
Barn holiday rentals in Long Island Sound
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Top-rated barn rentals in Long Island Sound
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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! ☺️

(°) The Wandering Peacock (°)
I went for my boyfriends 25th birthday it was absolutely stunning from all of the art everywhere in the house and outside! We stayed in the sauna from when we got there till late at night it was an absolutely wonderful experience even just for a night!

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!

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

Elegant 5 Bedroom Farmhouse with expansive lawn
Just had a great stay in Great Barrington. Enjoyed the house and all of its amenities. Location was great, close to great restaurants, hiking and skiing. Would recommend this property and our host!!

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.

Catskills Cedar House | cozy retreat in the woods
This trip marked our 5th visit to the Catskills and Natasha’s home was by far the BEST place we’ve stayed! The home was equipped with everything we needed, beds and furnishings were clean and super comfortable, and overall her place was aesthetically pleasing. Natasha did not miss a detail! She was responsive before and during our trip. Her flexibility with check-in/-out times was a nice extra touch! Highly recommend (we will return)!

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!

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

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!

River Barn, Sidewalk Stroll into Essex Village
We had a very enjoyable stay at this house, our city kids loved the immaculate grassy backyard. The beds were very comfortable, the kitchen was well prepped with cookware, and Renee was communicative and responsive.

Arcady - Modern, 1br cottage
Very nice peaceful cottage, quiet area. The kitchen is beautiful and there were a lot of nice touches in the kitchen to have things available for me to cook. Parking was very easy, right in front of the cottage. It was not far from cities like Rhinebeck and other sites we went to see. A nice getaway from the city.

Kapitan’s Cottage:Private Retreat Upstate Pets ok!
The host was very pleased understanding and easy to communicate with regarding the entire process. The house is the guest house for the establishment and is adorable. It is perfect for a small group weekend outing. The decorations and esthetics of the house are perfectly arranged to enhance the experience. The beds and linens are very comfortable, and both bedrooms are spacious and lovely. The host made checkout a breeze. We will definitely stay there again when we are in the area! :)

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.

Sackett & Van Dam Guest House @ Little 9 Farm 1706
This was our family’s second stay at the farm - it remains a standout experience and property, and we hope we can come back.

Town's End Farm
Just a single night. Very comfortable. Would definitely book this one again.

Spilt Milk Cottage - Hudson Valley, NY
We loved the cottage. If anything it was even cuter in person than in the pictures. Communication was perfect and the place was very well thought out. We enjoyed our stay, I’d recommend it and come back here in the future!
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