Vacation rentals with outdoor seating in Westhampton Beach

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Popular amenities for Westhampton Beach outdoor seating rentals

House rentals with outdoor seating

Guest favorite
A grassy backyard area features a circular arrangement of four wooden Adirondack chairs surrounding a fire pit. In the background, a saltwater heated pool is visible, framed by lush trees and shrubs, creating a serene outdoor space.
Home in Hampton Bays
4.94 out of 5 average rating, 17 reviews

Designer Home w/ Heated, Salt-Water Pool

KanwalRating, 5 stars2 weeks ago
Great spot. Easy to get to places. Comfortable. Great backyard + pool. We had a good time, zero complaints here. We are a family of 3 and found everything convenient.
Guest favorite
The backyard features a spacious swimming pool set against a clear blue sky, surrounded by greenery. A deck overlooks the pool and offers seating areas for relaxation. The scene captures a serene outdoor atmosphere, perfect for leisurely days in the sun.
Home in Hampton Bays
4.96 out of 5 average rating, 46 reviews

Hampton Hideaway: Pool, Bay View, Mins to Beach

PeggyRating, 5 stars5 months ago
We had an unforgettable family Christmas at this wonderful home! It was spacious, beautifully decorated, and had a cozy, welcoming atmosphere perfect for the holidays. The living area was ideal for gathering and the well-equipped kitchen made preparing Christmas dinner a breeze. The large dining table comfortably fit our entire family. The bedrooms were cozy and comfortable, ensuring everyone had a great night’s sleep, and the outdoor space was perfect. The peaceful location provided a relaxing retreat while still being close to local shops and activities. The hosts were fantastic—communication was clear, and they went above and beyond to make us feel at home. We couldn’t have asked for a better place to celebrate together. Highly recommend!
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, 59 reviews

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

MariaRating, 5 stars1 month ago
What a dream stay! From the get go Vanessa was responsive and helpful with the booking. Our Girls Gone MILD Bach trip needed a home that would keeps us in vs out and this GORGEOUS home with it’s beautiful garden and pool/jacuzzi/patio made it the most memorable stay. We loved playing board games in the living room and dining at that warm long table! The kitchen was fully equipped with everything we needed as well (plenty of wine glasses for all the Wolffer Rose we got) and don’t get me started on the book in the basement rooms. There were towels, beach gear, umbrellas, and all the things you could possibly need for an unexpected rainy day or to have a good time at the pool/beach! Also the walk to the public access to the private beach was a short walk through such lovely neighborhoods! I’m hoping to come back and stay here again! The girls and I loved waking up to the pristine garden views and the occasional bunny that would hop across the lawn! We were definitely sad to leave ˙◠˙
Guest favorite
A spacious living area features a white sectional sofa and leather armchairs, arranged to face large glass doors that provide views of the beach. Natural light fills the room, highlighting warm wood paneling and a cozy, inviting atmosphere. A dining table is visible in the background.
Home in North Fork
5 out of 5 average rating, 12 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

TimothyRating, 5 stars1 month ago
We had a wonderful weekend stay at Eileen's beautiful waterfront home. The view from the living room and primary bedroom of the water was so peaceful. The kitchen was well appointed and the cozy living room made for a wonderful family gathering spot when we weren't dining out at the fabulous nearby restaurants, visiting wineries, or viewing local scenery. Eileen was incredibly responsive to small questions we had. We would definitely book again!!
Superhost
An inviting inground swimming pool is set within a serene backyard, featuring bright blue water that reflects sunlight. Surrounding areas are shaded by trees, providing a tranquil atmosphere for relaxation. Pool steps lead into the water, enhancing accessibility for guests.
Home in Quogue
4.69 out of 5 average rating, 32 reviews

Luxurious Hamptons Beach Heated Pool Wineries

PhilRating, 5 stars5 months ago
Laura’s house was great and exactly as described / depicted. We went in the winter for a quick weekend get away from the city, so didn’t use any outside features, but the living space was very comfortable and the kitchen spacious and modern. We would definitely stay again. Laura was highly communicative and clear leading up to and throughout our stay.
Guest favorite
An aerial view showcases a spacious outdoor area featuring a heated pool, hot tub, and multiple seating arrangements. A patio dining table accommodates ten, while lounge chairs surround a fire pit. String lights illuminate the space, enhancing the inviting atmosphere for relaxation and entertainment.
Home in Shirley
4.93 out of 5 average rating, 59 reviews

Beach Getaway w/ Heated Pool & Hot tub

AmyRating, 5 stars1 week ago
My husband, our dogs, and I just returned home after spending a month at Sarah's house on Long Island. we truly didn't want to leave, it was so relaxing! The lousy May weather notwithstanding, the property was absolutely perfect for us. Everything was as described and we felt right at home. Sarah was super proactive/responsive. While we were only able to use the pool a couple of times (weather), it was great and the spa was awesome, especially in the evening under the pretty lights in the backyard! There were great spaces to work (hubby didn't have the full month off like I did) and to just chill. The house is located near many conveniences (I'm looking at you, Walmart) to pick up necessities and while we didn't cook for ourselves quite a bit, we were thrilled that unlike at home, the food delivery services were fast, reliable, and everything arrived at the perfect temperature! we can't say enough good things about our stay and will definitely be returning!
Guest favorite
An open living space features a comfortable sofa adorned with patterned cushions, complemented by a light wood coffee table. A dining area with a round table is visible, and large glass doors provide access to the backyard, bringing in natural light.
Home in Hampton Bays
4.92 out of 5 average rating, 119 reviews

Hamptons "Get Away" Near Beach/Wineries/Golf

EricaRating, 5 stars5 months ago
Had a great stay here! The house is clean, spacious, cute and comfortable. The hosts are very easy to communicate with, and went out of their way to be accommodating. I definitely recommend it.
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, 16 reviews

Hang by the (Chel)SEA

JillRating, 5 stars1 week 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.

Apartment rentals with outdoor seating

Superhost
A bright living room is presented with a red sofa adorned with patterned cushions. A small green coffee table sits in front, while a textured area rug covers the floor. Natural light streams through the window, complemented by light drapes. A wall art piece captures a street scene.
Apartment in Port Jefferson Station
4.84 out of 5 average rating, 293 reviews

The Palm Tree Extended Stay

NatashaRating, 5 stars2 weeks ago
Clean, spacious, private basement apartment with some natural light. Very comfortable bed. Lovely backyard. Quiet, green residential neighborhood. Within 10 minute driving distance from Port Jefferson town center.
Guest favorite
A charming two-story house is nestled among lush greenery, with large windows reflecting sunlight. The wooden exterior features shingle siding, and a gentle slope of grass leads up to the entrance. Surrounding trees create a serene, private atmosphere.
Apartment in Sag Harbor
4.96 out of 5 average rating, 153 reviews

Hamptons Hills Escape

AlexandraRating, 5 stars2 weeks ago
Stunning little spot, tucked away in a quiet and beautiful surrounding. The amenities were wonderful like fresh ground coffee, interesting books, and great vinyl collection. The layout of the house was really cool, including the winding stairs and lofty bedroom. All in all, the perfect spot for a little hamptons weekend.
Guest favorite
A dining area features a patterned tablecloth covering a wooden table, set for four with placemats. Natural light enters through large windows, illuminating a comfortable living room area with a sofa and side table. A decorative piece sits at the center of the table.
Apartment in Port Jefferson Station
4.96 out of 5 average rating, 186 reviews

All Private Bright Spacious Close to All

MichaelRating, 5 stars1 week ago
I really enjoyed myself on this brief stay and would gladly stay again the next time I’m on Long Island. Everything was positive, from my communication with Edward, to their flexibility when I overslept, to the comfort of the bed. Highly recommended if you’re on Long Island and don’t feel like staying at a hotel.
Top guest favorite
A spacious outdoor deck is shown with a round table and four chairs shaded by a purple umbrella. Nearby, a cozy seating area is arranged with cushions. Lush green trees provide privacy along the perimeter, enhancing the tranquil atmosphere.
Apartment in Hampton Bays
4.96 out of 5 average rating, 295 reviews

The House of the Mermaid aka La Casa della Sirena

ChristianRating, 5 stars2 days ago
Had a wonderful trip and stay at Claudia’s! She was super fast at responding and had great local dinner recommendations and the place was great and very comfortable
Guest favorite
A cozy living area features a plush gray couch adorned with decorative pillows. Vibrant blue walls complement the stylish kitchen cabinetry in the background. A large flat-screen television displays a scenic beach image, while a sleek desk sits nearby. Soft lighting adds to the inviting ambiance.
Apartment in Shirley
4.94 out of 5 average rating, 107 reviews

Boho Beach Vibez Retreat! Private entrance

Jennifer,MRating, 5 stars1 week ago
this was my 4th time staying at this air b and b and as usual I dodnt want to leave!!. Sarah and Phil where amazing. I love going to this air b and b becouse its so peaceful and calm and its like be at home. I will be back again. if you looking for an awsome place to stay look no futher!!! this is thr place to go!! this family is wonderfully and beautiful people. I will be booking again. thank you again for being such an amazing host.. its like staying with family...thank you 😀😀😀..
Guest favorite
A bright, open living space features a spacious bed and a comfortable sofa, complemented by a dining table with chairs. Light wood flooring enhances the modern design, while recessed lighting is installed in the ceiling, creating an inviting atmosphere.
Apartment in Port Jefferson Station
4.9 out of 5 average rating, 115 reviews

The Elite Enclave

SarmadRating, 5 stars4 days ago
Great place , nice people , very commucative, place has everything you need , clean , and felt home , definitely will come back again for great experience
Superhost
A charming cabin exterior features dark wooden siding and light-toned accents. Steps lead to a welcoming deck where a kayak rests alongside two spacious chairs. Large windows provide natural light, while surrounding trees create a serene atmosphere.
Apartment in Rocky Point
4.84 out of 5 average rating, 112 reviews

Cozy and Quiet space to Relax

KarenRating, 5 stars2 weeks ago
We really enjoyed staying at Patrick’s place. It was private, quiet & close to our family. He had thoughtfully supplied many kitchen supplies, dishes & everything we needed for our stay. Very organized & had many spaces to keep our things . Very comfortable apartment & smelled clean & fresh. Even had a small vacuum we could use to clean up tracked in leaves & dirt. We were there for a week & enjoyed having a stress free place to unwind!
Guest favorite
A gray couch adorned with teal pillows is positioned in the living room. A modern table set for dining and a serene beach scene artwork are displayed on the wall, while natural light flows in through a large window with a roller shade.
Apartment in Medford
4.89 out of 5 average rating, 116 reviews

Home away from Home!

MariaRating, 5 stars2 weeks ago
Bridget, (the hostess with the mostest!) We very much enjoyed our stay in your lovely air bnb, it was perfect for our needs enabling us to be near family and friends yet have the quiet down time that was much needed. Being back in the old neighborhood was a super plus too, still a lovely area with local stores and restaurants and so many places to see and explore around town. Thank you for sharing a part of your home with us, we would definitely do this again. Sincerely, Maria and George VH.

Condo rentals with outdoor seating

Guest favorite
An expansive hallway features arched doorways and rustic wooden beams overhead. Potted plants add greenery, while large windows dressed with floral curtains allow natural light to illuminate the stone floor. Comfy seating arrangements are positioned along the walls, creating inviting spaces for relaxation.
Condo in Montauk
4.89 out of 5 average rating, 28 reviews

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

MarielRating, 5 stars5 months ago
Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!
Top guest favorite
Two wooden Adirondack chairs are positioned on a spacious sun deck, overlooking expansive views of lush greenery and the waterfront. The bright blue sky complements the serene atmosphere, creating an inviting space for relaxation and enjoyment of the natural surroundings.
Condo in Montauk
5 out of 5 average rating, 228 reviews

Montauk Waterfront Condo w/ Sunset Views

MarieRating, 5 stars6 days ago
we had s great time staying at the apartment! it was way more spacious than we thought from the pictures, the balcony was amazing, you‘ll have sun through the whole day. Doug was a phenomenal host! We got their by LIRR and back with the hampton jitney. We rented two bikes in Montauk and it was amazing exploring the area by bike. Cannot recommend this area and the airbnb enough!
Superhost
A cozy living area is furnished with a beige sofa, a round wooden coffee table, and stylish light blue armchairs. A large window allows natural light to fill the space. Potted plants add a touch of greenery, creating a relaxed atmosphere.
Condo in Old Saybrook Center
4.89 out of 5 average rating, 73 reviews

Seashore getaway - CT shoreline

ScottRating, 5 stars2 weeks ago
Lauren was great and her home was exactly as promised! Great stay and will stay again!
Guest favorite
Two people are seen swimming in a calm body of water, surrounded by gentle ripples reflecting sunlight. Lush greenery lines the distant shoreline, creating a serene backdrop against the shimmering surface.
Condo in Mount Sinai
5 out of 5 average rating, 34 reviews

1856 Trading House close to water

JohnRating, 5 stars5 months ago
Jeff's place has a lot of character and is spacious. The setting is excellent, near the water, with Satterly Landing right down the road. We enjoyed our stay.
Superhost
A living room features a light-colored sofa against a neutral wall, complemented by a striped area rug. A wall-mounted TV and decorative elements, including a mirror and wall hooks, enhance the space. Soft lighting is provided by two standing lamps, creating a welcoming environment.
Condo in North Fork
4.9 out of 5 average rating, 125 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

DebbieRating, 5 stars3 weeks ago
We had a great time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!
Guest favorite
Two blue Adirondack chairs are positioned on a manicured lawn, facing a vibrant sunset over the ocean. The sky displays pink and orange hues as the sun sets on the horizon, creating a serene outdoor setting.
Condo in North Fork
4.92 out of 5 average rating, 139 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars2 weeks ago
We had a great stay! Instructions were clear and the home had everything we needed.
Guest favorite
The three-story building is presented with a light-colored exterior, showcasing various architectural features. A sign reading 'Purtill Ave' is visible in front, alongside parked vehicles. The surrounding area is open, with grassy patches and nearby residences, under a soft twilight sky.
Condo in Old Lyme
4.94 out of 5 average rating, 16 reviews

The Bridge at Soundview · Beach+OceanView+Sunrise

JocelynRating, 5 stars1 month ago
This was such a beautiful place. I was surprised with how much space there was. Me and my family very much enjoyed our stay.
Top guest favorite
The exterior of a historic Tudor-style building is framed by large, blooming cherry blossom trees. The soft pink flowers create a vibrant contrast against the architecture. A paved pathway leads to the entrance, where benches are positioned for seating.
Condo in Montauk
4.95 out of 5 average rating, 120 reviews

Deluxe Studio Apt@The Montauk Manor

ChristinRating, 5 stars8 months ago
Just had a wonderful stay at Robert’s place! The place was impeccably clean, and Robert was incredibly responsive and friendly throughout our visit. While the manor has a charmingly vintage vibe and could use a bit of modernization, we truly enjoyed our time there. The warmth of the atmosphere made it feel like a home away from home. We recommend for anyone looking for a cozy getaway!

Quick stats about vacation rentals with outdoor seating in Westhampton Beach

  • Total rentals

    90 properties

  • Nightly prices starting at

    G$20,980 GYD before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    60 properties have a pool

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