House holiday rentals in Bennington County

We had a great vacation at Whitley’s Airbnb. The house was very clean, spacious, and provided lots to do. It was also great being so close to Mt. Snow. I highly recommend this house and would love to come back!

We had a wonderful weekend at Liz’s cabin. Everything was clean. Hot tub was awesome. Would recommend to anyone looking for a beautiful cabin getaway.

Host is extremely responsive, friendly, and accommodating. The house is well equipped with many kitchen supplies, including spices and other cooking products. The home is cozy and host equipped home with necessary items needed for a stay in the winter, such as sufficient salt, sand, shovels, and flashlight. the amenities of the chimney hill clubhouse are very family friendly as well. These include an indoor pool, hot tub, ping-pong, table, arcade, and indoor movie theater. Overall, a lovely home for a family and fantastic host.

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.

Jake’s home is outstanding. The beds are very comfortable. The internet is good, The home has lots of space , a great kitchen with all amenities that we needed. Gas stove etc. The outlay was very comfortable and made for the perfect vacation. I’ve stayed at many homes in the area, Jake’s place is by far the best. We also went to the Clubhouse and used the pool and hot tub which was an added surprise.

Lovely home. Hopefully I can stay here next year.

If you are reading this review.. BOOK this place right now. I have stayed in over 50 AirBnB’s across the US and this one stands out on another level. The attention to detail in every corner. The cleanliness. The amazing hospitality with the host walking us around the entire place giving us a tour. All the games blankets full bar and kitchen utensils were an amazing touch. I would easily go back. Loved this cabin so much it was home away from home. Did a small friend’s gathering for New Year’s Eve we spent 4 days here and didn’t want to leave. I’m telling you, if you see this review just book it. There isn’t a better option.

No complaints. This is a beautiful home that had everything we needed for our weekend ski trip with 4 adults and 1 toddler. Very clean, cozy and a great location close to Mt. Snow. We really enjoyed our stay, thank you!

Catherine’s place was perfect for our stay. It was so cute, nicely decorated, very clean, and convenient to everything. If we are ever needing a place to stay in Dorset we will definitely be back!

The home and location are great, but the hosts are what make this place. They go above and beyond to make your stay special.

Daniel's place was the perfect home base for our Berkshires getaway. We visited Mass MoCA and loved coming back to this quiet, peaceful retreat. The backyard was especially serene, I enjoyed my morning coffee outside and relaxing by the fire at night. One of my favorite parts was cracking the window open and falling asleep to the soothing sound of the brook out back, pure magic. Daniel was a gracious host, friendly, responsive, and thoughtful. The local charm added so much to the experience, including camels and other farm animals across the street, Farmer Dave is a gem. We'd happily stay here again!

We had a lovely time at Maura’s house! Maura was friendly and responsive and clearly loves to share this beautiful area with guests. The house was spacious and well kept. (I would note for those who might mind that there were some family photos, magnets, etc. up, but that didn’t bother us at all!) The house is about 10 minutes from Mass MOCA and less than 20 minutes to Williams College.

My family and I had a great stay at John’s place. It was just as described and in a perfect location, located just a few minutes from Mount Snow and surrounded by all of the great restaurants that West Dover has to offer. The space was spotlessly clean and super comfortable to relax after a long day of skiing. John was very communicative and friendly and even left some treats for us upon arrival which was much appreciated. This might be our new top pick of places to stay when we are in the area!

This is a great place for a visit to Mount Snow. It was a short drive to the mountain, and easy to get in and out of. The kitchen was well equipped and the cabin was clean. It was the middle of winter, so we did not investigate the outside. We would consider coming back.

Jason is incredibly accommodating. We've been visiting for two years now and absolutely love everything—the location, the easy access to town, and the place is so warm definitely a plus to have your own fireplace after ski the whole day. We can’t wait to come back!

A Truly Wonderful Stay at Sheila’s Home! Sheila’s home was warm, welcoming, and absolutely spotless. Every detail was thoughtfully prepared, from the cozy decor to the well-stocked kitchen and comfortable bed. It felt more like staying at a friend’s home than a rental. The neighborhood was peaceful & perfectly located, and Sheila was a kind and responsive host who truly went above and beyond. Her hospitality made all the difference. One of the best Airbnb experiences we’ve had—thank you, Sheila, for such a special stay!

Wonderful stay, large spacious air bnb. Very clean, very comfortable felt right at home. Fenced in backyard, and local to many shops and restaurants. Would book again!

We had a fantastic time and the house was lovely! WE would 100% stay with Yvonne again. Thank you for a wonderful time.

Delia's house was a lovely place to stay in, even for such a short visit. We came to Hoosick Falls for a family funeral and were looking for something that could fit 6 people and be close by to downtown Hoosick Falls. The house was lovely and the grounds are beautiful! We arrived late at night and left the next morning so we didn't have a chance to enjoy the house and grounds as much as we would have liked. Delia was very responsive throughout the booking and arrival process which was much appreciated! I wish we could have stayed longer. Thanks Delia! Mike

We had a wonderful stay! We were able to snowmobile right from the house and enjoy the scenic views of the lake.

Matt's Airbnb was a wonderful place for us to get away for a long weekend! The house was lovely with all the comforts of home. We loved so much about this house, especially the layout. All one floor, which was great! The mudroom was great for bags and boots, the kitchen was well stocked , and the living room was amazing- very comfy large sectional sofa for relaxing, a nice cozy little sun room to hang out on and read a book. Having 3 bedrooms and 2 baths were the perfect size, and the washer and dryer were an added bonus. We loved the outdoor space for grilling and walking our pups. Very peaceful neighborhood and wonderful little town with great restaurants! Matt was so nice and helpful with any questions that we had, and even offered us a later check out which was nice! We loved this part of VT and hope to visit again soon! Thank you Matt for being such a great host! We can't wait to book our next stay!

Even better than the pictures. It was a great place for a ski trip. I enjoyed walking around the house and exploring the property. For the price you can’t beat it. I would definitely recommend staying here if you are looking for a place.

Unfortunately we could only spend two nights here. We loved the spaciousness of the downstairs. It was great to be able to walk our dog nearby. Williamstown and Bennington are very close. I loved hearing the rain on the roof the first night. The birds were amazing. We loved our experience here!

Beautiful home on the river. We enjoyed the back patio which overlooks the river. The house is charming and great location!