beaches of Two Mile Hollow and Atlantic Avenue. Its central location offers easy access to the towns of East Hampton and Amagansett, making it a perfect base to explore the beauty and charm of the area. This East Hampton vacation rental is more than just a place to stay; it’s a destination in itself, offering a perfect blend of luxury, comfort, and privacy. It’s an invitation to experience the best of the Hamptons, leaving you with memories that will last a lifetime. This property has a max occupancy of 8 Bedrooms Bedroom 1: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet Bedroom 2: One Queen Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 3: One Double/Full Bed, 2nd Floor, Air Conditioning, Standard Closet Additional Sleeping Space: One Sleep Sofa, Lower Level Bathrooms Bathroom 1: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 2: Full Bath, 2nd Floor, Shower/Tub Combo Bathroom 3: Half Bath, First Floor/Main Floor TVs Bedroom 1: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Patio Furniture (Table, Chairs, Umbrella), Fence Around The Yard, Lounge Chairs (4 Chairs), Grill (Gas), Fire Pit (Gas), Outdoor Shower (Hot + Cold Water), Beach Chairs (8 Chairs), Beach Umbrella, Private Pool (Outdoor, Heated), Hot Tub (Freestanding Hot Tub) 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 (Nespresso, Keurig), Dishes and Silverware, Pots and Pans, Toaster, Blender, Television (Main Living Room, Kitchen, Den), Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Essentials, Smart TV, Ice Maker, Laptop-Friendly Workspace, Gym/Fitness Room (Weight Training Equipment, Stretching / Yoga Mat, Stationary Bike), Speaker System (Bluetooth Speaker), Private Entrance, Wine Fridge, Cable TV Location Nearby Beaches: Main Beach Georgica Beach Wiborg Beach Eqypt Beach Two Mile Hollow Beach Nearby Grocery Stores: Bhumi Farms Iacono Farm Share the Harvest Farm East Hampton IGA Citarella Gourmet Market Stop & Shop Nearby Restaurants and Bars: The Springs Tavern The Leo The 324 Bostwick’s Chowder House The Palm The 1770 House East Hampton Grill Nick & Toni’s Babette’s Maidstone Other Location Information: Cedar Point Country Park East Hampton Village Nature Trail & Wildlife Sanctuary Maidstone Golf Other FAQ’s Backyard Fenced In: Yes Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: One dog of 25 lbs or less is permitted for an additional $150.00 per booking. Dogs over 25 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 $150.00 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 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. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Hot Tub Disclaimer: Hot Tub Available 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. 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.

Abrahams Grove | Luxe Home with Pool

East Hampton, NY, US
4 Bedrooms 10 Guests
Sep 14 - 17
$1,442 night

Welcome to Abrahams Grove, a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. Welcome to Abrahams Grove, a beautifully appointed Hamptons retreat tucked away on a private lane between East Hampton Village and Amagansett. Set on 2.4 landscaped acres in East Hampton and directly across from the prestigious East Hampton Golf Club, this private estate blends classic Hamptons elegance with effortless indoor-outdoor living. Ideally located just five minutes from both East Hampton Village and Amagansett, the home also offers a direct 15-minute drive to Montauk, avoiding much of the summer traffic through East Hampton. Designed with comfort and entertaining in mind, the home features soaring ceilings, oversized windows, and sun-filled interiors that flow seamlessly between the living room with fireplace, dining area, and fully equipped chef’s kitchen. Completely refurnished in 2026, every room has been thoughtfully redesigned with all-new, high-end furnishings, linens, décor, and amenities to provide a fresh, elevated Hamptons experience. High-speed fiber optic internet and integrated smart home surround sound throughout the home provide modern convenience whether you’re working remotely or enjoying time with family and friends. The home comfortably accommodates up to ten guests across four thoughtfully appointed bedrooms, with additional sleeping available in the media room. Primary Suite: King bed with direct outdoor access, spacious walk-in closet, and a luxurious spa-inspired ensuite bathroom featuring a soaking tub and oversized shower. Guest Suite One: King bed with private ensuite bathroom. Guest Suite Two: King bed with private ensuite bathroom. Guest Bedroom: Two twin beds with convenient access to a full bathroom directly across the hall. Media Room: Comfortable queen-size pull-out sofa, ideal for additional guests or children. The finished lower level serves as a private recreation and fitness space, featuring a fully equipped gym with multiple benches, mats, and dumbbells ranging from 5 to 90 pounds. Outside, Abrahams Grove truly comes to life. An expansive deck overlooks the beautifully landscaped grounds and offers multiple spaces for gathering and relaxation, including an eight-person outdoor dining table, comfortable lounge seating, and a premium gas grill. The heated swimming pool is surrounded by chaise lounges and lush landscaping, creating a resort-like setting for long summer afternoons. Tucked into a private corner of the property, the dedicated wellness garden offers a peaceful escape featuring a four-person cedar barrel sauna and invigorating cold plunge, nestled amongst newly planted hydrangeas and mature landscaping. Guests can also enjoy the property’s expansive lawn and exceptional privacy throughout the grounds. Just minutes from world-renowned ocean beaches, farm stands, boutique shopping, and some of the Hamptons’ finest restaurants, Abrahams Grove offers the perfect balance of peaceful seclusion and effortless access to everything East Hampton, Amagansett, and Montauk have to offer. Whether you’re gathering with family, entertaining friends, or simply seeking a restorative escape, Abrahams Grove delivers an unforgettable Hamptons experience. Pet Policy: Pets are allowed with owner approval. Property Manager requires a property rental agreement to be signed by the primary guest prior to arrival for all reservations at this home. This property requires owner approval for all reservations, and is subject to a background check after the booking is completed to confirm the reservation. Please note that the mailbox is not available for guest use during your stay. The pool is open seasonally. 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. 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 A refundable credit card hold of $1,000 is required as a security deposit for stays at this home to cover any property damage that may occur during your stay. A credit card is required for processing and the hold will be placed 48 hours prior to your arrival. The release of this hold will initiate 2 days after your departure following a departure inspection of the home by our local team.

Sandpiper | 4BR Home w/ Heated Pool

Sag Harbor, NY, US
4 Bedrooms 8 Guests
Sep 14 - 17
$1,295 night

Welcome to Sandpiper, a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. Discover Sandpiper, a refined 4-bedroom, 4-bathroom coastal retreat nestled within Sag Harbor Village. Designed for effortless indoor-outdoor living, this newly constructed home offers over 3,000 square feet of bright, thoughtfully designed living space, complemented by serene water views and private beach access just moments away. The open-concept main level features white oak flooring throughout, a spacious living and dining area, and a chef’s kitchen outfitted with premium Sub-Zero and Wolf appliances, a striking Breccia Calcutta marble island, and a dedicated bar area ideal for entertaining. Outside, the beautifully landscaped backyard is designed for relaxation, featuring a 200-square foot heated gunite pool with elegant Italian marble coping, generous lawn space, and inviting areas for outdoor dining and lounging. The home’s four bedrooms provide comfortable accommodations for families and groups alike, including a luxurious primary suite and an additional en suite bedroom in the finished lower level, which also offers flexible living space for movie nights, games, or quiet retreats. Guests of Azurest enjoy exclusive access to a private bay beach and the rare opportunity to moor a boat in Sag Harbor Bay. Ideally situated near Havens Beach and just minutes from Sag Harbor Village, you’ll have easy access to charming boutiques, acclaimed restaurants, marinas, and everything that makes this historic waterfront destination one of the Hamptons’ most sought-after escapes. 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. 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. Please note that weekly mid-stay cleans are required. Cleaning during your stay can be arranged upon request with our partner for an additional $200 fee. Cleaning costs will be paid to them directly. Security deposit A refundable credit card hold of $1,000 is required as a security deposit for stays at this home to cover any property damage that may occur during your stay. A credit card is required for processing and the hold will be placed 48 hours prior to your arrival. The release of this hold will initiate 2 days after your departure following a departure inspection of the home by our local team.

Elegant East Hampton

East Hampton, NY, US
5 Bedrooms 12 Guests
Sep 14 - 19
$6,405 night

Elegant East Hampton Spacious East Hampton Luxury Estate with Resort-Style Outdoor Living 5BR/6.5BA: Private pool, pool house, expansive wooden deck, al-fresco dining, elegant interiors Tucked away on 2.5 acres of lush greenery, this luxurious East Hampton estate offers the perfect blend of elegance, seclusion, and resort-style living. From the moment guests arrive, they are welcomed into a private retreat designed for relaxation, connection, and escape from daily life. The property exudes sophistication while remaining warm and inviting, making it an idyllic destination for families, couples, or groups of friends seeking a serene Hamptons getaway. Step outside and the estate unfolds into a private oasis. A heated pool sits at the center of the grounds, surrounded by a paved sundeck, plush chaise loungers, and a stylish pool house equipped with its own bathroom for added convenience. An outdoor shower adds a quintessential Hamptons touch, while the expansive yardenclosed in vibrant greeneryensures total privacy. Just beyond the pool, a large wooden deck flows seamlessly from the homes main living areas, furnished with a plush sectional sofa, a full outdoor dining setup, and a top-of-the-line grill perfect for barbecues under the summer sky. Whether its morning coffee at one of the intimate sitting areas scattered across the grounds, cocktails at sunset, or an afternoon in the shaded screened-in sunroom, every corner of the estate invites relaxation and togetherness. Inside, the home greets guests with light, openness, and understated elegance. A traditional floor plan gives way to thoughtfully designed spaces that balance comfort with luxury. Double-height ceilings and floor-to-ceiling windows fill the home with natural light and frame views of the surrounding trees, creating a constant connection to nature. The main level features a formal living room with elegant furnishings, alongside a cozy den with a plush sofa, fireplace, and flat-screen TVperfect for unwinding after a day at the beach. A spacious kitchen, complete with modern appliances, cookware, and a large central island, is designed for both cooking and entertaining. Just beyond, a formal dining room and multiple sitting areas offer endless opportunities for gathering. Upstairs, a lofted office area provides a quiet work-from-home space, enhanced by serene views of the estates leafy grounds. With central air conditioning, WiFi, and a full laundry setup, every modern comfort is accounted for. The homes five bedrooms are designed as private sanctuaries, each with its own ensuite bathroom. On the main level, the expansive primary suite boasts a king bed, fireplace, and direct access to the deck. Its luxurious ensuite bathroom features a double vanity, soaking tub, and walk-in shower, creating a spa-like retreat. Also on the first floor, a guest suite with a tub/shower combination offers comfort and privacy. Upstairs, three additional bedrooms provide their own unique charmsone with a balcony overlooking the backyard, another with sweeping bay windows, and all with calming, light-filled interiors and curated furnishings. Two powder rooms on the main level and an additional pool house bathroom ensure convenience for larger groups. Fresh linens, plush bedding, and thoughtfully designed details complete the experience of comfort and ease. A fully equipped fitness area is thoughtfully situated in the basement, offering a convenient and well-appointed space for maintaining your wellness routine during your stay. While the estate feels like a secluded destination in itself, it is also ideally situated near the best of East Hampton. Within minutes, guests can explore a vibrant mix of world-class restaurants, stylish boutiques, and charming cafs. Local art galleries and cultural landmarks invite leisurely afternoons, while the areas pristine beachesfamous for their wide stretches of sand and rolling wavesoffer endless opportunities for sunbathing, swimming, or evening walks by the ocean. The estates central location also places it within easy reach of East Hamptons nightlife, wine bars, and seasonal events, ensuring that guests have the perfect balance of privacy and accessibility. This East Hampton estate offers more than just a place to stayit provides an unforgettable Hamptons experience. From its resort-style outdoor living spaces and elegant interiors to its proximity to town, beaches, and cultural attractions, it is a home designed for those who value both sophistication and comfort. Whether gathering with loved ones by the pool, dining under the stars, or simply savoring the peace of the secluded grounds, every stay here is defined by relaxation, connection, and a true sense of escape. 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 Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Cable Streaming TV, Walk-in Closet Bedroom 3 - Guest: One Double/Full Bed, One Twin Single Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Cable Streaming TV, Walk-in Closet Bedroom 4 - Guest: One Queen Bed, One Sleep Sofa, 2nd Floor, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 5 - Guest: One Queen Bed, One Sleep Sofa, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Bathrooms Powder Room 1: Half Bath, First Floor/Main Floor Powder Room 2: Half Bath, First Floor/Main Floor Primary Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower Bedroom 2 Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower Bedroom 3 Ensuite: Full Bath, 2nd Floor, Ensuite, Shower/Tub Combo Bedroom 4 Ensuite: Full Bath, 2nd Floor, Ensuite, Jack & Jill, Shower Bedroom 5 Ensuite: Full Bath, 2nd Floor, Ensuite, Shower/Tub Combo Pool House Bathroom: Half Bath, Pool House First Floor/Main Floor BASEMENT: Full Bath, Lower Level, Shower TVs Bedroom 1 - Primary: Streaming Bedroom 2 - Guest: Cable and Streaming Bedroom 3 - Guest: Cable and Streaming Bedroom 4 - Guest: Streaming Bedroom 5 - Guest: Streaming Outdoors & Pool/Spas Deck/Patio (Covered), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Grill (Charcoal), Outdoor Shower (Hot + Cold Water), Balcony, Fire Pit (Wood-Burning), Tennis Equipment (Rackets, Balls), Beach Chairs, Beach Umbrella, Cooler, Private Pool (Heated, Saltwater, Outdoor), Hot Tub (Hot Tub Attached to Pool) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning, Heating, Hot Water, Usable Fireplace (Gas-Burning), Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Coffee (Keurig, Other), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Laptop-Friendly Workspace, Television (Additional Structure (Pool House, guest house, detached garage)), Smart TV, Parking, Smoke Detector, Fire Extinguisher, Essentials, Privacy (Completely Private), Wine Fridge, Cable TV, Speaker System, Gym/Fitness Room (Treadmill, Stationary Bike, Weight Training Equipment, Stretching / Yoga Mat), Ping Pong Table, Carbon Monoxide Detector Location Nearby Beaches: Main Beach Georgica Beach Wiborg Beach Eqypt Beach Two Mile Hollow Beach Nearby Grocery Stores: Bhumi Farms Iacono Farm Share the Harvest Farm East Hampton IGA Citarella Gourmet Market Stop & Shop Nearby Restaurants and Bars: The Springs Tavern The Leo The 324 Bostwick’s Chowder House The Palm The 1770 House East Hampton Grill Nick & Toni’s Babette’s Maidstone Other Location Information: Cedar Point Country Park East Hampton Village Nature Trail & Wildlife Sanctuary Maidstone Golf Other FAQ’s Backyard Fenced In: Yes Estimated Square Footage: 5,200 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. 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 $71.00 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. 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.

Secluded Getaway in East Hampton with Private Pool and Hot Tub

East Hampton, NY, US
3 Bedrooms 7 Guests
Sep 21 - 24
$324 night

Ober Oaks Gorgeous East Hampton Hideaway with Privacy and Full Amenity Suite 3BR/3.5BA, Modern Design with Hot Tub, Pool and Steps from the Water, Smart TV This stunning three bedroom, three and a half baths vacation rental home is your Hamptons hideaway. With enough space to comfortably sleep seven, this 2,600 sq ft abode offers a modern and tastefully furnished interior, a gourmet kitchen with stainless steel appliances, a balcony, and an unbeatable outdoor entertainment area with a deck, grill, private hot tub, outdoor shower, wooden cold plunge tub, heated pool, cozy basket swing and supersized hammock. Whether you’re in town to soak up the sun at the private pool or shop in the Hamptons, this is the perfect East Coast escape nestled in the deep woods of Springs Hamlet on a private, secluded acre off an exclusive cul-de-sac and just 350 yards to the harbor. This cul-de-sac has exclusive access to a small beach fronting Three Mile Harbor. This beach is accessed via a short walk through the woods at the end of the block. This beach is on an access waterway to Three Mile Harbor, and is a lovely spot with beautiful sunsets. Any guest on our cul-de-sac will likely enjoy a visit to this beach, and those who enjoy water sports like Stand-Up-Paddling will definitely enjoy the easy access to the placid waters of Three Mile Harbor. This property has a max occupancy of 7 Bedrooms Bedroom 1: One Queen Bed, One Twin Single Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Cable TV, Standard Closet Bedroom 2: One Child Bed, One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Cable TV, Standard Closet Bedroom 3: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Cable TV, Standard Closet, Balcony/Deck Bathrooms Bathroom 1: Half Bath, First Floor/Main Floor Bathroom 2: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Bathroom 3: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 4: Full Bath, 2nd Floor, Ensuite, Shower, Tub TVs Bedroom 1: Cable Bedroom 2: Cable Bedroom 3: Cable Outdoors & Pool/Spas Deck/Patio, Lounge Chairs (4 Chairs), Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Outdoor Shower (Hot + Cold Water), Beach Chairs (2 Chairs), Beach Umbrella, Fence Around The Yard, Balcony, Swing Set, Kayak/Canoe, Private Pool (Outdoor, Heated, Freshwater), Hot Tub (Freestanding Hot Tub) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning, Heating, Hot Water, Usable Fireplace (Gas-Burning, Wood-Burning), Kitchen, Stove, Oven, Refrigerator, Wine Fridge, Dishwasher, Microwave, Coffee (Pot, Other), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television (Main Living Room, Kitchen), Smart TV, Speaker System (Bluetooth Speaker), Sauna, Parking (6 Cars In Driveway), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Game Room, Laptop-Friendly Workspace, Pots and Pans, Essentials, Private Entrance, Gym/Fitness Room (Weight Training Equipment, Stretching / Yoga Mat), Ping Pong Table, Privacy (Completely Private) Location Nearby Beaches: This cul-de-sac has exclusive access to a small beach fronting Three Mile Harbor. This beach is accessed via a short walk through the woods at the end of the block. The public recreation area of Maidstone Park is nearby and an easy walk too. Nearby Grocery Stores: Damark’s Market is about a mile and 1/2 west on Three Mile Harbor Rd. An IGA and Citarella are about 3 miles. Nearby Restaurants and Bars: The very popular Bostwicks on the Harbor restaurant is an easy walk through the same woods as the beach and overlooking the harbor with magnificent sunsets. This property is also within walking distance of the renowned S S Restaurant and the Sunset Harbor Waterfront Restaurant, offering guests a perfect blend of fine dining and coastal charm right at their doorstep. Other Location Information: Ober Oaks is nestled in a serene acre of woods. The block has only 10 houses, each of which occupy an acre. This is a quiet neighborhood and peaceful street. Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 2,500 Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: One dog of 75 lbs or less is permitted. 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. 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 $80.00 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 & Hot Tub 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.

Coves Bay Beauty

Sag Harbor, NY, US
5 Bedrooms 10 Guests
Oct 26 - Nov 2
$641 night

Coves Bay Beauty Modern Coastal Farmhouse style home with a private pool, open-floor plan, grand back deck, located a quick walk/bike to beaches & town 5BR/4BA - Gallery hallway, gas fireplace, chef's kitchen, ample parking, entertainer's patio, Cozy Earth linens, beach cruisers, and more! Perched near Sag Harbor Cove lies this charming, modern coastal farmhouse-style home with a private pool, open-floor plan, and beautiful backyard. Upon entering the home, you will immediately be struck by the bright and airy atmosphere illuminated with natural light. There are two living rooms one with double height ceilings neighboring a dining table comfortably set for ten. Novice and well-seasoned chefs are welcome to cook in the gourmet kitchen that comes with an oversized island, stainless steel appliances, and ample counter space for meal prep or laying out hors doeuvres. During the day, curl up with your favorite book and relax on any one of the loungers adjacent to the glistening pool. Head to one of the nearby beaches a 10 minute walk to Foster Memorial Town Beach and 5 minute drive to Havens Beach you have nothing but wonderful options. As the sun begins to set, hop on a provided beach cruiser and venture into downtown Sag Harbor for sight-seeing, shopping, and renowned local restaurants. Retire to one of the spacious bedrooms for a peaceful nights sleep, or stargaze with a nightcap from the upstairs deck. For unparalleled sleep and leisure, each bed in this property is made with temperature-regulating and luxuriously soft bamboo viscose linens by Cozy Earth. Rest assured, there is plenty of drawer and closet space to completely unpack and settle in. With new coastal furnishings, pool, and wonderful amenities, this Coves Bay Beauty has all the makings for a memorable stay! This property has a max occupancy of 10 Bedrooms Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Bedroom 2: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Bedroom 3: Two Double/Full Beds, 2nd Floor, Air Conditioning, Streaming TV, Walk-in Closet Bedroom 4: One Queen Bed, 2nd Floor, Air Conditioning, Walk-in Closet Bedroom 5: One Queen Bed, First Floor/Main Floor, Air Conditioning, Walk-in Closet Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 2: Full Bath, First Floor/Main Floor, Shower Master Bath: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 4: Full Bath, 2nd Floor, Shower, Tub TVs Bedroom 1: Streaming Bedroom 2: Streaming Bedroom 3: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs (6 Chairs), Patio Furniture (Table, Chairs, Umbrella), Outdoor Shower, Balcony, Bicycle (4 Adult Bikes), Fence Around The Yard, Beach Chairs (4 Chairs), Cooler, Grill (Gas), Beach Umbrella, Beach Toys, Private Pool (Outdoor, Heated, Saltwater) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Wine Fridge, Dishwasher, Microwave, Coffee (Pot, Keurig, Other), Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television (Main Living Room), Smart TV, Parking (4 Cars In Driveway), Garage (1 Cars In Garage), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Toaster, Blender, Iron/Ironing Board, Laptop-Friendly Workspace, Pots and Pans, Essentials, Ice Maker, Pack 'n Play/Travel Crib Location Nearby Beaches: Foster Memorial Beach Havens Beach Nearby Grocery Stores: Schiavoni’s Market Cavaniola’s Gourmet Kitchen Provisions Cromer’s Market Nearby Restaurants and Bars: Tutto il Giorno The American Hotel Page at 63 Main Lulu Kitchen & Bar Baron’s Cove Dockside Bar & Grill Grindstone Coffee and Donuts Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 3,250 Rental Registration: 12 expires on 3/19/2027. Suitability: Not handicap accessible. Not suitable for unrelated guests. Primary renter must be at least 30 years old. Pet Policy: One dog of 25 lbs or less is permitted for an additional $500.00 per booking. Dogs over 25 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 $110.00 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 $150.00 per person per night may be required. Events Policy: Events are prohibited unless express approval is provided. An event fee of $2,000.00 may be required. 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.

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