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
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Popular amenities for Water Mill villa rentals
Private villa rentals
Villa in Southampton
4.95 out of 5 average rating, 22 reviewsChic 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.
Villa in Shelter Island
5 out of 5 average rating, 18 reviewsThe 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!
Villa in Southampton
4.75 out of 5 average rating, 4 reviewsPrivate & 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. 💯
Villa in East Hampton
4.94 out of 5 average rating, 18 reviewsModern 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!
Villa in Southampton
5 out of 5 average rating, 94 reviewsHamptons WaterLiving-Dock, Kayak, Beach, EV charge
We had a wonderful time at Michael’s place over the Thanksgiving break. Location is unbeatable. He was very kind accommodating our early check in request. We plan to go back in the summer.
Villa in Water Mill
4.96 out of 5 average rating, 26 reviewsIncredible 9+ Bedroom Watermill Home w Heated Pool
Really enjoyed staying here, house was beautiful and there were multiple opportunities to have an intimate time with loved one. The games room was delightful and tantamount to having an indoor arcade. The fireplace was great and rooms were extremely comfortable. Highly recommend staying here and grateful to Jared for an amazing stay.
Villa in Southampton
4.95 out of 5 average rating, 56 reviewsJust 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
Villa in Southampton
4.95 out of 5 average rating, 22 reviewsChic 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 room in North Fork
4.89 out of 5 average rating, 9 reviewsSpend the weekend at the beach in my studio grd fl
The place was great! Perfect if you are looking for a quiet, serene place to relax. Just steps from a beautiful, secluded pebble beach where we had a picturesque sunset stroll. Check in was seamless and everything was just as described. We are looking forward to going back!
Villa in Shelter Island
5 out of 5 average rating, 18 reviewsThe 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!
Villa in Southampton
4.75 out of 5 average rating, 4 reviewsPrivate & 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. 💯
Villa in East Hampton
4.94 out of 5 average rating, 18 reviewsModern 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!
Villa in Southampton
5 out of 5 average rating, 94 reviewsHamptons WaterLiving-Dock, Kayak, Beach, EV charge
We had a wonderful time at Michael’s place over the Thanksgiving break. Location is unbeatable. He was very kind accommodating our early check in request. We plan to go back in the summer.
Villa rentals with a pool
Villa in Southampton
4.95 out of 5 average rating, 22 reviewsChic 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.
Villa in Southampton
4.75 out of 5 average rating, 4 reviewsPrivate & 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. 💯
Villa in East Hampton
4.94 out of 5 average rating, 18 reviewsModern 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!
Villa in Water Mill
4.96 out of 5 average rating, 26 reviewsIncredible 9+ Bedroom Watermill Home w Heated Pool
Really enjoyed staying here, house was beautiful and there were multiple opportunities to have an intimate time with loved one. The games room was delightful and tantamount to having an indoor arcade. The fireplace was great and rooms were extremely comfortable. Highly recommend staying here and grateful to Jared for an amazing stay.
Villa in Southampton
4.95 out of 5 average rating, 56 reviewsJust 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 😀
Villa in Southampton
4.96 out of 5 average rating, 28 reviewsHeavenly 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 !
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