Search Vacation Homes in Water Mill

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 1356 Vacation Homes in Water Mill with updated reviews, rates, and availability.

Gorgeous private Hamptons house with pool and volleyball court

8.4 out of 10, Very Good, (17)
"Enjoyed this house in a great location. It was perfect for attending a family wedding!"
Gorgeous private Hamptons house with pool and volleyball court

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10.0 out of 10, Exceptional, (17)
"Had the best girls weekend with old college roommates! The house is stunning and incredibly clean. Was well stocked with everything we needed for our stay. Great location as well for checking out downtown, the beach, wineries, etc. "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Village Fringe Available May 24th - October 31st. Family/Pet Friendly

10.0 out of 10, Exceptional, (21)
"Very nice home and location, lovely and helpful owner!"
Village Fringe Available May 24th - October 31st. Family/Pet Friendly

Exquisite New Hampton Home in a Perfect Location

Exquisite New Hampton Home in a Perfect Location

COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach

10.0 out of 10, Exceptional, (13)
"Steps to probably the most beautiful beach in the Hamptons. Thoroughly enjoyed our stay, as did the dogs. We will definitely be back."
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach

5 bedroom Private Family Get Away w/ Heated Pool

10.0 out of 10, Exceptional, (13)
"We were a group age 3 to 75! The house was clean, well stocked and things for everyone’s interest. Our host, Carrie, was kind and responsive. It will be a beautiful memory of spending time with our children and grandchildren. "
5 bedroom Private Family Get Away w/ Heated Pool

Fall in the🌅beautiful sunsets

10.0 out of 10, Exceptional, (24)
"Margaret is just wonderful. We felt like we were staying at a dear family member’s home. Stayed in her very private upstairs suite and it was perfect for me, my wife and our pup. He had a blast running around the yard, meeting the chickens going to the bay beach etc. We had the best time! Thank you Margaret!!"
Fall in the🌅beautiful sunsets

Beautiful Hamptons home close to beaches, shopping, & restaurants!

10.0 out of 10, Exceptional, (8)
"Had a great stay! Everything about the stay was perfect. Place was all that we expected and more. Host was easy to reach and very responsive. "
Beautiful Hamptons home close to beaches, shopping, & restaurants!

Beautiful Private 4 BR, Heated Pool. Close to Everything.

9.6 out of 10, Exceptional, (42)
"We were in the Hamptons to celebrate my sisters upcoming wedding and had a fantastic time in our rental the only complaint we had was that wish we were there longer!"
Beautiful Private 4 BR, Heated Pool. Close to Everything.

Aqua Vista

10.0 out of 10, Exceptional, (11)
"My sister and I stayed at Aqua Vista the last weekend in October. The weather was amazing. The house is located just a block form the ferry to Shelter Island and a couple of blocks to all the shops in Greenport.The apartment was clean well equipped and well maintained. Located in a lovely area close to all the shops. We would definitely stay there again . The"
Aqua Vista

Westhampton Beach Cedar Shingle with Heated Pool & Gym - on a Private Road

10.0 out of 10, Exceptional, (78)
"We loved our stay in this home! It was the perfect size for our extended family. It was well appointed. The kids loved playing in both levels of the garage. The kitchen had everything we needed. The beds were all comfy. We even took a dip in the cold pool! The owner was responsive to our requests and met all of our needs. I highly recommend this home!"
Westhampton Beach Cedar Shingle with Heated Pool & Gym - on a Private Road

Beautiful Southampton Home One Block from Shinnecock Bay, Town Shopping,...

9.4 out of 10, Exceptional, (3)
"We loved being together and the house and pool made it ideal for two weeks with an infant. We wished that there was better information/communication about lawn and pool service, pest treatment and trash pick-up. We were also bit disappointed that the outdoor table was not replace and we could not do any outdoor dinners."
Beautiful Southampton Home One Block from Shinnecock Bay, Town Shopping,...

North Fork seaside retreat for design lovers

10.0 out of 10, Exceptional, (2)
"Awesome property with everything you need for a great getaway. European chic touches throughout and a location that is just fantastic!! Spectacular Sunrises on the deck with breakfast overlooking Orient Harbor, Bug Light, and Shelter Island are mesmerizing. The view and the setting just never gets old-a real gem!! Nicole was terrific to deal with - we’ll be back!!"
North Fork seaside retreat for design lovers

Nature's Paradise: Private Dock & Water Views

9.6 out of 10, Exceptional, (8)
"Everything was great"
Nature's Paradise: Private Dock & Water Views

Exclusive location with spacious interior offering many amenities.

7.8 out of 10, Good, (7)
"Everything was exactly as advertised! We appreciated the space as it made our weekend extra special, location was especially convenient. Overall a great experience! Thank you."
Exclusive location with spacious interior offering many amenities.

Secluded Southampton Home That Has It All

10.0 out of 10, Exceptional, (1)
"This was a perfect getaway for a multigenerational family reunion! It's a beautifully maintained property. The bathroom to bedroom ratio was great for many families/couples. Great amenities included a heated pool and jacuzzi, and it's ideally located with easy access to Southampton and Sag Harbor downtown areas. Bob was a wonderful host and easy to reach. I recommend this place for anyone planning a family getaway. "
Secluded Southampton Home That Has It All

Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

10.0 out of 10, Exceptional, (18)
"Exceptional property, extremely well designed, location is outstanding; it is a true Hamptons Estate fit ideally for family stays and relaxing experience. "
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

Summer getaway

9.2 out of 10, Wonderful, (10)
"Overall, we had a terrific time at the house. Thank-you so much Andres for sharing your home with us. Getting there, checking in, all simple and easy. House was very well stocked. There was plenty of room for the eight of us. The beds were all comfortable. The deck was delightful. A couple of minor things that we had happen, or noticed that might want to be addressed. Given the house is controlled by Alexa, some detailed instructions as to how to work with "her" might be a good idea for...
Summer getaway

Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!

10.0 out of 10, Exceptional, (33)
"The house was perfect, a home away from home located in a nice quiet area, with stores and restaurants close by. House was clean, spacious and stocked with the essentials. The kids loved the pool and the ping pong table. Thank you Val for the perfect weekend, hope to see you next Summer!!"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Water Mill
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Water Mill

Family Getaway With Pool, Pet Friendly

10.0 out of 10, Exceptional, (13)
"Kathy is absolutely one of the best host’s we’ve ever experienced. The home was perfect- clean as a whistle and full of thoughtful treats upon arrival. The pool is wonderful, and we had plenty of space in the house for all four of us to spread out. Five stars!!!"
Family Getaway With Pool, Pet Friendly

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (266)
"Stayed for the second time at Windward and have no complaints. will book again next time I'm in Montauk!"
The price is SAR 474
SAR 623 total
includes taxes & fees
5 Jan - 6 Jan
Windward Shores Ocean Resort

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (207)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
Cliffside Resort Condominiums
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.