We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals with Pools in Water Mill, NY and nearby

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    $0
    $1,943 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Payment
    Book Online
    View Map
    More filters
    loading...
    Don't let other travellers get your favourite Water Mill area holiday rental. You're so close to securing your perfect getaway. Book today.
    Applied filters:
    Nearby
    Clear All
    Water Mill
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Owner online now
    Show Prices
    Payment Protection
    Water Mill
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
    Owner online now
    Show Prices
    Payment Protection
    Water Mill
    7 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    1 / 12
    Water Mill
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Grill
    • Air Conditioning
    • DVD Player
    • Patio
    • Washer
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    5 bed 4 bath, heated pool, kid and pet friendly 5 bedroom, 4 bath, newly renovated home in Water Mill section of Southampton. Close to town and beaches, heated pool, kids play set, sand box and basketball hoop on close to an acre. Wood burning fireplace, new floors and modern kitchen with... View all property information
    Location Information
    Water Mill, Hamptons

    The following rentals are within 10 kilometres of Water Mill, Long Island, New York.

    1 / 33
    5 of 5 stars (4) Excellent
    Southampton
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • Hot Tub
    • Patio
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    SUCH A BEAUTIFUL LOCATION ! Come stay at our Beautiful Southampton Home. Visit Southampton town village and shops Great restaurants only 3 min away. Centrally located!THE BEACH IS 1 mile away & Coopers beach is 6 min away . Available for weekly stays in season and 2 night min off season. The house... View all property information
    Location Information
    Southampton, Hamptons 11968
    5 of 5 stars Reviewed 21 September 2014
    Everything about renting this property was easy and everything was as expected. The house is beautiful, clean and very well maintained. The layout is great and all the rooms are...
    5 of 5 stars Reviewed 5 July 2013
    The home is absolutely beautiful and conveniently located. Recently stayed here to celebrate my best friend getting married and the setup of the house was perfect. The living room...
    See all reviews
    Southampton
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Grill
    • DVD Player
    • Private Outdoor...
    • Washer
    • Air Conditioning
    • Hot Tub
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fabulous Bay Front Villa on a private acre in Southampton close to village & Beaches. Beautiful fountain to greet you and your guests to the water front retreat with high end finishes. Vaulted ceilings, Professionally decorated and 6 Bedrooms with 4 1/2 baths with Jetted Tubs & Steam Shower. All... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 23
    5 of 5 stars (1) Excellent
    Bridgehampton
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Satellite TV
    • Porch
    • Patio
    • Washer
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Be one of the first to rent this newly gut renovated 3 bedroom 2 bath home situated in a private community within 4 minutes of downtown Bridgehampton and 5 minutes to Sag Harbor Village. You could not ask for a better location when visiting the Hamptons. The home has beautiful light and is bright... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    5 of 5 stars Reviewed 9 June 2013
    We were three couples traveling from Canada spending a week in NYC sightseeing, going to the theatre and enjoying great dining. We had rented an apartment in Manhattan and the...
    See all reviews
    Southampton
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Hot Tub
    • Satellite TV
    • Waterfront
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Experience the exquisite relaxation of upper Long Island, New York by staying at this luxurious Southampton vacation rental home! With incredible upscale amenities, an alluring private pool, exclusive access to a pristine natural sand beach and close proximity to all the world-class attractions for... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 21
    5 of 5 stars (1) Excellent
    Southampton
    4 Bedrooms, 6 Bathrooms, Sleeps 9 | Quick View
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Children's Pool
    • Grill
    • Washer
    • Patio
    • Wi-Fi
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Southampton House Rental Photos and Description4 Bedrooms, 3 Bathrooms, Sleeps 9 Newly acquired first time offering, completely renovated designer's home. Minutes to all Southampton's ocean beaches, . Backing onto a preserve, it is 3 miles to the ocean beaches and a mile from the village of... View all property information
    Location Information
    Southampton, Hamptons 11968
    5 of 5 stars Reviewed 24 August 2015
    This rental was truly amazing! Everything was new and the home was immaculate! I slept great every night in the very comfy beds. The yard was a spacious and peaceful oasis. The...
    See all reviews
    1 / 21
    Southampton
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Balcony
    • Washer
    • Grill
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Amazing views of open fields with beautiful lawn with 20 flowering grape cherry trees. This very private home on 4 acres is surrounded by a 34 acre preserve. Available only for full month rental for July and August. Shorter stays possible the rest of the year. Heated swimming pool 20' x 40',... View all property information
    Location Information
    Southampton, Hamptons
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Southampton
    3 Bedrooms, 1 Bathroom, Sleeps 10 | Quick View
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • DVD Player
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    19 Hillside Road, Southampton South, New Construction, Heated Gunite Pool/Spa BEAUTIFUL NEW CONSTRUCTION 3 bedroom, with sleek 2.5 baths and spacious outdoor rear deck overlooking a new gunite heated pool and spa on half an acre. It is fresh and super clean with designer decor, including Four... View all property information
    Location Information
    Southampton, Hamptons 11968
    Sagaponack
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Washer
    • Air Conditioning
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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... View all property information
    Location Information
    Sagaponack, Hamptons 11962
    Southampton
    4 Bedrooms, 9 Bathrooms, Sleeps 8 | Quick View
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Patio
    • Children's Pool
    • Wi-Fi
    • Balcony
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Bishops Pond is a new high-end condo development in Southampton Village. The clubhouse offers a pool, fitness center, billiards, outdoor tennis court, and more. This beautiful and comfortable second floor level home located on the far south east corner of the development is exquisitely decorated,... View all property information
    Location Information
    Southampton, Hamptons 11968
    Southampton
    4 Bedrooms, 5 Bathrooms, Sleeps 7 | Quick View
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to your private Hamptons escape! This immaculate Southampton vacation rental house is sure to provide the perfect vacation spot for your next family getaway. Featuring 4 bedrooms, 5 bathrooms, and enough space to comfortably sleep up to 7 guests, this gorgeous home is a terrific size and... View all property information
    Location Information
    Southampton, Hamptons 11968
    Southampton
    4 Bedrooms, 10 Bathrooms, Sleeps 10 | Quick View
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Grill
    • Ocean Views
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Getaway to this charming Cottage on the water with spectacular views!! 3 Bedrooms & Baths in the main house with a separate guest cottage with Bedroom, Kitchen & Bathroom. Heated water front Gunite Pool, Hot Tub, Dock plus Kayaks & Bikes. Close to the village of Southampton, beaches and all the... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 24
    Southampton
    6 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This one has it all! On two acres of private land, boasting 6,500 square-feet of beautiful and elegant interior spaces, decorated by a noted interior designer. There are six en-suite bedrooms (master bedroom pictured), five and one-half baths, a heated oversized 20' x 50' Gunite pool with adjacent... View all property information
    Location Information
    Southampton, Hamptons
    Sagaponack
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    other traveller has booked this property
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Patio
    • Washer
    • DVD Player
    • Private Outdoor...
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    With the ultimate prime Hamptons location, and the comforts of home, this vacation rental is an excellent value for all types of friends and family retreats. The outdoor areas are newly designed and rebuilt with 3,100 square feet of mahogany decking. Right outside the great room there is a new... View all property information
    Location Information
    Sagaponack, Hamptons 11962
    1 / 17
    Bridgehampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • DVD Player
    • Internet Access
    • Washer
    • Private Outdoor...
    • Air Conditioning
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Centrally-located, south of the highway charmer with easy layout and all year round cozy feel. Sun drenched, post modern with vaulted ceilings, oversize windows and exposed beams running throughout house. Expansive great room is fantastic for holiday entertaining. 3 bedrooms, 2 full bathrooms... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    Bridgehampton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    Bridgehampton
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Grill
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    On a quiet shy 2 acre beautiful parcel adjacent to hundreds of acres of town reserve sits this updated light filled home with sweeping lawn, and reserves on 3 sides for complete privacy. Spacious with 4 bedrooms and 3.5 baths,Two masters with king beds and private baths, two additional bedrooms one... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    Get the List
    1 / 55
    5 of 5 stars (7) Excellent
    Southampton
    7 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Washer
    • Private Outdoor...
    • Satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
    Location Information
    Southampton, Hamptons 11968
    5 of 5 stars Reviewed 16 January 2015
    This is a great location for families. Kayaks are available to rent nearby so you can explore the bay shore. You can fish from nearby docks or directly from the backyard and...
    5 of 5 stars Reviewed 25 January 2014
    My partner and I wanted to try something new, we originally always go to Fire Island and although we will always love that place, I can't express how expensive it is just to go...
    See all reviews
    Southampton
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Balcony
    • Internet Access
    • Private Outdoor...
    • Patio
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The perfect Hampton's summer home. With more than 4000 sf, 5 bedrooms and 4.5 baths, this home offers a bright, open floor plan with great room, eat-in-kitchen, library/family room and a full,, finished, walk-out basement great for entertaining. A 20 X 40, heated swimming pool, all weather... View all property information
    Location Information
    Southampton, Hamptons 11968
    Southampton
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Patio
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This open-plan house with second floor gallery and home theater in the basement brings the outdoors in. Wrap-around windows and skylights (plus an AC system with a stun button) gives you the best of the Hamptons. Big beautify yard and gardens, magical garden-set pool, hot-tub and plenty of room... View all property information
    Location Information
    Southampton, Hamptons 11968
    Southampton
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Washer
    • DVD Player
    • Hot Tub
    • Patio
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
    Location Information
    Southampton, Hamptons 11968
    Bridgehampton
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
    other traveller has booked this property
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Patio
    • DVD Player
    • Satellite TV
    • Washer
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The property is located in the hills of Bridgehampton nestled on six wooded acres between the village of Bridgehampton and the town of Sag Harbor. The house is secluded down a private winding driveway about 800 ft from the main road. The house is a 7,200 sq. ft. classically planned farmhouse... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 25
    5 of 5 stars (1) Excellent
    Southampton
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    other travellers have booked this property
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Air Conditioning
    • Balcony
    • Satellite TV
    • Washer
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Recently renovated, beautiful vacation home within a mile of Southampton Village restaurants and shops. It is located on a very quiet and private lane near two beautiful horse farms. This home features six large bedrooms and four and one half baths. The floor plan is open, bright and airy, with... View all property information
    Location Information
    Southampton, Hamptons 11968
    5 of 5 stars Reviewed 30 June 2015
    The house was very nice, clean and had everything we needed and more. The owners were very nice and accommodating. We were a group of 12 and were all very comfortable. We all...
    See all reviews
    Southampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Owner online now
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • Grill
    • Private Outdoor...
    • Air Conditioning
    • Washer
    • Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Enjoy the Hamptons! in this mint condition beautifully decorated and full equipped beach house. Located in Southampton, close to the Village and Beaches, this 4 BR open floor plan cedar shingle home is on almost 1 gorgeous acre on the border of a preserve with total privacy. Enjoy a first floor... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 7
    Southampton
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Waterfront
    • Sauna
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    waterfront villa estate with;everything!!!!! Beds: 3 King Beds, 2 Queen Beds, 1 Double Bed, 2 Sofa Beds, 1 Crib View all property information
    Location Information
    Southampton, Hamptons 11959