
Barn vacation rentals in Dutchess County
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Top-rated barn rentals in Dutchess County
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Family-friendly barn rentals

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.

Finished BasementRoom HudsonValleyFarmhouse
Such a nice couple and the property they have is just beautiful! We really enjoyed their backyard and saw the sunset down at the pond. I would love to come back there in the summer and just spend the time in their lovely backyard

(°) The Wandering Peacock (°)
We only stayed at the Wandering Peacock for 1 night but it was such a treat as a place to crash along our road trip. Not a corner of the home was glossed over, every inch of the place is beautifully curated. Abigail was super responsive and a welcoming host. We squeezed in some time for the hot tub, it was ready to go in 2-3 hours and super relaxing. 10/10 would recommend.

Cozy Mountainside Suite - Minutes from Beacon
My boyfriend and I booked last minute trip! That turned out magical ! The view was priceless, the hot tub was large and had message features, hammock was great. Suite is adorable and very clean. You’re literally on top of a mountain with no neighbors and surrounded by nature. Very private ! We caught an amazing view day and night on a clear sunny day and then a lightning storm in the mist! We missed our farm friends as soon as we left. Accurate listing ! Highly recommend 4wheel drive !

bright serene + spacious barn @barn and bike
Molly and Gregg’s converted barn is absolutely breathtaking! I’ve stayed at many places, this one is definitely in the top three, the attention to detail alone is what makes it so exquisite, the soul of the barn is preserved while beautiful modern updates were added for creature comforts. It looks like it does in the pictures, but actually seeing it in person is on a whole other level. Very responsive flexible accommodating and friendly hosts, offered to let us stay a bit later the next morning since it wasn’t booked up. Such a magical place, would love to visit again sometime!

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.

Serene loft-like stone barn. Off road. Great land.
A beautiful farm house that is perfect for families and couples. We loved the peaceful and relaxing ambience and exploring the surrounding areas. Kate (Host) was great, very responsive and helpful. We would like to come back in the fall when it’s cool. Things to consider: 1. There is no AC in one of the bedrooms. 2. There is only one shower. (The master bathroom has a bath tub with no curtains.)
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.

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!

Sherwood Barn - close to ski mountain
beth was wonderful. the place was great. she was so sweet and kind and made sure we had a great weekend. would definitely recommend. the pond with fish was fun to feed them. the little recommendations book she made was very helpful. we were there for an event over the weekend and it was very relaxing and we enjoyed our time.

Summer Rental Hudson Valley Converted Barn & Pool
We had a wonderful family vacation at Jame's home last week. He was very easy to work with and responded to all of our questions in a timely fashion. We loved the home - it suited us perfectly and the grounds were so nice and peaceful. Our biggest issue was we could not find Nespresso filters for the coffee maker (LOL) but otherwise everything was ideal - thank you!

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.

Hudson Valley Farm Getaway- West/Llama Lover Lane
We had an amazing stay! The host was very accommodating and the instructions were very clear. The cats on the property had to be the highlight of our stay alongside all the animals. Beautiful place! Highly recommend!

Lilly Fields
Barn rentals with a washer and dryer

Bathrick Barn - Restored 18th-c. Barn on 4 acres
Can’t say enough good things about our stay! We visited over a long weekend which was perfect- it’s just a short drive for anyone looking to escape city life. The barn apartment was the perfect size for a couple or small family. It was clean and practically brand new, with a great projector for watching movies with some popcorn. We spent the days going into downtown Hudson, walking around the Olana property, and visiting a local brewery in the town over. We’re already talking about our next trip up this summer! Even though we stayed while it was snowing, the host had everything we could need including ice melt for the walk way etc. We were so impressed by everything the property provided, which made it a care free weekend!

Escape NYC and Recharge in This Stylish Barn Loft!
We just returned to the barn at Picardy Farm for our third time. Stefan and Mark are wonderful hosts, always within reach by text or cell. The furnishings are lovely, the place is always clean and well maintained, and the property is gorgeous. It's so nice to just walk the grounds and take in the natural splendor of the area. I highly recommend stay here.

Artist's Retreat: Farm Stay with Hot Tub & Sauna
The Artist Retreat is an oasis in an already spectacular location. We rented both the Main House and the Artist Retreat and we actually hung out more in the retreat due to its cozy atmosphere and great vibes. The bathrooms are incredible and kitchen is packed with cooking spices. The property boasts unbelievable amenities and has just about every toy imaginable (e.g., real kids toys and board games, badminton/volleyball field, immaculate pool & pool house with bathroom, two hot tub/spas, a sauna, trampoline, outdoor ping pong, a pool table, and much much more). The hosts were extremely responsive but never intrusive. The property was immaculate and our party of 10 was perfectly situated with all having a bed and room to ourselves (again, we rented both main house and artist studio). The host left fresh eggs from their farm (there are cows, goats, chickens, on the property) and the freezer was full of ice. They included the most detailed book about the town/sites as well. 5-star!

The Blue Roof Barn In The Beautiful Hudson Valley
Very unique space, at least for us. We found everything we needed. Beautiful.

Renovated mid/late 1800s Barn
Tabitha’s place is amazing and everything there is perfect. Our family enjoyed ourselves thoroughly over a holiday weekend and we wish we can come back. The location is also a huge benefit as its a quick drive to so many great restaurants and hiking trails in the area. Tabitha and her family are also very kind and helpful.
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Windham Mountain
- Resorts World Catskills
- Bash Bish Falls State Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Rockland Lake State Park
- Zoom Flume
- Hudson Highlands State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Sterling Forest State Park
- The Connecticut Golf Club
- Hunter Mountain Resort
- Mount Peter Ski Area
- The Stanwich Club
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Hancock Shaker Village
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