
Holiday rentals with outdoor seating in The Hamptons
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in The Hamptons
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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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.

Peaceful Retreat in Immaculate Architect’s House
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!

Luxurious Waterfront Beach House On The Bay
Our stay was exceptional and the views truly breathtaking!!! The home was pristine and geared to spending quality time together as a family, which we appreciated greatly. We traveled with our son and his family. The 4yr old twins, loved spending time outdoors and in the private beach area. They even had a large container available to them filled with an assortment of items which they used to build sand castles with their parents. Communication with our host was outstanding. It was evident they went through great care to make their home welcoming. Nothing was needed, but we knew they were but a call away. There was plenty of information in a binder available to guests with an array of eateries. Being in the medical field cleanliness is key… and this definitely was vacation ready. So make your plans, pack your bags. It won’t disappoint.

Enchanted Story Book Home
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.

Rex- East Hampton Cottage- 5 stars
I had a very nice stay at the Rex. It is dog friendly and very clean. Although my space was private, there are other rentals nearby and it had a camp like feel. I would stay there again if need be.

East Hampton Rental w/ Pool, Moments to Amenities
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++

East Hampton: Clearwater Beach Pass
My friends and I booked Renee’s place for a relaxing getaway weekend. The house was exactly what we needed, clean, private, and full of everything we needed. Renee was responsive and flexible and overall just a wonderful host. We would stay here again in a heartbeat!

Full House Two miles from the Ocean
Claudia was very responsive and the house was so cozy! Would definitely book again and next time with my pups 🐶
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
The place was great for our group! Super close walk to the boardwalk in the Pines. Jaime was really nice and there’s a gorgeous hot tub on the roof with a view of the ocean. Highly recommend!

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 😀😀😀..

Squire Chase House
Jason was a great host. Very responsive to any questions we had while staying on Shelter Island. The location is great - easy walk from the North Ferry and central to great restaurants. Airbnb was exactly as pictured. Would definitely stay again! Thanks again Jason!

Private paradise 3 min from town ice skating pond!
Clare was a great host and gave many local recommendations right off the bat. She was very reachable when we needed something. Place was clean (very nice bathroom) but we did find a few bugs here and there (it's on the ground floor and we visited in summer) so would recommend bringing bug spray. Overall great stay.

Renovated Guest Cottage close to E.Hampton Village
Amazing place. Sally and Eric were great. Even gave me pointers on where to catch pickleball in the afternoons after a long beach day. 100% recommend.

The Elite Enclave
The place was very nice clean and peaceful I really enjoyed it.
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!

Seaside Summer Escape: 2BR Waterfront Condo w/Pool
We had a great stay at Julie’s place. There was a slight hiccup with check-in times but Julie was very communicative and sorted it out promptly. The place itself was great, beautiful waterfront views and a private beach. The weather wasn’t the best but we still made the most of it. The apartment was compact but big enough for 4 adults.

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.

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!
Destinations to explore
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- Ocean Beach Park
- Dunewood
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Seaside Beach
- Jennings Beach
- Silver Sands Beach
- Quotonset Beach
- Heckscher State Park
- Ninigret Beach
- Sunken Meadow State Park
- Outer Beach at Smith Point County Park
- Groton Long Point South Beach