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Wheelchair Accessible Holiday Rentals in Hamptons

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    Travellers to Hamptons are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    21 Matching Rentals in HamptonsView all 342 rentals
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    Hampton Bays, south of 27A1 / 27
    (14)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Beautiful East Hampton Home / Heated Pool / Luxury Sheets and Towels1 / 23
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Patio
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Monthly Rental Only! Exquisite 50 foot driveway, handmade iron gated property, affording total privacy, 2 acres exquisite landscaping, flowers, vegetable garden, 2 waterfalls, gardens, stream, pond, pond beach, 30 x 40 gunite swimming pool with Rose Arbor, fruit orchard, Outdoor Kitchen & BBQ...
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    Water Mill, Southampton 11976
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Sauna
    • Housekeeping Included
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Magnificent private Southampton estate located within minutes to the charming Southampton village. Visit the top rated Coopers Beach and Hampton Bays with its many great restaurants and marinas only 2.5 miles from the estate. New amenities include: Outdoor Heated Gunite pool, outdoor shower, 90 jet...
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    Southampton, Hamptons 11968
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 14
    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Washer
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Inspired by Walden, Thoreau and Emerson, Shell House is the quintessential luxury rental in the Hamptons. Dock in the nearby marina or rent a boat for the day. Shell House is your gateway to world class fishing, sprawling vineyards and quaint villages bustling with charming shops. With a resort...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Ocean Views
    • Patio
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful sunny home with south exposure. Large chefs kitchen. Spacious living room with flatscreen tv, baby grand piano and large french doors leading to a spacious deck. Four large bedrooms. Huge master bedroom with seating area and flatscreen tv. Large master bathroom with open air double shower...
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    East Hampton, Hamptons 11942
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful custom designed house is located in a prestigious area of the Hamptons. Enjoy the seclusion and privacy of 1.3 acre of wooded grounds. The indoor patio, outdoor deck around the pool, 7 person hot tub, outdoor shower, Olympic size pool and wet bar in the recreation room makes for...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the summer in this faithful restoration of an original ‘60s’-era Leisurama designed by architects Raymond Loewy and Andrew Geller. This quiet 2+ BR is located across the street from a nature preserve and offers fantastic bird-watching opportunities. There is an additional daybed in a...
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    Location Information
    Montauk, Hamptons 11954
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Washer
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Well appointed 7000 sq. ft. traditional Hamptons home situated on 1.40 acres bordering a 32 acre reserve. 6 bedrooms and 5.5 baths, huge eat in kitchen, formal living and dining rooms, bar and an oversized gunite salt water pool and spa. Center foyer opens to a dining room with butler's pantry,...
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    Water Mill, Southampton 11976
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Beach Bungalow with Private Beach1 / 6
    (8)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Washer
    • Patio
    • Waterfront
    • Grill
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 November 2018
    The Bungalow is right on the water and has a great deck to sit and relax or watch the kids play. There is a nice eating area and the bedrooms are the perfect set up for a...
    Reviewed 16 August 2018
    First off, the location is perfect. It is in the middle of everything; both Montauk and Amangansett are 10 minutes away. The view from the house is breathtaking. With the beach...
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    About this property
    Perfect summer getaway, right on the water!The house will provide you with a sunny deck and perfect sunrises. Open the door and put your board in the water. Perfect for the water sports enthusiast.New washer/dryer and high end finishings make the home both beautiful and comfortable. It is located...
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    Location Information
    Amagansett, Hamptons 11930
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
    Hamptons Lofty Beach Barn - Pet Friendly1 / 30
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2019
    We have stayed at this property twice. It’s feels like our very own home away from home. We brought two sets of children here and enjoyed our own adult time while the kids...
    Reviewed 11 June 2019
    We booked this house for a family getaway. Amazing property. Very family friendly, plenty of space for the adults and kids to spread out. The house is very well decorated and...
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    About this property
    Lofty beach barn! decorated 3,000sf property with high-end furnishings and pool. Authentic Post and Beam Barn house located in the picturesque town of Water Mill in Southampton, NY. The area is home to the world famous Coopers Beach, Duck Walk Vineyard, Wolffer Estates, Hampton Classic, Water...
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    Location Information
    Water Mill, Southampton 11976
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    Secluded Mini Estate in Hamptons1 / 25
    (6)Very good
    9 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    • Waterfront
    • Wi-Fi
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2016
    My family and I stayed here for our annual family reunion. We had the best time of our lives. The pool was clean and heated and the hot tub was perfect for those cool nights. My...
    Reviewed 16 July 2015
    This was truly a beautiful home with all the amenities we needed. The pool was sparkling clean and the hot tub super warm. We were amazed at how large all the bedrooms were. The...
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    About this property
    Walk to beach. Enjoy sunsets over the bay in this beautifully designed contemporary central hall Colonial on 1.6 acres. Extremely large 9 bedrooms, 3.5 baths with state-of-the-art kitchen, formal dining room, large living room with fireplace and billiard room , ping pong room and full exercise gym....
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    Location Information
    Hampton Bays, Southampton 11946
    Holiday Rental House - 9 Bedrooms, 4 Bathrooms, Sleeps 18
    Majestic Southampton Waterfront Estate1 / 55
    (7)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Washer
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is extravagant living at its best. Picture yourself enjoying expansive water views and majestic sunsets. The park like setting lends itself to an idyllic outdoor paradise. This home has 7 huge bedrooms and 5 palatial bathrooms. The house boasts a wide-open floor plan with soaring cathedral...
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    Location Information
    Southampton, Hamptons 11968
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 18
    Spectacular Family Resort in Hampton Bays, NY1 / 33
    (5)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • DVD Player
    • Waterfront
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2016
    This house was amazing, it had enough bedrooms and bathrooms for me and my family. It also was great for the kids giving them their own game room downstairs while we got to...
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    About this property
    Huge 7 bedroom contemporary with 4 1/2 baths, huge deck, in-ground pool, outdoor bar, 7 person hot tub, gas BBQ. Spectacular recreation room, wonderful for entertaining. Fully loaded kitchen, 10 minute drive to ocean beach, near restaurants, clubs and all. This luxury home is available for...
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    Location Information
    Hampton Bays, Southampton 11946
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 18
    SECLUDED BEACH CONTEMPORARY ESTATE1 / 23
    (3)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 January 2016
    Our family had a lovely time during our stay at this house, the amenities were great and we had a warm welcome when we got there. the pool, hot tub, and game room were all above...
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    About this property
    Only 600 feet from one of the most beautiful (private) Hampton's beach. Enjoy poolside living in this stunning contemporary home complete with lots of skylights and cathedral ceiling. Bike along the Peconic Bay or enjoy miles of sandy beach just steps away. This spacious home has a large heated...
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    Location Information
    Hampton Bays, Southampton 11946
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Hot Tub
    • Grill
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunsets on the Beach, Walk in the Woods Inspired by Walden, Thoreau and Emerson, Shell House is the quintessential luxury rental in the Hamptons. Dock in the nearby marina or rent a boat for the day. Shell House is your gateway to world class fishing, sprawling vineyards and quaint villages...
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    Location Information
    Hampton Bays, Southampton 11946
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
    7 Bedrooms, 1 Bathroom, Sleeps 16 Quick View
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    • Internet Access
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A dream within reach. This unique home offers the best in indoor/outdoor living. The cathedral ceilings and interior with incredible finishes flow seamlessly into distinctive gardens on an acre of beautifully landscaped grounds. The new Olympic sized luxurious heated swimming pool and 7 person hot...
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    Location Information
    Hampton Bays, Southampton 11946
    Holiday Rental House - 7 Bedrooms, 1 Bathroom, Sleeps 16
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    • DVD Player
    • Hot Tub
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly Renovated Private Contemporary on 2 Acres of Privacy offers 5 Bedrooms 4 Bathrooms, Heated Pool, Hot Tub and All Weather Tennis Court. Bright and Airy lots of Glass & skylights with Glass doors to beautiful Bluestone patio perfect for Entertaining! Lush gardens with landscape lighting, i...
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    Location Information
    Southampton, Hamptons 11968
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
    • Hot Tub
    • Cable/satellite TV
    • Washer
    • Patio
    • Parking
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the best of both worlds! Wake up and take your kayak or stand up paddle board across the street and out in the beautiful N. Sea Harbor & then head into nearby Southampton village for a nice relaxing lunch. Finish the day by soaking in the hot tub with a glass of wine & enjoying the...
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    Location Information
    Southampton, Hamptons 11968
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Grill
    • Washer
    • Balcony
    • Terrace
    • Patio
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently Renovated Contemporary home with 4 bedrooms, 3 baths, open floor plan, skylights, cathedral ceilings, HVAC, wood burning fireplace, washer/dryer and Hot Tub. GREAT natural light. The house sits on a 50’ wide, 2000’ long canal w/ a Navy bulkhead from which one can fish off the dock or...
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    Location Information
    East Quogue, Hamptons 11942
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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