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House vacation rentals in Bridgehampton

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Popular amenities for Bridgehampton house rentals

House rentals with a pool

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, 106 reviews

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

JessicaRating, 5 stars3 weeks ago
Great spot in Hampton Bays! The house was as described and in a very cute and walkable neighborhood. Super close drive to the beach and a couple of local restaurants and eateries. Loved how private the spot felt too! David’s done a wonderful job with the backyard, so you get the comfort of having close neighbors without the intrusiveness. Pool was awesome. We definitely enjoyed it!
Guest favorite
An English cottage is featured with a white exterior and multiple windows framed by shrubs and flowering plants. A well-maintained lawn surrounds the house, complemented by tall trees at the edges, creating a serene and inviting setting.
Home in Southampton
4.76 out of 5 average rating, 74 reviews

Southampton Village, Pool, Walkable, Close 2 Beach

Alyssa RiveraRating, 5 stars1 month ago
We had the best weekend! The place was safe, clean and easy to find and close to all the local shops. There was no hose to clean off the outside chairs so that we could lounge and the Pool did need some cleaning (the scooper there was broken) but we did what we could! Minor details honestly. All in all I give 5 starts because the host was fantastic and the home was beautiful. Hope to stay there again in the future!!!
Guest favorite
A large swimming pool is set within a wooden deck, surrounded by lush greenery. The pool's clear blue water reflects the sunlight, while several lounge chairs are placed around the deck, providing ample space for relaxation. The tranquil setting enhances a sense of privacy.
Home in Sag Harbor
5 out of 5 average rating, 24 reviews

Sunny Sag Harbor Retreat

MadelineRating, 5 stars1 week ago
Beautiful house and perfect location for our trip! The backyard area with the pool was very private and a great setup! It was a convenient location to get to multiple different towns in the area. Definitely recommend staying here.
Superhost
An outdoor area features a rectangular pool surrounded by a wooden deck. Lounge chairs are positioned along the pool's edge, and a shaded seating area is located nearby under an umbrella. Lush trees provide privacy and a natural backdrop.
Home in East Hampton
4.84 out of 5 average rating, 100 reviews

East Hampton Oasis - Pool and Hot Tub

MaryRating, 5 stars1 week ago
We had the most beautiful weekend stay at Tim’s home! Everything is accurately described and the pool and hot tub were amazing!! All the beds were very comfortable. Was perfect for a 5 girl weekend getaway!! Tim was incredibly communicative and checking in was a breeze. The location is PERFECT in East Hampton!! So many amazing restaurants and bars nearby. 100% will stay here again for my next Hamptons trip. Thank you so much Tim!!
Guest favorite
An outdoor space features a gunite pool with a waterfall, surrounded by well-maintained landscaping. A collection of lounge chairs is arranged around the pool area, and an umbrella provides shade over a nearby seating area. A charming house is visible in the background.
Home in Southampton
4.93 out of 5 average rating, 30 reviews

Charming Village home in the heart of Southampton

BridgetRating, 5 stars5 months ago
An ideal location in Southampton, Lori’s house is clean, cozy and peaceful; we thoroughly enjoyed spending our New Years there!
Guest favorite
A pool area is surrounded by greenery, featuring a gunite pool reflecting the blue sky. Lounge chairs are positioned by the water, and a patio dining set is visible, accompanied by an umbrella providing shade. The house has large glass doors, inviting natural light.
Home in East Hampton
5 out of 5 average rating, 23 reviews

Secluded Luxury: New Gunite Pool, Walk to Bay

KelliRating, 5 stars3 days ago
Dewey’s place is such a dream! Everything is freshly renovated and just feels so crisp, clean, and stylish. You can tell so much love went into the design it’s the perfect mix of modern and cozy. We felt right at home the second we walked in. The kitchen is gorgeous, the bathrooms are spa-like, and every little detail was just so well thought out. Dewey was the sweetest host super responsive and made everything totally seamless. The location is amazing too quiet and peaceful, but still close to all the fun spots (beach, town, restaurants). We didn’t want to leave! Already planning our next trip back. If you’re thinking about booking, do it you’ll love it just as much as we did!
Top guest favorite
The exterior of the retreat features a wooden façade complemented by a gabled roof. Surrounded by trees, the entrance has a dual-door entryway, leading to a serene, private setting amid nature.
Home in East Hampton
4.98 out of 5 average rating, 130 reviews

Explore the Water & Woods at a Relaxing Retreat

LaelRating, 5 stars1 month ago
Absolutely beautiful home and wonderful experience!! The host was quick to respond and the amenities were excellent. There was zero lack! Would definitely return for another stay!

Weekly house rentals

Top guest favorite
The exterior of a contemporary home is presented, featuring a well-maintained lawn with a fire pit surrounded by several outdoor chairs. A hot tub is visible on the side, set against a backdrop of lush greenery and a clear blue sky.
Home in Montauk
5 out of 5 average rating, 31 reviews

Montauk Village

RyanRating, 5 stars1 week ago
Ashley’s location was amazing and the entire layout was efficient. The automated blinds and Sonos wireless surround system were amazing highlights of the property. The hot tub worked flawlessly and the amenities were well stocked. Ashley’s house is well stocked to host a private dinner party for guests with the large prep sink and counter areas. The newly renovated kitchen cabinets all had slow closure mechanisms and the dual oven microwave was a nice touch. The dual shower head in the downstairs bathroom was a useful amenity as well.
Top guest favorite
A bright living area features a spacious sectional sofa and an armchair, arranged around a rustic coffee table. Sunlight streams through multiple skylights and large windows, providing views of the lush greenery outside. A flat-screen TV is mounted above a brick fireplace.
Home in East Hampton
5 out of 5 average rating, 16 reviews

Enchanted Story Book Home

AndrewRating, 5 stars1 week ago
Our family of four just had a very nice stay. The house is located in a pretty part of the Springs near Louse point. We enjoyed making meals in the well equipped kitchen and eating outside on the patio. And when we were too lazy to make food there are a lot of convenient options nearby in Amagansett or the Springs.
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.
Guest favorite
A sunny pool area is presented, featuring a bright blue pool surrounded by a deck. Loungers line the edge of the pool, and a floating inflatable adds a fun touch. A large, natural wood structure with multiple windows sits prominently in the background, framed by lush greenery.
Home in East Hampton
4.88 out of 5 average rating, 78 reviews

Your private Hamptons oasis; 1 block to waterfront

LinaRating, 5 stars1 month ago
Went with a bunch of my girlfriends and had such an amazing time! Lisa's home was amazing and we all felt right at home! So happy that it was a common ground where my girlfriends and I were able to gather around and create unforgettable memories.
Guest favorite
Colorful buoys are displayed on the wood-shingled exterior wall, showcasing a variety of shapes and sizes. A small white window is positioned centrally, framed by the textured shingles, creating a nautical theme that reflects the cottage's coastal charm.
Home in Water Mill
5 out of 5 average rating, 10 reviews

1940s Fisherman’s Cottage close to beach.

MelissaRating, 5 stars10 months ago
Madelaine’s cottage was the perfect location for our weekend in Water Mill! The house was cozy with a spacious and private backyard. The location is centrally located, and we were even able to walk to and from breakfast and the farmers market. I would recommend the cottage and would absolutely stay again!
Guest favorite
A spacious two-story home is framed by green lawns and mature trees. The facade features large windows and a prominent entrance, complemented by symmetrical landscaping. A gravel driveway leads to the property, and a low stone wall surrounds the front garden.
Home in East Hampton
4.86 out of 5 average rating, 51 reviews

Spacious Village Fringe East Hampton Home W/ Pool

SimmeonRating, 5 stars1 week ago
Perfect house, exactly what we needed and so close to everything. Will definitely come again! Also Dan was an amazing host and super responsive and helpful!
Superhost
A covered patio area showcases comfortable outdoor seating, with a soft-toned sectional sofa facing the water. Lounge chairs are positioned nearby, offering unobstructed views of the tranquil ocean under a cloudy sky. The deck is lined with protective railings for safety.
Home in Hampton Bays
4.83 out of 5 average rating, 70 reviews

Hamptons Oceanfront Oasis

MonicaRating, 5 stars3 days ago
Had a lovely time in the Hamptons! Tasha was an amazing host- easiest check in/out, very responsive, and gave great recommendations for places in the area. Would love to stay here again!
Guest favorite
The exterior of the Scandinavian cottage features a modern design with wooden paneling and a metal roof. Lush green grass surrounds the building, with mature trees providing shade. Outdoor seating is positioned beside the structure, contributing to a serene outdoor atmosphere.
Home in Southampton
4.94 out of 5 average rating, 54 reviews

Scandinavian Cottage

SophieRating, 5 stars1 week ago
We enjoyed our stay at Cosmo’s place. It was exactly as described, clean, and clutter-free. We were in The Hamptons for work, so it was great with Wi-Fi and the ability to cook. We also found the location very convenient and easy to find, and we would love to rent Cosmo’s place next time we find ourselves in The Hamptons!

Private house rentals

Top guest favorite
A charming single-story home is surrounded by lush greenery and blooming hydrangeas. The well-manicured lawn is bordered by tall trees, offering a serene and inviting exterior. A soft glow can be seen emanating from a lamp near the pathway, enhancing the tranquil setting.
Home in East Hampton
5 out of 5 average rating, 54 reviews

Close to Everything! Family Friendly

LonnieRating, 5 stars9 months ago
Upon seeing her home on the website, I contacted Amy several months prior to my travel days. She responded right away, answered what questions I had, and the booking was set. About a month prior to my check in date I asked to come a day early and she easily accommodated me. I received check in instruction a day or two prior to my arrival. On check in day after a long flight and drive from the airport I contacted Amy from the car asking for any suggestions for dinner prior to reaching her home. She got back to me immediately with a couple of places. It's a beautiful home, lush surroundings and a large pool. There was a notebook with information about the home and check out instructions. I can't give a high enough recommendation!
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, 37 reviews

⭐Walk to the Village ❤ of East Hampton

NickRating, 5 stars11 months ago
Super convenient location within a short walk to lots of amenities. Also, a very cute old house which was well stocked with all the necessities. My only note is that internet was a little slow for anything other than basic email and web browsing.
Superhost
A spacious living area features a large sectional sofa with decorative pillows. A striking chandelier hangs from a high ceiling, illuminating the space. Artwork is displayed on the walls, with large glass doors providing views of the outdoor area and natural light.
Home in Sag Harbor
4.8 out of 5 average rating, 5 reviews

Newly Renovated Sag Harbor Beach House with Pool

ArturRating, 5 stars1 month ago
Our recent stay at this Sag Harbor was absolutely delightful! The house was charming . We felt at home in the beautifully decorated and its well-equipped. The kitchen had everything we needed to prepare meals, and the living area was perfect for relaxing after a day of exploring. The location was ideal – a peaceful retreat yet just a short drive to the heart of Sag Harbor village with its lovely shops and restaurants. We also appreciated the proximity to the beaches.the pool are is like a mini resort! We will be back for sure.
Guest favorite
A spacious deck surrounds a heated pool, featuring a light blue surface reflective of the sky. Four sun lounge chairs are positioned for relaxation, and an outdoor dining area with a retractable awning is available. Lush trees provide a natural backdrop to the serene setting.
Home in East Hampton
5 out of 5 average rating, 49 reviews

East Hampton Rental w/ Pool, Moments to Amenities

JessicaRating, 5 stars1 week ago
This house was even better than I expected ! The pool was big. Perfect for a weekend with friends/family. Peaceful. House was well equipped with everything that we needed. Clean. Fast WiFi. Close to Sisi restaurant which is stunning. I enjoyed my stay here. Highly recommend it! A++
Guest favorite
A modern kitchen equipped with wooden cabinetry features a central island topped with dark stone. The space is illuminated by pendant lights, while glass doors offer views of the pool outside. Wall decor includes woven baskets, enhancing the aesthetic of the area.
Home in Southampton
4.97 out of 5 average rating, 63 reviews

Renovated Southampton Shores pool, tennis, beach

KaranRating, 5 stars3 weeks ago
Lovely place for a long weekend with family! The house was pristine, up to date, charming, and all the linens were fresh and clean. It was very well stocked with kitchen essentials and books and toys for kids. Location also prime with a private beach a 10 min walk away. The only minor issue we had was an issue with the pool heating (it being the 1st pool weekend of the year) but this was sorted out promptly. Would happily stay there again!
Superhost
A modern home with a wood exterior and large windows is surrounded by lush greenery. A separate garage is visible nearby, and a winding pathway leads to the front entrance. The well-maintained yard features manicured grass, offering ample space for outdoor activities.
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.
Top guest favorite
A living area features a comfortable blue couch paired with two round wooden coffee tables. Natural light enters through large windows, illuminating the space. A modern lamp and a decorative shelf add to the décor, while a minimalist fireplace is visible, enhancing the cozy atmosphere.
Home in North Fork
4.92 out of 5 average rating, 50 reviews

Le Petit Cottage, Southold, NY

AaronRating, 5 stars3 days ago
We had a lovely stay fro our rainy June weekend. Southold is a quaint town with some excellent local places and fine dining as well. Took a trip to shelter island with the car on the ferry. Went to a cool vintage store in Greenport. Bed and space were super comfy & cozy. Book this spot you won’t be disappointed! Looking forward to visiting again in full summer weather:)
Guest favorite
A sandy outdoor area features four blue adirondack chairs arranged in front of a beach house with large glass doors. A blue and white striped umbrella is set up nearby, providing shade, while a small potted plant adds a touch of greenery to the scene.
Home in North Fork
5 out of 5 average rating, 17 reviews

Hang by the (Chel)SEA

JillRating, 5 stars2 weeks ago
Spent to my birthday here with my husband, dogs and toddler. Had my gender reveal birthday cake, outback under the sunset. Truly magical.✨ The backyard was ideal. Was able to tie the dogs to the deck with a 20 foot leash. It kept them contained to the backyard & away from beach goers on foot and other dogs. The dunes kept the backyard private you’re not staring at your neighbors. Felt so secluded. I also have some mobility issues and you couldn’t ask for an easier way to enjoy the beach & get your toes in the sand. The house & deck are spacious and easy to navigate with a walker. Was able to add extra days to our stay. Would 100% stay here again.

Quick stats about house rentals in Bridgehampton

  • Total rentals

    210 properties

  • Nightly prices starting at

    ﺩ.ﺇ514 before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Family-friendly rentals

    200 properties are a good fit for families

  • Pet-friendly rentals

    120 properties allow pets

  • Rentals with a pool

    190 properties have a pool

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