
Barn vacation 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

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! ☺️

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.

(°) 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!

Unique Converted Carriage House and Barn Compound
This house was the perfect place for our family get together. We were able to use both dwelling and socially isolate while indoors. The grounds are extensive and nicely cared for. There were plenty of gathering spots outdoors where family could gather comfortably while maintaining distance. These are cray times, but this property was well suited for our family needs. The garden is gorgeous and there was plenty of room to spread out for a softball game or badminton, but intimate enough to find a nice corner to read or just relax. The location was very good as well. It was a short distance to the walkway over the Hudson (30 min) and to Lake Minnewaska State Park (40 min). This was our first trip to Hudson Valley but will not be our last.

Cozy Silo Home w Mountain Views near Woodstock
Cozy Silo Home is a perfect description of Olga's home! The silo is really unusual, with lots of windows/lighting and is comfortable and nicely decorated. It's a short drive from Woodstock, which is a fantastic area with lots of shopping, restaurants, etc. It's also very close to great hiking and other outdoor activities. At the house, we spent most of our time outside on the large balcony/patio and cooking meals on the outdoor grill. We booked last-minute and Olga was very responsive, answered all our questions and made things very easy for us. We live in NYC and a weekend in/around Woodstock is a great way to recharge and reconnect with nature. We definitely recommend Olga's silo home for a weekend or longer!! Note: stairs are required to enter into the home and to get to the bedrooms/bathrooms, so don't bring anything too bulky or heavy.

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!

Beautiful Barn on 7 Acres w/ Pond
We had such a fun time in this super cozy, renovated barn. Just as advertised, the barn was rustic, but was entirely comfortable. I could have spent weeks there. Thanks so much Emily!
Barn rentals with a patio

Barn-MCM Cottage! Private Lake~Hiking~Mtn view
This is a unique, charming place to stay. While on the smaller side, it was a perfect spot for our little group. Though there's enough bedding to essentially fit seven people, I would not suggest a group of that size, especially with only having one bathroom. The living room area is tiny and has limited seating without using the kitchen chairs. However it's adequate for a few people and the views of the lake and mountains beyond are wonderful. For more room, head up the spiral staircase to the loft. This is where you'll find the only tv. It's a smart tv and you can connect to the streaming apps via the very good wi-fi provided. I do wish there was more casual seating in the loft but I can see how it's not the easiest place to get larger furnishings up to. The location is perfect for a ski weekend, being a ten minute drive from Belleayre Mountain. I must say, Nadine and Raj provided some of the best communication I've ever had with an AirBnB rental. They're wonderful hosts!

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.

The silo at Sun One Organic Farm
We had such a lovely time in the silo. The bed was super comfy, the view beautiful, and the lodging so unique. Super close to some nice hiking spots. Robert had some really great recommendations! We were joined by many lucky ladybugs. This might not be the place for you if you have a fear of spiders but we appreciated the company and just being in nature with all the amenities of home.

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!

Heated Saltwater Pool/Hot Tub/Kid Friendly!
This is the first time a listing with "kid friendly" has truly fit the description! We have two littles and Neesha's home did not disappoint with safety guards, toys, books, games, crib and small beds. Everything was available down to the highchair, noise machines and monitors. Anyone who travels with kids can appreciate having all of these necessities available and ready to use. It's a whole suitcase less for the trip! The home itself is beautiful, pristine, spacious yet still very cozy. It felt like a quiet family retreat with our own jungle gym in the backyard and a fire pit for smores. The town of Kingston was not far away - we rode the Polar Express. And for more adventures, Woodstock is super close and has great shops and restaurants too. But we didn't have much desire to leave Neesha's home. We loved the chef's kitchen (fully equipped) and had many family meals in the dinning room. Our host was very responsive and accommodating. We 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.

Little Farm Cottage - Country near the Coast
We had a great stay at Victoria's place. The kitchen is well-equipped and has everything we could ask for. Victoria is a great host; she is very responsive and always makes sure we have a comfortable stay.
Barn rentals with a washer and dryer

Unique Dutch Barn in the Hudson Valley
This home was beautiful and amazing!! The home was completely spotless and the instructions from the host were clear, thorough, direct, and really well done. The space was cozy and had a lot of amenities. It was truly spotless and incredible- we will be going again!

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
This was truly a luxury experience. Every detail suggested great thoughtfulness—from the inclusion of a sound machine and a diffuser with a selection of essential oils in the bedroom, to the games and record player in the living room. A lot of care has gone into decorating this space. It’s beautiful and very welcoming. The beds are extremely comfortable, with high-quality linens. The guest book is filled with great information and provides clear instructions. It’s clear that Renee understands hospitality! Our favorite part was sitting by the fire, and it was really nice to have the first round of wood provided.

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! :)

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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