
Vacation rentals with outdoor seating in Wainscott
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Top-rated outdoor seating rentals in Wainscott
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Popular amenities for Wainscott outdoor seating rentals
House rentals with outdoor seating

⭐Walk to the Village ❤ of East Hampton
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.

Montauk Village
I have never stayed in an Airbnb before. Bc I like a clean pristine place and prefer a hotel. I am converted after our stay. This house is so amazing pristine and clean. We enjoyed the fabulous design and comforts of home while being there for 5 night for our son’s wedding. I would stay at the house again in a heart beat. And to our surprise it was way bigger than it looks in photos. Thank you Ashley for having us.

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.

East Hampton Oasis - Pool and Hot Tub
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!!

Secluded Farmhouse - Studio Apartment Style Unit
Jessica's place was serene and exactly what we were looking for during our long weekend in the North Fork. Great communication!

Cozy Oasis in Sag Harbor
Wow! Brian's place is great. Extremely convenient location. Lots of space for guests. Brian was extremely responsive and answered all the questions I had throughout. The next time I go to Sag Harbor, I'll definitely book this place. Thank you for hosting us!

Explore the Water & Woods at a Relaxing Retreat
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!

Renovated Southampton Home+Pool
We had a wonderful stay with my family! Everything went smoothly from start to finish. The check-in process was easy and communication was clear and prompt. Anisha and Rob are great host, very friendly and responsive. The space was exactly as described—clean, comfortable, and well-equipped with everything I needed for a relaxing stay. The house is spacious. I really appreciated how well the place was maintained. I would definitely stay here again and highly recommend it to anyone visiting Southampton!
Apartment rentals with outdoor seating

The House of the Mermaid aka La Casa della Sirena
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

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 😀😀😀..

Upscale Newly Constructed Apartment
We had a great stay. The apartment is even nicer than the photos can show, especially the high ceilings, and it's an easy walk to anywhere in Greenport. Amanda has provided every amenity you could need, including a full laundry. There's a very nice coffee maker, so don't forget to either bring coffee or K-pods (it takes either). Amanda was very responsive to any questions we had. If you're a breakfast person, Crazy Beans was a great classic diner spot, and we had a great Mexican lunch at Lucharito's.

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!

Bright, Southold Studio Apt near beach & town
Claire's place was the perfect spot for a weekend getaway. It was very clean, cozy and nicely situated on a peaceful street in walking distance to the LIRR train station, the main street in Southold, and a lovely beach with stunning views of the Shelter Island Sound and its surroundings. I would definitely book again!

Walk to Bay and Ocean-Newly Renovated
Wonderful and cozy apartment! We were in town for a wedding and needed a clean and safe space to make home base. This was perfect. Would absolutely stay again!

Cozy and Quiet space to Relax
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!

Home away from Home!
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

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 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!

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!
Quick stats about vacation rentals with outdoor seating in Wainscott
Total rentals
170 properties
Nightly prices starting at
ﺩ.ﺇ698 before taxes and fees
Total number of reviews
3.9K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
150 properties have a pool
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- Beach
- Charlestown Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Quotonset Beach
- Ninigret Beach
- Silver Sands Beach
- South Jamesport Beach
- Groton Long Point Main Beach
- Clinton Town Beach
- Connetquot River State Park Preserve
- Bayview Beach
- Cedar Beach
- Outer Beach at Smith Point County Park
- Long Island Aquarium