Villa vacation rentals in Water Mill

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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 reviews

Chic 4 Bed, 3 Bath Home w/ Pool - Walk to Beach

HeidiRating, 5 stars4 months ago
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.
Guest favorite

Villa in Shelter Island

5 out of 5 average rating, 18 reviews

The Lord‘s Villa & Estate

RobinRating, 5 stars2 weeks ago
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 reviews

Private & Tranquil 1.03 Acre House

MichaelRating, 5 stars42 months ago
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. 💯
Guest favorite

Villa in East Hampton

4.94 out of 5 average rating, 18 reviews

Modern Farmhouse in East Hampton with beach access

MatthewRating, 5 stars2 weeks ago
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!
Guest favorite

Villa in Southampton

5 out of 5 average rating, 94 reviews

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

OzgeRating, 5 stars2 weeks ago
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.
Guest favorite

Villa in Water Mill

4.96 out of 5 average rating, 26 reviews

Incredible 9+ Bedroom Watermill Home w Heated Pool

PekunRating, 5 stars2 weeks ago
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.
Guest favorite

Villa in Southampton

4.95 out of 5 average rating, 56 reviews

Just renovated Southampton retreat w/ heated pool

MichaelRating, 5 stars3 months ago
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 reviews

Chic 4 Bed, 3 Bath Home w/ Pool - Walk to Beach

HeidiRating, 5 stars4 months ago
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 reviews

Spend the weekend at the beach in my studio grd fl

JohnRating, 5 stars28 months ago
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!
Guest favorite

Villa in Shelter Island

5 out of 5 average rating, 18 reviews

The Lord‘s Villa & Estate

RobinRating, 5 stars2 weeks ago
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 reviews

Private & Tranquil 1.03 Acre House

MichaelRating, 5 stars42 months ago
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. 💯
Guest favorite

Villa in East Hampton

4.94 out of 5 average rating, 18 reviews

Modern Farmhouse in East Hampton with beach access

MatthewRating, 5 stars2 weeks ago
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!
Guest favorite

Villa in Southampton

5 out of 5 average rating, 94 reviews

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

OzgeRating, 5 stars2 weeks ago
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 reviews

Chic 4 Bed, 3 Bath Home w/ Pool - Walk to Beach

HeidiRating, 5 stars4 months ago
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 reviews

Private & Tranquil 1.03 Acre House

MichaelRating, 5 stars42 months ago
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. 💯
Guest favorite

Villa in East Hampton

4.94 out of 5 average rating, 18 reviews

Modern Farmhouse in East Hampton with beach access

MatthewRating, 5 stars2 weeks ago
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!
Guest favorite

Villa in Water Mill

4.96 out of 5 average rating, 26 reviews

Incredible 9+ Bedroom Watermill Home w Heated Pool

PekunRating, 5 stars2 weeks ago
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.
Guest favorite

Villa in Southampton

4.95 out of 5 average rating, 56 reviews

Just renovated Southampton retreat w/ heated pool

MichaelRating, 5 stars3 months ago
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 😀
Guest favorite

Villa in Southampton

4.96 out of 5 average rating, 28 reviews

Heavenly SH Village Escape W Heated Pool

AnneRating, 5 stars1 month ago
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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