Vacation rentals with outdoor seating in Bennington County

Great location to the town center and Shaw supermarket; the Equinox Resort was walkable. We were welcomed with a bottle of wine and a couple of beers, and informative note. The host was communicative and addressed any of our needs. The cottage was neat, well stocked with essentials, and the Queen bed comfortable; we only used 1 of 2 bedrooms . We brought our dogs and we appreciated that .

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.

What a lovely place to spend a couple of weeks! The surroundings were so quiet with plenty of wildlife to enjoy!! The house had everything we needed and Brian and Kelly were beyond helpful and gracious. Thank you Brian and Kelly for providing my family with such a beautiful, safe home to stay in. You are very much appreciated!

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.

We relaxed and unplugged at this comfy, rustic cabin. Private and secluded but still close to town and restaurants. The fireplace was a delight. We also made use of the well-equipped kitchen. Slept well in the beds and chilled on the couch, watching Netflix in both areas. Great jumping off place for our Vermont excursions.

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 whole family stayed here for our daughter’s Bennington College graduation and it was perfect. The barn has tons of charm, and is cozy and inviting. I wish the weather was nice enough for us to enjoy the beautiful backyard and fire pit, but that’s for next time :) The barn is on a bigger road, but it wasn’t busy or noisy. My wife and I slept in the upstairs loft’s queen bed and our 19 and 23 yr old kids slept on the twin bunks, and the grandparents slept in the two downstairs bedrooms. Plenty of space to spread out for all of us. Would definitely stay here again if we have an excuse to come back to the Bennington area. It was also a fantastically priced compared to similar homes in the area

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.

This apartment is adorable, clean, well stocked and located right in downtown Wilmington. Walkable to the famous Dot’s restaurant (a must eat at!) and additional restaurants, shops, liquor stores, etc. Jennifer and her husband were so kind and accommodating with a funny / embarrassing misunderstanding on our part! They went above and beyond to ensure we were comfortable and happy. We loved how well stocked the bathrooms were with toiletries that a traveler may have forgotten at home. Happy to stay at any of their properties again anytime!

Mariann has a great space in a great location. Very accommodating and friendly, made you feel very welcome . Very responsive. Really nice area. Would highly recommend.

Thanks for the host making this place like home. Furnitures are well organized. My partner and I love the sofa in the living room. There is a big sofa and single arm chair sofa. It’s good for staying with partner to kiss cuddle and more. We love the well organized kitchen. Very well-equipped. They even have some stock of food, coffee and tea bags just in case if you are hungry in mid night. We came here for skiing trip. It’s just 15 min to Mt Snow, 1.5h to Okemo. Stratton is also around this area. Great location for mountain staycation.

Peaceful, pretty, small town location. The apartment was big, clean, and comfortable with everything you would need to make your stay enjoyable. It was 35 minutes to Stratton and one hour to Killington, both on pretty roads passing through quaint Vermont small towns. Highly recommended!

I was only in town for a couple of days for work but I loved the air bnb and it’s such a cute little town! Wish I had more time to explore. The air bnb has plenty of space and is super clean ☻

Neil & Julie were great hosts and very accommodating. Their home was so cozy and comfortable - I felt right at home immediately. Not only was the place spotless, but it was also stocked with everything you could need for a weekend or longer. You can tell they put a lot of attention into the details to make the place warm and inviting.

This is a return visit to Pam's place. It was exactly as I remembered it. A magnificent setting in a beautiful part of VT. The space is sweetly decorated and accessorized in an appropriate horse theme. Everything is in pristine condition. The cleanliness is matchless. Fully equipped as described. A bed that's hard to get out of in the morning!! Pam takes this business seriously and is a consummate professional - at the same time warm and welcoming.

Great place to stay. There are no Ubers the week we stayed there and we should have rented a car. But the place was great.

We loved our stay! Everything was immaculate. New. Even ready with some fun board games and a Bluetooth speaker. The location was excellent, and we had a great time! We definitely recommend and would stay again.

Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.

Exactly as described. Beautiful condo, right in the heart of Stratton. Easy ski in/ski out. Excellent proximity to everything the village has to offer. The kitchen is well equipped and the bedrooms are really comfortable. Brian was a great host! We will absolutely book again for future Stratton ski trips!

Excellent location and central to all things fun in southern Vermont. Loved the sports center amenities. Very peaceful considering it was end of mud season and not busy at all. We used the pool, workout facilities and locker room. Even had a fireplace we could use ! Christine was incredibly responsive and welcoming. Would recommend to others and would stay again if in the area.

Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!

Lovely home, looked just as described, very responsive/ accommodating host. Stunning Mountain View’s whichever direction you drive. Will definitely be coming back here!

This place was a lovely condo near Mt. Snow. We came for a weekend of spring skiing, which didn't quite go as planned, but the pool complex was a great alternative and the location made it easy to get to the mountain. Plenty of space for everyone to sleep.