
Barn vacation rentals in Long Island Sound
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Top-rated barn rentals in Long Island Sound
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Popular amenities for Long Island Sound barn rentals
Family-friendly barn rentals

Quaint Converted Barn
From booking to checkout Micaela’s AirBnB was awesome. Micaela was very responsive & accommodating to our needs. She was flexible & a great host. This might have been our favorite rental in our 11 trips to NJ. Very cozy. Loved everything. 5 star. Highly recommend.

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.

8 Bedroom, 4 full bath residence with 40' pool
This was our first time at the Barn. There were 8 of us. We had plenty of room. Plenty of parking. MaryBeth and Doug are extremely friendly. We enjoyed hearing about the history of the Barn. Will definitely book there again next year.

Guesthouse On 1879 Farm. Hot tub and hiking
This was our second stay with Joe and Amy hosting us and it was lovely yet again! They are extremely friendly and responsive. The place is serene and gorgeous. We absolutely adore the chickens and thoroughly enjoyed the fishing spot they told us about. It’s a beautiful place to unwind and relax away from city life. We plan to return again!

1834 Farm House
We keep coming back to stay here because the house is so cool and has everything you could need! A great getaway outside of nyc anytime and we always recommend to others.

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.

In Town+Peaceful Yard+Backyard Brook+Pets Welcome
It had everything we needed for our weekend stay. Really appreciated the dog friendly policy! Also, the Trivial Pursuit board game was a hit with the kids.

Upstate Modern Scandinavian Barn in the Catskills
Fantastic place. My adult children had a blast playing basketball and tennis. The pool table and piano were thoroughly enjoyed --piano sounded well tuned. Views out of living room are particularly stunning. Hot tub was also great amenity and great after long day. Tons of toys for my grandson to enjoy. We cooked incredible meals and there were plenty of supplies for that. Highly recommend fur faculty reunion or sporty families. Near to everything
Barn rentals with a patio

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1
This was such a unique stay, with the ability to all the farm animals from a deck. My family absolutely loved the experience of watching the Llamas and Alpacas especially since they're not as commonly found in this part of the country. The kitchen had all the amenities of a modern kitchen, the bathroom was great, the sleeping area for two guests was very comfortable, the third guest felt a bit cramped sleeping in the LR, and the slight slope in the floor made sleeping a bit uncomfortable. Overall, the hosts made our stay very fulfilling by accommodating our requests, and were super responsive when we contacted them during our stay.

Fully Renovated Rural Barn
My sister and I stayed at Kevin and Mina’s beautiful barn for 5 days. It was the perfect home base as we traveled through the neighboring towns on the Gilmore Girls trail. The house itself was specious, clean, well-decorated, and comfortable. It was great having the flexibility of enjoying the natural sunlight with the skylights open during the day and being able to sleep in a little with them closed overnight. Would definitely stay here again!

Red Barn Retreat - Shawangunk Mountains Getaway
Great experience! 2 wineries within 1 mile. Close to great hiking. William, was very accommodating with check in & check out time. Would highly recommend staying here. Very cute , clean and comfortable with get amenities.

Delightfully Renovated Colonial Barn by the Beach!
I highly recommend this Airbnb. I felt instantly at home in this pristine and clutter free home. Check in was a breeze, the home was beautiful and the location allowed us to walk to restaurants and shops. ⭐️⭐️⭐️⭐️⭐️

The silo at Sun One Organic Farm
The silo is a unique and picturesque location to stay for a weekend! It is cozy, and the host is welcoming and friendly! It was an experience we will remember fondly. Note that if you are traveling in the winter months, it does get cold in there, but there is a space heater and extra blankets. Highly recommend if you are looking for a memorable and peaceful place for your trip!

Red Barn at Turtle Rock Pond
The place was wonderful! The barn loft was incredible and unique in a great way. Really enjoyed sitting by the pond steps away from the barn and the owners could not have been nicer. They even left us a dozen eggs from their on-site chickens!

Heated Saltwater Pool/Hot Tub/Kid Friendly!
We absolutely loved our stay at this family-friendly retreat in the woods! Traveling with three kids under five can be a challenge, but this place made it easy—we only had to bring clothes. They truly thought of everything. The kids had a blast swimming in the pool and warming up in the hot tub afterward. It was the perfect mix of fun and relaxation for the whole family. We’ve already saved this gem to our favorites and can’t wait to come 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 washer and dryer

Pristine Carriage House Apartment Downtown
Wonderful location- easy walk to town! Fun carriage house garage apartment.

Chic historic house at Woodstock/Saugerties
This is a very easy home from which to enjoy Woodstock. It's easy to find, easy to access, tastefully decorated, and everything works. The hosts are responsive and flexible, which makes the whole experience easier. The home has a big eat-in kitchen, comfy outdoor furniture and a garden with Adirondack chairs and a fire pit, so it's also very convivial. The property is on the main road through town, but a high fence and trees keep out any noise. It's a private and tranquil place to stay. The home is a period farmhouse and the rooms flow into each other, so it's probably best suited as a family rental. Our family loved our stay, and I'm happy to recommend the property.

Arcady - Modern, 1br cottage
We spent a peaceful five days relaxing in the beautiful surroundings of this cabin. Steven graciously accepted our last minute reservation and also our request to extend our stay since we were having such a lovely time. No one was staying in the main house while we were there so we had the grounds to ourselves. The cabin itself is spotless and minimalist, with everything you need to cook in the modern kitchen or grill outside. We stayed with our pup and enjoyed walking him five minutes down the road to explore the town park (we had it to ourselves in mid-May but imagine it’s much busier during the summer). WiFi is super fast and we were able to work remotely without issue.

Historic Horse Barn Sleeps 6/ 4 Minutes 2 Legoland
We really enjoyed our stay. The apartment was more than we expected. Emily was very responsive and the check-in process was seamless! I would stay there again! Oh and the location is literally 5 mins from LEGOLAND which helped since we traveled over 4hrs from MD!

Kapitan’s Cottage: Private Retreat with Salt Pool
The house and property were absolutely lovely, clean, and peaceful. We had everything we needed. When there was a big rain storm and the internet had some issues, the hosts responded immediately and reset the modem and offered to call Spectrum. Issue was fixed right away. The pool was perfect temp and so restorative. Would 12/10 recommend staying here.

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.

New Paltz 19th cent. Restored Barn - North Hayloft
I cannot say enough great things about this place! Was beautiful and welcoming, peaceful and quiet. The host literally thought of EVERYTHING! I mean, he has creamer for your coffee in the fridge! He has makeup wipes in the bathroom! I truly felt at home and I would stay again in a heartbeat!

Sackett & Van Dam Guest House @ Little 9 Farm 1706
Peaceful and charming stay in Rhinebeck. The farmhouse was cozy, and the kids loved watching the goats and turkeys roam. A perfect little reset while antiquing.
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