
Holiday rentals with outdoor seating in Westhampton Beach
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Top-rated Holiday Houses with Outdoor Seating in Westhampton Beach
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Holiday House Rentals with Outdoor Seating

Designer Home w/ Heated, Salt-Water Pool
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.

Farmhouse Style Hamptons Beach Home, Quogue
A great stay! Roberta was very helpful and communicative. My family had a nice experience, the backyard is large and inviting and the location is convenient to everything you could want to do. The home is well cared for and decorated beautifully

Luxurious Hamptons Beach Heated Pool Wineries
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.

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV
Can not recommend more! Beautiful house and perfect location! Would love to come back. Kids loved the beach and finding shells and little sea creatures in low tide!

Beach Getaway w/ Heated Pool & Hot tub
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!

1940’s Westhampton renovated bungalow
Sarah’s place was absolutely lovely! Super clean and well stocked kitchen for making a meal. Sarah was also very responsive and had great local recommendations. Our group also found the beds to be quite comfortable! Highly recommend!

Beach House Feel - newly renovated backyard Oasis
Christine's place was nice and clean! We especially loved the fire pit and the pool. Upon arrival of the AirBNB Christine was waiting to meet us and show us around. This was something that was new to me in my AirBNB experience, but it was honestly so nice and so was she! Christine let me know that I could communicate with her for anything that was needed and asked for recommendations to make her place better. This place was so well-equipped, close to everything and it comfortably fit me and my 6 other friends! I would definitely book again with Christine.

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach
The Coastal Oasis was perfect for a weekend girls trip! The house was spotless and had a very cozy feel to it. Bedrooms were large with lots of closet space. It was the perfect home for coastal getaway!
Apartment rentals with outdoor seating

Hamptons Hills Escape
We had a great weekend at Nicholas’s place. It was very peaceful in the woods, and we enjoyed using the record player and looking through the books spread throughout the studio. Nicholas was very responsive when I texted with questions and we used his provided recommendations to find breakfast and dinner. We’d definitely stay here again!

"SOUTH APT." Renovated 1 Br Apt. In Great Location
Had a great stay. Jamie was helpful and responded quickly, and accommodated us kindly. The house is very close to the ferry, which made the trek with luggage very easy. The house is one lot from the ocean, and hot tub on the roof has a great view. The mattress was also really great, sleeping well isn’t usually in the Pines experience but it was a highlight this trip

All Private Bright Spacious Close to All
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.

The House of the Mermaid aka La Casa della Sirena
Claudias place might be my favorite air bnb I have stayed at. She has EVERYTHING you could ever think of! The kitchen is stocked with supplies and coffee, which I really appreciated. It was extremely clean and so cozy and felt like your own little space. It is comfortable, private, and a perfect get away from the city. Great for visiting Hamptons if you have a car! Also love her recommendations. I would come back here again and would recommend it without reserve!

Boho Beach Vibez Retreat! Private entrance
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 😀😀😀..

The Elite Enclave
Great place , nice people , very commucative, place has everything you need , clean , and felt home , definitely will come back again for great experience

Recharge at our Renovated ocean front unit
Great place ideally located next to town and the view is amazing. highly recommend in particular for short term stay.

Home away from Home!
Very quiet and comfortable place. I love the welcome snacks and beverages. They were simple and it added a home sweet home touch.
Condo rentals with outdoor seating

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

Montauk Waterfront Condo w/ Sunset Views
We loved Montauk - low key, wild and upmarket at the same time. This apartment was perfect, super quiet yet near everything and loved seeing wild deer from the terrace

Endless Summer Studio Condo w Balcony Bayview
We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+

1856 Trading House close to water
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.

Seaside Summer Escape –2BR Waterfront Condo w/Pool
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!

Beachside Waterview 2Br Condo w/ Pool in Greenport
We had a great stay! Instructions were clear and the home had everything we needed.

Deluxe Studio Apt@The Montauk Manor
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 holiday rentals with outdoor seating in Westhampton Beach
Total rentals
90 properties
Nightly prices starting at
$155 AUD 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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- Beach
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Gilgo Beach
- Cooper's Beach, Southampton
- Napeague Beach
- Robert Moses State Park
- Shinnecock Hills Golf Club
- Walnut Public Beach
- Ocean Beach Park
- Dunewood
- Bethpage State Park
- Woodmont Beach
- Amagansett Beach
- Jones Beach State Park
- Amityville Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Quotonset Beach
- Robert Moses State Park Field 2
- Heckscher State Park