Barn vacation rentals in Long Island Sound

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Popular amenities for Long Island Sound barn rentals

Family-friendly barn rentals

Guest favorite
A red farmhouse features an inviting porch with white railings and seating. Large windows provide ample natural light, and lush greenery surrounds the entrance. The exterior showcases classic architectural details, reflecting the charm of the 1920s, while a patio area leads to the expansive yard.
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 favorite
A comfortable living space is showcased with a large sectional sofa, adorned with decorative pillows. Natural light enters through multiple windows, and a rug with a subtle pattern covers the wooden floor. A modern lamp and stylish side tables add functional decor.
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 favorite
A cozy living area is highlighted by a green sofa adorned with decorative pillows, positioned near a wooden coffee table featuring a chessboard design. Vintage decor, including a phonograph and various artworks, creates a warm atmosphere, with large windows allowing natural light to enhance the space.
Farm stay in Kent
4.87 out of 5 average rating, 310 reviews

(°) The Wandering Peacock (°)

AlyssaRating, 5 stars1 week ago
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!
Guest favorite
The exterior of the Equestrian Suite is showcased, featuring a two-story structure with a blend of brick and wood. A wrap-around balcony offers scenic views, and lush greenery surrounds the property, complementing the tranquil mountain setting.
Guesthouse 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 favorite
Guesthouse 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 favorite
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 favorite
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 favorite
The living area features a spacious sectional sofa, positioned near a stone fireplace. A wooden dining table with seating is visible in the background, along with bookshelves adorned with various items. Natural light filters through the large windows, illuminating the cozy atmosphere.
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!

Barn rentals with a patio

Top guest favorite
Home in Great Barrington
5 out of 5 average rating, 19 reviews

Elegant 5 Bedroom Farmhouse with expansive lawn

RyanRating, 5 stars4 months ago
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!!
Guest favorite
A serene landscape showcases a vibrant red barn beside a tranquil lake, set against lush green mountains. The scene features a well-maintained lawn with a few trees, creating a picturesque outdoor space ideal for relaxation or exploration.
Barn in Big Indian
4.95 out of 5 average rating, 43 reviews

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

GabeRating, 5 stars1 week 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 favorite
A newly renovated barn features a dark exterior with large windows on both levels. A gravel patio area is surrounded by low shrubs, providing a space with a table and chairs for outdoor dining. Lush green trees frame the serene setting.
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 favorite
A lush green field extends towards the horizon, framed by clusters of trees. The sky is filled with varying shades of clouds, reflecting a soft light from the setting sun. The peaceful rural landscape evokes a sense of tranquility.
Guesthouse 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.
Superhost
A cozy sitting area is furnished with a light gray sofa and two red wooden chairs. A round wicker table sits in the center, adorned with decorative items. Natural light filters through the large windows, complemented by sheer white curtains.
Apartment 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!
Guest favorite
A charming exterior view showcases a renovated silo beside a newly constructed building. Vibrant autumn flowers and pumpkins adorn the foreground, contrasting with the clear blue sky, while the wooden structure features a welcoming facade that complements the silo's unique cylindrical shape.
Barn in Bethlehem
4.78 out of 5 average rating, 69 reviews

The silo at Sun One Organic Farm

AshRating, 5 stars1 week ago
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.
Top guest favorite
A charming red barn structure is displayed during twilight, with warm light glowing from large windows. The exterior is complemented by a grassy lawn and features rustic outdoor seating. A vehicle is parked nearby, emphasizing the peaceful countryside setting.
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 favorite
The interior space features high ceilings with original wooden beams, an open layout connecting the living and dining areas. Large windows allow natural light to flood the room, highlighting the spiral staircase leading to the lofted sleeping area. A wooden dining table is prominently positioned.
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 washer and dryer

Guest favorite
A patio area features a stone floor surrounded by vibrant autumn foliage. A wooden table and two chairs are positioned under a large umbrella, with a grill visible in the background. A small wooden shed has been included in the setting.
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 favorite
The charming barn exterior is illuminated by warm string lights, highlighting its rustic wood finish. Adirondack chairs are arranged in the lush, level yard, inviting relaxation. A covered porch extends from the barn, enhances outdoor living space while offering a cozy atmosphere as twilight approaches.
Barn in Essex
4.96 out of 5 average rating, 157 reviews

River Barn, Sidewalk Stroll into Essex Village

KateRating, 5 stars1 week ago
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.
Guest favorite
The exterior of a rustic cottage is presented, featuring large windows that allow natural light to fill the interior. A wooden deck leads to a glass-paned door, framed by light-colored siding and contrasting trim. Trees and greenery are visible in the background.
Apartment in Salt Point
4.85 out of 5 average rating, 170 reviews

Arcady - Modern, 1br cottage

AnneRating, 5 stars1 week ago
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.
Guest favorite
A heated saltwater pool is set within a gated bluestone patio, surrounded by lush greenery. The clear blue water reflects sunlight, creating a serene atmosphere. The pool area is framed by a mature tree line, providing privacy and a peaceful outdoor space.
Cottage in Kingston
4.92 out of 5 average rating, 369 reviews

Kapitan’s Cottage:Private Retreat Upstate Pets ok!

jessicaRating, 5 stars1 week ago
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! :)
Superhost
A bright living area is showcased with a comfortable seating arrangement, featuring a light pink sofa and two armchairs. A staircase leads to the loft above, while art pieces and nautical decor adorn the walls. Natural light filters through the windows, enhancing the warm ambiance.
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 favorite
Farm stay in Red Hook
4.99 out of 5 average rating, 153 reviews

Sackett & Van Dam Guest House @ Little 9 Farm 1706

AndrewRating, 5 stars1 week ago
This was our family’s second stay at the farm - it remains a standout experience and property, and we hope we can come back.
Guest favorite
The exterior of a white, two-story building is depicted, featuring multiple windows and a spacious driveway leading to an open garage. A well-maintained lawn surrounds the structure, enhanced by greenery and a few planters along the path.
Barn in Old Lyme
4.93 out of 5 average rating, 163 reviews

Town's End Farm

WhitRating, 5 stars3 months ago
Just a single night. Very comfortable. Would definitely book this one again.
Superhost
A modern kitchen features stainless steel appliances, including a refrigerator and oven. Open shelving holds various kitchenware, while a small dining table with four chairs is present. Soft lighting illuminates the space, highlighting the warm wood flooring and light-colored cabinetry.
Guesthouse in Dover Plains
4.88 out of 5 average rating, 112 reviews

Spilt Milk Cottage - Hudson Valley, NY

LorenzoRating, 5 stars3 months ago
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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