Vacation rentals with a fire pit in Bennington County

This place was exactly what we needed to escape and unwind. So relaxing, cozy and comfortable.

We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.

Our stay at the Vermont House was nothing short of magical. We spent a few days there while visiting family, and it truly felt like a home away from home. The location couldn’t be more convenient—everything in town was just a short drive or walk away. But what really made our stay unforgettable was the house itself. From the moment we stepped inside, we were blown away. The photos online don’t even come close to capturing how beautiful and cozy it is in person. Every room is thoughtfully decorated with rustic charm and warmth, and it’s clear the owners have poured so much love and care into every detail. One of the most touching moments was arriving to find a handwritten welcome note waiting for us, along with a basket of local treats and wine. It was such a kind and thoughtful gesture—it made us feel instantly welcomed and appreciated. We made so many wonderful memories here, and we’re already talking about when we can come back. If I could give this place more than 5 star

We stayed for a weekend at Kelley and Jason’s home in Vermont and everything went great. From check in, to the local recommendations, to the quiet setting, we enjoyed a great time away. Hot tub, game room and the large deck were great.

Fabulous! Came here to celebrate my graduation from Bennington College and everything was about a 5-7 min drive. Perfect. Quiet slept 5 ppl very comfortably. Would stay again for sure!

The home is gorgeous - thoughtfully decorated, cozy and clean. The location is perfect for access to Stratton and to Manchester. The host, Jason, provided very clear and helpful instructions for check-in, check-out and use of the home and is friendly and attentive. This is a wonderful place to stay!

This stay was an absolute gem! The host’s charming old house radiates character and warmth, with every detail carefully curated to make you feel at home. Her hospitality was unmatched—gracious, attentive, and genuine. Clear directions were thoughtfully placed everywhere, making the stay seamless and stress-free.

The stay at Jennifer’s place was fantastic! The A Frame was spotless, and the beds were very comfortable. Loved how close to town we were ! Jennifer was an excellent host, very responsive and helpful. I would recommend this place to family & friends if they ever wanted to visit VT!

Terrific Airbnb! Close to Stratton and other ski mountains, with some great places to eat (recommendations provided). Mary was proactive and quick to respond. The unit was extremely clean and had everything you might need. The kitchen was equipped with anything you would want/need to cook. Being pet friendly was a huge plus for us. Mary left us treats for the humans (cheese & crackers, chocolate and maple syrup) and bones for the pups! Will book again for sure.

Doug and Amy's place is beautifully maintained and full of charm. I loved being in a 1880's home with all the original wood work and beautiful wall paper with fresh paint and modern comfort - we were warm and it was only 16 degrees outside. The place is very clean too (and I'm a clean freak)! Doug and Amy are very friendly, we enjoyed meeting them. I would definitely return to this beautiful home.

Was the perfect spot to catch our breath after a long drive. Host gifted us with a growler from their market. Was such a treat! Accommodations were super clean and comfortable. The river was gorgeous and it was lovely listening to it while sitting on the deck. We’d love to stay again.

The host was helpful and kind. The space was exactly what we needed for a weekend soccer tournament! Clean, quiet, comfortable, and in close proximity to the fields. We had a great stay!

Perfect getaway for the weekend. Quiet, beautiful view, and all of the accommodations were just as described/expected.

This was a perfect spot to stay at for a friend's wedding in Rupert. The cottage was clean, quiet, and the host was very friendly. Fresh eggs left for our arrival was icing on the cake. Highly recommend!

Easy, spotless, spacious, peaceful.

We stopped here on a family road trip for one night. It was easy to check in and was clean. We enjoyed the fire pit, views, and atmosphere of the area. The host was helpful and responsive.

I was looking for a stay at a quintessential Vermont cabin with modern amenities and this fit the bill perfectly! It was cute, tastefully decorated, private, and had great amenities. Definitely pay attention to their directions regarding saving information and instructions before leaving cell service because cell service disappears. The cabin was private and located in a serene area, but only 20 minutes from Manchester and an easy drive from Bennington or White River Junction (we did both). HIGHLY recommend both location and hosts! Host was even kind enough to invite us to a local concert.

We had a wonderful stay at Ali and Carson’s cabin! They were incredibly helpful and welcoming hosts. The Mountain View from the cabin is absolutely stunning, even with the rainy weather, it was breathtaking. We also enjoyed exploring the charming nearby towns, and our two dogs had a great time as well. Despite the rain, we loved our stay and are already looking forward to coming back when the weather is better. Highly recommend!

We loved our second stay at Britt & Alex’s. It was wonderful to come back in the summer season after staying this past winter to this beautiful, rustic, curated home. We loved starting our summer here and hope to come back in the future!

Lovely cabin, with great hiking opportunities nearby. Brandon is super responsive and helpful. Had a great time, even if one day it rained all day!

Natalia was incredibly accommodating when our graduation plans changed at Bennington and we had to stay a few more hours. She could not have been nicer!

The cabin was as described and had all the listed amenities. Location was perfect for a weekend visit with friends from northern Vermont. Plenty of restaurant choices in the area. Would rent again if we need a place in the area.

John was an amazing host. Everything was like the pictures. He had binders with things to do around the area, which was amazing. He had trail maps and board games. The sauna and hot tub were both great and well maintained. Would definitely recommend for any family for a relaxing time. The loft was a nice little hiding spot. Plus it was only a 12 minute drive to Jamaica State Park with amazing views and right down the street from Stratton Mountain. I will definitely be booking this again!!!! It was an absolutely amazing weekend with an absolutely huge outdoor fire pit for the whole family!! The kitchen has everything you need just bring food. Towels and sheets are included as well and an absolutely beautiful view from the dining room table!!

The place is beautiful, private, quiet, cozy. Monique is super accessible and friendly, I felt super comfortable being able to take my dogs. The house is complete in the details, they thought of everything to make the place as pleasant as possible! Thank you Monique...