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Water Mill Rentals with Pools

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    Travelers to Water Mill are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    15 Matching Rentals in the Water Mill AreaView all 25 rentals
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    Spacious Home with Pool in Heart of the Hamptons!1 / 33
    (2)Excellent
    Water Mill
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Water Mill
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Water Mill
    7 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    Water Mill
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Yard
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Southampton sunny beach luxury 4 bedroom home is ideally located near Southampton Village and area of farm fields, orchards, and wineries, and near to Coopers and Flying Point beaches. The home is set on a spacious property secluded by hedges and wildflower garden. The light filled living...
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    Water Mill, Hamptons 11968
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Water Mill
    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, Hamptons 11976
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Water Mill
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Yard
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From beautiful views and charming traditional architecture to a convenient location, the best of the Hamptons is at Water Mill Retreat This luxury vacation rental offers 7,000 square feet of living space, including five suite-style bedrooms, all in a modern take on the classic shingle-style house....
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    Water Mill, Hamptons 11976
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Water Mill
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Private Outdoor Pool (Heated)
    • Balcony
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3500 sq ft Hampton's styled home has a large light filled living room with fireplace and sliding glass doors to the expansive deck with heated pool. The open floor plan makes this home perfect for entertaining. This home is situated on .75 of an acre of property that backs up to a private...
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    Water Mill, Hamptons 11976
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    The following rentals are within 5 miles of Water Mill.
    Sagaponack
    7 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Sauna
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    9 unique acres in the number 1 zip code in American, and backed up again 40 acres of Green belt. My home is one of 3 structures on the property, the Main house, Carriage, and the Cottage. The Main house is 6 bedrooms and the Carriage house is a Master suite with 900sq feet boasting a beautiful...
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    Sagaponack, Hamptons 11962
    Rental Home - 7 Bedrooms, 4 Bathrooms, Sleeps 20
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    Chic Bridehampton Pristine Designer Home + Free Pool Heating!1 / 20
    (8)Excellent
    Bridgehampton
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Parking
    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 13, 2018
    We had a wonderful time at "the white house." It was light, bright, lovely, cheerful, clean and a perfect layout for the five of us - we were able to sleep in and enjoy...
    Reviewed March 14, 2018
    This house is amazing! We celebrated a girls weekend with 6 people, and it was perfect for us — so spacious, clean, bright and beautiful. Every guest was blown away by the house...
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    About this property
    Bridgehampton White House RATES INCLUDE THE FOLLOWING: Electric consumption, cable TV & wi-fi, propane consumption, telephone, trash removal, lawn & pool service and pool heater set to 85 degrees between Memorial Day and Labor Day** OVERVIEW OF HOME: 3 bedrooms 3 bathrooms Finished Basement with...
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    Location Information
    Bridgehampton, Hamptons 11932
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Bridgehampton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful contemporary home set on 1.6 private idyllic acres. Walk to town, near beaches. Easy drive to Sag Harbor, Southampton and East Hampton. Right by Hampton Classic and Polo grounds. New designer furnishings and linens. Separate master suite with Jacuzzi and steam shower. 3 Additional...
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    Location Information
    Bridgehampton, Hamptons 11932
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bridgehampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Parking
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely 4 bedroom home backs to preserve and is located just north of the village with an open floor plan and wonderful light and high ceilings throughout. Main floor has guest bedroom and bath, living room with fireplace and double height ceilings, separate dining area and eat-in kitchen, which...
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    Location Information
    Bridgehampton, Hamptons 11932
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Bridgehampton
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Parking
    • Private Yard
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely home on prime BH North Street, with privacy and lots to do around. Gourmet kitchen with good knives and all clad. Garden is organic with lots of herbs and flowers. There are 3 whirlpool baths. One king. Size bed is sleep number. Owners want you to enjoy!
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    Location Information
    Bridgehampton, Hamptons 11932
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Bridgehampton Village Beauty1 / 26
    (1)Excellent
    Bridgehampton
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 16, 2018
    Beautifully decorated and spacious house. The perfect summer getaway! Everything from the pool, to the fireplace outside, and everything else made my stay enjoyable and super...
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    About this property
    Our home is a beautiful and serene oasis in the heart of Bridgehampton Village. A gourmet kitchen, three dining areas, an indoor and outdoor fireplace, four separate sitting and relaxation areas, a pool house with a bar and large screen tv. The house is a place where multiple generations can...
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    Location Information
    Bridgehampton, Hamptons 11932
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Sagaponack
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the beautiful and immaculate five bedroom, four bathroom house in Sagaponack, New York.  Centrally located...five minute drive from Sag Harbor, five minute drive from the ocean and our amazing beaches.  Pine hardwood floors, contemporary furnishings with all the latest amenities.  Full...
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    Location Information
    Sagaponack, Hamptons 11962
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Bridgehampton South, Village Gem.  Location, Location, Location!1 / 16
    (4)Excellent
    Bridgehampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 6, 2018
    The house is really idyllic. It's close enough to everything so you can easily feel part of the action but secluded enough on a tucked away road that you can cocoon yourselves...
    Reviewed March 5, 2018
    Susan’s Bridgehampton home was the absolutely perfect getaway spot for my fiancé and me. This home is a gem. The perfect charmer that’s hard to find among all the ubiquitous...
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    About this property
    Location, location, location!! Centrally-located, south of the highway charmer with easy layout and great vibe. Sun drenched, post modern with vaulted ceilings, oversize windows and exposed beams running throughout house. Expansive great room and open floor plan is fantastic for entertaining,...
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    Location Information
    Bridgehampton, Hamptons 11932
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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