Pet-friendly vacation rentals in Bennington County

Mary is awesome! I made a mistake regarding the check in time. She very quickly responded to my text and helped me to resolve my issue. She checked in frequently before, during and after our stay readily available to answer questions etc. The house is awesome. It has so many things needed for a trip. It also has an outside table and grill. The close proximity to town was very nice too. I would highly recommend this home and hopefully this home is available for our next trip to Vermont!

Being across the way from the creek was lovely. You hear the sound of the flowing water and the birds. There are neighboring houses and some guests had dogs (we had our cat with us). It is good to find a pet friendly place in the woods. Even though it is in the woods, the cabin is only about 22 minutes to downtown Bennington, which has some nice lunch spots and shops.

We LOVED our stay at Rebekah and Erik’s house in Bennington! It was the perfect location for walking into the town. The amenities were outstanding and the decor was beautiful! We highly recommend this home! Thank you for a wonderful stay!

Very responsive host who went above and beyond to display hospitality. Clear instructions and let us enjoy the place in peace. Space itself was warm and inviting and perfect for a couple's weekend away.

The best Airbnb I have stayed at! Lovely house, yard and surroundings. Private. Spotlessly clean, and comfortable, homey atmosphere, but spacious as well. Well equipped with everything we needed for our stay. Easy check in with keypad. Friendly, responsive host. Short drive to town, restaurants, stores, sight seeing, etc. It was perfect for our group of five old high school friends! Would definitely stay here again.

Fantastic property and great host. We loved our stay at this property, especially the view from the hot tub on the deck!

Pats place is the best!! Beautiful views, walking distance to mountain and perfect house inside and out. Definitely will be coming back and highly recommend this airbnb. We had a group of 13 and it was perfect for us. Pat is also so responsive and so friendly! Thank you again for an amazing weekend at your home!

We have enjoyed Erin's cute cottage very much. It has everything you might need, plus the location is great. Would definitely return and recommend)

The stay was exactly as described in the photos and listing. Brian provided everything I needed for a productive working vacation—high-speed internet, comfortable accommodations, and a peaceful environment to relax and recharge during downtime. Highly recommend!

The cabin was lovely! We went for a little weekend getaway with some friends and it is a great space for such an occasion. There is a surprising amount of space in and around the house and we didn't even use the three season porch. The hosts were also very responsive and easy to communicate with. Definitely a cute little home away from home!

Jake's house was the perfect fit for our family. It was spacious allowing for us to spread out if we needed personal space but also perfectly suited for hanging out together in the family room and kitchen area. The bedrooms were large and there were many options to choose where to sleep. The house was very clean and beautiful overall. I had a few questions and Jake was quick to respond. I would highly recommend this place.

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!

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.

Peaceful, Serene location just 10 minutes from Stratton. We enjoyed the use of the new hot tub, and roomy kitchen. This space is surrounded by nature with plenty of space for you and your group. Would definitely stay here again!

Lovely house can’t wait to rebook for next snowboard trip!

My family loved staying here! There was plenty of snow for activities. We went skiing at Mount Snow and ice fishing on Lake Raponda for a day. The barn is so unique and had everything we needed. There were lots of extra pillows and blankets and a big cozy couch to curl up and relax by the wood stove. Having access to the clubhouse was amazing… the kids loved swimming in the warm pool after a long day outside. Brian was super responsive and easy to talk to! We already want to go back!

Nick’s place is amazing—just a little peace of heaven on earth. The cabin and surroundings are so peaceful and beautiful and it felt very private. Our favorite part of the cabin were the screened in porch, the swing, and the fire pit. Nick was very generous and provided lots of fire wood for our stay and even had the fire pit ready for us when we arrived. Our boys also loved running around the cabin. We had everything we needed during our stay. We will definitely be back!

We really enjoyed out stay and hope to return again in the future. The place had great light and was just a very peaceful place to hang out and relax. Its a beautiful area and we found some great food and beer and was also enjoyed cooking at home and enjoying the home. The owner was very accommodating and had great communication throughout our stay... I would highly recommend it for anyone looking to stay in the area.

We were a little nervous coming up the little winding road in the dark, but the place was easy to find abd checking in was simple. Bonus - we didn't know there was a beautiful waterfall and swimming hole only a 5 minute walk away! Great home base for exploring tons of hiking trails, and the perfect spot for us and our dog to rest.

White doe farm was a lovely place to stay for a week of quiet country relaxation. Tiva and their property manager, Tiffany, were easy to reach and responsive hen we had a couple very minor issues. Tiffany addressed the issues right away! Overall a beautiful place to stay!

We loved our stay at Boulder Run Cabin! The hosts have really thought of everything - from doors closing off the upstairs from the downstairs (so helpful with kiddos) to a guidebook with all the instructions, recommendations, and info you could need. Downtown Manchester was just a short drive away and we had a blast at the pinball museum, a great dinner at Crooked Ram, and tried our first maple cremee at The Maple Reserve Cafe! The cabin and location were top notch and we’d highly recommend a stay here!

We had a great time at the Chickadee over Memorial Day weekend! The weather wasn’t totally in our favor so sadly we couldn’t enjoy the nearby lake, but we filled our time with short trips into Bennington and Wilmington. The sunroom is a great spot to relax and the beds are super comfy! We were bummed that the outdoor shower had broken right before our stay, but Sarah did her best to try to get a handyman out and offered us a small discount when it couldn’t be fixed. We’ll just have to come back another time to enjoy all of the outdoor amenities!

The Green Barn was an awesome place to stay. It’s a short ride to the center of town and to all of the hiking spots. It’s clean and well kept. We definitely plan on going back!

My stay at the Mt Snow Yurt was nothing short of magical. Arriving to the serene mountain views and cozy, rustic-chic decor instantly put me at ease. Inside, the king-sized bed felt luxurious, the wood-burning stove kept me warm on chilly evenings, and the kitchenette provided everything I needed for simple, delicious meals. Mornings spent sipping coffee under sunlight streaming through the skylight and stepping onto the deck to breathe in crisp, pine-scented air became my favorite ritual. The owner was attentive—delivering firewood, recommending nearby trails, and making sure I had all the supplies I needed without being intrusive. Whether you’re seeking a winter ski escape or a summer retreat into nature, the Mt Snow Yurt delivers comfort, convenience, and unforgettable mountain charm.