House vacation rentals in Water Mill

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Popular amenities for Water Mill house rentals

House rentals with a pool

Top guest favorite
A serene backyard showcases a heated saltwater pool bordered by vibrant wildflowers. Tall trees provide shade, while a cozy seating area, visible in the background, complements the tranquil setting. Sunlight illuminates the landscape, highlighting the lush greenery and colorful blooms.
Home in North Fork
5 out of 5 average rating, 36 reviews

North Fork paradise between beaches and vineyards

BarrettRating, 5 stars3 days ago
Spent a long weekend here with one other couple and had an amazing first trip to the North Fork. Karine's home was beautiful and close to everything we wanted to see, and her recommendations were excellent and super helpful! I hope to come back soon and would absolutely recommend this place to others. Thank you Karine!
Guest favorite
A spacious backyard features a heated swimming pool surrounded by a sun deck, adorned with loungers. Lush greenery and trees provide a natural backdrop to the inviting setting, while a charming house is visible in the distance.
Home in East Hampton
4.88 out of 5 average rating, 110 reviews

4 BD w/ Heated Pool in E Hampton, Fully Furnished

SteveRating, 5 stars1 month ago
Ashton’s house a very comfortable and extremely clean home. It is spacious, allowed tremendous privacy and met our needs perfectly for an amazing family vacation. Everything was just as explained with no surprises. Great stay and a very accommodating host.
Superhost
Home in Sag Harbor
4.79 out of 5 average rating, 68 reviews

Newly Updated Home in Sag Harbor

VivianRating, 5 stars5 months ago
We were a family of 5 with adult children and we were very comfortable. Could have easily accommodated a couple of more people. Large living room upstairs and down stairs with bedrooms on both floors. It gave us a lot of options to spread out. Location was good and town was a short drive away.
Superhost
A contemporary home is depicted with a clear blue pool in the foreground, surrounded by a spacious wooden deck. Lush greenery and autumn foliage frame the property, while sliding glass doors provide views of the interior.
Home in Hampton Bays
4.94 out of 5 average rating, 131 reviews

Peaceful Retreat in Immaculate Architect’s House

JessikahRating, 5 stars1 month ago
Michael’s place was amazing, means a few friends stayed this weekend for my birthday. He was always willing to help and very accommodating! The house itself is so beautiful and had everything we needed! It was our first time in The Hamptons and he gave us tons of recommendations!
Guest favorite
The exterior of the Cape Beach House features a wooden façade with a charming pathway lined with colorful flowers. A large tree provides shade, and the lush green lawn creates a serene atmosphere, inviting guests to explore the spacious yard.
Home in Hampton Bays
4.96 out of 5 average rating, 109 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

LaurenRating, 5 starstoday
We had a lively stay at David and Michiko's place. It was a perfect little getaway for 2 young familes of four. The pool was great, and it was a short drive to the beach. Lots of great restaurants around also!
Guest favorite
A spacious heated in-ground pool is surrounded by a stone patio and vibrant landscaping. Lounge chairs are arranged along the poolside, accompanied by a large umbrella for shade. Lush greenery and blooming flowers frame the area, creating a serene outdoor retreat.
Home in Hampton Bays
4.97 out of 5 average rating, 60 reviews

4 BR Hamptons Oasis w/ Pool,Jacuzzi & Beach Access

MatthewRating, 5 stars1 month ago
Gorgeous house and property that is even better than the photos. Like other reviews have mentioned, the highway noise in the backyard is definitely present, but easy enough to ignore. Really enjoyed our stay and communication was great!
Guest favorite
A charming cottage exterior is framed by lush greenery and well-maintained landscaping. A brick pathway leads to the welcoming entrance, which features double doors and several windows. Solar lanterns hang gracefully on either side, adding a subtle touch of warmth to the inviting approach.
Home in East Hampton
4.94 out of 5 average rating, 164 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

BenRating, 5 stars2 weeks ago
This was one of the most thoughtful airbnb experiences I have ever had. The attention to detail was extraordinary. Cindy provided everything you could need -- a perfectly stocked kitchen, umbrellas, sunscreen, bug spray, first aid, yard games, pool floats etc. The house was just as charming -- if not more charming -- than the pictures. Super private but also great location with proximity to a CVS, grocery store and main street in East Hampton. Cindy was also very communicative and laid everything out super clearly with great recommendations etc. We are already planning our next trip!
Superhost
A glistening in-ground pool is framed by a spacious stone patio with several lounge chairs. Lush greenery surrounds the property, offering privacy. In the background, a modern home features a deck with steps leading to the yard, providing a serene outdoor retreat.
Home in Southampton
4.91 out of 5 average rating, 32 reviews

Southampton Stunner: Pool, Beach & more!

ChristopherRating, 5 stars9 months ago
This is the second time we've stayed at Veva's home and it will not be the last. The home is nestled beautifully in a quiet neighborhood. Sitting outside is tranquil and relaxing. The home is beautifully furnished and extremely clean & well maintained. It is private with ample space to park. In a matter of minutes, you can be in Sag Harbor for dinner, at the beach, or take a short drive to Montauk. The location is perfect for anyone looking to get away from the hustle and bustle of everyday life but still close enough to all the great locations and activities the Hamptons have to offer. We will be coming back for many years to come.

Weekly house rentals

Superhost
A spacious great room is bathed in natural light from large glass doors. A modern fireplace anchors the seating area, which includes a sectional sofa and stylish armchairs. A wooden dining table is set under a contemporary light fixture, creating a welcoming environment.
Home in East Hampton
4.63 out of 5 average rating, 95 reviews

Sun-drenched retreat with private beach pass

MelaniRating, 5 stars1 month ago
The house was so cozy and comfortable and well stocked. I didn't even miss not having a tv. there are games, records to play on the record player, and plenty of kitchen utensils and spices to experiment in the kitchen. I enjoyed relaxing by the fireplace and walking in the neighborhood. You will need a car to be able to access restaurants and shopping, but it was a short drive. It was exactly what I was hoping for and would return again.
Top guest favorite
A spacious backyard is featured, with a circular stone fire pit surrounded by several colorful Adirondack chairs. Lush green grass extends towards a charming white house in the background, bordered by trees under a clear blue sky.
Home in North Fork
5 out of 5 average rating, 32 reviews

Private Waterfront Access + Hot Tub + Scenic Yard

KathrynRating, 5 stars2 weeks ago
We had a fabulous stay at this adorable cottage. It had everything we needed and more. Great spaces indoors and out to hang out, walkable to one of our favorite wineries, other wineries & restaurants close by. Appreciated having a tandem kayak to use & explore Goose Creek. Enjoyed watching birds, including Baltimore oriole parents in a nest in the backyard. Would return again. Thank you!
Top guest favorite
A cozy living area is highlighted by a chandelier, providing soft illumination. Two stylish chairs flank a round table, while a decorative sculpture and a vintage fireplace enhance the space. Large windows allow natural light to fill the room, offering views of the surrounding greenery.
Home in Sag Harbor
4.89 out of 5 average rating, 90 reviews

The Cooper-Burke House

EmilyRating, 5 stars1 month ago
This house couldn’t have been in a more perfect location to easily walk into town. Very clean and communication was very easy. Perfect spot if you’re looking to be in downtown sag harbor
Guest favorite
A serene beach scene is captured at sunset, featuring soft, warm hues in the sky blending with the calm water. The sandy shore curves gently along the edge, with distant islands visible on the horizon, creating a peaceful coastal atmosphere.
Home in Sag Harbor
4.95 out of 5 average rating, 20 reviews

Beach Cottage | Steps to Water | Firepit

EleanorRating, 5 stars1 month ago
Anne Marie’s cottage was exactly as described right along w/the peaceful surroundings, lovely views of the water and close proximity to beach and town. She gave us recommendations for local gems, and we thoroughly enjoyed our time. We will certainly try to get back again. Cheers to the host 🥂
Top guest favorite
Home in Southampton
4.99 out of 5 average rating, 70 reviews

Southampton Beachy-Zen Cottage- walk to beach!

DavidRating, 5 stars1 month ago
This is the second time we stayed at Kim’s. It was another pleasant experience. Kim is responsive and easy-going. Her home is welcoming and very dog-friendly. We love that Kim has beach access and it is walking distance. The convenience of her home being close to Southampton and Sag Harbor restaurants and shops is a plus. Thanks for having us, Kim. We will be back. xo - Dave, Sasha & Ginger.
Top guest favorite
A spacious living area features large windows dressed with natural shades, allowing ample light to filter in. Comfortable seating includes a plush sofa with blue accents, woven chairs, and a wooden coffee table. A modern kitchen area with a wine fridge is visible in the background.
Home in East Hampton
5 out of 5 average rating, 40 reviews

Stunning Central E. Hampton Home w/ gunite pool.

GencRating, 5 stars1 week ago
We had an amazing stay as usual. Thank you for allowing us to use this wonderful home.
Guest favorite
The living room features a large sectional sofa and an Eames lounge chair arranged around a wooden coffee table. A cozy wood-burning fireplace is central, with flames visible. Natural light floods in from large windows, enhancing the calm atmosphere.
Home in Sag Harbor
4.9 out of 5 average rating, 70 reviews

Beach House | Hot Tub & Fire Place | Sag Harbor

AmberRating, 5 stars1 month ago
We had an amazing stay at this property. Everything was exactly as noted in the listing. Rooms were extremely spacious. The house was beautifully decorated. The yard is great for just relaxing with some friends. I would definitely love to stay here again and would recommend it to anyone looking to stay in Sag Harbor.
Guest favorite
An outdoor dining area features a wooden table surrounded by several chairs, set on a gravel surface. A large umbrella provides shade, while lush greenery lines the background, enhancing the spacious fenced yard.
Home in Southampton
4.97 out of 5 average rating, 29 reviews

Minutes from the beach, brand new 4 bedroom

DylanRating, 5 stars3 days ago
Thomas was super responsive and a pleasure to interact with. His home was lovely and the perfect house for my girlfriends!

Private house rentals

Top guest favorite
The exterior of a charming cottage is viewed, characterized by a light yellow façade and large windows. A brick patio features a round table with two chairs, surrounded by greenery. The area is well-lit by natural sunlight, contributing to a welcoming atmosphere.
Home in Hampton Bays
5 out of 5 average rating, 7 reviews

Southampton hidden gem! Beach cottage, water views

BrandonRating, 5 stars1 week ago
Great location between Hampton Bays and Southampton. Place appears exactly as shown in photos; perfect for 2 people looking to enjoy the beach along the south fork.
Guest favorite
A wooden structure with multiple windows is set among lush greenery. The deck surrounds a newly built pool, offering a serene outdoor space. The pool's clear water reflects the surrounding trees and the vibrant blue sky.
Home in East Hampton
4.9 out of 5 average rating, 20 reviews

4 BR/3BA Quiet Pool Home

AndreaRating, 5 stars1 month ago
The house is beautifully nestled on a quiet street. We spent five days at the house and very much enjoyed our time there. James was quite responsive to several questions that we had.
Guest favorite
A landscaped yard features a lush green lawn framed by mature trees and bushes. The expansive bay and ocean views are visible in the background. A colorful sunset paints the sky, creating a serene and tranquil setting.
Home in Hampton Bays
4.98 out of 5 average rating, 51 reviews

Best View + Private Beach + Putting Green

CharlesRating, 5 stars1 week ago
I had a fantastic stay! The property was exactly as described—clean, comfortable, and located in a great neighborhood. Check-in was smooth, and the host was communicative and welcoming throughout my stay. The space had everything I needed, from thoughtful touches to all the essentials. I’d absolutely stay here again and highly recommend it to anyone visiting the area. Thank you for a great experience!
Superhost
A bright living area is showcased with a light-colored couch and a curved gray sofa, both adorned with decorative pillows. Natural light filters through two windows, highlighting a round woven coffee table and a decorative bowl at its center.
Home in East Hampton
4.89 out of 5 average rating, 38 reviews

⭐Walk to the Village ❤ of East Hampton

AndreaRating, 5 stars2 weeks ago
Absolutely lovely little cottage in a very peaceful part of East Hampton even though it’s walkable to absolutely every restaurant and store in the E. Hampton Square. The hosts were wonderful and very helpful and responsive.
Guest favorite
Home in East Hampton
4.89 out of 5 average rating, 79 reviews

Your private Hamptons oasis; 1 block to waterfront

IsabelRating, 5 stars1 month ago
Beautiful home worth the stay
Guest favorite
A bright dining area features a long wooden table surrounded by several chairs. Sunlight filters through large windows, offering views of the waterfront landscape beyond. Two pendant lights hang above the table, while a sideboard displays decorative items and a viewing telescope.
Home in Southampton
4.98 out of 5 average rating, 99 reviews

Breezy Waterfront Home With private Dock

SylviaRating, 5 stars2 days ago
Wow, where do I even begin? The photos don’t begin to capture the true beauty of this bay front gem in Southampton’s North Sea community. From the inviting, open-concept design that feels both spacious and cozy, to the serene outdoor retreat surrounded by lush greenery, every corner of this property is a slice of paradise. The views of the bay and sunsets truly take your breath away, making each moment feel magical. Petra is the ultimate host—gracious, thoughtful, and always quick to respond with helpful communication. She ensured our family’s stay was nothing short of perfect. This is definitely a place we’ll be returning to, and we’ll be counting down the days until we can experience this peaceful haven again!
Top guest favorite
A blooming tree with pink flowers is positioned in front of a small white cottage. The driveway is newly paved, surrounded by a grassy area. Tall trees provide a natural backdrop, while a wooden fence lines the property, enhancing the cottage's privacy.
Home in North Fork
5 out of 5 average rating, 16 reviews

Oak Street Cottage

AndrewRating, 5 stars2 weeks ago
This was our wedding day weekend and we were shocked just how well this Airbnb was designed, built and cared for. All of the appliances were high quality, an art TV, a gorgeous shower. My wife and I couldn't have been happier calling this cute cottage home for this special weekend. Thank you Sara!
Guest favorite
The living room features vaulted cedar ceilings and large windows that allow natural light to fill the space. A stone fireplace serves as a focal point, and a comfortable seating arrangement includes a spacious sofa and stylish armchairs. A coffee table is surrounded by greenery and decorative accents.
Home in Southampton
5 out of 5 average rating, 14 reviews

Lakay-Porte Rouge (Shinnecock hills)of Southampton

EllenRating, 5 stars6 months ago
Our family had a great time staying at Dawn’s place. The house was beautiful, very clean and well equipped for family with young children. Location is a quick drive to town so convenient if you have a car. Dawn was proactively checking in and super responsive to all our requests and we felt very well taken care of. Will definitely stay here again if we come back!

Quick stats about house rentals in Water Mill

  • Total rentals

    210 properties

  • Nightly prices starting at

    G$2,091 GYD before taxes and fees

  • Total number of reviews

    2.8K reviews

  • Family-friendly rentals

    200 properties are a good fit for families

  • Pet-friendly rentals

    120 properties allow pets

  • Rentals with a pool

    180 properties have a pool

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