
Villa vacation rentals in Water Mill
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Top-rated villa rentals in Water Mill
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Water Mill villa rentals
Private villa rentals

Year-Round Heated Pool Villa - 3 blocks from town
George was an excellent Air BnB host!!!! His responses were prompt and answered any questions we had. The location was ideal in Greenport as everything was walking distance. We had an amazing time!

Chic 4 Bed, 3 Bath Home w/ Pool - Walk to Beach
Mona's home has an incredible energy that instantly makes you feel welcome. Inside, the house is well appointed ensuring every comfort and convenience at your fingertips. The outdoor space is incredibly accommodating, featuring a large, clean pool, a spacious deck, plenty of seating and a barbecue grill perfect for entertaining or relaxing. The garden is a true sanctuary offering a peaceful retreat complete with butterflies, hummingbirds and a serene water element. The caretaker was exceptionally helpful, providing valuable suggestions for things to do, including nearby beaches and places to see the sunset.

The Lord‘s Villa & Estate
Aimee’s house on Shelter Island was the perfect getaway for Thanksgiving. The home is warm, inviting, and beautifully maintained, with thoughtful touches that made our stay extra special. The location is serene and peaceful, offering a true escape from the hustle and bustle. Aimee was a fantastic host—responsive, friendly, and helpful throughout. We truly enjoyed our time here and wouldn’t hesitate to return!

Private & Tranquil 1.03 Acre House
Lydia was an excellent host. She communicated all information clearly and kindly. The house was very clean and as described in the ad. We 100% recommend staying here and will definitely be back ourselves. 💯

Hamptons Bungalow With Pool
Wow, this has been one of the most beautiful homes I have stayed at. Straight out of Architectural Digest indeed - Jenna has a true eye for outstanding decor! Jenna is a host to dream of! Thank you we had a beautiful weekend!

Modern Farmhouse in East Hampton with beach access
We had a lovely stay at Jeffrey’s place during Thanksgiving weekend! The house is in a great location and was perfect for our group - the master bedroom is in one wing of the house and two other (large) bedrooms are in the other wing. That was ideal for us with two infants in the group. Highly recommend staying here!

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge
This place was awesome and the host was extremely gracious.

Just renovated Southampton retreat w/ heated pool
If you are looking to stay in Southampton, look no further as this was a true 7 Star experience out of 5 Stars!!! From my very first communication to the very end Alessandro was beyond 5 Stars!!! He was extremely communicative, very fast response time & very flexible!!! I will definitely stay by him again. His home is beautiful and extremely tastefully decorated. His instruction was very clear and easy to follow with wonderful suggestions as well. Thank you for a wonderful stay and an amazing experience!!! There isn’t one thing you could have added. I came in for a wedding and Alessandro and his house enhanced our entire experience 😀
Luxury villa rentals

Year-Round Heated Pool Villa - 3 blocks from town
George was an excellent Air BnB host!!!! His responses were prompt and answered any questions we had. The location was ideal in Greenport as everything was walking distance. We had an amazing time!

Chic 4 Bed, 3 Bath Home w/ Pool - Walk to Beach
Mona's home has an incredible energy that instantly makes you feel welcome. Inside, the house is well appointed ensuring every comfort and convenience at your fingertips. The outdoor space is incredibly accommodating, featuring a large, clean pool, a spacious deck, plenty of seating and a barbecue grill perfect for entertaining or relaxing. The garden is a true sanctuary offering a peaceful retreat complete with butterflies, hummingbirds and a serene water element. The caretaker was exceptionally helpful, providing valuable suggestions for things to do, including nearby beaches and places to see the sunset.

The Lord‘s Villa & Estate
Aimee’s house on Shelter Island was the perfect getaway for Thanksgiving. The home is warm, inviting, and beautifully maintained, with thoughtful touches that made our stay extra special. The location is serene and peaceful, offering a true escape from the hustle and bustle. Aimee was a fantastic host—responsive, friendly, and helpful throughout. We truly enjoyed our time here and wouldn’t hesitate to return!

Private & Tranquil 1.03 Acre House
Lydia was an excellent host. She communicated all information clearly and kindly. The house was very clean and as described in the ad. We 100% recommend staying here and will definitely be back ourselves. 💯

Hamptons Bungalow With Pool
Wow, this has been one of the most beautiful homes I have stayed at. Straight out of Architectural Digest indeed - Jenna has a true eye for outstanding decor! Jenna is a host to dream of! Thank you we had a beautiful weekend!

Modern Farmhouse in East Hampton with beach access
We had a lovely stay at Jeffrey’s place during Thanksgiving weekend! The house is in a great location and was perfect for our group - the master bedroom is in one wing of the house and two other (large) bedrooms are in the other wing. That was ideal for us with two infants in the group. Highly recommend staying here!

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge
This place was awesome and the host was extremely gracious.
Villa rentals with a pool

Year-Round Heated Pool Villa - 3 blocks from town
George was an excellent Air BnB host!!!! His responses were prompt and answered any questions we had. The location was ideal in Greenport as everything was walking distance. We had an amazing time!

Chic 4 Bed, 3 Bath Home w/ Pool - Walk to Beach
Mona's home has an incredible energy that instantly makes you feel welcome. Inside, the house is well appointed ensuring every comfort and convenience at your fingertips. The outdoor space is incredibly accommodating, featuring a large, clean pool, a spacious deck, plenty of seating and a barbecue grill perfect for entertaining or relaxing. The garden is a true sanctuary offering a peaceful retreat complete with butterflies, hummingbirds and a serene water element. The caretaker was exceptionally helpful, providing valuable suggestions for things to do, including nearby beaches and places to see the sunset.

Private & Tranquil 1.03 Acre House
Lydia was an excellent host. She communicated all information clearly and kindly. The house was very clean and as described in the ad. We 100% recommend staying here and will definitely be back ourselves. 💯

Hamptons Bungalow With Pool
Wow, this has been one of the most beautiful homes I have stayed at. Straight out of Architectural Digest indeed - Jenna has a true eye for outstanding decor! Jenna is a host to dream of! Thank you we had a beautiful weekend!

Modern Farmhouse in East Hampton with beach access
We had a lovely stay at Jeffrey’s place during Thanksgiving weekend! The house is in a great location and was perfect for our group - the master bedroom is in one wing of the house and two other (large) bedrooms are in the other wing. That was ideal for us with two infants in the group. Highly recommend staying here!

Just renovated Southampton retreat w/ heated pool
If you are looking to stay in Southampton, look no further as this was a true 7 Star experience out of 5 Stars!!! From my very first communication to the very end Alessandro was beyond 5 Stars!!! He was extremely communicative, very fast response time & very flexible!!! I will definitely stay by him again. His home is beautiful and extremely tastefully decorated. His instruction was very clear and easy to follow with wonderful suggestions as well. Thank you for a wonderful stay and an amazing experience!!! There isn’t one thing you could have added. I came in for a wedding and Alessandro and his house enhanced our entire experience 😀

Heavenly SH Village Escape W Heated Pool
What a perfect spot! Aleeza made everything seamless from check-in to check-out. The house is charming- immaculate and tastefully appointed. Great beds! (Always important!) The yard was beautiful and serene- as it is October we didn’t use the pool, but still enjoyed the beautiful yard and trees! Would definitely come back and stay again! Wonderful house in a wonderful location !

Serene 3-bedroom villa (Heated Pool)
Harry’s place was what we needed, perfect for a family of 4 (or 5). Its cozy and has what you need for a few days escape from the city. I particularly like how responsive Harry was, even things outside of their control (weather, storm) he looked for immediate solutions. You can see that they care about their place and renters. The pool was a plus for our kids. The location is also good, of course you need a car but there are nice restaurants within 10 min drive and the beach is close too. All in all a very positive experience for us. Thanks Harry!
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Dunewood
- Quotonset Beach
- Giants Neck Beach
- Woodmont Beach
- Cooper's Beach, Southampton
- Shinnecock Hills Golf Club
- Clinton Town Beach
- Walnut Public Beach
- Shennecossett Beach
- Connetquot River State Park Preserve
- Attawan Beach
- Jennings Beach
- Bayview Beach
- Fort Trumbull Beach
- Seaside Beach
- Burwells Beach
- Shoreham Beach
- Wildemere Beach
- Barbara Pine Memorial Beach
- Horton Lane Beach