Farmstay vacation rentals in Windsor County

We had an issue with our previous rental and needed to find a place to stay that is pet friendly and available. Rad and Carol responded quickly to our reservation request. The house was made available to us early in the day and hot tub prepped last minute for us to enjoy! The Chalet is beautiful and spacious, the location is private and relaxing. The wood stove kept us warm and cozy while we enjoyed watching light snow fall. We would definitely stay there again and bring our family with us!

We had a wonderful time in this beautiful rural Vermont oasis. Exactly what we were looking for! The place is quintessential VT…. So if you are looking to spend a few nights in a reconverted barn on farmland…. Well, this is it. We loved being able to walk the property, and the jacuzzi and sauna were a real highlight. Directions getting in and figuring out our building were a bit confusing at first but we figured it out. We had a few small issues but Ben was responsive and did his best to take care of them quickly - with varying levels of success. The outdoor area could use some easier access and a bit more attention, but we were told that it is in the works. We would stay again in a heartbeat!

Great host, great location. Very relaxing and close to many attractions. Loved watching all the birds coming into the yard

A beautiful place with an incredible view of the mountains- cozy and warm and extra comfy beds! Sheryl’s kitchen had everything we needed. And close to okemo

Perfect location for us and what we can to Pittsfield for. We had plenty of room for five of us. Nice to have a bedroom for everyone. Kitchen was equipped to do anything we wanted to as far as cooking etc Close to skiing Loved being on 60 acres. All worked out perfect for all of us

We absolutely loved our stay at the Reunion House! The home was cozy and charming, and Margaret was a great, responsive host. She went above and beyond to be accommodating for us during a massive snowstorm and made sure we had everything we needed during our stay. We would love to return!

Another stay in the books at Starry Hill! We love this house, peaceful surroundings and lots to do in the area. Heidi and Robert are wonderful hosts, friendly, responsive and will help if you need anything. Memories made in this house!

beautiful white pine floors and cabinets, comfortable feeling as soon as you walk through the door. can see neighbors horses and hear them in the morning to relax to. Great nature light due to the amount and type of windows. we had a very relaxed wedding week off here. 5 minutes from Rutland, vt so quick to go out .

This is an absolutely gorgeous place to stay in Vermont and we loved it!! The living room and bedrooms are all elegantly decorated and also very cozy. More importantly, Madeline and Parris are the best hosts we have ever had. We came to Vermont for a ski trip and ran into some snow-related issues on our first day. Madeline and Parris were very responsive and offered tremendous help to us. Overall, a beautiful house with great hosts for an amazing stay!

We had the very best time staying at OQ Farm! Out of our while New England trip, it was our top favorite place we stayed at and we’re already dreaming of the next time we can visit. The property is like out of a dream- absolutely stunning views with the farm animals just a few steps away. The rental unit has everything you need to stay in and enjoy the awesome amenities the property has to offer. We loved mostly stayed there and cooked most of our own meals so we could spend most of our days hanging there playing pickleball, playing cards, meeting the animals, hiking, and taking a dip at the river! Our hosts were also so awesome and kind. You can tell how much they love the animals and take so much pride in the service they provide. Every detail was perfection! The location is perfect too - you feel privacy without being too far from great restaurants and coffee shops! Highly recommend going to Woodstock Farmers Market, Abracadabra coffee, and Mon Vert Deli.

The stay was fantastic. The cabin is located in a perfect area surrounded by the woods, beautiful trails, a sauna and just so much greenery we couldn't believe it. The cabin itself was incredibly well put together, had everything you'd need and then some. Jess was very accommodating and answered every question we had. 100% recommend!

Such a beautiful and comfortable place for our group to stay at. The beds were super comfortable, it was very relaxing. We spent time enjoying the hot tub and fire pit as well. Came in for a wedding at the Mountaintop Resort, with that being a 6 minute drive, we had nothing to worry about with time. There is a cute general store a couple mins up the road and Rutland isn't far for bigger needs. Nicole was very proactive on giving us all the instructions we needed to check in and plenty of recommendations for the area. There are little gems in the house that were hidden in plain site which added to the charm. Overall, this was a fantastic experience and I absolutely would stay at their property again!!

We had a great stay! The house was well-appointed and comfortable. We especially loved the covered porch and beautiful view. It was a great home base for exploring the area, including several nearby hiking trails, Woodstock and Quechee (about a half hour away), and Brattleboro (less than an hour away). Ab was a fantastic host. He was proactive with communication and even checked in with us to make sure we had power after some strong thunderstorms that had moved through the area.

This is such a beautiful AirBnB! The space is comfortable, clean, cozy and beautifully done. It is a great place for families or a group of friends to stay. The beds were amazing and all of the little thoughtful touches and amenities didn’t go unnoticed. While we didn’t get to use the outside because of weather, it was as pictured and I’m sad we were able to use such a cool space with a beautiful stream flowing by. Highly recommend!

We really enjoyed our five nights at the Hop House. The place is exactly how it is described/pictured. It isn’t super fancy, but it has a cozy charm that made us immediately feel at home. The back deck is built around a couple of trees! It feels like a treehouse, and from there you can enjoy views of the horses in the pastures and a few cows across the street! The kitchen was well stocked and Dorothy left us coffee and a little bottle of maple syrup! We enjoyed our visit and would definitely stay again!

Ashley was incredibly helpful, kind, and responsive. Highly recommend!

Great place, would book again.

The barnbrook house was lovely, private and rustic. It had everything our family needed as a base to explore VT/NH. The mountain views are sublime and the house is tucked away offering a lot of privacy. As far as amenities, we loved the toy chest, darts board, and den. There’s plenty of space for a family and Dana stocked up the kitchen with coffee and tea. If you need to be in Hanover for events, this location is a 45 minute drive so keep that in mind when planning.

We had a quiet stay at the Farmhouse. Very peaceful and quiet location. Lots of space for our dog to roam. The house is very nice and clean. We enjoyed having coffee and looking out across the fields, reading, and cooking. It’s near the small village of Rochester with a few restaurants and otherwise we explored neighboring towns like Middlebury, Waitsfield, Stowe, and Montpelier.

This was the perfect retreat away from the city. William left very clear instructions about check in and check out as well as how to operate the wood burning stove. We would 100% stay here again.

Very cute cottage with lots of privacy and beautiful surroundings. Lulu was friendly and very accommodating with everything.

Had a great stay with friends at Laura’s place. Laura was friendly flexible and reached out to make sure we didn’t have any issues checking in. Very nice place with a nice Vermont feel. 10-15 minutes from skyeship base. Had a great weekend. Would stay again.

I was fortunate enough to spend a very life changing trip here. Words can’t express my gratitude.❤️🥹🙏

Extremely convenient place next to the mountains, nearby restaurants and shops. The bedrooms can get cold, but the blankets are quite warm and comfy.