Barn vacation rentals in Connecticut

When my plumbing went rogue and turned my floor into a squishy disaster zone, I needed a place to crash that wasn’t half underwater. Enter Sally’s place—a true oasis in my time of crisis. First off, this place is so nice that I briefly wondered if my house was even worth saving. It’s cozy, beautifully decorated, and so clean. The bedroom and bathroom are upstairs, making me feel like I was living the high life—literally. The bed? Like sleeping on a cloud. The view? So peaceful I considered writing poetry. Bottom line: If you need a place to stay, stop scrolling. Just book it. But be warned—you may never want to leave.

This wonderful antique home is in a Beautiful spot in the heart of Litchfield CT, and a delight early spring when the fields of daffodils awake! This unique 1793 house has a great view & sunset, fireplace, simple spa/gym making it a gem even when the pool is closed. Nearby the town with lots to offer and local farms for food shopping too. What’s not to love 💛 Bonus is a great host offering a home that is in touch with the realities of rentals, pets and people -not picky, precious or punitive. Happy to recommend and return! Thank you Elizabeth!

We loved this beautiful renovated barn and look forward to returning! Everything inside and outside was stunning. We were cozy, comfortable and impressed with all the wonderful details the owners included. What a beautiful area as well. Can’t wait to come back!

The house was very peaceful and quiet. Caryn owns three alpacas and a sheep and they were adorable and fun to watch. The house was very rustic and comfortable and very well equipped. Caryn was an amazing host. She was at the house to greet us when we arrived and was very accommodating with any questions that we had. She couldn't do enough to make our stay perfect.

Very charming home, exactly as shown. We shared the home with another family for a ski weekend at mohawk (15 minute drive).. The home is so family friendly, has lots of games and even a crib/booster for the kitchen. The two living rooms with TVs are great (one for the kids and one for the adults!) Clean and well stocked in the kitchen. Paul is super responsive and was very flexible on check-in /check-out times. Highly recommend!

Unique and one of a kind. Recommend for anyone willing to step away from the ordinary. Host is attentive and helpful. Rustic amenities add to the charm of the place.

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.

A special place!

Another great stay! We visit our son at Fairfield university and enjoy the convenience of this cute recently renovated private barn. It is very easy to walk to downtown Westport.

I had a great weekend at Robert's Silo. He was an awesome host with a unique stay. The surounding area was also nice, I was able to go on a couple hikes in my short time here. He also brought me some delicious pears from the farm. Overall I had a nice time.

The place is beautiful and felt like home as soon as we walked in. It’s a gorgeous old home, updated where it’s needed (central heat/AC, high efficiency hot water tank, etc.), big bedrooms, but still has an old farmhouse feel, tastefully decorated but not fussy. Really comfortable and we’ll set up for two families with a feeling of privacy for each. Beautiful surroundings abutting a farm (who gave us fresh cut flowers) and with a perfect pool and spa. We stayed for a summer month, wish it could have been longer, and we would happily do it again. Thomas was very gracious and responsive throughout. Great place.

Staying at Steve’s Airbnb was nothing short of fantastic. He is a wonderful host with a beautiful property! I would stay here every time I’m in town! All instructions very clear, the Airbnb is stocked with everything you need! 10/10

The barn is roomy, well equipped and within walking distance of the centre of Fairfield and the beach. The owners are on site and respond quickly and helpfully to all queries. Having only one bathroom limits the number of guests that can comfortably stay there.

Absolutely beautiful and cozy! A very charming and well decorated restored barn. I loved every inch of the place. The antiques and fireplace made me feel like I stepped back in time. I would love to stay again! Peggy was wonderful with communication and the bowl of chocolates on the table was a sweet touch. 10/10 will recommend to everyone! Thanks so much Peggy!

Clean, cozy and in a wonderful location! Host was incredibly accommodating and responsive.

Leslie and her husband were the best hosts one could ask for. I was in town on a work trip and they were very flexible and accommodating to my schedule which made my days in the area much more enjoyable. They were gracious, giving and kind hosts and would 10000% recommend them. I will definitely be back in the future to stay longer!

What a beautiful spot! Off of a rural road in CT, barn is set back behind the house, very private, cozy, and spacious. Bathroom is newly renovated. The whole area feels warm and authentic - you look out onto farmland, beautiful trees. Hosts were very kind and responsive to my messages. Highly recommend.

Cannot say enough about this place. My girlfriend and I stayed here for an extended weekend getaway and the running joke at the end of the trip was that I've peaked, I will never beat this. This stunning home has an understated exterior that hides the gorgeous timber-frame architecture inside. The floating bedrooms are incredible looking, the symmetry of the design pleases to no end, and then you venture out and look at the property. We went on an hour long hike and never left the property, and the caretaking of the land is amazing. Highly highly recommended.

My family had a great long weekend at Michael’s house. The house had such a cool vibe with a great yard. Perfect for our kids and dog who loved playing in the snow. I would imagine the pool would be amazing in the warmer months. Michael was very responsive and even coordinated the driveway to be plowed after a big snow storm. Lots of good local restaurant's but it was also nice to stay in and cook in the kitchen. About 25 minutes to Mohawk mtn if you’re looking to ski. Would definitely recommend!!