Vacation rentals in Bridgehampton, NY with a pool

Welcome to Summerset Villa, a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. Welcome to Summerset Villa, a reimagined barn estate in the heart of Bridgehampton. Just moments from town and the beach, this four-bedroom, three-and-a-half-bath retreat offers a peaceful escape with easy access to local shops, dining, and transportation. Originally the Ludlow Grange Barn, this 6,000 square-foot home was rebuilt in 2014 with soaring ceilings, open interiors, and thoughtful design. The main level features a dramatic great room, a sleek chef’s kitchen with views of the pool, and three spacious bedrooms connected by a striking hallway. Upstairs, a private guest suite accessed via exterior stairs includes a fourth bedroom, gym, office, and additional living area. The U-shaped layout wraps around a landscaped English garden and a heated gunite pool with hot tub, offering privacy and serenity. Set back 500 feet from the road, the property feels tucked away while remaining close to everything. Bikes, surfboards, and beach gear are also provided. Whether you’re exploring the Hamptons or relaxing at home, Summerset Villa is designed for comfort, convenience, and style. Pet Policy: Pets are allowed at this property for an additional $350 fee. Property Manager requires a property rental agreement to be signed by the primary guest prior to arrival for all reservations at this home. Please note that mid-stay cleans can be arranged upon request with our partner for an additional fee. Cleaning costs is contracted with the cleaners and paid to them directly. If you want the pool heated during your stay, there is an additional $75/night fee. Note, utilities including pool heating are billed separately for all stays over 14 nights. The pool is open seasonally. As a reminder, smoking is not allowed anywhere on the property, in the home or in the outside areas of the home. Smoking will result in a odor removal fee of no less than $500 and up to $1,000 as well as possible removal from the property. Security deposit A refundable credit card hold of $1,000 is required as a security deposit for stays at this home to cover any property damage that may occur during your stay. A credit card is required for processing and the hold will be placed 48 hours prior to your arrival. The release of this hold will initiate 2 days after your departure following a departure inspection of the home by our local team.

Please note that a reservation for this property needs to be approved before it is confirmed. Ocean Road Escape Beautifully Restored Barn, Open First Floor Plan, Historic Charm and Updates Furnishings, Close to Town and Ocean Beaches 4BR/3BA, Set on 1.5 Acres South of Highway & Across from Nature Preserve Old and new seamlessly converge at Ocean Road Escape, a four-bed, three-bath vacation home thats sure to delight up to eight guests. Located less than one mile from town on a one-and-a-half acre lot, the house is within walking distance of Bridgehampton antiques shops, art galleries, and upscale dining. Soaring ceilings and original wood beams characterize the beautifully renovated barn, where sunlight pours through generous floor-to-ceiling windows. Gather in the spacious living area with flat-screen TV, prepare a favorite recipe in the classic farmhouse kitchen, and enjoy home-cooked meals in the stately dining area. Drift to sleep in four comfortable bedrooms with queen-size beds, and wake each morning to refresh in three full bathrooms, including a marble master bath with luxurious jetted tub. The vast and secluded grounds were made for outdoor entertaining. Fire up the grill on the expansive blue-stone terrace, and dine al fresco beneath the shade of a patio umbrella. Go for a swim in the heated gunite pool, or recline in a poolside lounger with a captivating summer read. Famed Hampton beaches are a short drive away, while a 25-acre nature preserve is just across the street. *Pets are prohibited unless our express approval is provided *Pool use is at travelers own risk This property has a max occupancy of 7 Bedrooms Bedroom 1: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Cable TV, Closet Bedroom 2: One Queen Bed, 2nd Floor, Air Conditioning, Closet Bedroom 3: One Queen Bed, 2nd Floor, Air Conditioning, Closet Bedroom 4: One Queen Bed, 2nd Floor, Air Conditioning, Open Area Privacy Bathrooms Bathroom #1: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom #2: Full Bath, 2nd Floor, Shower Bathroom #3: Full Bath, 2nd Floor, Shower/Tub Combo TVs Bedroom 1: Cable Outdoors & Pool/Spas Deck/Patio (Uncovered), Grill (Gas), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Private Pool (Heated, Outdoor) Amenities Air Conditioning, Dryer, Heating, Internet (Wifi), Bed Linens, Washer, Hair Dryer, Living Room, Parking, Bath Towels, Essentials, Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Stove, Oven, Dishwasher, Microwave, Coffee (Pot, Nespresso), Toaster, Dishes and Silverware, Pots and Pans, Television (Main Living Room, Kitchen), Cable TV, Laptop-Friendly Workspace, Pots and Pans Suitability: Not handicap accessible. Primary renter must be at least 25 years old. Pet Policy: Pets may be allowed but are subject to owner’s approval (please inquire). Pet approval may include additional fees and/or security deposit. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $150.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Sagaponack Compound On Four Acres, In the Heart of Sagaponack, Gourmet Eat-In Kitchen, Tennis Court, Orchard, Near Sagg Main Beach 7BR/8BA w/Gourmet Kitchen, Family Room, Pool, Spa, Tennis Court, Pool House, Patio Escape to a stay of luxury and nourishment of the soul at this custom built compound on four acres of land, overlooking 25 acres of agricultural reserve in the heart of Sagaponack. While everything one would need for an unforgettable getaway is available at the home, the Sagg Main beach is just over a mile away. Inside the main house, guests, in particular those who love to cook, will be in awe of the large, open gourmet eat-in kitchen with island and plenty of seating for a big breakfast or hang out over a cup of coffee. Whip up a family-style meal to share in the formal dining room. Take a load off in the family room, including a fireplace and TV, and stay entertained in the homes media room and library. Additional space to spend quality time with one another includes the den with desk and couch. The tremendous back of the house offers plenty of space for relaxing, bonding with friends and family, and playing. Before floating around in the 60 foot pool and spa, partake in a friendly game of tennis on the homes private court. Grill some steaks on the back patio with grill. A separate pool house contains a kitchenette and additional living space. Let nature in with the specimen gardens, open lawns, orchard and stunning Hamptons views. Seven bedrooms, including a master bedroom and eight baths complete this grand estate. Please note that the Pool House will not be available October-April. This property has a max occupancy of 10 Bedrooms Bedroom 1: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Walk-in Closet Bedroom 2: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, TV, Walk-in Closet, Balcony/Deck Bedroom 3: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Walk-in Closet Bedroom 4: One Double/Full Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Walk-in Closet Bedroom 5: One Double/Full Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Closet Bedroom 6: One Double/Full Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom Bedroom 7: Two Bunk Beds, First Floor/Main Floor, Air Conditioning, Ensuite Bathroom, TV Additional Sleeping Space 1: One Double/Full Bed, Pool House 2nd Floor, Privacy Additional Sleeping Space 2: One King Bed, Pool House 2nd Floor, Privacy Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Bathroom 2: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 3: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 4: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 5: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 6: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 7: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Bathroom 8: Half Bath, First Floor/Main Floor Bathroom 9: Half Bath, First Floor/Main Floor Bathroom 10: Full Bath, Pool House First Floor/Main Floor, Shower Bathroom 11: Full Bath, Pool House 2nd Floor, Shower TVs Bedroom 2 Bedroom 7 Outdoors & Pool/Spas Beach Chairs (2 Chairs), Outdoor Shower, Lounge Chairs (6 Chairs), Deck/Patio, Balcony, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Tennis Court (Private), Tennis Equipment (Rackets), Fence Around The Yard, Private Pool (Outdoor, Heated) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Air Conditioning (Central Air), Heating, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Usable Fireplace (Wood-Burning), Internet (Wifi), Microwave, Coffee (Nespresso, Other), Dishes and Silverware, Pots and Pans, Toaster, Blender, Gym/Fitness Room (Elliptical, Weight Training Equipment), Game Room, Ping Pong Table, Speaker System (Sonos), Television, Private Entrance, Steam Room, Parking (4 Cars In Driveway), Living Room, Kitchen, Carbon Monoxide Detector, Smoke Detector, Essentials, Hot Water, Refrigerator, Oven, Wine Fridge, Cable TV, Smart TV, Laptop-Friendly Workspace, Pots and Pans, Stove, Ice Maker, Dishwasher Other FAQ’s Estimated Square Footage: 9,900 Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: Pets are strictly prohibited at this property. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $200.00 per night of the reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: A refundable cash security deposit of $10,000 is required for this property. Information with respect to the payment and administration of the security deposit is governed by a separate Security Deposit Agreement between owner and guest, that shall be signed by both parties prior to check-in. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Beautiful Bridgehampton Getaway Timeless Hamptons style Beach Home, heated saltwater pool, expansive deck, covered porch, bluestone patio, outdoor kitchen 5BR/5.5BA - with gourmet kitchen, custom wood cabinetry, floor-to-ceiling glass sliding doors leading out to private heated pool Fuel your desire for a lavish Hamptons summer stay at Bridgehampton Getaway. Thoughtfully designed and surrounded by lush landscaping, you will surely enjoy a weekend escape at this classic England-style retreat complete with exceptional outdoor entertainment and amenities. Bring friends and family together to enjoy hot summer days from the large swimming pool or lounging poolside with activities and music. Step inside to discover chic spaces for entertaining including an elegant living room with a fireplace that extends to the rear yard and family room with fireplace. The formal dining room is perfect for intimate dinners or gatherings. The sparkling marble kitchen is well-equipped for meals small or large, with premium appliances. With the ultimate comfort of their guests in mind, there are five spacious bedrooms equipped with fresh, comfy linens and bath essentials including the Primary suite with a fireplace and private balcony. Two additional ensuite guest rooms complete the upper level. The lower level offers additional entertainment with a fully equipped gym, and fifth guest suite with full bath. Outside, enjoy a summer BBQ with friends and family from the stylish outdoor kitchen as you soak up the sun from either the lovely bluestone patio or covered porch with luxe outdoor furniture. Take a splash in the gorgeous heated saltwater pool or picnic from the well-manicured lawns. Take in the beautiful Hamptons weather and all of its glory from the privacy of your own home. Conveniently located between Southampton and East Hampton, enjoy being just moments to the charming Bridgehampton village with a great selection of local shops and eateries including Almond, The Golden Pear Caf, and Citarella. Immerse yourself in the beloved Bridgehampton community, explore the best in dining along the Sag Harbor (just a 5-minute drive) and spend the day at nearby beaches. This property has a max occupancy of 10 Bedrooms Master Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, TV, Closet, Balcony/Deck Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Closet Bedroom 3: One King Bed, Lower Level, Air Conditioning, TV, Closet Bedroom 4: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, TV, Closet Bedroom 5: One Queen Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, TV, Closet Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 2: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 3: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 4: Full Bath, 2nd Floor, Ensuite, Shower/Tub Combo Bathroom 5: Full Bath, Lower Level, Shower Bathroom 6: Half Bath, First Floor/Main Floor TVs Master Bedroom 1 Bedroom 3 Bedroom 4 Bedroom 5 Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs (6 Chairs), Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Outdoor Shower (Hot + Cold Water), Fence Around The Yard, Beach Chairs, Fire Pit (Gas), Private Pool (Outdoor, Heated) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Dishwasher, Microwave, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television (Main Living Room, Gym), Private Entrance, Parking (4 Cars In Driveway), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Wine Fridge, Ice Maker, Coffee (Pot, Nespresso), Smart TV, Gym/Fitness Room (Stationary Bike, Weight Training Equipment, Stretching / Yoga Mat), Laptop-Friendly Workspace, Pots and Pans, Speaker System (Sonos) Suitability: Not handicap accessible. Primary renter must be at least 25 years old. Pet Policy: Pets may be allowed but are subject to owner’s approval (please inquire). Pet approval may include additional fees and/or security deposit. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $150.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: A refundable cash security deposit of $3,500 is required for this property. Information with respect to the payment and administration of the security deposit is governed by a separate Security Deposit Agreement between owner and guest, that shall be signed by both parties prior to check-in. This property requires a separate booking agreement to be signed by both parties before the reservation is confirmed. Please inquire prior to booking. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Wainscott Hideaway Wainscott Southampton Estate Timeless luxury with a private pool, bikes, ping pong, pool table, and plenty of space for friends and family to gather and unwind. 5BR/5.5BA: Classic Southampton Estate in Wainscott with a private pool, bikes, ping pong, pool table, and wine fridge. Nestled in the serene enclave of Wainscott, this classic Southampton estate offers a rare combination of elegance, comfort, and privacy. With 5 bedrooms and 5.5 bathrooms, this luxurious home accommodates up to 10 guests, making it perfect for families, multi-generational gatherings, or groups of friends seeking a sophisticated escape. Located on a beautiful private block, the property is designed as a sanctuary from daily life, where guests can relax, recharge, and enjoy the natural beauty of the Hamptons. Its open floor plan and airy layout create a welcoming environment, effortlessly blending indoor and outdoor living. With easy access to beaches, fine dining, boutique shops, and cultural attractions, this estate provides the perfect balance of peaceful retreat and vibrant local experience. Step outside, and guests are immediately drawn into the estates exceptional exterior amenities. The private pool invites sun-soaked afternoons and leisurely swims, while the surrounding deck and lounge areas offer ideal spaces for entertaining or unwinding with a book. An outdoor shower allows for refreshing rinses after a day at the beach or poolside, and a Bluetooth sound system enhances the ambiance with your favorite tunes. Guests will enjoy exploring the grounds by bike or testing their skills at the ping pong table and pool table, all set within a beautifully landscaped environment that ensures total privacy. Whether relaxing under the sun or enjoying an evening gathering beneath the stars, the outdoor spaces provide the perfect backdrop for unforgettable moments with family and friends. Inside, the homes open layout and abundant natural light create a welcoming, airy atmosphere throughout. The living room, dining area, and gourmet kitchen flow seamlessly together, offering both comfort and sophistication. Guests will appreciate the fully equipped kitchen, featuring top-of-the-line appliances, a coffee maker, and all the essentials needed for creating meals with ease. The living areas are outfitted for relaxation and entertainment, with plush seating, curated dcor, and high-speed Wi-Fi for those who wish to stay connected. Modern conveniences, including central air conditioning, a washer and dryer, and smart technology, ensure a seamless and comfortable stay. Every detail has been carefully considered to create a space that feels both luxurious and inviting. The estates five bedrooms are designed with comfort and serenity in mind. Each bedroom features fresh, high-quality linens, ample storage, and the essentials needed for a restful stay. Bathrooms are modern and well-appointed, offering spa-like touches with plush towels and contemporary fixtures. Whether retreating to a sun-filled bedroom in the morning or enjoying a quiet evening in a serene space, guests will find every room thoughtfully prepared to enhance their experience. The combination of style, function, and attention to detail ensures that each guest enjoys the perfect balance of luxury and ease. Beyond the home, the location of this Wainscott estate offers easy access to the best of the Hamptons lifestyle. Guests can explore charming restaurants serving locally sourced cuisine, boutique shops, and art galleries showcasing regional talent. Golf enthusiasts will find premier courses nearby, while beach lovers can easily reach pristine sands and sparkling waters. The surrounding area is full of cultural and recreational activities, providing endless opportunities for adventure, relaxation, and entertainment. From sunrise walks along the beach to sunset cocktails by the pool, every moment at this estate is designed to create lasting memories. The combination of a luxurious home, exceptional amenities, and a prime location ensures that every stay is a sophisticated and unforgettable escape. This property has a max occupancy of 10 Bedrooms Bedroom 1: One King Bed, First Floor/Main Floor, Ensuite Bathroom, Cable TV, Walk-in Closet Bedroom 2: Two Double/Full Beds, 2nd Floor, Jack & Jill Ensuite Bathroom, Cable TV, Closet Bedroom 3: One Queen Bed, 2nd Floor, Ensuite Bathroom, TV, Closet Bedroom 4: One Queen Bed, 2nd Floor, Ensuite Bathroom, TV, Closet Bedroom 5: One Queen Bed, 2nd Floor Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Shower Master bathroom: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Jack and Jill: Full Bath, 2nd Floor, Ensuite, Jack & Jill, Shower/Tub Combo Bathroom 4: Full Bath, 2nd Floor, Ensuite, Shower/Tub Combo Bathroom 5: Full Bath, 2nd Floor, Shower Bathroom 6: Half Bath, First Floor/Main Floor TVs Bedroom 1: Cable Bedroom 2: Cable Bedroom 3 Bedroom 4 Outdoors & Pool/Spas Bicycle (3 Adult Bikes), Grill (Gas), Deck/Patio, Lounge Chairs, Patio Furniture, Beach Chairs (4 Chairs), Cooler, Beach Umbrella, Private Pool (Heated) Amenities Usable Fireplace (Wood-Burning), Air Conditioning (Central Air), Dryer, Internet (Wifi), Bed Linens, Washer, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot, Keurig, Other), Dishes and Silverware, Pots and Pans, Blender, Television, Private Entrance, Kitchen, Essentials, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Cable TV, Ping Pong Table, Pool Table, Garage, Fire Extinguisher, Hair Dryer, Iron/Ironing Board, Heating, Dishwasher, Toaster, Smart TV, Speaker System (Bluetooth Speaker), Electric Vehicle Charger, Wine Fridge, Ice Maker, Laptop-Friendly Workspace, Pots and Pans Special Features Town Water Rental Registration: 26-630 expires on 5/1/2028. Suitability: Primary renter must be at least 30 years old. Pet Policy: One dog of 30 lbs or less is permitted for an additional $200.00 per booking. Dogs over 30 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $155.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

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.

Please note that a reservation for this property needs to be approved before it is confirmed. Deer Ridge Dream Private setting with treetop views, resort style pool and jacuzzi, fully equipped gym, and the perfect escape for groups close to Bridgehampton, Southampton, and Sag Harbor. 5BR/4BA: Enjoy the fireplace, large deck, heated pool, jacuzzi, secondary living room, double washer and dryer, private gym, and spacious indoor and outdoor dining areas. Deer Ridge Dream sits on a beautiful and peaceful private block, offering guests a true retreat from the bustle of daily life. Perfectly situated close to Bridgehampton, Southampton, and Sag Harbor, this stunning five bedroom, four bathroom escape welcomes groups and families looking to reconnect, relax, and unwind. Its open floor plan creates the ideal backdrop for gatheringwhether enjoying slow mornings surrounded by treetop views or settling in after a day exploring the charming nearby villages. This is the kind of home travelers return to year after year: warm, thoughtfully designed, and crafted for memorable stays. Stepping onto the property, guests immediately feel the sense of total privacy that defines Deer Ridge Dream. Surrounded by lush greenery and elevated natural landscapes, the home offers an outdoor setting that feels worlds away. A large deck invites lounging and long conversations, while the resort style heated pool and soothing jacuzzi create a spa-like atmosphere perfect for both relaxation and fun. Whether groups are sunbathing, grilling, sharing meals outdoors, or taking an evening dip beneath the stars, the exterior spaces are designed to encourage connection and effortless enjoyment. Treetop views wrap around the home, offering a rare blend of nature, seclusion, and luxuryan ideal environment for unforgettable gatherings. Inside, the open layout instantly welcomes guests with a sense of space, flow, and calm. Sunlight pours through oversized windows, filling each room with a gentle warmth throughout the day. The main living area blends seamlessly into the dining room and gourmet kitchen, making it easy for everyone to stay connected no matter where they choose to relax. The kitchen is fully outfitted with top tier appliances, a high end coffee maker, ample prep space, and everything needed for preparing meals or hosting dinners at home. Whether cooking together, enjoying takeout from a favorite local spot, or hiring a private chef, guests will find the kitchen both stylish and functional. Additional conveniences such as strong WiFi, central air conditioning, and a double washer and dryer ensure comfort throughout every stay. With multiple living spacesincluding a cozy secondary living room with fireplaceguests can gather together or spread out as they wish, allowing the home to perfectly support both group time and personal relaxation. The five beautifully appointed bedrooms offer serene sanctuaries for rest. Each room is thoughtfully furnished with soft lighting, comfortable mattresses, and fresh hotel-quality linens to ensure a restorative nights sleep. The four bathrooms are equipped with clean modern fixtures, plush towels, and all the essentials guests might need throughout their stay. Whether preparing for a day of adventure or winding down in the evening, every bedroom and bathroom is designed to create a sense of comfort and ease. The homes private gym provides an added luxury for guests looking to maintain their wellness routine, making it possible to work out without ever leaving the property. As the day comes to a close, guests can enjoy the beauty of the Hamptons just minutes away. Deer Ridge Dream is ideally located near world-class restaurants, charming shops, celebrated art galleries, and scenic golf courses. Some of the most breathtaking beaches in the region are only a short drive away, offering endless opportunities for sun, sand, and shoreline strolls. Whether travelers crave relaxation, exploration, or a bit of both, this home serves as the perfect home base for experiencing everything the area has to offer. Warm, inviting, and perfectly tailored for groups, Deer Ridge Dream delivers a luxurious private escape with all the comforts of homean experience designed to be savored, remembered, and repeated. This property has a max occupancy of 12 Bedrooms Master Bedroom: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Cable TV, Closet, Balcony/Deck Bedroom 2: One Queen Bed, One Twin Single Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Closet, Balcony/Deck Bedroom 3: Two Twin Single Beds, First Floor/Main Floor, Air Conditioning, Streaming TV, Closet Bedroom 4: One Queen Bed, 2nd Floor, Air Conditioning, Streaming TV, Closet, Balcony/Deck Bedroom 5: One Queen Bed, One Twin Single Bed, 2nd Floor, Air Conditioning, Streaming TV, Closet Bathrooms Master Bathroom: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 2: Full Bath, 2nd Floor, Ensuite, Shower/Tub Combo Bathroom 3: Full Bath, 2nd Floor, Shower/Tub Combo Bathroom 4: Full Bath, First Floor/Main Floor, Shower, Tub TVs Master Bedroom: Cable Bedroom 2: Streaming Bedroom 3: Streaming Bedroom 4: Streaming Bedroom 5: Streaming Outdoors & Pool/Spas Beach Chairs (4 Chairs), Lounge Chairs (5 Chairs), Deck/Patio, Balcony, Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Fence Around The Pool, Outdoor Shower, Private Pool (Outdoor, Heated), Hot Tub Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Air Conditioning (Central Air), Heating, Hair Dryer, Iron/Ironing Board, Washer, Dryer, Usable Fireplace (Wood-Burning), Internet (Wifi), Microwave, Coffee (Pot), Dishes and Silverware, Pots and Pans, Toaster, Blender, Speaker System (Stereo), Television (Den), Private Entrance, Parking (5 Cars In Driveway), Garage (1 Cars In Garage), Living Room, Kitchen, Carbon Monoxide Detector, Smoke Detector, Essentials, Hot Water, Refrigerator, Gym/Fitness Room (Treadmill), Cable TV, Ice Maker, Laptop-Friendly Workspace, Pots and Pans, Stove, Oven, Dishwasher Special Features Right in the middle of the Hamptons, so not too long a drive to all towns. 5 mins drive to Water Mill town Center. 12 mins drive to Southampton and Bridgehampton town center. 20 mins drive to Sag Harbor town center. Location Nearby Beaches: Flying Point Beach Cooper’s Beach Foster Memorial (Long Beach) Mecox Beach Sagg Main Beach W. Scott Cameron Beach Nearby Grocery Stores: King Cullen (Bridgehampton Commons) Stop & Shop (Southampton) Stop & Shop (East Hampton) Porcos Country Deli & Pizza Close to multiple farm stands Citrella (Southampton) Citrella (Bridgehampton) Clamman Seafood Market Peconic Prime Meats Schmidt’s Market & Produce Schiavoni’s Market Provisions Health Food Store Nearby Restaurants and Bars: Suki Zuki Coast Grill Bell & Anchor 75 Main St. Ambroes Tutto Il Giorno American Pie Pizza Scoop Du Jour Aldo’s La Hacienda Mexican Grill Calissa Sabrosa Pierre’s Almond Bobby Van’s Elaia Esiatorio Yama Q Jean-Georges Topping Rose House Grindstone Coffee & Donuts Il Capuccino Sen Japanese Sushi Wollfer Kitchen Dopo La Spiaggia Le Biloquet Beacon Other Location Information: Close to Tennis and Golf Parish Art Museum Close to wine and vineyards (Duck Walk Vineyard 5 mins away) Other FAQ’s Pool Fenced In: Yes Backyard Fenced In: No Estimated Square Footage: 3,500 Suitability: Not handicap accessible. Primary renter must be at least 25 years old. Pet Policy: Pets may be allowed but are subject to owner’s approval (please inquire). Pet approval may include additional fees and/or security deposit. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $75.00 per night of the reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: No additional guests beyond the max occupancy of this listing are permitted. Events Policy: Events are prohibited Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Hot Tub Disclaimer: Available Year Round Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. 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.

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.

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.

Welcome to Beachwood Cove, a Property Manager Home! Property Manager offers beautifully designed residences with the quality and care of a 5-star hotel. This stunning 3 bedroom, 2.5 bathroom home with a private pool, and a Tesla/EV charger is perfectly located 7 minutes away from Sag Harbor Village and East Hampton Village. Enjoy the perfect indoor/outdoor living experience with over 1700 square feet of outdoor space and 800 square foot pool, with a wrap around deck on the upper floor. There is a spacious living room with treehouse views that leads to an eat-in and dining area with the deck overlooking the pool area. Enjoy the day by the pool, or have a late-night BBQ. This home features a primary bedroom with a king bed and an en-suite bathroom on the upper level, two luxuriously appointed additional bedrooms, one including a queen bed, and the other with 2 double sized beds. Experience unparalleled levels of privacy and convenience with this ideal home - the perfect getaway for your next vacation. To finalize your reservation, all guests must pass a mandatory third-party screening process. Rental Registry Certificate Number: RR-26-167 Pet Policy: Pets are allowed at this property for an additional $150 fee. Property Manager requires a property rental agreement to be signed by the primary guest prior to arrival for all reservations at this home. This property requires owner approval for all reservations and completion of a background check, with a minimum 72-hour notice period after booking to confirm the reservation. The pool is open seasonally and will close on October 19, 2026. It is professionally cleaned and chemically balanced weekly; however, as an open-air pool, natural debris between service visits is normal. A skimmer net is provided for your convenience, and our team is always happy to assist if needed. Pool heating is available for an additional $75/night and is kept at a maximum temperature of 80°F under normal operating and weather conditions. Outdoor pool temperatures may vary based on weather, usage, and other external factors. While we make every effort to ensure the heater is functioning properly, pool heating cannot be guaranteed at a specific temperature at all times. In the unlikely event the heater is unavailable due to a mechanical or service issue, pool heating fees will be refunded. Utilities, including pool heating, are billed separately for stays over 14 nights. Landscaping, pool maintenance, and pest control services follow a regular weekly, biweekly, or monthly schedule and may occur during your stay. Wood-burning fireplaces are not permitted for use, and the wine fridge shown in the photos is currently inoperable. Parking Details: Garage for 2 cars with Tesla/EV charger. Workstations: There are multiple desks throughout the home, external monitors and wireless mouse, only 1 keyboard are available for your use. You may also use your own laptop. As a reminder, smoking is not allowed anywhere on the property, in the home or in the outside areas of the home. Smoking will result in a odor removal fee of no less than $500 and up to $1,000 as well as possible removal from the property. Security deposit Stays up to 13 nights: $2,500 credit hold Stays between 14 and 179 nights: $5,000 credit hold Stays of 180 nights or longer: Cash security deposit equal to one month’s rent

Please note that a reservation for this property needs to be approved before it is confirmed. Water Mill Towd Terrific Beautiful home with private pool, hot tub, gym, pool table, ping pong, fire pit and more! 6BR/7.5BA: Close to town, spacious living, minutes to Southampton Village and Sag Harbor Escape to the Hamptons all season round and enjoy a rejuvenating stay at Water Mill Towd Terrific. Idyllically located, you are just minutes from town and the beautiful sands of local beaches. Perfect for large families or friend groups, you are sure to feel right at home and away from the monotony of daily life. This enchanting, storybook home with fabulous outdoor space boasts beautiful, grand spaces and an impressive floor plan with effortless flow. Rest assured, there are activities and stylish rooms for every mood including a spacious Great room with a fireplace, wine cellar, game room with billiards, movie theater, and cozy separate rooms for your moments of solitude. Prepare your favorite meals or hire a private chef to entertain from the beautiful Chefs kitchen featuring a large bar top and center island. Six serene bedrooms encompass this home including two Primary suites, each with a walk-in closet, balcony and ensuite bath. The luxe primary bath is a personal spa moment featuring a deep soaking tub and walk-in shower. The finished lower level offers additional open space including the sixth bedroom suite. Spanning over one lush acre of land, the outdoor area is filled with both entertainment and relaxation options including a rooftop terrace, large Gunite pool, spa, patio area as well as a deep front porch. Host gatherings for friends easily from the outdoor kitchen. Relax one evening under the stars with a picnic or sip cocktails as you lounge by the pool. The opportunities for enjoying the last days of summer are endless. When youre ready to venture out to enjoy the classic Hamptons, you are just minutes from Southampton Village, Southampton, and Sag Harbor plus some of the most pristine beaches on the East coast. Indulge in the best of local seafood but also take in the farmers markets and small town charm. Welcome home! This property has a max occupancy of 16 Bedrooms Bedroom 1: One King Bed, First Floor/Main Floor, Air Conditioning, Ensuite Bathroom, Closet Bedroom 2: One Queen Bed, Lower Level, Air Conditioning, TV, Closet Bedroom 3: One King Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, TV, Walk-in Closet, Balcony/Deck Bedroom 4: Two Bunk Beds, 2nd Floor, Air Conditioning, Ensuite Bathroom, Closet, Balcony/Deck Bedroom 5: One Bunk Bed, One Twin Single Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Closet Bedroom 6: One Double/Full Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Closet Additional Sleeping Space 1: One Twin Single Bed, 3rd Floor, Air Conditioning, Privacy Additional Sleeping Space 2: One Double/Full Bed, Air Conditioning, Privacy Bathrooms Bathroom 1: Full Bath, Lower Level, Shower Bathroom 2: Half Bath, First Floor/Main Floor Bathroom 3: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 4: Full Bath, First Floor/Main Floor, Handicap Accessible, Shower Bathroom 5: Full Bath, 2nd Floor, Ensuite, Handicap Accessible, Shower, Tub Bathroom 6: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 7: Full Bath, 2nd Floor, Ensuite, Handicap Accessible, Shower/Tub Combo Bathroom 8: Full Bath, 2nd Floor, Ensuite, Handicap Accessible, Shower TVs Bedroom 2 Bedroom 3 Outdoors & Pool/Spas Deck/Patio, Lounge Chairs (8 Chairs), Patio Furniture (Table, Chairs, Umbrella), Grill (Gas), Fire Pit (Wood-Burning), Outdoor Shower (Hot + Cold Water), Balcony, Beach Chairs (4 Chairs), Beach Umbrella, Beach Toys, Cooler, Fence Around The Yard, Private Pool (Outdoor, Heated, Saltwater), Hot Tub Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Iron/Ironing Board, Washer, Air Conditioning (Central Air), Heating, Hot Water, Usable Fireplace (Wood-Burning), Kitchen, Stove, Oven, Refrigerator, Wine Fridge, Ice Maker, Dishwasher, Microwave, Coffee (Pot, Keurig), Toaster, Blender, Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television, Smart TV, Speaker System (Sonos), Pack 'n Play/Travel Crib, Gym/Fitness Room (Elliptical, Treadmill, Stationary Bike, Weight Training Equipment, Stretching / Yoga Mat), Game Room, Ping Pong Table, Pool Table, Private Entrance, Parking (6 Cars In Driveway), Garage (2 Cars In Garage), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Essentials, Dryer, Laptop-Friendly Workspace, Pots and Pans Location Nearby Beaches: Flying Point Nearby Grocery Stores: Southampton Water Mill Other Location Information: Good location for avoiding traffic Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 6,800 Suitability: Not handicap accessible. Not suitable for unrelated guests. 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 $140.00 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: 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. 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. The pool and hot tub are currently closed and will be guest-ready starting May 21, 2026. They are open seasonally and, weather permitting, may remain open through the end of September and potentially into mid-October. 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

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.

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.

Water Mill Retreat Elegant Coastal Escape with Expansive Yard, Heated Pool, and Outdoor Kitchen in the Heart of Water Mill 4BR/4.5BA: Private heated pool, outdoor kitchen and dining, luxurious indoor-outdoor living, chef's kitchen Nestled in the heart of Water Mill, this charming and elegant Hamptons retreat offers a luxurious and timeless escape for the discerning traveler. Perfectly situated just minutes from world-renowned beaches, farm-to-table restaurants, acclaimed wineries, and quaint village shops, the home seamlessly blends classic East End style with modern amenities. Surrounded by lush, manicured landscaping and designed for effortless indoor-outdoor living, this property promises an experience that is as serene and stylish as it is unforgettable. From the moment guests arrive, they are welcomed into a refined sanctuary that feels more like a private resort than a rental home. Step outside and discover the true heart of the estatea sprawling, fenced-in backyard oasis that offers complete privacy and tranquility. The grounds are a verdant haven, ideal for sun-drenched afternoons and magical summer evenings. At the center lies a stunning private heated pool, bordered by multiple sundecks adorned with luxurious chaise loungers. Guests can spend their days unwinding on outdoor sofas around the fire table, sipping morning coffee beneath the shade, or enjoying evening cocktails as the sun sets. The outdoor kitchencomplete with a charcoal BBQ, wood-fired pizza oven, and mini fridgemakes alfresco dining and entertaining effortless. Whether hosting a garden soire or enjoying a quiet moment with a book, every corner of the outdoor space is designed for both relaxation and connection. With ample on-site parking and a seamless connection between the home and its outdoor living spaces, the property delivers an unparalleled resort-style experience. Not to mention the pristine outdoor private shower available to rinse off after day in the sand and sun. Inside, the home welcomes guests with the quintessential charm of Hamptons architecturebright, breezy spaces with sophisticated finishes and elegant furnishings throughout. The traditional layout begins with a formal living room that exudes classic comfort, complete with a plush sectional, cozy fireplace, and oversized bay windows that bathe the room in natural light and offer sweeping views of the backyard. Glass doors open directly to a main level patio with outdoor table and chairs and gas BBQ, a beautifully designed area that sets the perfect stage for evening aperitifs or nightcaps. The adjacent dining room is equally refined, featuring a large table that comfortably seats eight, ideal for lingering over leisurely meals with friends and family. The heart of the homethe gourmet kitchenis a chefs dream. Outfitted with top-of-the-line appliances, a spacious island, and every essential needed for entertaining, its a space designed for both function and beauty. From morning coffee to multi-course dinners, the kitchens thoughtful layout and modern elegance elevate every culinary moment. Flowing easily from the kitchen and living room, the indoor spaces open gracefully to the outdoor entertaining areas, creating a seamless harmony between inside and out. The finished lower level offers an additional layer of comfort and versatility. Guests can unwind in a second living space complete with two couches, flat-screen TV, fireplace, and additional sleeping space with a queen sleeper sofa. The double glass doors open to provide direct access to the backyard and pool, while a full bathroom with a walk-in shower and a convenient laundry area, plus additional refrigerator, freezer and commercial ice maker, ensure that every need is met. Accommodations throughout the home are thoughtfully appointed and stylishly designed to ensure the ultimate in rest and relaxation. The second-level primary suite is a private haven, featuring a king bed, its own fireplace, a chic sitting area, and a make-up vanity. The spa-like ensuite bathroom is a retreat in itself, offering double sinks, a jacuzzi tub, and a luxurious walk-in showerthe perfect way to unwind after a day of Hamptons adventures. Two additional guest bedrooms are located on the upper level, both offering serene dcor and access to a shared jack-and-jill bathroom with tasteful finishes. On the first floor, an additional guest suite with a queen bed and a private ensuite bathroom, also with an enclosed shower and jacuzzi tub, is ideal for those seeking single-level comfort and privacy. The lower level also features a sleek full bathroom with additional sleeping area, while a stylish powder room on the main floor adds a touch of convenience for entertaining. Beyond the home, the best of the Hamptons is at your fingertips. The nearby towns of Bridgehampton and Southampton are just minutes away and offer a curated mix of luxury boutiques, art galleries, and gourmet dining. Spend a leisurely afternoon exploring local vineyards, sampling award-winning wines, or browse nearby antique shops and high-end home dcor stores. The areas pristine beachessome of the most coveted on the East Coastare within a short drive and offer sweeping ocean views, soft sand, and refreshing sea breezes. Whether guests are looking to catch a morning surf, enjoy an evening beach stroll, or indulge in fresh lobster rolls with their toes in the sand, the shoreline is always close. For a cultural touch, visit local art institutions like the Parrish Art Museum or take in a performance at the nearby performing arts centers. Ideal for family getaways, couples retreats, or small groups of friends, this Water Mill estate offers more than just a place to stayit offers a full lifestyle experience. With its timeless Hamptons charm, beautifully curated spaces, and seamless access to both relaxation and recreation, this is more than a homeits a destination in itself. *Please note that for any bookings that exceed 7 nights, the cost of propane for the pool heating is not included. A propane deposit will be collected at the time of booking and the guest will be charged based on usage at the conclusion of the rental period. This property has a max occupancy of 10 Bedrooms Bedroom 1 - Guest: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 2 - Guest: One King Bed, 2nd Floor, Air Conditioning, Full Jack & Jill Ensuite Bathroom, Streaming TV, Standard Closet Bedroom 3 - Guest: One Queen Bed, 2nd Floor, Air Conditioning, Full Jack & Jill Ensuite Bathroom, TV, Closet Bedroom 4 - Primary: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet Lower Level Sleeping Area: One Sleep Sofa, Lower Level, Air Conditioning, Ensuite Bathroom, TV, Privacy Bathrooms Bathroom 1 - Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower, Tub Powder Room: Half Bath, First Floor/Main Floor Bathroom 2 - Jack and Jill: Full Bath, 2nd Floor, Ensuite, Jack & Jill, Shower Bathroom 3 - Primary Ensuite: Full Bath, 2nd Floor, Ensuite, Shower Bathroom 4 - Lower Level: Full Bath, Lower Level, Shower TVs Bedroom 1 - Guest: Streaming Bedroom 2 - Guest: Streaming Bedroom 3 - Guest Bedroom 4 - Primary: Streaming Lower Level Sleeping Area Outdoors & Pool/Spas Deck/Patio (Uncovered), Grill (Gas, Charcoal), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Fire Pit (Gas), Outdoor Shower (Hot + Cold Water), Beach Chairs, Beach Umbrella, Cooler, Fence Around The Pool, Fence Around The Yard, Private Pool (Heated, Outdoor, Freshwater) Amenities Bed Linens, Usable Fireplace (Wood-Burning, Gas-Burning), Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Hair Dryer, Living Room, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Pot, Other), Dishes and Silverware, Pots and Pans, Toaster, Television (Main Living Room), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Essentials, Smart TV, Laptop-Friendly Workspace, Wine Fridge, Iron/Ironing Board, Blender, Speaker System (Bluetooth Speaker), Parking Special Features Incredible central location in Water Mill. Minutes to Southampton Village, Bridgehampton and Sag Harbor. Location Nearby Beaches: Flying Point Beach W. Scott Cameron Beach Ocean Road Beach Nearby Grocery Stores: Citarella, Stop and Shop, Red Farm Market, Seven Ponds Farm Stand, Halsey Farm & Nursery, Clam Man Seakfood, Peconic Meats Nearby Restaurants and Bars: Duck Walk Hamptons Goldberg’s Bagels Calissa Bistro Ete Other Location Information: Parish Art Museum Water Mill Museum Southampton Art Society Guild Hall Stephen Talkhouse (live music) Other FAQ’s Pool Fenced In: Yes Backyard Fenced In: Yes Estimated Square Footage: 3,000 A pool fence can be provided for an additional $600, including installation and removal. Rental Registration: 250557. Suitability: Not handicap accessible. Primary renter must be at least 30 years old. Pet Policy: One dog of 30 lbs or less is permitted for an additional $100.00 per booking. Dogs over 30 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $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. An additional guests fee of $25.00 per person per night may be required. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Paradise Chic Southampton Getaway with Heated Pool & Seamless Indoor-Outdoor Living 4BR/3BA: Private heated pool, plush chaise loungers, outdoor sofa, al-fresco dining & gas BBQ Tucked away on a quiet street in Southampton, this chic and stylish single-story home is the ultimate retreat for travelers seeking comfort, sophistication, and effortless indoor-outdoor living. With four spacious bedrooms and three full bathrooms, this bright and airy residence comfortably accommodates up to eight guests, making it perfect for families, couples, or groups of friends looking to escape the everyday and indulge in a quintessential Hamptons beach vacation. Thoughtfully designed with curated modern furnishings and an open-concept layout, the home exudes relaxed elegance from the moment you arrive. Step into the private backyard and discover a secluded resort-style oasis, surrounded by lush greenery and mature landscaping that offers both beauty and privacy. The fenced-in yard is a true highlight of the property, featuring a sparkling heated pool, expansive sundeck lined with plush chaise loungers, and multiple serene seating areas ideal for soaking up the sun or savoring a cocktail at golden hour. The wooden deck is outfitted with a dining table, stylish chairs, and a plush outdoor sofaperfect for al fresco dinners and late-night conversations under the stars. A top-of-the-line gas BBQ invites guests to grill up fresh finds from nearby farm stands, and ample off-street parking adds ease to every arrival and departure. Inside, the home is bathed in natural light thanks to the large sliding glass doors that open directly onto the deck, creating a seamless flow between the indoor and outdoor living spaces. The soaring ceilings with exposed wood beams lend warmth and character to the interiors, while the open layout encourages connectionwhether you’re preparing meals in the chefs kitchen, sharing a leisurely breakfast around the dining table, or unwinding in the spacious living room. Modern finishes, tasteful dcor, and high-end amenities elevate every detail. The kitchen comes fully stocked with top-tier appliances, cookware, dishes, and everything needed to entertain or dine at home. In the living area, guests can enjoy a cozy fireplace, stylish furnishings, a flat-screen TV, and tranquil views of the backyard. The sleeping quarters are equally inviting. All four bedrooms are situated on the main level, thoughtfully arranged for ease and comfort. The serene primary suite features a plush king-sized bed, direct access to the backyard, and a spa-inspired en suite bathroom complete with a walk-in shower and contemporary finishes. A second guest suite offers a comfortable queen bed and private en suite bath with a walk-in shower, ideal for visitors seeking a bit more privacy. The remaining two guest roomsone outfitted with two twin beds, the other with a queenshare a beautifully appointed hall bathroom with a tub/shower combination. Each bedroom is designed with comfort in mind, offering fresh linens, modern furnishings, and all the essentials for a restful nights sleep. This thoughtfully curated home is equipped with everything guests need for a seamless stay: air conditioning, high-speed WiFi, washer and dryer, a dedicated workspace for remote work, and all the modern conveniences to ensure your stay is as effortless as it is memorable. When its time to explore, youre just minutes away from the best of Southampton. Spend the day at nearby Coopers Beach or Gin Lane Beach, both known for their wide stretches of sand and rolling dunes. Southamptons charming village center is just a short drive or bike ride away, where youll find boutique shops, designer stores, gourmet markets, and renowned restaurants serving everything from casual seafood to upscale fare. Art lovers can browse the local galleries or visit the Parrish Art Museum for a taste of culture. Outdoor enthusiasts will enjoy nearby parks and nature preserves, while wine lovers can spend the afternoon exploring local wineries and tasting rooms just a short drive from town. The area is also home to several seasonal farm stands, perfect for picking up fresh produce, baked goods, and flowers to enjoy back at the house. Whether you’re lounging poolside with a book, hosting a sunset dinner on the deck, or strolling the beaches at sunrise, this Southampton escape promises a luxurious, relaxing, and unforgettable Hamptons experience. 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, Standard Closet Bedroom 2 - Twin Beds: Two Twin Single Beds, First Floor/Main Floor, Air Conditioning, Streaming TV Bedroom 3 - Guest: One Queen Bed, First Floor/Main Floor, Air Conditioning, Streaming TV, Standard Closet Bedroom 4 - Guest: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Standard Closet Bathrooms Bathroom 1 - Primary Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 2 - Guest: Full Bath, First Floor/Main Floor, Shower/Tub Combo Bathroom 3 - Bedroom 4 Ensuite: Full Bath, First Floor/Main Floor, Ensuite, Shower TVs Bedroom 1 - Primary: Streaming Bedroom 2 - Twin Beds: Streaming Bedroom 3 - Guest: Streaming Bedroom 4 - Guest: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Grill (Gas), Patio Furniture (Table, Chairs, Umbrella), Fence Around The Yard, Private Pool (Heated, Outdoor, Freshwater) Amenities Bed Linens, Usable Fireplace (Gas-Burning), Air Conditioning (Central Air), Heating, Internet (Wifi), Hair Dryer, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Nespresso, Keurig), Dishes and Silverware, Pots and Pans, Toaster, Television (Main Living Room), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Smart TV, Laptop-Friendly Workspace, Washer, Dryer, Essentials Location Nearby Beaches: Cooper’s Beach Flying Point Beach Halsey Neck Beach Cryder Beach Little Plains Beach Nearby Grocery Stores: Hank’s Farmstand Southampton Farmer’s Market Citarella Stop & Shop Nearby Restaurants and Bars: AM Southampton Southampton Social Club Claude’s Restaurant The Plaza Caf Southampton Social Club Union Cantina Union Burger Bar Sant Ambroeus 75 Main Tutto il Giorno Le Chef Other Location Information: Agawam Lake Park Shinnecock Hills Golf Club 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 $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 unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. 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.

Old Trail Tranquility Beautiful Contemporary Water Mill Home Centrally Located with Private Pool 5BR + office/4BA: centrally located, private pool, spa, gas BBQ, outdoor dining area, multiple sitting areas, outdoor shower, finished lower level Nestled on a serene private block in the heart of the Hamptons, this contemporary 5-bedroom Water Mill home offers the perfect escape from daily life. Centrally located between the charming hamlets of Water Mill, Sag Harbor, and Southampton, this thoughtfully appointed sanctuary accommodates families and groups in style, offering an additional sleeping space within a quiet home office. As you step inside, you are welcomed by an open layout that basks in an abundance of natural light, creating an atmosphere of tranquility and relaxation. The open living spaces, consisting of the living room, dining room, and kitchen, are seamlessly interconnected, promoting easy socializing and entertainment. Every corner of the home has been designed with your comfort in mind. The fully equipped kitchen boasts top-of-the-line appliances, offering a culinary playground for cooking enthusiasts. Adjacent to the kitchen, the stylish living room features a cozy fireplace and a big-screen TV, perfect for a family movie night or a lazy Sunday afternoon. A wall of windows and glass doors offers a glimpse of the paradise that awaits outside while allowing easy access to the back deck. Descend to the finished lower level, where you’ll discover a spacious media area, perfect for hosting game nights or simply unwinding. The adjacent home office offers an ideal space for those who need to catch up on work, plus it doubles as an extra sleeping area, perfect for overnight guests or family members seeking a quiet retreat. Step outside to your personal oasis where nature, comfort, and privacy converge. An expansive deck, complete with a dining table and gas BBQ, invites you to alfresco dinners under the stars. Multiple sitting areas dispersed throughout the property offer cozy corners for sipping cocktails or curling up with a good book. At the heart of this outdoor retreat, a shimmering pool and hot tub await, providing a refreshing escape on hot summer days, while an outdoor shower adds a touch of luxury. Inside, the five comfortable bedrooms have been designed with restful nights in mind. Each is dressed with fresh, high-quality linens and features tasteful dcor that reflects the home’s serene surroundings. On the second floor, you’ll find the Master suite offering the ultimate in privacy, with an ensuite bath with a large shower, and a soaking tub. The master bedroom opens onto an outdoor deck, a perfect place to enjoy your morning coffee. The remaining four bathrooms are stocked with all the essentials you need, promising a hassle-free stay. Its unbeatable location places this home just a short drive from some of the Hamptons’ most beautiful beaches, providing endless opportunities for sunbathing, swimming, or taking leisurely seaside strolls. Moreover, its central position between Southampton and Watermill offers easy access to a plethora of world-class restaurants, trendy shopping spots, esteemed art galleries, and top-tier golf courses. In essence, this beautiful Water Mill property is more than just a vacation rental; it’s your home away from home in the Hamptons, offering an unforgettable experience that beautifully combines the tranquility of a secluded retreat with the convenience of a central location. Come, experience it for yourself. This property has a max occupancy of 12 Bedrooms Primary Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, TV, Closet, Balcony/Deck Guest Bedroom 2: One Queen Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Guest Bedroom 3: One Queen Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Guest Bedroom 4: One Queen Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Standard Closet Guest Bedroom 5: One Queen Bed, Lower Level, Air Conditioning, Closet Office: One Sleep Sofa, Lower Level, Air Conditioning, TV, Standard Closet, Privacy Bathrooms Primary Bathroom 1: Full Bath, 2nd Floor, Ensuite, Shower, Tub 1st Floor Shared Bathroom 2: Full Bath, First Floor/Main Floor, Shower Guest Bathroom 3: Full Bath, First Floor/Main Floor, Ensuite, Shower Lower Level Hallway Bathroom 4: Full Bath, Lower Level, Shower/Tub Combo TVs Primary Bedroom 1 Office Outdoors & Pool/Spas Balcony, Deck/Patio (Uncovered), Grill (Gas), Beach Chairs (3 Chairs), Outdoor Shower (Hot + Cold Water), Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Fence Around The Yard, Cooler, Swing Set, Hot Tub (Freestanding Hot Tub), Private Pool (Heated, Outdoor, Saltwater) Amenities Bed Linens, Usable Fireplace (Wood-Burning), Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Game Room, Garage, Hair Dryer, Iron/Ironing Board, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Coffee (Nespresso, Keurig), Dishes and Silverware, Pots and Pans, Toaster, Blender, Speaker System (Bluetooth Speaker, Sonos), Television (Main Living Room, Den, Office), Private Entrance, Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Fire Extinguisher, Essentials, Smart TV, Ice Maker, Laptop-Friendly Workspace Suitability: Not handicap accessible. Primary renter must be at least 27 years old. Pet Policy: Pets may be allowed but are subject to owner’s approval (please inquire). Pet approval may include additional fees and/or security deposit. Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $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. Hot Tub Disclaimer: Hot Tub is available year-round. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

The Summermill House Stunning shingled Water Mill estate featuring a private heated pool and fenced yard, the perfect getaway for families or groups of friends 3BR/3.5BA: Additional Sleep Space, Heated Pool, Bicycles, Weight Training Equipment, Gas Grill, Ping Pong, and Sonos Tucked away on a quiet private block in the heart of Water Mill, this stunning shingled estate offers the perfect balance of luxury, comfort, and effortless Hamptons living. Designed with families and groups of friends in mind, the home welcomes guests into a warm and inviting atmosphere where open living spaces and thoughtful design create an immediate sense of relaxation. With 3 bedrooms, 3.5 bathrooms, and additional sleeping space, the property comfortably accommodates guests seeking a peaceful retreat just moments from Southamptons world-renowned beaches, dining, and shopping. Whether gathering for a summer escape, celebrating a special occasion, or simply stepping away from the pace of everyday life, this beautifully appointed residence creates an unforgettable backdrop for every stay. The outdoor setting is equally exceptional, designed to maximize privacy and enjoyment throughout every season. Surrounded by mature landscaping and fully fenced for seclusion, the backyard feels like a private resort tucked away in the Hamptons. Guests can spend long afternoons lounging beside the heated pool, enjoying morning coffee beneath the open sky, or hosting evening dinners fresh off the gas grill. The property also includes bicycles for leisurely rides through the surrounding neighborhood, ping pong for friendly competition, and private weight training equipment for those who enjoy maintaining wellness routines while traveling. Every outdoor detail has been thoughtfully curated to create an environment that feels serene, spacious, and entirely removed from the outside world. Inside, the homes open-concept layout is flooded with natural light, creating an airy and welcoming ambiance throughout the main living spaces. The seamless flow between the living room, dining area, and gourmet kitchen allows guests to gather comfortably while still enjoying plenty of room to unwind. The living room offers a sophisticated yet cozy setting to relax after a day at the beach, complete with comfortable seating and a premium Sonos sound system that enhances the atmosphere throughout the home. The chefs kitchen is outfitted with top-of-the-line appliances, generous counter space, and everything needed for preparing everything from casual breakfasts to elegant dinners at home. A coffee maker is ready for slow Hamptons mornings, while the dining area provides the perfect setting for shared meals and conversation. Modern conveniences including high-speed Wi-Fi, central air conditioning, and an in-home washer and dryer ensure every stay feels as effortless as it is luxurious. The homes sleeping accommodations have been carefully designed to provide both comfort and privacy for every guest. Each bedroom offers a peaceful retreat with plush bedding, fresh linens, and thoughtfully appointed furnishings that create a restful atmosphere. The additional sleeping space allows flexibility for families or groups traveling together, while the 3.5 bathrooms ensure convenience and comfort throughout the stay. Spa-inspired bathrooms feature clean, elegant finishes and are stocked with the essentials guests need to settle in immediately upon arrival. From quiet mornings to restful evenings, every detail throughout the home has been curated to make guests feel completely at ease. Beyond the property, guests are ideally positioned to experience the very best of the Hamptons lifestyle. Located just a short drive from Southamptons pristine ocean beaches, acclaimed restaurants, charming boutiques, art galleries, wineries, and premier golf courses, the home places guests close to everything while still offering total privacy when it is time to return home and unwind. Days can be spent exploring nearby coastal towns, enjoying waterfront dining, shopping local markets, or relaxing on some of the East Coasts most beautiful beaches. Whether guests are seeking a laid-back coastal escape or a refined Hamptons getaway filled with memorable experiences, this exceptional Water Mill estate delivers luxury, comfort, and timeless charm in one of the areas most sought-after locations. This property has a max occupancy of 8 Bedrooms Bedroom 1 - Primary: One Queen Bed, 2nd Floor, Air Conditioning, Ensuite Bathroom, Closet, Balcony/Deck Bedroom 2: One Double/Full Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Bedroom 3: One Queen Bed, First Floor/Main Floor, Air Conditioning, Standard Closet Basement: Two Sleep Sofas, Lower Level, Air Conditioning, Streaming TV, Standard Closet, Open Area Privacy Bathrooms Bathroom 1 - Primary Ensuite: Full Bath, 2nd Floor, Ensuite, Shower, Shower/Tub Combo Bathroom 2: Half Bath, First Floor/Main Floor Bathroom 3: Full Bath, First Floor/Main Floor, Shower/Tub Combo Bathroom 4 - Basement: Full Bath, Lower Level, Shower TVs Basement: Streaming Outdoors & Pool/Spas Balcony, Bicycle, Deck/Patio (Covered), Grill (Gas), Beach Chairs, Lounge Chairs, Patio Furniture (Table, Chairs, Umbrella), Fence Around The Pool, Fence Around The Yard, Fire Pit (Wood-Burning, Gas), Private Pool (Heated, Outdoor) Amenities Bed Linens, Air Conditioning (Central Air), Dryer, Heating, Internet (Wifi), Washer, Hair Dryer, Living Room, Parking, Bath Towels, Pool/Beach Towels, Microwave, Dishes and Silverware, Pots and Pans, Toaster, Blender, Television (Main Living Room), Kitchen, Carbon Monoxide Detector, Smoke Detector, Hot Water, Refrigerator, Oven, Stove, Dishwasher, Smart TV, Laptop-Friendly Workspace, Usable Fireplace (Wood-Burning), Gym/Fitness Room (Weight Training Equipment), Iron/Ironing Board, Coffee (Pot), Ping Pong Table, Speaker System (Sonos), Fire Extinguisher, Wine Fridge, Ice Maker, Privacy (Completely Private), Private Entrance, Essentials Location Nearby Beaches: Flying Point Beach W. Scott Cameron Beach Ocean Road Beach Nearby Grocery Stores: The Green Thumb Halsey Farm & Nursery Nearby Restaurants and Bars: Duck Walk Hamptons Provisions Natural Foods Market Calissa Bistro Ete Other FAQ’s Pool Fenced In: Yes Backyard Fenced In: No Suitability: Primary renter must be at least 30 years old. Pet Policy: One dog of 20 lbs or less is permitted for an additional $200.00 per booking. 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 $75.00 per night of the reservation. Cleaning Disclaimer: One end of stay cleaning is included in the reservation total. For reservations longer than seven nights, one cleaning per week is mandatory. In-stay cleanings are the guest’s expense. Additional Guests: Additional guests are prohibited unless express approval is provided. Events Policy: Events are prohibited unless express approval is provided. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. While Property Manager manages this listing, the guest experience is managed by the owner of this property, meaning all property preparation, arrival coordination, in-stay communication, and requests for maintenance tasks are performed by the owner. However, Property Manager will provide you with a "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. Guest Experience: This property is part of our ’Elite’ program, where the homeowner manages all on-the-ground operations and guest communication after the booking is confirmed. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

Coves Bay Beauty Modern Coastal Farmhouse style home with a private pool, open-floor plan, grand back deck, located a quick walk/bike to beaches & town 5BR/4BA - Gallery hallway, gas fireplace, chef's kitchen, ample parking, entertainer's patio, Cozy Earth linens, beach cruisers, and more! Perched near Sag Harbor Cove lies this charming, modern coastal farmhouse-style home with a private pool, open-floor plan, and beautiful backyard. Upon entering the home, you will immediately be struck by the bright and airy atmosphere illuminated with natural light. There are two living rooms one with double height ceilings neighboring a dining table comfortably set for ten. Novice and well-seasoned chefs are welcome to cook in the gourmet kitchen that comes with an oversized island, stainless steel appliances, and ample counter space for meal prep or laying out hors doeuvres. During the day, curl up with your favorite book and relax on any one of the loungers adjacent to the glistening pool. Head to one of the nearby beaches a 10 minute walk to Foster Memorial Town Beach and 5 minute drive to Havens Beach you have nothing but wonderful options. As the sun begins to set, hop on a provided beach cruiser and venture into downtown Sag Harbor for sight-seeing, shopping, and renowned local restaurants. Retire to one of the spacious bedrooms for a peaceful nights sleep, or stargaze with a nightcap from the upstairs deck. For unparalleled sleep and leisure, each bed in this property is made with temperature-regulating and luxuriously soft bamboo viscose linens by Cozy Earth. Rest assured, there is plenty of drawer and closet space to completely unpack and settle in. With new coastal furnishings, pool, and wonderful amenities, this Coves Bay Beauty has all the makings for a memorable stay! This property has a max occupancy of 10 Bedrooms Bedroom 1: One King Bed, 2nd Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Bedroom 2: One King Bed, First Floor/Main Floor, Air Conditioning, Full Ensuite Bathroom, Streaming TV, Walk-in Closet, Balcony/Deck Bedroom 3: Two Double/Full Beds, 2nd Floor, Air Conditioning, Streaming TV, Walk-in Closet Bedroom 4: One Queen Bed, 2nd Floor, Air Conditioning, Walk-in Closet Bedroom 5: One Queen Bed, First Floor/Main Floor, Air Conditioning, Walk-in Closet Bathrooms Bathroom 1: Full Bath, First Floor/Main Floor, Ensuite, Shower Bathroom 2: Full Bath, First Floor/Main Floor, Shower Master Bath: Full Bath, 2nd Floor, Ensuite, Shower, Tub Bathroom 4: Full Bath, 2nd Floor, Shower, Tub TVs Bedroom 1: Streaming Bedroom 2: Streaming Bedroom 3: Streaming Outdoors & Pool/Spas Deck/Patio (Uncovered), Lounge Chairs (6 Chairs), Patio Furniture (Table, Chairs, Umbrella), Outdoor Shower, Balcony, Bicycle (4 Adult Bikes), Fence Around The Yard, Beach Chairs (4 Chairs), Cooler, Grill (Gas), Beach Umbrella, Beach Toys, Private Pool (Outdoor, Heated, Saltwater) Amenities Bed Linens, Bath Towels, Pool/Beach Towels, Hair Dryer, Washer, Dryer, Air Conditioning (Central Air), Heating, Hot Water, Kitchen, Stove, Oven, Refrigerator, Wine Fridge, Dishwasher, Microwave, Coffee (Pot, Keurig, Other), Dishes and Silverware, Pots and Pans, Living Room, Internet (Wifi), Television (Main Living Room), Smart TV, Parking (4 Cars In Driveway), Garage (1 Cars In Garage), Carbon Monoxide Detector, Smoke Detector, Fire Extinguisher, Toaster, Blender, Iron/Ironing Board, Laptop-Friendly Workspace, Pots and Pans, Essentials, Ice Maker, Pack 'n Play/Travel Crib Location Nearby Beaches: Foster Memorial Beach Havens Beach Nearby Grocery Stores: Schiavoni’s Market Cavaniola’s Gourmet Kitchen Provisions Cromer’s Market Nearby Restaurants and Bars: Tutto il Giorno The American Hotel Page at 63 Main Lulu Kitchen & Bar Baron’s Cove Dockside Bar & Grill Grindstone Coffee and Donuts Other FAQ’s Pool Fenced In: No Backyard Fenced In: Yes Estimated Square Footage: 3,250 Rental Registration: 12 expires on 3/19/2027. Suitability: Not handicap accessible. Not suitable for unrelated guests. Primary renter must be at least 30 years old. Pet Policy: One dog of 25 lbs or less is permitted for an additional $500.00 per booking. Dogs over 25 lbs are prohibited unless express approval is provided. All other pets (including multiple dogs) are prohibited unless express approval is provided (please inquire). Utility Disclaimer: Utility fees are included in the total rental amount. The guest shall be responsible for the costs associated with excessive usage of utilities during the term of the reservation. Excessive usage is defined as utility costs over $110.00 per night of the reservation. Cleaning Disclaimer: One light cleaning per every eight (8) nights booked, and one end of stay cleaning is included in the reservation total. Guests may request additional cleanings at their expense. Additional Guests: Additional guests are prohibited unless express approval is provided. An additional guests fee of $150.00 per person per night may be required. Events Policy: Events are prohibited unless express approval is provided. An event fee of $2,000.00 may be required. Special Use Policy: Reservations that involve hosting events (small or large), commercial activities, or other non-traditional uses -- including rotating groups of guests during the same stay -- require prior written approval from the host. Additional fees and/or an increased security deposit may be imposed. Pool Disclaimer: Due to the climate of the northeastern U.S., outdoor pools and attached hot tubs will typically only be available for use from Memorial Day to Labor Day. If your booking falls outside of that time frame and you intend to use the pool/hot tub, please be sure to inquire if they will be available for use prior to booking. For energy conservation purposes, the pool heater may only be operational from 8am to 6pm. Off-Season Disclaimer: It is typical that spring cleanings and updates do not take place until late April / early May. If your booking falls outside of Memorial Day to Labor Day, please inquire as to whether or not outdoor furniture and equipment will be available for use prior to booking. Payment/Refund Policy: Unless otherwise stated on the property listing, all payments are non-refundable, however, should the guest elect to cancel its reservation, Property Manager will use best efforts to work with the owner of the property to reopen the dates of the reservation in attempt to re-book the property (please note the decision to reopen dates is the owners’). Should Property Manager be successful in re-booking the property for the original dates at the same or higher price than the original reservation, a refund less a 20% penalty, calculated as 20% on the total reservation amount, will be issued to the guest once payment is collected in full for the new reservation. If a new reservation is not made, the guest may use the property for the dates of its original reservation so long as payments have been made in accordance with the payment schedule established at the time of booking and Property Manager is notified in writing 72 hours or more prior to the start of the reservation. Security Deposit Disclaimer: Although rare, accidental damage does happen during a stay. In lieu of a security deposit, guests can rest easy knowing that this property is covered with up to $25,000 of damage protection. Coverage details are provided in the booking agreement. The guest experience for this property is managed by Property Manager, a local vacation rental management company. By booking this property, you will receive a dedicated "Guest Experience Manager" who can help facilitate any request, from grocery shopping to organizing a private chef. You will also have access to 24/7 support that can assist with any question that might arise during your stay. It is important to note that any maintenance tasks are performed by the owner of this property. Showings: To ensure the continued availability and quality of our properties, the owner may need to show the property to prospective renters or buyers. We strive to respect your privacy and provide advance notice and will make every effort to schedule these showings during reasonable daytime hours. We appreciate your understanding and cooperation.

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.

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.

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.

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.