Barn holiday rentals in Long Island Sound

Find and book unique barn rentals on Airbnb

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Popular amenities for barn rentals in Long Island Sound

Family-friendly barn rentals

Guest favourite
Farm stay in Lanesville
4.93 out of 5 average rating, 136 reviews

Charming 1920's farmhouse

DougRating, 5 stars3 months ago
Julie's home is a great base for Catskills winter skiing. We were 4 adults/3 kids under 10 and there was plenty of space and sleeping options. Julie was SUPER responsive and took time to make sure our short stay was a pleasant experience. The home is well laid out with a large living room, plenty of comfortable seating and tons of games and books. Home was easy to find, we received 7 inches of snow the night we stayed and the roads were plowed early the next morning.
Top guest favourite
Barn in Bethel
4.98 out of 5 average rating, 233 reviews

Escape to a Restored New England Antique Milk Barn

StaceyRating, 5 stars2 weeks ago
We had an amazing stay at Sally’s place in Bethel! My fiancé and I visited CT for the first time to celebrate my birthday and go to a convention nearby. This cottage was perfect for the two of us. The host was very responsive and accommodating as well! The cottage was in pristine condition, the house manual was very easy to follow, the recommendations were great, the scenery was out of a movie, and my favorite part was the hot tub in our restroom which was perfect after a long day! We had a great time and would love to come back again! Thanks for your hospitality Sally! ☺️
Guest favourite
Guest house in Beacon
4.94 out of 5 average rating, 397 reviews

Cozy Mountainside Suite - Minutes from Beacon

DwainRating, 5 stars3 weeks ago
This is a beautiful place and exactly what my wife and I needed for a long weekend away! The barn is so cozy and we felt right at home . The hot tub was a nice treat on the cool evenings and the beautiful view. But by far the best part was the animals living below us that we could give snacks to throughout the day and see through the living space windows. Would definitely recommend this to anyone that loves horses and donkeys!
Top guest favourite
Guest house in Forestburgh
4.97 out of 5 average rating, 418 reviews

Guesthouse On 1879 Farm. Hot tub and hiking

AuroraRating, 5 stars1 week ago
This has become our vacation destination for the past 5 years. We love staying there so much that words can't suffice. Joe and Amy are the best hosts ever. Looking forward to next year!
Guest favourite
Home in Cold Spring
4.91 out of 5 average rating, 256 reviews

1834 Farm House

FrankieRating, 5 stars1 month ago
We enjoyed a beautiful early spring stay on the farm with a group of 7 ladies, gathering for a chill bachelorette weekend in Cold Springs. The farmhouse was super cozy; great for cooking, crafting, games, tea time, outdoor wine picnics, star gazing at night in the hot tub and making friends with the chickens! A great retreat spot for groups with all the amenities!
Top guest favourite
Home in Russell
4.97 out of 5 average rating, 261 reviews

South Quarter House

AurelioRating, 5 stars1 week ago
Thanks for a great one-night stay at your beautiful home. We got to celebrate Easter here on our way to the Boston Marathon 2025! The home was quiet, clean, and in a beautiful location. It was very comfortable, and it had everything one would need from sheets, towels, fully stocked kitchen etc. We wished we could've stayed longer!
Guest favourite
Home in Woodstock
4.91 out of 5 average rating, 442 reviews

In Town + Cozy Fireplace + Pets Welcome + Brook

CeliaRating, 5 stars1 week ago
Such a unique, beautiful, and cozy woodstock stay. The location doesn’t get better- you can easily walk to town. The creek in the backyard was my favorite part. We overlooked the second bathroom not having a full, stand up shower but we made it work!
Guest favourite
Barn in Highmount
4.97 out of 5 average rating, 151 reviews

The Catskills Red Barn near Belleayre

VanessaRating, 5 stars2 months ago
We had a lovely time at Blythe's place. The house was clean, cozy and so close to Bellayre mountain, which was perfect for our ski trip. Would definitely stay there again!

Barn rentals with a patio

Guest favourite
Barn in Big Indian
4.95 out of 5 average rating, 43 reviews

Barn-MCM Cottage! Private Lake~Hiking~Mtn view

GabeRating, 5 stars6 days ago
The place was beautifully located and really clean and relaxed. We met with Masha (houskeepster) who was really kind and taught us how to make smores. All in all, great place and experience!
Top guest favourite
Barn in Roxbury
5 out of 5 average rating, 35 reviews

Fully Renovated Rural Barn

LindaRating, 5 stars1 month ago
We spent a quiet and comfortable spring break in the barn. All the facilities are both beautiful and practical! We will definitely come back to rent it again. It's just like our home in the United States.
Top guest favourite
Guest house in Gardiner
4.99 out of 5 average rating, 174 reviews

Red Barn Retreat - Shawangunk Mountains Getaway

PatriciaRating, 5 stars1 month ago
This place was a perfect weekend get away for myself and husband. Plenty of space for the two of us. The place was nicely, decorated and fully furnished with accessories if you wish to cook. I enjoyed the spaces between the outside patio as well as the hot tub. Bill was great with giving suggestions of local places, even though I was a local myself.. if you’re looking for a quiet getaway this is your place.
Guest favourite
Barn in Monterey
5 out of 5 average rating, 17 reviews

A Writer's Retreat at The Barn

PattyRating, 5 stars4 weeks ago
We wanted to have a girls weekend and visit with my aunt. There were too many of us to fit at her house. We found the Barn to be only a few minutes from her house so it was a perfect location for us. We had everything we needed. The kitchenette only has a microwave but there was a great electric grill on the big screened porch. We made delicious meals even though it was really cold out there! We would love to stay at the barn again when we visit. It was charming and perfect for our needs. The only thing it lacked was a dining table inside. If the weather was warmer we could have eaten out on the porch . We’re looking forward to visiting again in the summer.
Superhost
Flat in Lanesville
4.67 out of 5 average rating, 3 reviews

Renovated Barnhouse Escape

RyanRating, 5 stars1 week ago
Great little converted barn on a quiet Catskill back road. My daughter loved seeing the horse in the pasture. The space was clean and we had plenty of room for the four of us. I would certainly come back!
Top guest favourite
Home in Hunter
4.98 out of 5 average rating, 105 reviews

Lux Modern Cabin at Hunter Mountain

TanyaRating, 5 stars1 week ago
I absolutely loved this chic cozy cabin, so well designed. Also spotless and pristine. This was a sweet getaway with my family, perfectly safe for little ones as it is one-floor and open concept - and I hope to book again during the ski season! Jennifer is a lovely host, super responsive.
Top guest favourite
Barn in Hyde Park
4.96 out of 5 average rating, 57 reviews

Red Barn at Turtle Rock Pond

GabriellaRating, 5 stars1 month ago
The red cabin was an absolute gem! Even better than the photos! Max and Emily were so wonderful and kind. Their dog Finn was so sweet as well. We walked in to a wonderfully homey and well decorated cabin with a carton of fresh eggs and a personalized note on the counter. Both Max and Emily were super responsive with suggestions and anything we needed during the stay but gave just as much space as needed - they definitely know how to match the needs of their guests. We left some butcher meat in the freezer and they were kind enough to keep it for us and let us know and we were able to go pick it up from them after. Such kind people with such a lovely unique cabin offering. Will definitely be back!
Top guest favourite
Home in Clinton Corners
4.97 out of 5 average rating, 32 reviews

Barn House Near Rhinebeck w/ Hot Tub!

KimRating, 5 stars2 months ago
Caroline was a great host, super responsive. It was snowing a lot during our stay and she let us park one of our cars in the garage. A fuse also went out when we were using a hair dryer and she was able to immediately send someone to the house to fix it right away. The house was beautiful and we would stay here again, already making potential plans for the summer. We’ve already recommended it to other friends! We had a great time cooking, using the hot tub, lounging around and exploring Rhinebeck which is not far from the house. Not far from Hudson either! Perfect location.

Barn rentals with a washing machine and dryer

Guest favourite
Barn in Ancram
5 out of 5 average rating, 18 reviews

Serene Modern Barn near Hudson

LavinaRating, 5 stars4 months ago
We loved our stay at the Adam’s barn. The space was perfect for our group of four. Just a 20 min drive to Catamount where 3 of us skied for a day. The gas fireplace and great room were super cozy. The kitchen was well equipped. The entire space was very clean and comfortable. When we had an issue with hot water in the shower Suzanne was very responsive and sent a plumber who resolved the issue. We also thought the price was reasonable. Highly recommend.
Top guest favourite
Cottage in Hudson
4.96 out of 5 average rating, 188 reviews

The Artist’s Studio - cool country guesthouse

BenRating, 5 stars1 month ago
It was great staying at the arist studio behind Kyralesa's house. The elevated funky art that adorns the rich whethered walls was so beautiful. I could not get enough! The wood burning stove was really something else and brought a cozy feeling to the whole stay. It was very simple to check in and it was incredibly convenient being mere minutes away from downtown hudson. This truly was an elevated sleeping expereince. I really enjoyed my stay.
Guest favourite
Home in Saugerties
4.98 out of 5 average rating, 160 reviews

Chic historic house at Woodstock/Saugerties

BrianRating, 5 stars2 weeks ago
Vanita's place is wonderful. Very comfortable. We felt right at home. It's close to the town of Woodstock, yet far enough away to feel secluded. Vanita herself is a communicative and kind host. Thank you, Vanita!
Guest favourite
Loft in Huntington
4.94 out of 5 average rating, 62 reviews

Chic Barn Loft #2 on working farm with animals

VictoriaRating, 5 stars5 months ago
Kerber Farms is a special place! The eatery is lovely especially in the evening when the sun is setting and the place is lit up so cute. The scones are delicious and the place is always crowded. The area is great with plenty to do. I enjoyed my stay.
Top guest favourite
Flat in Great Barrington
5 out of 5 average rating, 118 reviews

Walk Everywhere! | Relax in Easy Elegance!

ChadwickRating, 5 stars1 month ago
Everything you want in an Air-B-B . Clean and charming , right in downtown . We walked to restaurants every night. Lots of thoughtful snacks. Fresh Pint of whole milk and stick of butter in fridge. Host lived on site and was there to help with any situation. Great bedding and water pressure too.
Superhost
Barn in Woodstock
4.84 out of 5 average rating, 190 reviews

The Woodstock Barn Studio

DeborahRating, 5 stars4 months ago
We loved the location, the comfy cabin-like atmosphere, quiet and private. Everything we needed was in the cabin, bed was comfortable. The venue was easy to walk to the main part of the town within minutes - all of the Woodstock attractions from food to music to shopping! Hostess, Susan, was informative with both brochures and called us the night before arrival to ensure everything was in order. We will definitely consider this sweet cabin for our next adventure in Woodstock, there is so much we want to do - especially hiking and exploring more of the Castskills. A special thank you Susan!
Superhost
Cottage in North Kingstown
4.86 out of 5 average rating, 232 reviews

Beach Cottage by Newport-Water View-Walk to Beach

JudyRating, 5 stars6 months ago
Was a perfect home for a week for 3 of us, close enough to Newport and the airport. Such a darling beach house in a lovely neighborhood, great restaurants nearby and our host listed suggestions that were amazing. Very quiet and cozy, definitely hope to return.
Top guest favourite
Bungalow in Margaretville
4.97 out of 5 average rating, 296 reviews

The Porch Upstate Super clean

GinetteRating, 5 stars1 week ago
What a wonderful getaway. The home is comfortably complete with a well curated, original art collection. We enjoyed our time spent around the wood burning stove that solidified the stillness of mountain life. The internet worked consistently, the house was well-stocked , and it was fun having goats as neighbors. We’d gladly return. Our son especially loved the trampoline!

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