
Holiday rentals with outdoor seating in Fort Pond
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Fort Pond
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

Great Last Min Rates Stunning Serene Ocean Retreat
Missy was very communicative and welcoming. We did a little weekend getaway from the city, and it was our first time in Montauk. Missy provided us with a list of recommendations for restaurants and things to do, which made our short trip feel fuller. She was very generous to let us check in early as we had to work remotely. She was easily accessible throughout our stay. We all really liked the place and how close it was to everything and would rebook if we’re ever back in Montauk.

Private beach, fully updated house, on 2 acres.
The house was clean, well-decorated, had all the things we needed, and private, with a long wooded lot leading down to the bay. We women friends were totally comfortable there. When we couldn’t find the entrance to the driveway off the main road, she stayed on the phone & directed us until we found it. Excellent choice!

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!!

Harbor Heights
our family enjoyed our time. Thank you!

Large heated pool, games room, near private beach
Una casa bella para pasar siempre con personas importantes.

The Raffle Beach House
We must have passed the residence hundreds of times going out Montauk over the past 40 years. What a hidden gem. We were so fortunate to have the opportunity to stay at this location. The home was very well appointed, tidy and clean. What a gem of a home, even in the off season. We would love to return.

Montauk Family Gem: HotTub, Pro Kitchen, Fireplace
Justin’s place was great! It was so quiet and peaceful. The yard was big for our dog to have plenty of room to run and play. The hot tub was awesome! Place was very very clean. Had everything we needed. The gym in the basement was an amazing feature too! Super quick 5 min drive to town. Great vibes! Loved it so much!

Beachfront Oasis
Joanne's waterfront home is an incredible oasis. Even the pictures do not do it justice. Our family had a wonderful week-long stay in her beautifully appointed home. Joanne's home is meticulously clean and decorated with wonderful touches. We had plenty of room and loved soaking up the sun every day on the fabulous wraparound porch (with built-in umbrellas) and jumping right into the water mere steps from the house. We cannot wait to return next year!
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!

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 😀😀😀..

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!

Ridgeview Suite at Stony Creek Depot
Barbara’s place reminded me of the way airbnbs used to be. It felt like home-away-from-home. The accommodations were high quality and clean, and there were even some tasty snacks! We loved our stay. Everything was as pictured. Stony Creek was wonderful, and we look forward to visiting again next year!

Renovated Guest Cottage close to E.Hampton Village
Sally was super helpful and responsive. Had a wonderful stay!

Bright, Southold Studio Apt near beach & town
It was such a pleasure spending a weekend in Claire’s studio. The studio is very clean and comfortable, and my wife and I particularly appreciated the kitchenette, which allowed us to prepare a dinner one night and make our own pour-over coffee in the morning. We also loved hearing the birds as we woke up in the morning. And the location is terrific—an easy walk to the Southhold town center and a quick drive to other surrounding attractions like Greenport, nearby beaches, and wineries. Highly recommend!
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 Royal Atlantic Beach Resort North
Great stay for a quick weekend getaway! Highly recommend as you are right by the beach, Montauk's downtown, and have access to a pool area.

Beautiful Waterview Condo on the North Fork of LI
Great retreat for a long weekend. Enough space for family of four. Easy access to everything in the Greenport area. Mia was very responsive, and the place was great. We would stay here again!

Seashore getaway - CT shoreline
Lisa and I enjoyed our stay at Laurens place. Felt right at home. Very clean, open space. We had the best time and did not want to leave. We will be back for sure.

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+

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.
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- Beach
- Charlestown Beach
- Southampton Beach
- Foxwoods Resort Casino
- Easton Beach
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Point Judith Country Club
- Ocean Beach Park
- Amagansett Beach
- Blue Shutters Beach
- Quotonset Beach
- Ninigret Beach
- Groton Long Point South Beach
- South Jamesport Beach
- Groton Long Point Main Beach
- Fort Adams State Park
- Second Beach
- Clinton Town Beach
- Mystic Seaport Museum
- Long Island Aquarium
- Attawan Beach
- Burlingame State Park