
Pet-friendly vacation rentals in Bennington County
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Top-rated pet-friendly home rentals in Bennington County
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Pet-friendly house rentals

Mountain House between Stratton, Bromley, Magic
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.

Quiet Vermont Home with Amazing View
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!

Gather and Relax with Friends & Family
We were so pleased with the ease of checking in and finding a clean house. We had our 2 dogs with us and enjoyed the neighborhood walks and use of the yard. The outdoor lighting was also a good asset. Loved the woods give at might after long days on slopes. Thanks again.

Large Riverfront Home | Minutes to Stratton!
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!

Brand new, 5 BR, next to Hermitage Club&Hermt Inn
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!

Secluded cabin on brook near skiing and lakes
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

Charming Vermont Retreat
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!

Huge Vermont Home for the Holidays- Deal
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!
Pet-friendly home rentals with a pool

Spring Hiking Pet Retreat I Game RM l ChimneyHill
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!

Country hideaway
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!

Leonard’s Log - Private Hot Tub, Fire Pit, A/C
This was the second time I booked Erin’s place and my group and I loved it! The outdoor jacuzzi is a huge highlight. The house is spacious and very comfortable.

Your VT Dream House: Fireplace, Pool, Dogs
Beautiful area great amenity. Wish there was 1/2 bath downstairs. That was the only inconvenience.

Private Tavern, Hot Tub, 8-Fireplaces, Spa Baths!
Beautiful home and cottage with stunning surrounding scenery. Came here on a getaway from NYC and it was exactly what we needed. The jumbo jet bathtubs and fireplaces give this cozy space a luxurious feel, and the kitchen was downright impressive (brought a chef friend for us who was very impressed). Had to call the host with some questions when I arrived but they were answered immediately. Very clear check in instructions from the host and once we pulled up to the property it was very seamless to get inside and begin unpacking. We had an stress-free stay and checkout thanks to the intention with which these hosts set up their space and rental process. We will be coming back next year!

Family/Dog Friendly Mountain Home w/ Amenities
This place is simply beautiful. Both the surroundings and the house. The beds had tons of pillows and the linens were high quality soft cotton. There was plenty of room for our group with 3 levels of home to hold us all. The kitchen was well appointed and beautifully designed. The backyard was so beautiful, we took our family photos there. The deck was a great place to hang out under the string lights around the fire pit, while keeping an eye on the kids in the living room through the big windows. We even saw a BEAR cruising by! The clubhouse, the tennis courts, the fishing pond, we did it all and it was absolutely magical. We will definitely be back!

Chimney Hill Home w/ New Hot Tub & Amenity Center!
Awesome property! Stayed here for a ski trip with friends, we had a great time and the house was a great size for all of us! Hot tub works great and the indoor fireplace was fun to use as well. Would absolutely stay again. Super polite and responsive hosts.

Stunning Family Cabin HotTub-Pool Arcade
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!
Private, pet-friendly home rentals

Mountain View 8-BR Lodge 2-Min to Mount Snow
House is good for a large group with multiple bedrooms and large living room. 5min drive to Mt. Snow is also very convenient.

Gorgeous Mt. Snow 3 bedroom chalet
Great place, nice and clean ,close to Mt Snow. Definitely a place I would stay again.

New! Vermont Getaway! Stratton - close to skiing!
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.

Starry Skies 7min to Stratton Dogs OK Pikes Falls
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.

Cozy Cabin ~16 Mi. to Slopes on 10 Acres of Woods!
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!

Stratton Views from the Hot Tub or Fireplace!
Our stay at Forty Two North was great. It was very cozy and we felt right at home. The house was clean and accurately depicted. The hosts were prompt with response time. Our family skied at Stratton, it was close and easy to get to. We would definitely come back again.

Cozy mountain getaway between Mt. Snow&Stratton
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.

Beautiful Guest House near Bromley, Magic, Okemo
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.
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