Pet-friendly holiday 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!

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 were very grateful to find such a welcoming place that would accommodate our two (well-behaved) dogs. The place was lovely and we were happily surprised to find that the sofa bed was in a room that could be closed off, so it really made it easy for us four adults (two couples) to have our own space. Listening to the river across the street was melodious and beautiful. Such a peaceful stay. Thank you!

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.

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.

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.

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!

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!

The house was just outstanding!! Beyond our expectations. We had so much fun at the house with such great facilities and wonderful location.

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!

Our stay was amazing. Danielle’s airbnb was as good as described in the listing. Great amenities, great location. Danielle communicated clearly and answered questions asap. It is neatly designed place. You get the feel of remote private living while having comfort of all the amenities the listing has to offer.

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 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!

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.

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!

Truly a beautiful, serene, contemplative guest house. We loved its simple beauty, the artistry and character of the furniture and the exquisite natural beauty surrounding this lovely place. We felt right at home and were so appreciative of Scott's thoughtfulness in setting the inside temperature to warmly welcome us upon our arrival. Vermont has always held a special place in our hearts and this experience endeared us even more to the beauty, serenity and simplicity that is so abundant and always nourishes our hearts, and souls and bodies - whenever we have a chance to visit.

Girls weekend trip away, very serene. Beds/linens were comfortable , loved the sunroom!! Enjoyed my cup of coffee in the morning looking out into the woods.