Chalet holiday rentals in Bennington County

We stayed here with another couple and their dog two years back and had a wonderful time. I am so grateful that we came back this year with our dog, Chili, and she had the absolute best time! Old Manchester rd is really quiet and is great for off leash walks. Chili loved frequently seeing the other neighbors and their dogs (who were all friendly) on her walks. We’re also runners and so the road is great for running (mostly flat, minimal traffic, frequently plowed, amazing views of Bromley). Jennifer and Dan are both very friendly too. Jennifer did a good job of reaching out to us often making sure we had what we needed. Dan often came by to plow the driveway which was really nice too. Our last day was during a snow storm and they were flexible with checkout which was really helpful. This place really has everything you need and the location is excellent (close to Stratton, Manchester which has a dog park, and downtown Peru which has an outdoor ice skating rink

Well worth the stay! Thinking of doing it all again next year. Home was clean and ready when we arrived, heat and amenities all worked - zero complaints.

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!

The chalet is secluded, quiet and peaceful. We appreciated its location in the woodland, right near a stream. It was comfortable for our family and we would return again in the future.

Our stay was fantastic. The house was conveniently located relative to Stratton mountain, very comfortable, and the host was fantastic

Mariah’s cabin was perfect for our getaway. Lots of natural light, clean and had everything we needed. It was a quick drive to Mt Snow and close to some cute restaurants in Wilmington. I was given clear and very lengthy instructions for check in/check out and Mariah was responsive to some minor questions we had throughout our stay. I missed the opportunity to book the hot tub/clubhouse when we first made the reservation. Hoping future guests don’t make the same mistake and be sure to request it at the time of booking!

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

The house and the surroundings were beautiful! There was lots to do and see, and it was an overall great time!

We had a wonderful weekend at The Barn. Truly a comfortable and scenic space for us to relax and enjoy the weekend. Host was very responsive and everything worked as we expected. A great choice for a weekend away with a large group of friends easily accomodated.

The house was super close to the mountain The house had everything you could possibly need in the kitchen Three living rooms which was nice we were unable to turn the sauna on sadly Perfect ski house entrance with a lot of room the take everything off without tracking into the rest of the house Large table to eat and play games on I would definitely stay here again

Nice amenities. Bit smaller than expected from the photos but everything is as advertised.

Tommy's place was perfect for our weekend family getaway and even more beautiful than we expected! The rental process, communication with Tommy and the property itself significantly exceeded our expectations. The online guidebook Tommy provided answered every question we could have had. There was plenty of room for our group (11 adults) and so much for us to do without leaving the property! We all ate together at the large dining table, had a few pool tournaments and played board games and poker in the gorgeous game room! The kitchen was stocked with everything we could have needed (and even some things we didn't know we should have!). Every single bed was incredibly comfortable, there was ample space for everyone to relax, and we thoroughly enjoyed the fire pit, fire table and huge yard. Our family is already looking at dates for next year's trip. Tommy was the best host I've ever worked with on an Air BnB rental, and we look forward to staying at one of his properties again!

We loved the Snow Chalet!! Such beautiful surroundings and well appointed. The beds were super comfy and the black out shades were great for the kids. Location was great and close to the grocery stories. Wilmington is a sweet town too with lots of cool shops. The club house pool was warm and the pool was nice and toasty. An awesome trip!

We had the most amazing weekend getaway with a group of 12 close friends! The house was cozy, beautifully decorated, and felt like the perfect home away from home. Despite it being a rainy Memorial Day weekend, we had the best time just enjoying the space together. The backyard was stunning, a great place for walking out in the morning with your cup of coffee. The kitchen was a total highlight: spacious, well-stocked with everything we needed, and perfect for cooking and feasting with a group. This stay gave us such great memories, and we’re so grateful to the hosts for creating such a warm and welcoming space. Would absolutely recommend and hope to return someday!

This was an enjoyable stay. Slept 6 comfortably. We also had such a great time in the game room playing pool, watching tv, and utilizing the arcade games. Totally recommend!

We had a fantastic stay at this beautiful property! The host was incredibly communicative, accommodating, and friendly, making every step smooth and stress-free. We were amazed at how immaculate and spacious it was. The attention to detail was exceptional—everything was sparkling clean, well-organized, and styled to feel both cozy and luxurious. One of the highlights of our trip was waking up to the stunning views right outside the windows. The private location gave us a sense of peaceful seclusion, yet it was surprisingly easy to reach the nearby mountain, as well as shops and restaurants, which made our days flexible and convenient. Whether we were enjoying the breathtaking scenery or exploring local attractions, we never felt rushed or cramped. It was the perfect getaway for my sons and me, and we can’t wait to come back. I highly recommend this wonderful place to anyone looking for a relaxing yet adventure-filled stay!