Family-friendly vacation rentals in Bennington County

Great place! Clean, spacious, with plenty of amenities. Owner was great. Flexible. Communicated clearly and promptly. Would definitely stay again.

Great local restaurant scene. Beautiful location and property.

“This house exceeded our expectations! It is incredibly spacious, making it perfect for families or groups. The home is well-stocked with everything you could need, from kitchen essentials to extra toiletries. The attention to detail in providing a comfortable and convenient stay is truly appreciated. Highly recommend for anyone looking for a relaxing and well-equipped home away from home!”

Great location. Beautiful views. Host was extremely responsive. Great fire place and living room.

Absolutely perfect for our family ski trip! Alex’s Airbnb was everything we hoped for and more. The space was incredibly spacious, clean, and well stocked, making it perfect for our group’s stay. The location was also very convenient, just a short drive from Mount Bromley/Stratton. The hot tub was perfect for relaxing after a long day on the slopes with a serene mountain view. Alex was a wonderful host, providing all the details we needed for a seamless stay. Highly recommend!!!!

Christopher was always in touch with us to make sure nothing was missing and that we were doing ok. We had a couple of problems with one of the heaters due to the snow but he and Jerry stayed on top of it until it was fixed. The place is really nice for an escape and to get some relaxing time in the jacuzzi. Totally recomended!

Celine’s place was great! Plenty of room for our party of 4. We felt right at home with all the amenities at the property. The kitchen was fully stocked with everything you’d need to cook but we opted to go out for dinner during our stay. We’ll def book again when in the area.

This was our third stay at Tom’s place and we now plan our ski trips to Mt Snow around the availability of his home. He is an exceptional host & extremely responsive. We can’t say enough great things! The place is immaculate; plenty of amenities to feel like a home away from home & wonderful features for a relaxing & entertaining stay.

Had an amazing time her with my friends. Very clean place and super nice cabin in the woods. Make sure you have a 4wd drive car in the winter to get up the driveway.

Nice stay in a comfortable apartment. Friendly hosts in a quiet neighborhood. Close to town and local attractions.

Julie and her husband have created a beautiful space for exploration and creativity! She was very welcoming and made us feel right at home. The historical town in which the house is located adds to the atmosphere and the restaurants were amazing. We highly recommend staying here (and a walk to nearby reservoir)!

Excellent place to stay considering the location and and beautiful views. Owners were excellent, very helpful and did what ever they could to make our experience enjoyable!

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.

We enjoyed our stay at Maura's house in Stamford for our skiing and hiking vacation. It's a delightful farm house with hardwood floors, a fireplace, and lots of character. It was perfect for the three of us--very quiet and clean. The house is well-stocked with games, magazines and staples and she provided a goody basket for us. Maura was very communicative throughout the process. The house is very well-located for local exploration. Not even 10 minutes to North Adams, 15 minutes to charming Wilmington, VT and less than an hour to Bennington, Brattleboro and Pittsfield/Lenox (and several ski resorts in VT and MA). For groceries, we'd recommend the Wild Oats Co-op in Williamstown although there's also a grocery store right in North Adams. Note that you will need to use stairs to access the bedrooms and one of the full baths. Overall, a great visit and we thank Maura for the hospitality.

Jack and Donna's cabin was exactly as described. We loved our stay, so peaceful and quiet. Their rustic cabin has everything that we needed to enjoy a quick get away, beautiful surroundings and a warm fire for the chilly nights. Even though the cabin is off-the-grid, the lights (both solar and gas) were more than enough to provide light to read a good book and play some board games. The kitchen is well appointed with pots and pans, dishes, and cooking utensils. We very much look forward to returning to this lovely place and exploring more of the area!

Collen's woodland lodge was a joy to spend a few days in. It felt like a family home, very cosy and extremely well equipped on all fronts. The location by the babbling brook was so pretty

Great for a group ski weekend. Plenty of space. Close to Mount snow. Has everything you need to cook a meal. Would definitely rent again!

Couldn't say enough great things about both the hosts and the property. Just lovely home - very spacious, and clean and cosy. The area is gorgeous, with a lot to do. Mt. Snow and Hermitage skiing are very close, and Wilmington and the area are charming. Host was very gracious and kind..thank you!

We were in town for a family wedding and this was the perfect place for 20 or so of us to spend the weekend. Everything was great. We were so comfortable and had so much fun! Thank you to Meiling, Martin, Mayra, and all the folks who assist them with housekeeping and logistics. Hope to find an excuse to return, as everyone was sorry when our stay came to an end. Highly recommend without hesitation.

We had an amazing stay at this home. The house itself is well-decorated, cozy, and equipped with everything we needed. The location was great, just a short drive to the ski slopes, yet tucked away in a peaceful and quiet setting. It was the ideal spot to relax after a day on the mountain. We loved waking up to the serene surroundings and would absolutely stay here again. We had a small hiccup checking in but Michael was very responsive and helped us out.

Husband and I had a great little ski getaway at Mt Snow. This cozy place was perfect for us! The view of the mountain is awesome. We did find the walk to the mountain (although short) with ski gear to be a bit much and highly recommend taking the Moover shuttle from the nearby parking lot.

Jenny, a superb host! We had an amazing time vacationing in Vermont. There was plenty of space and comfort for everyone. The host was always available, quickly assisting and responding to all our questions. A wonderful house, highly recommended!

We absolutely loved staying here- beautiful and laid out perfectly for 2 families, each with 2 little kids. Super convenient location to Mt. Snow. We look forward to staying here again!

Our GPS took us to the other side of town first, but it only caused a few minutes delay and allowed us to drive through the beautiful Main Street in the evening and gave us a sneak peak. The airbnb is a cozy, private finished space above their 2 car garage. The view off the balcony was incredible in early October. Our hosts were very friendly and allowed us our space and respected our privacy. The queen bed was cozy, and the shower was clean. The mini fridge was stocked with some beverages, coffee and cream. It was a great space for a weekend getaway especially because of the hot tub.