
Barn holiday rentals in Long Island Sound
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Top-rated barn rentals in Long Island Sound
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Family-friendly barn rentals

Charming 1920's farmhouse
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.

Escape to a Restored New England Antique Milk Barn
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! ☺️

Cozy Mountainside Suite - Minutes from Beacon
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!

Guesthouse On 1879 Farm. Hot tub and hiking
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!

1834 Farm House
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!

South Quarter House
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!

In Town + Cozy Fireplace + Pets Welcome + Brook
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!

The Catskills Red Barn near Belleayre
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

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

Fully Renovated Rural Barn
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.

Red Barn Retreat - Shawangunk Mountains Getaway
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.

A Writer's Retreat at The Barn
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.

Renovated Barnhouse Escape
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!

Lux Modern Cabin at Hunter Mountain
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.

Red Barn at Turtle Rock Pond
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!

Barn House Near Rhinebeck w/ Hot Tub!
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

Serene Modern Barn near Hudson
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.

The Artist’s Studio - cool country guesthouse
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.

Chic historic house at Woodstock/Saugerties
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!

Chic Barn Loft #2 on working farm with animals
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.

Walk Everywhere! | Relax in Easy Elegance!
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.

The Woodstock Barn Studio
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!

Beach Cottage by Newport-Water View-Walk to Beach
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.

The Porch Upstate Super clean
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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