Pet-friendly vacation rentals in Bennington County

This place is a gem! Large space but felt intimate and cozy. The fireplaces are great, the deck looked inviting but we had so much snow, we spent most of our time on the slopes. Amazing art work throughout, well stocked kitchen, and lots of light! Great space.

House was clean, spacious, and conveniently located for our trip to Williamstown. And the hosts were extremely responsive - we had no issues during our stay. Thank you!

We've had many stay with Tod now and as usual he was perfect with communication and even remembered the couple of items we left behind when we were last there! The house is big, spacious and as clean as can be! And absolutely everything you need to cook...

This was the perfect winter ski / snowboard getaway for our group of 16. We had 3 families and the room to bathroom / bed ratio in this property were perfect. There was plenty of private space in the bedrooms to allow for some peaceful away time and there was also ample shared space so we could enjoy being together. The house and property are extremely well taken care of and the host was very proactive with information and other helpful information about the location and surrounding area. Very close and easy to access Stratton Mountain! We had 7 inches of fresh snow during our trip and the driveway was plowed by 8AM - in time to make it to the mountain for the first lifts. Will definitely book again!

We loved this house! And plan to come back again soon! Beautiful home with great amenities. Host was very responsive. We had a great visit!

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

The house has the cozy rustic charm of an old farmhouse. Hand hewn post and beam work speaks to its heritage. The kitchen is very well provisioned with everything a large group needs to cook and enjoy making meals together. The large, reclaimed wood dining table was a beautiful addition to the space. The living room was super cozy by the pellet stove sipping coffee to start the day or lounging after hours. We really enjoyed the ability to bring our chocolate lab Gus, who absolutely took advantage of the large open spaces around the outside of the house. Overall Scott was a terrific host and was available any time we had questions about the house. We look forward to staying again!

We were in town for a family wedding! Our son got married in Dorset, the house was very spacious. We had 7 adults staying at the house! Everything was great! John had an Apple Pie waiting in the kitchen for us on our arrival! Went great with a nice cup of tea! The house was beautiful! We even had the pleasure of seeing the train pass by only minutes after arriving! Great hosts!

Shannon’s place was perfect for our Christmas visit with our son. Clean, spacious, great location, fully stocked, and made the perfect place to host our son and his Copper Mountain colleagues for Christmas!

Second visit and it was just as nice as the first. We like this house inside and out. The pool and walking trail through the woods are great, and the living room is super comfy for family hanging out at night or on a rainy morning. 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!

We spent our winter break at Adam's condo. This condo experience had all the important Cs: Clean Condo - it was very clean upon arrival. Convenient Condo - the Stratton shuttle stops right outside the door. Communicative Condo Owner - any questions we had were answered in a timely manner. Cost effective Condo - great value Okay I went overboard with the Cs but honestly it was such a great experience. Adam is great host and the condo worked out perfect for us! Hopefully we get a chance to stay here again!

I/we’ve stayed before, we will surely stay again! Love this spot and always a pleasure dealing with Jake. 10 out of 10

Stayed here as three couples with two dogs and had so much fun. We never left the home because it was so relaxing and enough to do right at the air bnb. Whether we were having a fire, going in the hot tub, playing pool, or making dinners together in the huge kitchen! We will definitely be back!

We had a wonderful week once again at this beautiful, cozy cabin. It is always spotlessly clean and comfortable. Adam and Filipa are exceptional hosts - very kind and responsive. The location is perfect - easy to get into town to enjoy restaurants and to ski at Mt. Snow and even though we got a lot of snow and ice the driveway was plowed and sanded to make it safe for travel. I highly recommend this home for your trip to Southern Vermont. I can't wait to return!

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.

I had an amazing stay at Bill's house in Readsboro! The house has been beautifully renovated and is incredibly spacious, with plenty of bedrooms to accommodate a large group comfortably. It was well-stocked with everything we needed to host, from kitchen essentials to an array of board games that kept everyone entertained. Bill was extremely responsive and friendly, even dropping by for a quick chat and to introduce himself, which was a nice personal touch. The highlight of the property was definitely the massive game room. It was packed with all sorts of fun activities, from shuffleboard and pool to karaoke—everyone had a blast singing their hearts out. Overall, the experience was a solid 10 out of 10, and I wouldn't hesitate to book again. Highly recommended for anyone looking for a spacious and fun place to stay!

Great place, nice and clean ,close to Mt Snow. Definitely a place I would stay again.

Excellent location with great parking in a well maintained condo. We had seven people and everyone felt really comfortable. We were able to cook a meal easily and watch a movie after skiing with the family. The rooms are the perfect size and the views are so peaceful. Only a four min drive to Stratton, so it made our weekend simple.

The house is perfectly situated as the surroundings are very peaceful and quiet, but within few mins drive to nearby towns. The house has a lot to offer as well for staying in and relaxing as well. The surrounding area is very beautiful with lots of hikes and restaurants within few minutes of drive. Everything was clean and as described. The host is very responsive and was very clear with timely communication and instructions making our whole trip very smooth. Would highly recommend this house if planning to stay in the area.

Cute place with a large property. Great for dogs. Super close to Stratton, and other ski resorts are also close by. Fantastic value for the money.

This was our 2nd time staying at Brian's place, the home is perfect for a larger group and has so many toys for the kids, they LOVED it! Everything is very clean, and the kitchen has all the pots/pans needed for cooking. In Feb there was so much snow we got to go sledding in the front yard, and a few from our group made the trip to Stratton for the day. We love going to Wilmington for coffee/lunch. Planning to be back again in 2026!

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.

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.