Vacation rentals in Southold, NY with a pool

North Fork Chic Newly Renovated, Stylish Peconic Retreat with Private Pool, Lush Grounds, Perfect for Families. 4BR/2.5BA: Private heated pool, outdoor dining, gas BBQ, movie den, and chic interiors. Tucked away in the heart of the Long Island wine country, this newly renovated 1890s farmhouse is a picture-perfect escape for sophisticated travelers seeking serenity, style, and the timeless charm of the North Fork. Ideal for families and groups, the home offers the best of both worlds: a peaceful retreat enveloped by nature and easy access to beaches, acclaimed restaurants, and the areas thriving cultural scene. From the moment you arrive, youll feel the calm set insurrounded by lush greenery, expansive outdoor spaces, and modern, thoughtfully curated interiors that invite you to unwind, reconnect, and indulge in laid-back luxury. Step outside and discover your own private backyard oasis that feels more like a boutique resort than a vacation rental. The sprawling, sun-drenched yard is framed by mature landscaping, offering complete privacy and a beautiful natural backdrop for your stay. At the heart of the space is a fully fenced, heated pool; perfect for leisurely afternoon swims or energizing morning laps. Multiple lounge areas are scattered throughout, offering both sun-soaked and shaded spots to sip your morning coffee, read a book, or toast to the evening with a chilled glass of local chardonnay. A shaded outdoor dining area and a sleek gas grill ready for summer feasts and sunset dinners al fresco. Whether you’re dining poolside, enjoying cocktails under the stars, or lounging with loved ones, every moment here is designed to help you slow down and savor the good life. Ample on-site parking ensures ease for your entire group, whether you’re arriving solo or caravanning in with friends. Inside, the home blends timeless Hamptons charm with elevated modern touches. The spacious layout welcomes you with thoughtfully preserved historic details and comfort; brightened by natural light that pours through large windows and glass doors. The main level features multiple formal living spaces, including a sitting room perfect for relaxed conversation, and a cozy movie den with a plush sectional for late-night films or rainy-day lounging. The kitchen is a true highlight of the home, featuring top-of-the-line appliances, generous counter space, and all the culinary essentials needed to craft meals at home. Whether you’re preparing a casual brunch or a multi-course dinner, this kitchen is designed to inspire. The formal dining room comfortably seats eight and creates an inviting setting for celebratory meals and long conversations over wine. Thoughtfully equipped with high-speed WiFi, dedicated work-from-home nooks, central AC, and a washer/dryer, the home is as practical as it is stylish; ensuring you can settle in and feel right at home. When its time to unwind guests will find four beautifully appointed bedrooms upstairs, each designed with comfort in mind. The spacious primary suite offers a luxurious king bed and a spa-inspired ensuite bathroom with a walk-in shower; ideal for those who desire a bit of extra privacy. Three additional guest bedrooms provide flexible sleeping arrangements for the whole group. One features a king bed, another offers a queen, and the third is furnished with a bunk bed and an extra twin. These bedrooms share a bright hallway bathroom with a shower/tub combo, making mornings and evenings smooth and efficient for families or groups. A convenient powder room on the main level ensures comfort and accessibility throughout the day. Beyond the comfort of the home, guests are perfectly situated to enjoy the best of the North Fork. A short walk down scenic Peconic Lane brings you to a community park with tennis and pickleball courts, a playground, and open green space. Start your morning with a coffee and pastry from Panoramica, the neighborhood’s new hotspot, then browse the curated selection at Chronicle Wines; a standout local wine shop. Just down the road, the Greenport Brewery beer garden offers live music, local brews, and a laid-back space for families and friends to gather. For a change of pace, spend the afternoon at nearby Goldsmiths Inlet or Bailie Beach Park, where white sand and calm waters await. Or take a short drive to the charming villages of Greenport & Southold to explore art galleries, boutique shops, and local farm stands. More culinary delights are just minutes away, from fresh oysters at Little Creek to wood-fired pizza at 1943 Pizza Bar, and fine dining at North Fork Table & Inn. Wine lovers will appreciate proximity to some of the regions most renowned vineyards and tasting rooms, including Pindar, Lenz, and Bedell Cellars. Whether youre biking through vineyard trails, exploring the local farmers markets, or enjoying a quiet beach day, this home offers a central location for soaking in the areas natural beauty and relaxed elegance. With its effortless indoor-outdoor flow, stylish interiors, and unbeatable location, this chic Peconic retreat is an invitation to experience the North Fork at its finest. Whether you’re here for a long summer holiday or a weekend getaway, every detail is curated for comfort, connection, and unforgettable memories. This property has a max occupancy of 8 Bedrooms Bedroom 1 - Primary: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 2 - Guest: One Queen Bed, 2nd Floor, Air Conditioning Bedroom 3 - Guest: One King Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 4 - Bunk Bed: One Bunk Bed, One Twin Single Bed, 2nd Floor, Air Conditioning, Standard Closet Bathrooms Powder Room: Half Bath, First Floor/Main Floor Bathroom 1 - Primary ensuite: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 2 - 2nd Floor Hall: Full Bath, 2nd Floor, Shower/Tub Combo TVs Bedroom 1 - Primary: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Fence Around The Pool, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Lounge Chairs, Private Pool (Heated, Outdoor, Saltwater) Amenities Bed Linens, Air Conditioning (Central Air), Dryer, Internet (Wifi), Washer, Iron/Ironing Board, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot), Dishes and Silverware, Pots and Pans, Television (Den), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Smart TV, Ice Maker, Laptop-Friendly Workspace, Essentials, Hair Dryer, Heating, Toaster, Blender, Pack 'n Play/Travel Crib, Fire Extinguisher Location Nearby Beaches: Horton Lane Beach Nearby Grocery Stores: Southold IGA Wayside Market Nearby Restaurants and Bars: Bedell Cellars Pindar Vineyards Duck Walk Vineyards North Fork Table & Inn La Cascada Greenport Brewery Other Location Information: Founders Landing Park Horton Point Lighthouse Nautical Museum Other FAQ’s Pool Fenced In: Yes Suitability: Primary renter must be at least 30 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. 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: 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.

Please note that a reservation for this property needs to be approved before it is confirmed. Cutchogue Villa Elevated North Fork Escape with Chic Interiors and Private Poolside Oasis - Perfect for Families 4BR/3BA: office, private heated pool, fenced in yard, outdoor dining, gas BBQ, cozy fireplace, modern kitchen Tucked away on a private, picturesque lot in the heart of Cutchogue, this chic modern retreat offers the perfect North Fork escape. Thoughtfully designed with a blend of contemporary sophistication and earthy coastal charm, this luxurious 4-bedroom, 3-bathroom home delivers a true indoor-outdoor living experience ideal for families, couples, or friends looking to relax and reconnect. With sun-filled spaces, beautifully curated interiors, and resort-style amenities, every detail has been considered to create a peaceful and elevated getaway. Located just minutes from Cutchogues charming town center, beaches, acclaimed restaurants, and renowned wineries, this home offers the perfect balance of privacy, comfort, and convenience. Step outside into your own private oasis. The expansive, fully fenced backyard is designed for effortless summer living, featuring a stunning heated pool surrounded by a brand-new bluestone patio that creates an elegant space for lounging, entertaining, and enjoying long afternoons in the sun. Relax on comfortable chaise loungers, gather for dinner on the outdoor dining deck, fire up the gas grill for a backyard barbecue, or rinse off after a swim in the convenient outdoor shower. Surrounded by lush landscaping and mature greenery, the grounds feel both private and invitinga rare combination that makes every moment outdoors feel like a true retreat. Inside, the home showcases a modern coastal aesthetic with warm, natural finishes and an abundance of natural light. Vaulted ceilings, skylights, and oversized windows create an airy, open atmosphere throughout the main living spaces. The living room serves as the heart of the home, featuring comfortable seating, a sleek gas fireplace, and direct views of the pool through expansive sliding glass doors. The adjoining dining area and state-of-the-art kitchen make entertaining effortless, with high-end appliances, a spacious island, and everything needed for preparing memorable meals with family and friends. A separate media room offers a cozy setting for movie nights, while the finished lower level provides additional living space with a lounge area, queen sleeper sofa, and private officeperfect for guests blending work and leisure. With high-speed WiFi, central AC, a washer and dryer, and a full suite of modern amenities, the home is equally suited for a relaxing weekend escape or an extended stay. The four thoughtfully appointed bedrooms provide comfortable retreats for every guest. The main-level primary suite features a king-sized bed, spa-inspired ensuite bathroom with double vanities, and a luxurious walk-in rain shower. A second guest bedroom offers a queen bed, while a third bedroom includes a queen bed and full-sized crib, ideal for families traveling with young children. These rooms share a spacious hall bathroom with a shower/tub combination. The lower level features a fourth bedroom with bunk beds and access to a Jack-and-Jill-style bathroom, along with additional sleeping space in the lounge area. Beyond the property, guests can experience everything the North Fork has to offer. Nearby beaches such as New Suffolk Beach and Nassau Point provide the perfect setting for swimming, relaxing, and sunset strolls. Cutchogues charming local shops, farm stands, restaurants, and wineries are just minutes away, offering endless opportunities to explore the regions food, wine, and natural beauty. Spend the day wine tasting, biking scenic country roads, enjoying fresh seafood, or simply taking in the slower pace of North Fork living. More than just a vacation rental, this home is a destination in itselfan elevated yet welcoming retreat where modern luxury, natural beauty, and effortless relaxation come together. This property has a max occupancy of 11 Bedrooms Bedroom 1 - Primary: One King Bed, First Floor/Main Floor, Air Conditioning, Ensuite Bathroom, TV, Closet Bedroom 2 - Guest: One Queen Bed, First Floor/Main Floor, Air Conditioning, Closet Bedroom 3 - Kids Bedroom: One Crib Bed, One Queen Bed, First Floor/Main Floor, Air Conditioning, Closet Bedroom 4 - Bunk Beds: Two Bunk Beds, Lower Level, Air Conditioning, Jack & Jill Ensuite Bathroom, Closet Office: One Sleep Sofa, Lower Level, Air Conditioning, Jack & Jill Ensuite Bathroom, Privacy Bathrooms Bathroom 1 - Primary Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 2 - Guest: Full Bath, First Floor/Main Floor, Shower/Tub Combo Bathroom 3 - Lower Level: Full Bath, Lower Level, Ensuite, Shower TVs Bedroom 1 - Primary Outdoors & Pool/Spas Deck/Patio, Lounge Chairs, Patio Furniture (Table, Chairs), Grill (Gas), Beach Chairs, Cooler, Fence Around The Yard, Fence Around The Pool, Private Pool (Outdoor, Heated, Saltwater) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Washer, Dryer, Air Conditioning, Heating, Hot Water, Usable Fireplace (Gas-Burning), Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Coffee (Pot, Keurig), Toaster, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Laptop-Friendly Workspace, Television (Main Living Room, Den), Smart TV, Speaker System (Bluetooth Speaker), Pack 'n Play/Travel Crib, Parking, Carbon Monoxide Detector, Smoke Detector, Essentials, Private Entrance Location Nearby Beaches: New Suffolk Beach Nassau Point Beach Peconic Bay Beach Southold Town Beach Cedar Beach (Southold) Nearby Grocery Stores: King Kullen Supermarket Wickham’s Fruit Farm Sang Lee Farms Wayside Market Agora Mattituck Marketplace Love Lane Market Nearby Restaurants and Bars: Red Rooster Bistro Touch of Venice Cutchogue Diner The North Fork Table & Inn Sophie’s Rest The Old Mill Inn Windamere Other FAQ’s Pool Fenced In: Yes Backyard Fenced In: Yes Estimated Square Footage: 2,600 Additional guests above 12 will be subject to an additional persons fee of $100 per person per night. Suitability: Not handicap accessible. Primary renter must be at least 27 years old. Pet Policy: One hypoallergenic, non-shedding dog of 50 lbs or less is permitted for an additional $150.00 per night. Non hypoallergenic/shedding dogs or any dogs over 50 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $100.00 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. An additional guests fee of $50.00 per person per night may be required. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. 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.

Welcome to Meadowood Manor, a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. Experience the best of the Hamptons in style at Meadowood Manor, a luxurious home located in the heart of Sag Harbor. Offering a selection of amenities including a salt water pool, outdoor shower, and a private full basketball/tennis court, guests can relax, unwind, and enjoy the great outdoors. Inside, the open floor concept with an expansive living space and fully-stocked kitchen is perfect for lounging, and 6 luxurious bedrooms provide an idyllic retreat for any group. Conveniently located near Sag Harbor Village and Bridgehampton, as well as a selection of fantastic beaches and restaurants, every amenity you need is at your fingertips for an unforgettable experience. Whether you’re seeking a summer or year-round retreat, Meadowood Manor is the perfect luxury rental property for you. To finalize your reservation, all guests must pass a mandatory third-party screening process. 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. Please note that bookings at this property are restricted to guests aged 30 and over. Parties are strictly prohibited, and any request to exceed the maximum occupancy will require owner approval. Pool Closure: September 16, 2026 Please note the pool is serviced on Tuesdays during the open season, and both the pool and hot tub are closed during the winter months. Landscaping, seasonal pool maintenance, and pest control maintain periodic service schedules that may take place during your stay. Our pool is cleaned and chemically balanced weekly. As an open-air pool, natural debris from wind and breeze are normal between service visits — a skimmer net is available for your convenience. Our team is always happy to assist if needed. 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. The jacuzzi jets in the primary bathroom are not functional. Please note, a required propane fee of $75 per day applies to all stays. Parking Details: Cars can park in the driveway of the property and there is plenty of space for parking. The garage is not accessible. 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 $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

Bayside Serene Modern Sag Harbor Escape, Moments from the Water and Long Beach to View Amazing Sunsets, Perfect For Families 3BR/2.5BA: Brand new heated pool, outdoor dining, private yard, chic interiors, close to town and beaches Nestled in the heart of Sag Harbor, this modern and chic home offers the perfect blend of contemporary comfort and coastal charm. Ideally located just steps from the water and a short distance to Sag Harbor’s charming village center, guests will find themselves within easy reach of pristine beaches including Long Beach, renowned restaurants, and boutique shopping. The homes sleek, open floor plan is designed for effortless living, with an abundance of natural light streaming through sliding glass doors that lead directly to the private backyard. Guests will enjoy the luxury of a brand new private pool, promising a serene and exclusive holiday experience. Boasting three well-appointed bedrooms and two and a half baths, this property comfortably accommodates up to six guests, making it the ideal retreat for families or a small group of friends seeking a stylish escape from daily life. Step outside to discover the homes beautifully designed outdoor spaces. The private, tree-lined yard offers a peaceful oasis where guests can relax and unwind. The outdoor deck is the perfect place for enjoying morning coffee or evening cocktails. A covered patio with a dining table invites alfresco dining, whether it’s a casual lunch or a sunset dinner under the stars. The private heated pool is the centerpiece of the expansive yard, where guests can relax or play in seclusion. Thoughtfully landscaped for privacy and tranquility, the yard provides the perfect setting for sunbathing, socializing, or simply soaking in the quiet surroundings. With plenty of free parking available, coming and going is effortlessthough you may find yourself wanting to stay put and savor the laid-back Sag Harbor lifestyle. Inside, the homes modern architecture and chic furnishings create a stylish yet inviting atmosphere. The open-concept living spaces are anchored by a spacious living room with plush seating and large windows that bathe the room in natural light. Sliding glass doors seamlessly connect the living and dining areas to the backyard, creating a smooth indoor-outdoor flow that enhances the sense of space and relaxation. The sleek, fully equipped kitchen serves as the heart of the home, outfitted with state-of-the-art appliances, a coffee maker, and all the cooking essentials needed to prepare meals with ease. A large island provides extra prep space and serves as a natural gathering spot for morning coffee or evening cocktails. High-speed WiFi, central AC, and a washer and dryer ensure every modern convenience is at your fingertips. Upstairs, the three well-appointed bedrooms provide a peaceful and restful retreat. The primary suite features a spacious and bright sitting area with a couch and chairs, and an ensuite bathroom with a modern vanity and walk-in shower. Up the private staircase you’ll find the lofted sleeping area, complete with a king-size bed and large windows. The two additional bedrooms, each designed to comfortably accommodate two adults, share a stylish hall bath with contemporary fixtures and a combination tub and shower. All bedrooms are dressed in crisp, fresh linens and outfitted with thoughtful touches to enhance your stay. A convenient powder room with a washer and dryer is located on the main floor, adding to the homes ease and functionality. This home places you within easy reach of Sag Harbors best attractions. Start your morning with a leisurely stroll to the nearby waters edge, or take a short drive to one of the areas renowned beaches. The vibrant village center is just minutes away, where youll find charming cafes, upscale boutiques, and art galleries showcasing work from local and international artists. Food lovers will appreciate Sag Harbors diverse dining scene, from fresh seafood at The American Hotel to farm-to-table cuisine at Lulu Kitchen & Bar. Golf enthusiasts can enjoy a round at the nearby Noyac Golf Club, while wine lovers will appreciate tastings at Wlffer Estate Vineyard, just a short drive away. Seasonal farm stands offer fresh produce and local specialties, perfect for stocking the kitchen or creating a picnic for a beach day. Many of these attractions are easily accessible by bike or a short walk, allowing you to fully immerse yourself in the laid-back yet refined Sag Harbor lifestyle. This modern Sag Harbor retreat offers the perfect combination of style, comfort, and convenience. Whether youre spending your days lounging by the water, exploring the vibrant local scene, or simply relaxing at home, this chic and thoughtfully designed property provides the ideal backdrop for an unforgettable getaway. This property has a max occupancy of 6 Bedrooms Bedroom 1 - Primary (Loft): One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 2 - Guest: One King Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 3 - Guest: One Queen Bed, 2nd Floor, Air Conditioning, Standard Closet Bathrooms Bathroom 1 - Primary Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 2 - Upstairs Guest: Full Bath, 2nd Floor, Shower/Tub Combo First Floor Powder: Half Bath, First Floor/Main Floor, Handicap Accessible TVs Bedroom 1 - Primary (Loft): Streaming Outdoors & Pool/Spas Deck/Patio (Covered), Patio Furniture (Table, Chairs), Grill (Gas), Lounge Chairs (2 Chairs), Fence Around The Yard, Private Pool (Outdoor, Heated) Amenities Bed Linens, Air Conditioning, Dryer, Heating, Washer, Hair Dryer, Microwave, Kitchen, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Internet (Wifi), Living Room, Parking, Bath Towels, Dishes and Silverware, Pots and Pans, Television (Main Living Room), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Smart TV, Laptop-Friendly Workspace, Speaker System, Private Entrance, Essentials, Coffee Location Nearby Beaches: Foster Memorial Town Beach Sagg Main Beach Ocean Road Beach Long Beach Nearby Grocery Stores: Sag Harbor Farmer’s Market Schiavoni’s Market Provisions Natural Foods Market Nearby Restaurants and Bars: Murf’s Backstreet Tavern Estia’s Little Kitchen MJ Dowlings Eds Lobster Bar The Dock House Le Bilboquet DOPO La Spiaggia Other Location Information: Sag Habor State Golf Course Elizabeth A Morton National Wildlife Refuge 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 $100.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. 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.

Huckleberry Hideaway Expansive Sag Harbor Estate with Pool, Tennis, Hot Tub, Close to Sag Harbor and Bridgehampton 7BR/8BA: private heated pool, hot tub, Har-Tru clay tennis court, finished lower level, office, Peloton bike, pool house, expansive outdoor dining area Welcome to this magnificent Sag Harbor estate, where luxurious living meets ultimate comfort. This stunning property features seven spacious bedrooms and eight pristine bathrooms, comfortably accommodating up to 14 guests. With its bright, airy interiors and multiple sitting and dining areas, this home is an idyllic retreat for families or large groups looking to escape daily life. Nestled on a serene private block, this estate promises peace and tranquility. The exterior of this property is nothing short of spectacular. Guests can enjoy total privacy while relaxing on the expansive deck, which boasts an outdoor dining area and a gas BBQ. The deck leads to a heated pool, perfect for refreshing swims, as well as a hot tub, fire table, and private tennis court for endless entertainment. For pickle ball enthusiasts, a portable net is at your disposal for a quick game. A charming pool house and multiple sitting areas provide ideal spots for evening cocktails. The vast yard offers plenty of space for outdoor activities, and ample free parking ensures convenience for all guests. Step inside and be captivated by the home’s open layout and abundance of natural light. The estate is equipped with modern conveniences such as WiFi, a washer and dryer, and central AC, ensuring a comfortable stay. The open living spaces flow seamlessly from the living room, with its cozy fireplace, to the elegant dining room and gourmet kitchen. The kitchen is a chef’s dream, featuring top-of-the-line appliances and a coffee maker. For those needing to work from home, there is a dedicated workspace, and the finished lower level includes an additional media area, office and Peloton bike. Each bedroom is a haven of comfort, outfitted with fresh linens and all the essentials you need for a restful night’s sleep. The bathrooms are elegantly designed, offering a spa-like experience with high-quality fixtures and finishes. Conveniently located close to Sag Harbor, Southampton, and Water Mill, this estate is perfect for exploring the best of the Hamptons. Golf enthusiasts will appreciate the proximity to Noyac Golf Club and The Bridge Golf Club, while nature lovers can explore the nearby Noyac County Park and Sag Harbor Beaches. Whether you seek relaxation or adventure, this expansive Sag Harbor estate is the perfect base for your Hamptons getaway. This property has a max occupancy of 14 Bedrooms Primary Bedroom: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet Bedroom 2: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 3: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet, Balcony/Deck Bedroom 4: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 5: One Double/Full Bed, Lower Level, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 6: One King Bed, Lower Level, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 7: One Queen Bed, Lower Level, Air Conditioning, Full Ensuite Bathroom, Standard Closet Bathrooms Primary Bathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Shower Primary Bathroom 2: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 3: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 4: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 5: Full Bath, First Floor/Main Floor, Ensuite, Shower/Tub Combo Bathroom 6: Full Bath, Lower Level, Ensuite, Jack & Jill, Shower Bathroom 7: Full Bath, Lower Level, Ensuite, Shower Pool House Bathroom 8: Full Bath, Pool House First Floor/Main Floor, Shower TVs Primary Bedroom: Streaming Bedroom 2: Streaming Bedroom 3: Streaming Bedroom 4: Streaming Bedroom 5: Streaming Bedroom 6: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Tennis Court (Private), Fire Pit (Gas), Outdoor Shower (Hot + Cold Water), Tennis Equipment (Rackets, Balls), Beach Chairs, Beach Umbrella, Cooler, Fence Around The Yard, Fence Around The Pool, Private Pool (Outdoor, Heated), Hot Tub (Freestanding Hot Tub) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Coffee (Pot), Toaster, Blender, Pots and Pans, Living Room, Internet (Wifi), Laptop-Friendly Workspace, Television (Main Living Room, Media Room), Private Entrance, Parking, Smoke Detector, Essentials, Dishes and Silverware, Hair Dryer, Usable Fireplace (Wood-Burning), Smart TV, Garage, Carbon Monoxide Detector, Fire Extinguisher, Gym/Fitness Room (Stationary Bike) Special Features Please note the hot tub and tennis court are both available MDW through mid-October. If your booking falls outside of that time frame and you intend to use the hot tub or tennis court, please be sure to inquire if it will be available prior to booking. Location Nearby Beaches: Foster Memorial Town Beach (5 min drive) Circle Beach (5 min drive) Sagg Main Beach (15 min drive) Ocean Road Beach (15 min drive) Nearby Grocery Stores: Cromer’s Market (5 min drive) Sag Harbor Farmer’s Market (10 min drive) Schiavoni’s Market (10 min drive) Provisions Natural Foods Market (15 min drive) Nearby Restaurants and Bars: Bell & Anchor (3 min drive) MJ Dowling’s (5 min drive) Eds Lobster Bar (10 min drive) Estia’s Little Kitchen (10 min drive) The Dock House (10 min drive) DOPO La Spiaggia (10 min drive) Murf’s Backstreet Tavern (15 min drive) Murf’s Backstreet Tavern (15 min drive) The Beacon (15 min drive) Le Bilboquet (15 min drive) Sag Harbor Tavern (15 min drive) Other Location Information: Elizabeth A Morton National Wildlife Refuge (3 min drive) Sag Habor State Golf Course (20 min drive) Other FAQ’s Pool Fenced In: Yes Backyard Fenced In: Yes Estimated Square Footage: 5,306 Suitability: Not handicap accessible. Primary renter must be at least 28 years old. Pet Policy: One hypoallergenic/non-shedding dog permitted for an additional $200.00 per booking. Non hypoallergenic/shedding dogs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $200.00 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. Hot Tub Disclaimer: Hot Tub is only available for use from Memorial Day through approximately mid-October. If your booking falls outside of that time frame and you intend to use the hot tub, please be sure to inquire if it will be available 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 the tennis court, outdoor furniture, and equipment will be available for use prior to booking. Note that the pool house is not available/usable from Oct-May as it is winterized for the season. 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.

Sag Harbor Seclusion Stunning Contemporary Sag Harbor Estate, Minutes to Sag Harbor Village, Perfect for Families 4BR/3.5BA: private heated pool, outdoor shower, fire pit, work out equipment, work-from-home space, speakers, gas BBQ, ping-pong table Revel in luxury amenities, timeless Hampton style and tranquility this Summer at Sag Harbor Seclusion. This entertainers dream of a vacation home offers immaculate outdoor living and a coveted spot along the South Fork. Beautifully fused with classic architectural excellence and chic interior, this enchanting home aims to inspire. Whether youre planning a family gathering or a friend’s gathering, accommodations will exceed your expectations with four bedrooms and 3.5 bathrooms comfortably sleeping up to eight guests. Primely located in one of the most private areas along the South Fork, you are surrounded by Noyac Bay and across the street from Stock Farm preserve. Enjoy kayaking along Ganet Creek or basking in the sun with your favorite book on Foster Memorial beach. Showcased by cool interior tones, open living, sun-splashed spaces and beautiful hardwood flooring, prepare for both full scale entertainment and relaxation. Catch up on work in the dedicated work-from home space, or get your heart pumping in the work out area. Hire a private chef to prepare meals for the home from your designer kitchen boasting top of the line appliances, center island with breakfast bar top, and seamless access to the rear deck. Upstairs, relax into your luxe Primary suite featuring a comfy King bed and private balcony access. Enjoy a soothing bubble bath from your soaking tub in the Primary ensuite bath. Three remaining bedrooms plus two and a half baths complete this home. Outdoors, entertain family and friends from your private backyard oasis equipped with a gorgeous heated pool, ping-pong table, polished landscaping, ample seating and areas to truly relax. Never feel the need to leave this stunning estate as it checks off every box with gas BBQ, outdoor shower, outdoor dining area, and fire pit. Conveniently located along Sag Harbor, you are just minutes from the most beautiful beaches along the East coast plus a vibrant selection of local shopping and dining. Everlasting memories are yours to enjoy at Sag Harbor Seclusion. This property has a max occupancy of 8 Bedrooms Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, TV, Walk-in Closet, Balcony/Deck Bedroom 2: One King Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 3: One Queen Bed, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet, Balcony/Deck Bedroom 4: One Queen Bed, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet Additional Sleeping Space: One Sleep Sofa, First Floor/Main Floor, Air Conditioning, Streaming TV, Private (Enclosed) Privacy Bathrooms Bathroom 1: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 2: Full Bath, 2nd Floor, Shower Bathroom 3: Full Bath, First Floor/Main Floor, Shower Bathroom 4: Half Bath, First Floor/Main Floor TVs Bedroom 1 Bedroom 3: Streaming Bedroom 4: Streaming Additional Sleeping Space: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs (6 Chairs), Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Fire Pit (Gas), Outdoor Shower (Hot + Cold Water), Tennis Court (Communal), Tennis Equipment (Rackets, Balls), Balcony, Beach Chairs (4 Chairs), Cooler, Fence Around The Yard, Beach Umbrella, Bicycle (2 Adult Bikes), Private Pool (Outdoor, Heated, Saltwater) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Usable Fireplace (Wood-Burning), Kitchen, Stove, Oven, Refrigerator, Wine Fridge, Ice Maker, Dishwasher, Microwave, Coffee (Nespresso, Other), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television, Smart TV, Speaker System (Bluetooth Speaker, Stereo), Gym/Fitness Room (Weight Training Equipment, Stretching / Yoga Mat), Ping Pong Table, Parking (3 Cars In Driveway), Garage (1 Cars In Garage), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Laptop-Friendly Workspace, Pots and Pans Location Nearby Beaches: Foster Memorial Town Beach Sagg Main Beach Ocean Road Beach Nearby Grocery Stores: Sag Harbor Farmer’s Market Schiavoni’s Market Provisions Natural Foods Market Nearby Restaurants and Bars: Murf’s Backstreet Tavern Estia’s Little Kitchen MJ Dowlings Eds Lobster Bar The Dock House Le Bilboquet DOPO La Spiaggia Other Location Information: Elizabeth A Morton National Wildlife Refuge Sag Habor State Golf Course Other FAQ’s Pool Fenced In: Yes Backyard Fenced In: Yes Estimated Square Footage: 2,700 Rental Registration: R-2025-0009 expires on 6/13/2027. Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: One dog of 20 lbs or less is permitted for an additional $350.00 per night. Dogs over 20 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: 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 $5,000 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. 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.

Please note that a reservation for this property needs to be approved before it is confirmed. Sag Harbor Estate Stunning Sag Harbor Estate on Over 3 Acres, Pool, Tennis, Perfect for Families 5BR/6BA: private heated pool, hot tub, tennis court, pool table, gym, sundeck, pool house, gas BBQ, outdoor dining, sonos speakers Situated on over three pristine acres in Sag Harbor, this expansive estate offers the ultimate combination of luxury and tranquility. Boasting five bedrooms and six bathrooms, the homes open floorplan is bathed in natural light and designed to inspire relaxation and connection. With a maximum occupancy of 10, this sophisticated retreat is perfect for families or groups seeking an unforgettable escape from the bustle of daily life. Set on a private and picturesque block, the estate offers seamless indoor and outdoor living, inviting you to soak in the beauty of the surrounding landscape. Step into a world of serenity and sophistication as you explore the estates exceptional outdoor amenities. The private heated pool beckons for leisurely swims, while the adjacent hot tub offers a soothing retreat under the stars. Sports enthusiasts will delight in the private tennis court, perfect for a morning match. Expansive decks and a spacious patio provide endless options for al fresco dining and lounging, with a large outdoor dining table, a gas BBQ for grilling, and multiple sitting areas ideal for cocktails and conversation. The lush, manicured yard offers ample space for children to play or for quiet moments of reflection. A well-appointed pool house adds a touch of convenience and luxury, while a sundeck offers the perfect spot to bask in the Hamptons sunshine. With plenty of free parking, this estate ensures that every guest experiences effortless comfort. As you enter the home, you are greeted by a grand, double-height living room, where expansive windows invite natural light to flood the space. The open layout flows effortlessly, connecting the living room, dining room, and gourmet island kitchen. Gather by the inviting fireplaces in the living room, or linger in the state-of-the-art kitchen, equipped with top-of-the-line appliances and a coffee maker for your morning indulgence. Modern conveniences abound, with high-speed WiFi, central air conditioning, and a washer and dryer to meet all your needs. For those working remotely, a dedicated work-from-home space provides the ideal balance of productivity and relaxation. The finished lower level is a hub of entertainment, featuring a full gym, a billiards table, and an additional media area, ensuring that every moment indoors is as engaging as it is comfortable. Each of the five bedrooms offers a serene and private haven, complete with fresh, high-quality linens and plush furnishings. Designed with relaxation in mind, these spacious retreats ensure every guest feels at home. The en-suite bathrooms feature all the essentials for a spa-like experience, providing the perfect place to unwind and refresh after a day of exploring Sag Harbor. This remarkable estate is ideally situated just minutes from the charming village of Sag Harbor. Indulge in the towns vibrant culinary scene, browse its boutique shops and art galleries, or pick up fresh produce from local farm stands. Short Beach, a local favorite, is a stones throw away, offering sun-soaked days and picturesque sunsets. Whether youre seeking a serene escape, a place to connect with loved ones, or a base for exploring the Hamptons, this Sag Harbor estate is a destination in itself. From its elegant interiors to its expansive outdoor amenities, every detail is designed to create a memorable and luxurious experience. This property has a max occupancy of 10 Bedrooms Bedroom 1: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom Primary Bedroom 2: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet Bedroom 3: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet Bedroom 4: One King Bed, 2nd Floor, Air Conditioning Bedroom 5: One King Bed, 2nd Floor, Air Conditioning, Streaming TV, Walk-in Closet, Balcony/Deck Bathrooms Bathroom 1: Half Bath, First Floor/Main Floor Bathroom 2: Half Bath, First Floor/Main Floor Bathroom 3: Full Bath, First Floor/Main Floor, Ensuite, Tub Bathroom 4: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 5: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 6: Full Bath, 2nd Floor, Shower/Tub Combo Bathroom 7: Full Bath, Lower Level, Shower TVs Primary Bedroom 2: Streaming Bedroom 3: Streaming Bedroom 5: Streaming Outdoors & Pool/Spas Balcony, Bicycle, Deck/Patio (Covered), Grill (Gas), Tennis Court (Private), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Tennis Equipment (Rackets, Balls), Fence Around The Pool, Fence Around The Yard, Hot Tub (Hot Tub Attached to Pool), Private Pool (Heated, Outdoor, Freshwater) Amenities Bed Linens, Usable Fireplace (Wood-Burning), Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Gym/Fitness Room (Stationary Bike), Garage, Hair Dryer, Iron/Ironing Board, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot, Other), Dishes and Silverware, Pots and Pans, Toaster, Blender, Pool Table, Speaker System (Sonos), Television (Main Living Room), Private Entrance, Steam Room, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Smart TV, Wine Fridge, Ice Maker, Laptop-Friendly Workspace, Fire Extinguisher, Essentials Location Nearby Beaches: Foster Memorial Town Beach Sagg Main Beach Ocean Road Beach Nearby Grocery Stores: Sag Harbor Farmer’s Market Schiavoni’s Market Provisions Natural Foods Market Nearby Restaurants and Bars: Murf’s Backstreet Tavern Estia’s Little Kitchen MJ Dowlings Eds Lobster Bar The Dock House Le Bilboquet DOPO La Spiaggia Other Location Information: Elizabeth A Morton National Wildlife Refuge Sag Habor State Golf Course Suitability: Primary renter must be at least 30 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. 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: 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 $5,000 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.

Respite Ranch is a newly renovated ranch-style home with a private 9-foot saltwater pool, hot tub, and covered patio with gas grill. The home includes a hearth room with a bar and wood-burning fireplace and sits on a quiet cul-de-sac in the North Fork. Located close to vineyards, farm stands, Love Lane, and nearby beaches. Well suited for relaxed family stays and longer visits. Respite Ranch is an updated ranch-style home designed for relaxed North Fork living, with multiple indoor and outdoor spaces to enjoy throughout the year. The outdoor area centers around a private 9-foot-deep saltwater pool with lounge seating and a large yard that offers privacy and space to spread out. A covered patio sits just off the house and includes a gas grill and dining area. Adjacent to the patio is a six-person hot tub. Inside, the home features multiple living and seating areas, including a hearth room with a bar and wood-burning fireplace, a main living room with TV, and a dedicated dining space. Large windows throughout the home look out onto the landscaped property and pool area. The fully equipped kitchen includes stainless steel appliances and generous counter space, with a breakfast area positioned beside sun-filled windows overlooking the yard. The home sleeps up to six guests across three bedrooms: a primary with king bed and ensuite, a second with queen bed and home office setup, and a third with queen bed. Three full bathrooms provide comfortable separation for families or groups. Respite Ranch is centrally located just off Route 25 and one mile from Mattituck’s Love Lane, with easy access to North Fork vineyards, farm stands, restaurants, and seasonal attractions. Rental Permit#: 0935 Seasonal Availability of Outdoor Amenities Please note that outdoor amenities, including patio furniture, grills, and other exterior equipment, are typically stored away between Columbus Day and Memorial Day. If you have specific questions regarding these amenities, feel free to reach out to us for more information. Due to the climate of the Northeastern U.S., the outdoor pool will typically only be available for use from Memorial Day to Labor Day. The hot tub is generally available outside of pool season, weather permitting. If your booking falls outside of that Memorial Day to Labor Day and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. If you are looking for multiple homes that are close by, we have many other beach homes within proximity. IMPORTANT NOTES: - The primary renter must be at least 25 years old. - There is a standard pet fee of $218 per pet, per stay. An additional $100 may apply for dogs that shed excessively. - For stays of 21 days or more, utility expenses, including electricity and gas/oil charges, will be calculated based on the actual duration of the guest’s stay upon receipt of the utility bills from the Owner. - The property is subject to a $95 hot tub fee per cleaning service. - For reservations of 29 nights or more, a refundable deposit will be collected prior to arrival. Our Team will reach out for further details upon booking. Cancellation Policy - Bookings canceled at least 30 days before the start of stay will receive 100%. - Bookings canceled at least 14 days before the start of stay will receive a 50% refund. - Please note: This cancellation policy is not applicable for HVMB guests. Guest Insurance Please note, as a part of booking we secure insurance for your stay and will require you to sign a Guest Rental Agreement. This insurance is meant to cover any incidental damages to the property that may occur during your stay and does not cover any issues with your trip related to cancellation due to illness or other reasons. We understand that things happen by mistake or accident from time to time, we ask that you let us know when it happens. You’re covered with us - we’re invested in you having a worry-free stay! Our Company Luxury Beach Getaway has been proudly offering a curated selection of vacation home rentals in the Hamptons and North Shore since 2008, and we look forward to hosting your wonderful stay. Thank You, Debbie & Scott License number: 0935

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, 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 The gas fireplace is unavailable for use until further notice. 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.

Hilltop Hideaway Expansive Modern Sag Harbor Home with Private Heated Pool, Perfect for Families 4BR/4.5BA plus additional sleeping space: private heated pool, expansive yard, gas fireplace, sunroom, outdoor kitchen and dining with gas BBQ, office Welcome to this expansive Sag Harbor retreat, ideally situated just minutes from the charming villages of Southampton, Sag Harbor, and Bridgehampton. This beautiful home, with its open floor plan, offers four luxurious bedrooms, an additional sleeping space and four and a half pristine bathrooms, comfortably accommodating up to nine guests. As you step inside, you’ll be greeted by a spacious and bright interior, thoughtfully designed with multiple sitting and dining areas perfect for families and gatherings. This is more than just a place to stay; it’s an escape from the hustle and bustle of daily life, nestled on a beautiful private block. Outside, the expansive patio awaits, featuring an outdoor kitchen with a gas BBQ and a delightful dining area. It’s an ideal spot for enjoying al fresco meals and savoring the tranquility of your surroundings. The exterior of this home is a true oasis of relaxation and entertainment. Set on a sprawling acre of land, the property offers total privacy, ensuring a peaceful and secluded stay. The private heated pool is a highlight, inviting you to take a refreshing dip at any time of the day. The expansive patio is designed for outdoor living, with a well-equipped cooking area, a large dining table for memorable meals, and multiple sitting areas perfect for enjoying cocktails or simply soaking in the sun. The yard is spacious, providing plenty of room for outdoor activities and leisurely strolls. Ample free parking is available, making it convenient for all guests to come and go as they please. Step inside and embark on a tour of this stunning home. The open layout is accentuated by an abundance of natural light streaming through large windows, creating a warm and inviting atmosphere. Modern conveniences such as Wi-Fi, a washer and dryer, and central air conditioning are at your disposal, ensuring a comfortable and connected stay. The living spaces flow effortlessly from one to the next, with the living room featuring a cozy gas fireplace and plush seating. The dining room is perfect for family meals, and the gourmet kitchen is a chef’s dream, complete with top-of-the-line appliances, a coffee maker, and ample counter space for preparing delicious dishes. A dedicated work-from-home space and sunroom is also available, catering to guests who need to stay productive during their stay or just need a quite place to relax. The bedrooms in this Sag Harbor home are designed with comfort and tranquility in mind. Fresh linens and all the essentials are provided, ensuring a restful night’s sleep. Each bedroom offers a serene retreat, with ample storage and tasteful decor. The bathrooms are equally impressive, featuring modern fixtures and luxurious amenities. Whether you prefer a refreshing shower or a relaxing soak in the tub, you’ll find everything you need to unwind and rejuvenate. Located close to multiple golf courses, including The Bridge Golf Club, this home is a haven for golf enthusiasts. The beautiful Sag Harbor beaches, such as Foster Memorial Beach, are just a short drive away, offering endless opportunities for sunbathing, swimming, and water sports. The nearby villages of Southampton, Sag Harbor, and Bridgehampton are renowned for their charming restaurants, boutique shops, art galleries, and farm stands, providing plenty of options for dining, shopping, and exploring. Whether you’re looking to immerse yourself in the local culture or simply relax in the comfort of your private retreat, this Sag Harbor home is the perfect choice for your next getaway. This property has a max occupancy of 9 Bedrooms Bedroom 1: One Queen Bed, First Floor/Main Floor, Air Conditioning, Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 2: One Double/Full Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 3: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 4: One Queen Bed, 2nd Floor, Air Conditioning, Standard Closet Additional Sleeping Space: One Queen Bed, 2nd Floor, Air Conditioning 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, Shower/Tub Combo Bathroom 4: Full Bath, Lower Level, Shower Bathroom 5: Half Bath, First Floor/Main Floor TVs Bedroom 1: Streaming Bedroom 3: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), 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, Usable Fireplace (Gas-Burning), Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Coffee (Pot), Toaster, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Laptop-Friendly Workspace, Private Entrance, Parking, Smoke Detector, Essentials, Wood Stove, Speaker System, Television (Main Living Room), Smart TV, Wine Fridge Location Nearby Beaches: Foster Memorial Town Beach Sagg Main Beach Ocean Road Beach Nearby Grocery Stores: Sag Harbor Farmer’s Market Schiavoni’s Market Provisions Natural Foods Market Nearby Restaurants and Bars: Murf’s Backstreet Tavern Estia’s Little Kitchen MJ Dowlings Eds Lobster Bar The Dock House Le Bilboquet DOPO La Spiaggia Other Location Information: Elizabeth A Morton National Wildlife Refuge Sag Habor State Golf Course Other FAQ’s Backyard Fenced In: Yes Suitability: Primary renter must be at least 30 years old. Pet Policy: One dog of 25 lbs or less is permitted for an additional $250.00 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 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.

Welcome to North Bay Estate, a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. Escape to North Bay Estate, a modern Hamptons retreat where elegance meets coastal charm. This architect-designed villa features spacious living areas and 5 luxurious bedrooms, blending contemporary design with warm, airy interiors flooded with natural light. Relax by the private pool, soak up the sun on the terrace, or enjoy serene views of North Bay just steps away. The fully equipped gourmet kitchen, high-end finishes, and designer furnishings make every stay effortless, stylish, and comfortable. Whether you’re entertaining guests or enjoying quiet downtime, this villa provides the perfect backdrop. Ideal for families, friends, or executives seeking privacy and sophistication, it offers the ultimate East Hampton experience, just minutes from pristine beaches, fine dining, local boutiques, and scenic outdoor activities. Your luxurious Hamptons getaway begins here—an unforgettable blend of modern design, coastal serenity, and timeless elegance. Rental Registration No. RR-26-653 Pet Policy: Pets are not allowed If you want the pool heated during your stay, there is an additional $200/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 $10,000 as well as possible removal from the property. A complimentary light weekly touch-up clean is included in the rate. Security deposit A refundable credit card hold of $5,000 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. License number: RR-26-653

Welcome to Millstone Villa a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. Welcome to Millstone Villa, a refined seven-bedroom, ten bathroom estate nestled on nearly two acres in the heart of Sag Harbor. This cedar and stone residence blends timeless European elegance with clean modern lines, featuring expansive windows that fill the interiors with natural light. A grand entry foyer leads to generous living spaces detailed with custom finishes and premium materials, while the state-of-the-art kitchen is outfitted with Miele appliances, bespoke cabinetry, and a large island perfect for entertaining. Outside, enjoy an infinity-edge pool, private tennis court, and landscaped grounds designed for recreation and relaxation. Located just minutes from Sag Harbor Village, Long Beach, and local wineries, this estate combines sophisticated living with resort-style amenities, offering a rare opportunity to experience the Hamptons at its most elevated. 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. The pool is open seasonally (2026 Pool closure date: September 28th). 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. The tennis court is now open and available for guest use. 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. Monthly Housekeeping Policy: For all reservations with stays of 60 nights or longer, a full mid-stay cleaning by our housekeeping team is required every 30 days. The required mid-stay cleaning fee(s) will be invoiced immediately prior to the service and upon coordination of a suitable date and time for the cleaning to take place. Security deposit Stays up to 179 nights: $5,000 credit hold Stays of 180 nights or longer: Cash security deposit equal to one month’s rent

Peconic Hills Modern Brand New Southampton Home with Modern Design, Private Heated Pool, Open Floor Plan, Perfect for Families 5BR/5.5BA: private heated pool, outdoor dining and gas BBQ, brand new, modern design, work-from-home space, multiple sitting areas Step into a world of contemporary luxury with this brand new construction in Southampton. Boasting a modern design that complements its serene surroundings, this exquisite property is just minutes away from Southampton, Sag Harbor, and Water Mill. With five bedrooms and five-and-a-half bathrooms, this home can comfortably accommodate up to 10 guests, making it an ideal retreat for families or large groups seeking an escape from daily life. Positioned on a beautifully private block, the house shines with multiple sitting and dining areas, all designed with space and brightness in mind. The outdoor amenities of this estate are designed to offer total privacy and relaxation. An expansive yard surrounds a patio equipped with outdoor dining facilities and a gas BBQ, perfect for enjoying meals under the open sky. Steps away, a brand new heated pool invites guests to unwind, while various sitting areas provide a perfect setting for evening cocktails. The convenience of plenty of free parking adds to the ease and comfort of your stay. Inside, the home greets you with an open layout bathed in natural light, creating a warm and inviting atmosphere. The central air conditioning and complimentary WiFi ensure comfort and connectivity throughout your stay. The living areas flow effortlessly from a cozy living room with a fireplace to a dining room and onto a gourmet island kitchen equipped with a coffee maker and top-of-the-line appliances. For those who need to balance leisure with work, a dedicated workspace is thoughtfully included. The finished lower level features an additional media area, offering extra space for entertainment and relaxation. Each bedroom in this splendid home is a private oasis, complete with fresh linens and all the essential amenities to ensure a restful night’s sleep. The bathrooms are equally luxurious, stocked with necessities that cater to your every need and comfort. This remarkable property is conveniently located close to the cultural hubs of Sag Harbor, Southampton, and Water Mill, with North Sea Beach just a short drive away. Whether you’re looking to explore the local galleries, enjoy fine dining, or simply relax by the sea, this Southampton retreat offers the perfect base for a memorable vacation. Experience the blend of modern luxury and inviting charm in this exceptional Southampton home. This property has a max occupancy of 10 Bedrooms Primary Bedroom 1: One King Bed, 3rd Floor, Air Conditioning, Full Ensuite Bathroom, Cable Streaming TV, Standard Closet, Balcony/Deck Bedroom 2: One King Bed, 3rd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 3: One Queen Bed, 3rd Floor, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 4: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 5: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Bathrooms Powder Room 1: Half Bath, First Floor/Main Floor Bathroom 2: Full Bath, First Floor/Main Floor, Ensuite, Handicap Accessible, Jack & Jill, Shower Bathroom 3: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 4: Full Bath, 3rd Floor, Ensuite, Jack & Jill, Shower/Tub Combo Primary Bathroom 5: Full Bath, 3rd Floor, Ensuite, Shower Bathroom 6: Full Bath, 3rd Floor, Ensuite, Shower TVs Primary Bedroom 1: Cable and Streaming Bedroom 2: Streaming Bedroom 3: Streaming Bedroom 4: Streaming Bedroom 5: Streaming Outdoors & Pool/Spas Deck/Patio, Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Fence Around The Yard, Fence Around The Pool, Fire Pit (Gas), Private Pool (Outdoor, Heated, Saltwater) Amenities Washer, Dryer, Air Conditioning, Heating, Hot Water, Usable Fireplace (Gas-Burning), Kitchen, Stove, Oven, Refrigerator, Wine Fridge, Ice Maker, Dishwasher, Microwave, Television (Main Living Room, Kitchen), Speaker System (Bluetooth Speaker), Parking, Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Bed Linens, Bath Towels, Pool/Beach Towels, Toaster, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Essentials, Iron/Ironing Board, Coffee (Pot), Cable TV, Smart TV, Private Entrance, Hair Dryer, Privacy (Mostly Private) Special Features Private community- Southampton Acres. Short distance to Peconic Bay and Deeded private Beach Rights. House sits on 1 full acre. Location Nearby Beaches: Private beach access and right of way just 5 mins from house. Nearby Grocery Stores: Porcos General Store Cromers General Store Nearby Restaurants and Bars: Pellegrinos Dowlings Bell and Anchor Cappelletti Restaurant & Take Out Captain Jacks On The coast Boa Thai Asian Fusion Other Location Information: Just 10 minutes away from the beautiful Southampton Village and 10 minutes away from the beautiful village of Sag Harbor. Other FAQ’s Pool Fenced In: Yes Backyard Fenced In: Yes Estimated Square Footage: 4,400 Suitability: Not handicap accessible. Primary renter must be at least 35 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 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.

North Sea Gem Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families 4BR/3BA: private heated pool, outdoor dining and BBQ, multiple sitting areas, outdoor shower, total privacy, work-from-home space Nestled in the heart of the Hamptons, this cozy home in Southampton offers the perfect escape from the hustle and bustle of everyday life. Just minutes away from the charming villages of Southampton, Water Mill, and Sag Harbor, this delightful retreat boasts an open floor plan designed to enhance both relaxation and family togetherness. With four comfortable bedrooms and three well-appointed bathrooms, this home can comfortably accommodate up to six guests. The interior is spacious and bright, featuring multiple sitting and dining areas that invite you to unwind and savor each moment. Whether youre planning a family getaway or a reunion with friends, this property provides the ideal setting for making lasting memories. Located on a beautiful private block, the home offers an expansive patio complete with a BBQ and outdoor dining area, perfect for enjoying meals al fresco amidst the serene surroundings. The exterior amenities of this Southampton gem are truly exceptional, providing total privacy and a host of options for outdoor enjoyment. The private heated pool is a standout feature, offering a luxurious spot for swimming and sunbathing. Surrounding the pool is an expansive patio, where youll find a large dining table ideal for family meals or evening gatherings. Multiple sitting areas are strategically placed throughout the patio, making them perfect for sipping cocktails and engaging in leisurely conversations. The BBQ area is well-equipped for grilling up your favorite dishes, adding to the delightful outdoor living experience. There is plenty of free parking available, ensuring convenience for all guests. The expansive yard offers ample space for outdoor activities, while the outdoor shower adds a touch of practicality and luxury, allowing you to rinse off after a day at the beach or by the pool. Step inside this inviting home, and youll immediately be captivated by its open layout and abundance of natural light. The living spaces flow effortlessly from one area to the next, creating a harmonious environment that encourages relaxation and connection. High-speed WiFi ensures you stay connected no matter the amount of devices. Central air conditioning keeps the home cool and comfortable, no matter the season. The living room, with its plush seating and cozy atmosphere, leads seamlessly into the dining room and the gourmet kitchen. The kitchen is a chefs delight, featuring top-of-the-line appliances and a coffee maker to start your mornings right. For those who need to balance work with leisure, a dedicated work-from-home space is available. Throughout the home, multiple sitting and dining areas provide ample options for lounging, dining, and entertaining. The bedrooms in this Southampton retreat are designed with comfort and tranquility in mind. Each room is outfitted with fresh linens and all the essentials you need for a restful stay. The master bedroom features a luxurious bed and ample storage space, while the additional bedrooms offer cozy accommodations for guests. The bathrooms are modern and well-appointed, stocked with plush towels and high-quality toiletries to enhance your stay. This charming Southampton home is ideally located close to an array of attractions. The nearby villages of Southampton, Water Mill, Bridgehampton, and Sag Harbor offer a wealth of dining options, from casual eateries to fine dining restaurants. Explore art galleries showcasing local and international talent, or browse the unique shops and boutiques for that perfect souvenir. Golf enthusiasts will appreciate the proximity to several top-rated golf courses, while beach lovers can easily access some of the Hamptons most beautiful beaches. Whether youre seeking relaxation or adventure, this delightful home serves as the perfect base for exploring all that the Hamptons have to offer. This property has a max occupancy of 12 Bedrooms Primary Bedroom 1: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Closet Bedroom 3: One Queen Bed, First Floor/Main Floor, Air Conditioning, Closet Bedroom 4: One Queen Bed, Lower Level, Air Conditioning, TV Common Room: One Sleep Sofa, First Floor/Main Floor, Air Conditioning Lower Level Common Room: One Sleep Sofa, Lower Level, TV Bathrooms Primary Bathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 2: Full Bath, First Floor/Main Floor, Shower Bathroom 3: Full Bath, Lower Level, Shower TVs Primary Bedroom 1: Streaming Bedroom 4 Lower Level Common Room Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas, Charcoal), Outdoor Shower (Hot + Cold Water), Fire Pit (Wood-Burning, Gas), Bicycle, Beach Chairs, Cooler, Kayak/Canoe, Fence Around The Yard, Private Pool (Outdoor, Heated) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Air Conditioning (Central Air), Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Laptop-Friendly Workspace, Ice Maker, Coffee (Pot), Toaster, Private Entrance, Parking, Smoke Detector, Essentials, Hair Dryer, Usable Fireplace (Wood-Burning), Television (Main Living Room), Smart TV, Speaker System (Stereo), Carbon Monoxide Detector, Fire Extinguisher Special Features Neighborhood villa Neighborhood marina with 3 kayaks for use Location Nearby Beaches: Cooper’s Beach Flying Point Beach Halsey Neck Beach Cryder Beach Little Plains Beach Nearby Grocery Stores: Hank’s Farmstand Southampton Farmer’s Market Citarella Stop & Shop Nearby Restaurants and Bars: AM Southampton Southampton Social Club Claude’s Restaurant The Plaza Caf Southampton Social Club Union Cantina Union Burger Bar Sant Ambroeus 75 Main Tutto il Giorno Le Chef Other Location Information: Agawam Lake Park Shinnecock Hills Golf Club Other FAQ’s Pool Fenced In: Yes Backyard Fenced In: Yes Estimated Square Footage: 2,500 Rental Registration: 241868 expires on 11/26/2026. Suitability: Not handicap accessible. Primary renter must be at least 28 years old. Pet Policy: One dog of 50 lbs or less is permitted for an additional $150.00 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. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. 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.

Little Peconic Bayview Southampton Luxury Estate with Pool, Sunset Bay Views & Resort-Style Backyard 5BD/5BA: Private heated pool, luxurious gazebo, expansive sundeck, primary suite with balcony, grand designer interiors, and chef's kitchen Tucked behind a gated entrance and framed by lush, mature landscaping, and at one of the highest elevations in Southampton, this luxurious estate invites guests into a serene world of refined elegance and resort-style comfort. Perfectly situated just minutes from the heart of town, this spacious five-bedroom, five-bathroom home comfortably accommodates up to ten guests and offers the perfect retreat for families or groups looking to unwind, reconnect, and savor the beauty of the Hamptons. From the moment you arrive, the sweeping sunset views over Little Peconic Bay and the sense of total privacy make it clear: youve arrived somewhere truly special. Step outside and discover a backyard that rivals the most exclusive resorts. Enveloped by vibrant greenery, the expansive outdoor space is designed for both relaxation and entertainment. A private, heated pool sits at the center, surrounded by a generous sundeck lined with plush chaise loungersperfect for lazy afternoons in the sun or an evening swim under the stars. The covered gazebo, complete with overhead fans, lighting, and plush lounge seating, offers an ideal space for afternoon cocktails or a quiet moment with a book. Adjacent to this, an alfresco dining area invites open-air meals beneath the sky, with a gas BBQ at the ready for summer grilling. Multiple outdoor seating areas provide cozy corners for coffee at sunrise or a glass of ros at dusk. With ample on-site parking and total seclusion, this outdoor oasis sets the tone for an unforgettable stay. Inside, the home is a masterclass in modern Hamptons luxury. Grand in scale and rich in natural light, the main level features soaring double-height ceilings and floor-to-ceiling windows and sliding doors that blur the lines between indoor and outdoor living. The open-concept layout allows guests to move effortlessly from the spacious living roomcomplete with designer furnishings and serene viewsto the formal dining area that comfortably seats eight. At the heart of the home is a large chefs kitchen, equipped with top-of-the-line appliances, generous counter space, and a large island that serves as both a prep area and gathering spot. Whether you’re planning a casual breakfast or an elegant dinner party, the space offers everything needed to entertain with ease and style. Each of the five bedrooms is designed with comfort and tranquility in mind. On the second floor, the Primary Suite offers a private sanctuary, featuring a king-size bed, a spa-like ensuite bathroom with a walk-in shower and soaking tub, and a private balcony that overlooks the pool and bayan idyllic place to begin or end each day. On the main floor, two additional guest bedrooms provide convenient, private accommodations: one with a king bed and ensuite bathroom with a walk-in shower, and another with a queen bed, sliding doors that lead directly to the pool area, and an ensuite bath with a tub/shower combination. Upstairs, two more guest roomsone with a queen bed and the other with two twin bedsshare a Jack and Jill bathroom with a walk-in shower. For larger groups or those seeking additional privacy, the lower level includes a bonus sleeping area with its own full bathroom featuring a walk-in shower. Throughout the home, guests will find fresh linens, hotel-quality bedding, and all the essentials needed for a seamless and restful stay. Beyond the gates of this private estate, guests are just a short drive from the very best of Southampton. Spend the day browsing the boutique shops, art galleries, and cafes that line Main Street, or enjoy a decadent meal at one of the areas renowned restaurants. Ocean beaches and bayfront parks are easily accessible for sunbathing, swimming, or a scenic walk along the shore. From cultural attractions like the Southampton Arts Center to local farmers markets, golf courses, and wellness spas, everything that makes the Hamptons such a desirable destination is within easy reach. Whether you’re gathering with family for a week by the sea or reconnecting with friends for a summer celebration, this luxurious estate offers the space, privacy, and elevated experience you seek. Elegant yet relaxed, spacious yet warm, it’s the perfect setting for making timeless memories in one of the Hamptons most iconic locations. This property has a max occupancy of 10 Bedrooms Bedroom 1 - Guest: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, TV, Closet, Balcony/Deck Bedroom 2 - Guest: One Queen Bed, First Floor/Main Floor, Air Conditioning, Balcony/Deck Bedroom 3 - Guest: One Queen Bed, 2nd Floor, Air Conditioning, Closet Bedroom 4 - Guest: Two Twin Single Beds, 2nd Floor, Air Conditioning, Closet Bedroom 5 - Primary: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, TV, Walk-in Closet, Balcony/Deck Additional Sleeping Space: One King Bed, Lower Level, Air Conditioning, Ensuite Bathroom, Privacy Bathrooms Bathroom 1 - Guest Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 2: Full Bath, First Floor/Main Floor, Shower/Tub Combo Bathroom 3: Full Bath, 2nd Floor, Jack & Jill, Shower/Tub Combo Bathroom 4 - Primary: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 5 - Lower Level: Full Bath, Lower Level, Shower TVs Bedroom 1 - Guest Bedroom 5 - Primary Outdoors & Pool/Spas Beach Chairs, Beach Umbrella, Lounge Chairs (4 Chairs), Deck/Patio, Balcony, Patio Furniture (Table, Chairs, Umbrella), Bicycle (1 Adult Bikes), Grill (Charcoal), Cooler, Private Pool (Outdoor, Heated) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Air Conditioning, Heating, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Internet (Wifi), Microwave, Coffee (Nespresso, Other), Dishes and Silverware, Pots and Pans, Toaster, Speaker System (Bluetooth Speaker, Sonos, Stereo), Television, Private Entrance, Parking (8 Cars In Driveway), Garage (2 Cars In Garage), Living Room, Kitchen, Smoke Detector, Essentials, Carbon Monoxide Detector, Hot Water, Refrigerator, Blender, Stove, Oven, Dishwasher, Laptop-Friendly Workspace, Pots and Pans Special Features The residence is perched at one of the highest elevations in Southampton, which gives the property amazing sunset bay / water views. High Cathedral ceilings. Open floor plan. Gazebo Brick patio Location Nearby Beaches: Flying Point Beach Sagg Main Beach Coopers Beach Cryder Beach Nearby Grocery Stores: King Kullen Cromer Citarella North Sea Farm Halsey Farm & Nursery Nearby Restaurants and Bars: Tutto il Giorno Bilbouquet Pierre Sant’Ambreaus Pellegrino Almond Walfer Estate Vineyard Other Location Information: Close to the Marina Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 4,700 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 $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.

Peconic Hills Hideaway Newly Renovated Southampton Oasis with Private Pool, Indoor-Outdoor Living, & Chic Interiors 4BR/3BA: Heated pool, expansive sundeck, open floor plan, modern kitchen, den with TV, private 1-acre yard, ideal for families or groups Tucked away on a quiet street in Southampton, this newly renovated four-bedroom, three-bathroom modern retreat offers the perfect blend of coastal elegance and effortless comfort. Ideal for families or small groups, the home is nestled on a full acre of private, fenced-in landan idyllic setting for those looking to unwind and savor the relaxed pace of life in the Hamptons. The interior is light, bright, and impeccably styled, with curated modern furnishings that add an air of sophistication to every space. And with its prime central location, you’re just minutes from Southampton Village’s charming shops, gourmet restaurants, and world-renowned beachesyet the peaceful, secluded atmosphere of this home makes it feel worlds away from it all. The exterior spaces are designed to elevate your outdoor living experience. Begin your days sipping coffee from the cozy outdoor sofa on the back deck, surrounded by mature trees that create a true sense of privacy. The expansive wooden sundeck wraps around a beautiful private heated pool, complete with chaise loungers for soaking in the sun. An inviting outdoor dining area, gas BBQ, and outdoor pizza oven set the stage for unforgettable al fresco evenings, whether you’re crafting homemade pizzas with the family or gathering for leisurely dinners under the stars. An outdoor shower with both hot and cold water makes it easy to transition from beach days to backyard entertaining. Whether youre planning a weekend of poolside relaxation or afternoon cocktails under the sky, the backyard is a personal oasis thats perfect for entertaining, lounging, or simply escaping the demands of everyday life. With ample parking and a peaceful setting, this home is a true Hamptons hideaway. Step inside and youll be welcomed by a bright, open-concept layout filled with natural light. The seamless flow between the living room, kitchen, and dining areas makes this home ideal for gathering and entertaining. Large sliding glass doors open wide to the back deck, creating a harmonious blend of indoor and outdoor living. The living room is anchored by a sleek fireplace and outfitted with plush, stylish seatingperfect for relaxing after a beach day or cozying up in the evenings. For more casual downtime, a separate den offers a large-screen TV, making it the ideal space for movie nights or catching the big game. The dining area sits adjacent to the kitchen and comfortably seats a full group for shared meals and conversation. Guests looking to maintain their wellness routine while away will appreciate the Bowflex adjustable weights, offering the convenience of an at-home workout whenever inspiration strikes. The heart of the homethe kitchenhas been fully updated with high-end appliances, a wine fridge, and a generous island that doubles as both a prep space and casual gathering spot. Whether youre planning to cook up fresh finds from local farm stands, host a pizza night using the outdoor oven, or bring in a private chef for a special evening, this kitchen is designed to elevate your culinary experience. Each of the four bedrooms is thoughtfully appointed with fresh linens, serene dcor, and all the essentials for a restful stay. The spacious primary suite features a luxurious king bed, direct access to the backyard, and a spa-inspired en suite bathroom complete with a soaking tub and a large walk-in showeryour own private sanctuary. The additional three guest bedrooms each feature comfortable queen beds and share two stylish hall bathroomsone with a walk-in shower and the other with a tub/shower comboensuring comfort and convenience for all guests. When youre ready to explore beyond the property, youll find that the best of Southampton is just minutes away. Spend the day browsing the boutiques and art galleries along Main Street, or enjoy a leisurely lunch at one of the many acclaimed restaurants in town. White sand beaches like Coopers Beach and Flying Point Beach are a quick drive away, offering breathtaking ocean views and the perfect setting for sunbathing or swimming. For those looking to explore the area at a slower pace, two adult bicycles and a Woom children’s bike provide a fun and convenient way to enjoy the surrounding neighborhoods and scenic streets. Nearby farm stands and local wineries offer fresh produce and seasonal finds, while beautiful parks and scenic trails invite outdoor adventures. Whether youre in the mood for a day at the beach, a family bike ride, a round of golf, or a wine tasting tour, everything is within easy reach. Combining modern comfort with Hamptons charm, this chic Southampton home invites you to slow down, reconnect, and make lasting summer memories. From the curated interiors to the tranquil outdoor living spaces, every detail has been designed to help you relax, unwind, and experience the very best of coastal living. This property has a max occupancy of 8 Bedrooms Bedroom 1 primary: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 3: One King Bed, First Floor/Main Floor, Air Conditioning, Standard Closet 4 Guest bedroom: One King Bed, First Floor/Main Floor, Air Conditioning, Standard Closet, Balcony/Deck Bathrooms Bathroom 1 primary: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Bathroom 2: Full Bath, First Floor/Main Floor, Shower, Tub Bathroom 3: Full Bath, First Floor/Main Floor, Shower TVs Bedroom 1 primary: Streaming Outdoors & Pool/Spas Deck/Patio, Lounge Chairs (4 Chairs), Patio Furniture (Table, Chairs), Grill (Gas), Outdoor Shower (Hot + Cold Water), Beach Chairs (6 Chairs), Beach Toys, Fence Around The Yard, Bicycle (2 Adult Bikes, 1 Children Bikes), Private Pool (Outdoor, Heated, Freshwater) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Washer, Dryer, Air Conditioning (Central Air), Hot Water, Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Private Entrance, Parking, Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Heating, Usable Fireplace (Wood-Burning), Ice Maker, Coffee (Nespresso, Keurig), Laptop-Friendly Workspace, Pots and Pans, Television (Den), Smart TV, Wine Fridge, Speaker System (Sonos), Pack 'n Play/Travel Crib, Privacy (Completely Private), Gym/Fitness Room (Weight Training Equipment) Special Features 15 minute drive to each of Sag Harbor, Southampton and Bridgehampton. Walking distance (0.7 miles / 14min walk ) to beach Location Nearby Beaches: Cooper’s Beach Flying Point Beach Halsey Neck Beach Cryder Beach Little Plains Beach Nearby Grocery Stores: Hank’s Farmstand Southampton Farmer’s Market Citarella Stop & Shop Nearby Restaurants and Bars: AM Southampton Southampton Social Club Claude’s Restaurant The Plaza Caf Southampton Social Club Union Cantina Union Burger Bar Sant Ambroeus 75 Main Tutto il Giorno Le Chef Other Location Information: Agawam Lake Park Shinnecock Hills Golf Club Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 2,200 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 $95.00 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 $100.00 per person per night may be required. Events Policy: Events are prohibited unless express approval is provided. An event fee of $5,000.00 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. 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.

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.

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.

Please note that a reservation for this property needs to be approved before it is confirmed. Mattituck Modern Chic North Fork Haven with Pool & Firepit - Minutes from Beaches, Wineries & Town 5BR/3.5BA: Private heated pool, sundeck, firepit, outdoor dining, gas bbq, chef's kitchen, modern interiors Tucked away in the heart of North Fork wine country, this newly built luxury retreat in Mattituck offers an unforgettable resort-style escape designed for discerning travelers seeking style, comfort, and total privacy. Sophisticated yet welcoming, this five-bedroom, three-and-a-half-bathroom haven is situated on an expansive, beautifully landscaped lotoffering the serenity of seclusion while just minutes from the areas renowned beaches, charming shops, and acclaimed restaurants. The home exudes modern elegance with its clean lines, open floor plan, and abundant windows that bathe the interiors in natural light. Whether you’re enjoying sun-drenched days by the pool, sunset cocktails by the firepit, or quiet mornings on the deck with a cup of coffee, this property is more than a vacation rentalits a destination in itself. Step outside into a backyard oasis that rivals any five-star resort. The expansive, fully fenced-in yard offers complete privacy, surrounded by lush, manicured landscaping that creates a serene, natural backdrop for outdoor living. The centerpiece is a pristine, private heated pool, framed by a sundeck with stylish lounge chairs for long afternoons of basking in the sun. A shaded outdoor dining area with a full-sized table and top-of-the-line gas grill sets the stage for alfresco meals with family and friends, while a cozy firepit with comfortable seating is perfect for evening gatherings beneath the stars. Multiple lounge areas throughout the property invite guests to unwind with a cocktail or a book, and with free private parking available on site, your stay is as convenient as it is indulgent. Every inch of the outdoor space has been curated to create the feeling of your very own private resort. Inside, the home is a masterclass in modern luxury. As you step through the door, youre welcomed by soaring ceilings, abundant natural light, and an open-concept layout that allows for effortless flow from one beautifully designed space to the next. The main living room is an inviting hub of the home, anchored by a plush sectional sofa thats ideal for cozy movie nights or watching the game. Sliding glass doors lead directly to the outdoor deck, blurring the line between indoor and outdoor living and filling the space with coastal air and sunlight. Adjacent to the living room is a sleek, beautifully appointed dining area that comfortably seats your entire group, as well as a chefs kitchen equipped with top-of-the-line appliances, a large island for gathering, and everything you need to cook and host with ease. Every detail has been consideredfrom the curated decor to the high-end finishesto ensure your stay is as stylish as it is comfortable. For guests who like to stay active, the garage is equipped with a stationary bike and weightlifting equipment, offering a convenient setup for maintaining your fitness routine. The home also includes central air conditioning, high-speed WiFi, a washer and dryer, and a dedicated workspace for those mixing business with leisure. After a day of wine tasting, beachcombing, or poolside lounging, retreat to one of five thoughtfully designed bedrooms for a restful nights sleep. The primary suite, located on the main level, offers a luxurious escape with a king-sized bed, walk-in closet, and a spa-inspired ensuite bathroom featuring double sinks, a soaking tub, and a walk-in glass shower. Upstairs, three additional guest bedrooms provide flexibility and comfort: one with a plush king bed, another with a queen, and a cheerful childs room with a twin bed. Two beautifully updated full bathrooms on the second floor ensure plenty of space and privacy for all guests, while a powder room on the main floor adds everyday convenience. Every bathroom has been designed with spa-like serenity in mind, featuring modern fixtures, clean lines, and stocked with fresh towels and essentials for your stay. Though it may be tempting to spend all your time enjoying the comforts of this private retreat, youre just minutes away from some of the North Forks most beloved attractions. A short drive takes you to the charming village center of Mattituck, where youll find local boutiques, artisanal coffee shops, and a variety of acclaimed restaurants serving everything from coastal cuisine to farm-to-table fare. Spend your afternoons strolling through nearby art galleries, taking a scenic bike ride along the coast, or exploring the areas pristine beaches. Love Lane, a local favorite, offers wine tasting rooms, gourmet food shops, and a relaxed vibe perfect for a leisurely afternoon. For beach lovers, the beautiful shores of Peconic Bay are just a few minutes away, ideal for swimming, paddleboarding, or watching the sunset. And with dozens of renowned vineyards nearby, youll have endless opportunities to sip, savor, and explore the best of North Fork wine country. Whether you’re planning a family getaway, a couples retreat, or a long-overdue gathering of friends, this Mattituck home delivers the perfect blend of luxury, location, and lifestyle. With its resort-style amenities, thoughtfully curated interiors, and serene setting, it offers everything you need to relax, reconnect, and create lasting memories. This property has a max occupancy of 9 Bedrooms Bedroom 1 - Primary: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, TV, Walk-in Closet Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 3 - Twin Guest: One Twin Single Bed, 2nd Floor, Air Conditioning, Standard Closet Bedroom 4 - Queen Guest: One Queen Bed, 2nd Floor, Air Conditioning, TV, Standard Closet Bedroom 5 - King Guest: One King Bed, 2nd Floor, Air Conditioning, Standard Closet Bathrooms Bathroom 1 - Primary Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Handicap Accessible, Shower, Tub Powder Room: Half Bath, First Floor/Main Floor, Handicap Accessible Bathroom 2 - Upstairs Hall: Full Bath, 2nd Floor, Shower Bathroom 3 - Upstairs Hall: Full Bath, 2nd Floor, Shower/Tub Combo TVs Bedroom 1 - Primary Bedroom 4 - Queen Guest Outdoors & Pool/Spas Deck/Patio (Covered), Grill (Gas), Lounge Chairs, Patio Furniture (Table, Chairs), Fence Around The Yard, Fire Pit (Wood-Burning), Private Pool (Heated, Outdoor) Amenities Bed Linens, Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Hair Dryer, Living Room, Parking, Microwave, Coffee (Pot), Dishes and Silverware, Pots and Pans, Toaster, Speaker System (Sonos), Television (Main Living Room), Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Smart TV, Ice Maker, Gym/Fitness Room (Stationary Bike, Weight Training Equipment), Bath Towels, Pool/Beach Towels, Laptop-Friendly Workspace, Private Entrance, Essentials Location Nearby Beaches: Veterans Beach Nearby Grocery Stores: Mattituck Marketplace King Kullen Nearby Restaurants and Bars: Bridge Lane Tasting Room Love Lane Kitchen North Fork Doughnut Company Pellegrini Vineyards Other Location Information: Downs Farm Preserve Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Suitability: Primary renter must be at least 30 years old. Pet Policy: One hypoallergenic/non-shedding dog permitted for an additional $200.00 per booking. Non hypoallergenic/shedding dogs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Please note that a reservation for this property needs to be approved before it is confirmed. Mattituck Inlet Immaculate Beautiful Waterfront North Fork Home, Private Pool, Private Dock, Close to Wineries 5BR/3BA: Private pool, waterfront, private dock, direct water access, close to wineries and art galleries Experience the serenity and charm of Long Island’s North Fork in this splendid five-bedroom, three-bathroom vacation rental in the idyllic hamlet of Mattituck. Nestled on a serene private block, this exquisite home makes an ideal retreat for families yearning for an escape from the hustle and bustle of daily life. Overlooking the tranquil waters, the property also boasts a private pool, blending luxurious comfort with the natural beauty of the waterfront. Upon entering this charming vacation home, you’ll be captivated by the generous open layout, bathed in an abundance of natural light. The open-concept design ensures an easy flow from the spacious living room, adorned with comfy couches and an impressive entertainment center, to the elegant dining room. The adjacent kitchen, featuring top-of-the-line appliances and a breakfast bar, is a delight for any home chef. Large sliding doors provide easy access to the back deck, allowing you to take in amazing water views while enjoying your morning coffee or evening wine. Step outside into your private oasis, where the exterior amenities of the property take center stage. The expansive deck, furnished with a dining table and multiple sitting areas, makes for the perfect spot to savor alfresco meals or unwind with cocktails amidst the soothing sound of nature. A gas BBQ stands ready for those delightful summer cookouts. The meticulously maintained heated swimming pool invites you to take a refreshing dip, while the waterfront’s private dock provides easy access to Mattituck Inlet, perfect for water activities. Each of the five bedrooms is designed to provide a comfortable and restful retreat, decked out with fresh linens and cozy furnishings. Three pristine bathrooms are equipped with all the essentials you need, ensuring a hassle-free stay. Whether you’re a family with kids or a group of friends, this home promises a peaceful night’s sleep after a day full of exploration and adventure. The property’s enviable location is the cherry on top. Numerous local wineries lie just a stone’s throw away, inviting you to partake in wine tasting tours and experience the rich flavors of the region. A short drive will take you to a selection of esteemed restaurants, shopping districts, and art galleries, each adding a unique facet to your vacation experience. If you prefer sandy toes and the smell of salty air, the beautiful local beaches are just around the corner. This waterfront vacation rental is a perfect blend of luxury, convenience, and natural beauty. It’s your own slice of paradise, waiting to create unforgettable memories of your Long Island vacation. Whether you’re here for a week or a weekend, you’ll leave with a longing to return. This property has a max occupancy of 13 Bedrooms Primary Bedroom 1: One King Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 3: One Double/Full Bed, Lower Level, Air Conditioning, Standard Closet Bedroom 4: Two Queen Beds, Lower Level, Air Conditioning, Standard Closet Bedroom 5: One King Bed, Two Twin Single Beds, 2nd Floor, Air Conditioning, Streaming TV, Walk-in Closet, Balcony/Deck Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Shower Bathroom 2: Full Bath, Lower Level, Shower Bathroom 3: Full Bath, 2nd Floor, Shower/Tub Combo TVs Bedroom 5: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Grill (Gas), Lounge Chairs, Patio Furniture (Table, Chairs), Fire Pit (Gas), Waterfront, Dock, Private Pool (Outdoor, Heated) Amenities Bed Linens, Usable Fireplace (Wood-Burning), Air Conditioning, Dryer, Heating, Internet (Wifi), Washer, Garage, Living Room, Parking (6 Cars In Driveway), Bath Towels, Microwave, Coffee (Other), Dishes and Silverware, Pots and Pans, Toaster, Speaker System (Sonos), Television (Main Living Room), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Electric Vehicle Charger, Fire Extinguisher, Smart TV, Ice Maker, Laptop-Friendly Workspace, Pool/Beach Towels Suitability: Primary renter must be at least 30 years old. Pet Policy: One dog of 75 lbs or less is permitted for an additional $250.00 per booking. Dogs over 75 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. 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.

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

Sag Harbor Grand Expansive Sag Harbor Estate, Private Grounds with Stunning Pool & Hot Tub, Perfect for Group Gatherings 7BR/8.5BA: Heated Pool, Hot Tub, Communal Tennis Courts, Ping Pong Table, Pool Table, Gas Gril, Wood Burning Fireplace, and Gym Set on beautifully landscaped private grounds, this expansive Sag Harbor estate offers an exceptional setting for group gatherings, family celebrations, and relaxed coastal living. Thoughtfully designed to balance elegance with comfort, the seven-bedroom, eight-and-a-half-bath residence provides generous space to come together while still offering quiet moments of retreat. Tucked away on a peaceful private block, the home feels like a true escapewhere days unfold slowly, laughter carries easily from room to room, and every detail supports effortless time spent with those who matter most. The outdoor experience is nothing short of spectacular. Surrounded by lush greenery, the private grounds create a serene oasis designed for both relaxation and entertaining. A stunning heated pool serves as the centerpiece of the backyard, inviting guests to swim, lounge, and soak in the sunshine throughout the day. Nearby, a hot tub offers the perfect place to unwind in the evenings, whether after a day at the beach or a friendly tennis match at the communal courts. Multiple outdoor seating areas encourage conversation and connection, while the gas grill makes alfresco dining easy and enjoyable. The propertys sense of privacy allows guests to fully relax, creating a resort-like atmosphere where time seems to slow down. Inside, the home welcomes guests with light-filled interiors and an open, flowing floorplan that immediately feels both grand and inviting. Expansive windows flood the living spaces with natural light, highlighting the homes refined finishes and thoughtful design. The main living areas are perfectly suited for group gatherings, offering comfortable seating, a warm wood-burning fireplace, and an easy transition from living room to dining room and kitchen. Whether hosting a celebratory dinner or enjoying a quiet evening indoors, the spaces feel effortlessly connected and welcoming. The gourmet kitchen is a dream for both casual cooks and experienced hosts. Outfitted with top-of-the-line appliances, generous counter space, and a well-appointed coffee station, it supports everything from leisurely breakfasts to elegant dinners. The kitchen flows seamlessly into the dining area, allowing guests to stay connected while meals are prepared and shared. High-speed WiFi, central air conditioning, and a washer and dryer add everyday convenience, ensuring a comfortable stay no matter the season or length of visit. Entertainment options abound throughout the home. A dedicated game area with a pool table and ping pong table invites friendly competition, while a private gym offers space to maintain fitness routines even while away. These thoughtful amenities ensure there is something for everyone, whether guests are seeking activity or relaxation. The bedrooms are designed as peaceful sanctuaries, offering comfort, privacy, and a sense of retreat. With seven spacious bedrooms spread throughout the home, guests can enjoy restful nights wrapped in fresh, high-quality linens. Each bedroom is paired with a beautifully appointed bathroom, providing spa-like comfort and all the essentials needed for a seamless stay. The abundance of bathrooms ensures ease and convenience for large groups, making mornings and evenings feel unhurried and relaxed. Ideally located in Sag Harbor, this estate places guests within easy reach of the very best the Hamptons have to offer. Renowned restaurants, charming boutiques, art galleries, and cultural attractions are just a short drive away, as are world-class golf courses and the beautiful beaches of Southampton. Whether exploring the village, enjoying waterfront dining, or spending the day by the ocean, guests will find endless opportunities nearbywhile always returning to the tranquility of their private retreat. With its expansive layout, resort-style amenities, and prime Sag Harbor location, this exceptional estate offers an unforgettable setting for gatherings large and small. Designed to inspire connection, comfort, and lasting memories, it is a place where guests can truly settle in, unwind, and experience the Hamptons at its most inviting. This property has a max occupancy of 16 Bedrooms Bedroom 1: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet Bedroom 2 - Primary: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Bedroom 3: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Walk-in Closet Bedroom 4: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Walk-in Closet, Balcony/Deck Bedroom 5: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Walk-in Closet Bedroom 6: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 7 - Basement: Two Double/Full Beds, Lower Level, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Standard Closet Bathrooms Bathroom 1 - BA 1 Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 2: Full Bath, First Floor/Main Floor, Shower Bathroom 3 - Primary BR Ensuite: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 4 - BR 3 Ensuite: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 5 - BR 4 Ensuite: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 6 - BR 5 Ensuite: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 7 - BR 6 Ensuite: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 8 - Basement Half Bath: Half Bath, Lower Level Bathroom 9 - Basement Jack and Jill: Full Bath, Lower Level, Ensuite, Shower TVs Bedroom 1: Streaming Bedroom 2 - Primary: Streaming Bedroom 6: Streaming Outdoors & Pool/Spas Balcony, Deck/Patio (Uncovered), Grill (Gas), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Fence Around The Yard, Fire Pit (Wood-Burning), Tennis Court (Communal), Private Pool (Heated, Outdoor, Freshwater), Hot Tub (Hot Tub Attached to Pool) Amenities Bed Linens, Usable Fireplace (Gas-Burning), Air Conditioning (Central Air), Dryer, Internet (Wifi), Washer, Gym/Fitness Room (Elliptical, Stationary Bike, Weight Training Equipment, Stretching / Yoga Mat), Game Room, Garage (Attached, Available for renter cars), Hair Dryer, Iron/Ironing Board, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot, Other), Dishes and Silverware, Pots and Pans, Toaster, Blender, Ping Pong Table, Pool Table, Speaker System (Bluetooth Speaker), Television (Main Living Room), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Smart TV, Wine Fridge, Ice Maker, Laptop-Friendly Workspace, Privacy (Completely Private), Heating, Hot Water, Essentials Location Nearby Beaches: Foster Memorial Town Beach Sagg Main Beach Ocean Road Beach Nearby Grocery Stores: Sag Harbor Farmer’s Market Schiavoni’s Market Provisions Natural Foods Market Nearby Restaurants and Bars: Murf’s Backstreet Tavern Estia’s Little Kitchen MJ Dowlings Eds Lobster Bar The Dock House Le Bilboquet DOPO La Spiaggia Other Location Information: Elizabeth A Morton National Wildlife Refuge Sag Habor State Golf Course Suitability: Not handicap accessible. Primary renter must be at least 35 years old. Pet Policy: One dog of 20 lbs or less is permitted. Dogs over 20 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. Guest shall be responsible for the costs associated with excessive usage of utilities during the term of the Reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

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.

Water Mill Wooded Escape Designer Gut Renovated Farmhouse on over 1 Acre, Numerous Spacious Living Areas with Modern Amenities, Scenic Backyard with Gunite Pool, Hot Tub, and Gas Fire Pit 4BR/5.5BA with living room, chef’s kitchen, island fireplace, grill, pool and pool house, hot tub, fire pit, outdoor shower, fitness room, sauna, basketball court Experience luxurious indoor-outdoor living at this modern designer farmhouse surrounded by nature in Water Mill. The 5,700 square-foot stylish and cozy interior is full of natural light and bright living spaces. As you drive up to the house, you will notice the sizable front porch, an ideal place to bask in the crisp Hamptons air. Relax in the cheerful living room surrounded by windows and sliding glass doors in front of the gas fireplace. Whip up a hearty brunch in the chef’s kitchen with a Wolf wine fridge, top-of-the-line stainless steel appliances, and a sizable quartz island. On the island with three chairs, sip a fresh cup of home-brewed coffee or cappuccino with the morning paper. Share a meal at the chic six-person dining table overlooking the backyard. Play pleasant music in the background, inside and outside, using the Sonos speaker system. Congregate in the den areas with plush furniture and flat-screen TVs. The private, scenic backyard with bluestone patios is ideal for entertaining and unwinding with friends and family. Fire up meat and veggies on the gas grill to enjoy al fresco on the comfortable patio furniture, including a table and plush couches. Soak up the sun with a cool drink poolside from the four lounge chairs. Take a refreshing dip and float around the heated, freshwater gunite pool. On cooler nights, decompress in the hot tub and tell stories around the gas fire pit. Work up a sweat in the fitness room containing a treadmill, Tonal system or weight training equipment or on the home’s basketball court before hitting the infrared sauna. Afterward, use the outdoor shower with hot and cold water. The sleek, custom-designed 900-square-foot pool house provides additional living and entertaining space with a TV and full bathroom. When you’re ready to explore, you are minutes from restaurants, shops, and activities for the whole family in Watermill, Bridgehampton, and Sag Harbor. At the end of a sun-soaked day, get a good night’s sleep in the four spacious bedrooms, each with a full ensuite bathroom. The primary suite features a gas fireplace and a balcony, ideal for sipping your morning coffee or enjoying a nightcap before sleep. Water Mill Wooded Escape is an unforgettable Hamptons retreat. This property has a max occupancy of 8 Bedrooms Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, TV, Walk-in Closet, Balcony/Deck Bedroom 2: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, TV, Closet Bedroom 3: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, TV, Walk-in Closet Bedroom 4: Two Double/Full Beds, Lower Level, Air Conditioning, Full Jack & Jill Ensuite Bathroom, TV, Closet Bathrooms Bathroom 1: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 2: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 3: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 4: Full Bath, Lower Level, Ensuite, Jack & Jill, Shower Bathroom 5: Half Bath, First Floor/Main Floor Bathroom 6 - Pool House: Full Bath, Pool House First Floor/Main Floor, Shower TVs Bedroom 1 Bedroom 2 Bedroom 3 Bedroom 4 Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs (4 Chairs), Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Basketball Court, Fire Pit, Outdoor Shower (Hot + Cold Water), Balcony, Fence Around The Yard, Private Pool (Outdoor, Heated, Freshwater), Hot Tub Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Usable Fireplace (Gas), Kitchen, Stove, Oven, Refrigerator, Ice Maker, Dishwasher, Microwave, Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television (Main Living Room, Additional Structure (Pool House, guest house, detached garage)), Smart TV, Sauna, Gym/Fitness Room (Treadmill, Weight Training Equipment), Private Entrance, Parking (8 Cars In Driveway), Electric Vehicle Charger, Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Wine Fridge, Coffee (Other), Speaker System (Sonos) Other FAQ’s Estimated Square Footage: 4,250 Suitability: Not suitable for unrelated guests and persons with disabilities. Primary renter must be at least 30 years old. Pet Policy: One hypoallergenic/non-shedding dog permitted. Non hypoallergenic/shedding dogs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). An additional security deposit of $500.00 per dog will be required. 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, Landscaping/Lawn Maintenance, and EV Car Charging If the cost of utilities exceeds $135.00/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. 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. 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.