
Pet-friendly holiday 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

Keys to Vermont
Mary's home was just as described online and very comfortable. We were 2 adults, 3 children and our dog and felt right at home. We loved that there were even amenities for our dog! A water bowl, poo bags, a tie out and a blanket for her to lay on the couch with. There is even a dog bed, but she chose not to use it. The neighborhood was quiet and consisted of other families enjoying their weekends at home. We loved how close we were to Manchester Center without being right in the downtown. All shopping and such was juts a few minutes down the road.

River view cottage
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!

Hot Tub & Game Room - Ski Mt. Snow/Stratton
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.

Mtn Treasures Waiting Lt/Ap Little rock pond
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.

Ski and Play in Manchester Center!
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.

June in Vermont! (Pet Friendly)
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.

Bright airy cottage w/ lake view
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.

The Upper Handle Road House
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!
Pet-friendly home rentals with a pool

Cabin | Chalet | Mt Snow | Hot Tub & Pool Access
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!

Leonard’s Log - Private Hot Tub, Fire Pit, A/C
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!

Family/Dog Friendly Mountain Home w/ Amenities
Jake’s home is outstanding. The beds are very comfortable. The internet is good, The home has lots of space , a great kitchen with all amenities that we needed. Gas stove etc. The outlay was very comfortable and made for the perfect vacation. I’ve stayed at many homes in the area, Jake’s place is by far the best. We also went to the Clubhouse and used the pool and hot tub which was an added surprise.

Mt Snow Chalet: Peaceful Escape w/Hot Tub
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!

Goose Crossing
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.

Wander In | Close to Mount Snow & Stratton
This place was a dream for families. We traveled with 4 children and an infant. The house was roomy for the whole crew to hang out and eat together. We loved how clean and organized it was. We enjoyed hours at the pool, which was a huge hit with the littles. VRM was very helpful with any questions that came up. The location was great for skiing at Mt. Snow. We wish we had stayed one more night but our infant became very sick and had to head back a day early. To be honest, the place is more beautiful in person than in the pictures and we feel so lucky to have been able to stay there. Big plus to have laundry on site. Kitchen has everything you need to cook all your meals.

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton
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!

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow
Lovely house can’t wait to rebook for next snowboard trip!
Private, pet-friendly home rentals

La Cabañita - The Little Cabin
We were looking for a quiet get away in a log cabin and this was the perfect match. We absolutely loved the cabin! It was set up for a cozy retreat for a couple or a family, nestled in the mountains but with all of the modern conveniences : tv, wifi, games, complete kitchen (no microwave), screened in porch that we really enjoyed, and comfortable beds and bathroom. The cabin was very clean and well appointed and even included a crate for your dog if needed. The nearest General Store is 8 to 10 miles away so be prepared to bring what food you need. We found the store in Readsboro offered a yummy selection of made to order sandwiches if you want to check out the area. Our host was very helpful when we had questions and responded quickly. We would love to come here again in the fall to enjoy the foliage.

The Crik House: modern digs, American farm country
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.

The Vermont Farmhouse+Charming Countryside Views
Our stay was connected to a graduation at Williams College. As part of a busy and emotional weekend, The Vermont Farmhouse was the perfect respite. The house is situated in the countryside so while it requires a drive to Williamstown, Bennington and other locations, we found the quietude to be worth it. Beautiful trails in a tranquil, protected area just across the road make for wonderful, leisurely hikes. Space to breathe. It is also a short walk to a great cafe (Pangea) and the former governor's mansion. The house itself is fantastic. It is roomy, super clean, with a great kitchen and dining area for entertaining. Very tastefully decorated. Fantastic front porch that even when raining -- which it did a lot during our stay -- is a great space to sit and enjoy the view. Lovely fire pit as well. Sandra and Trevor were wonderful hosts. Super attentive to questions and genuine in their care that we were having a good time. Could not have asked for a better Vermont stay. Great!

The Old Pine House
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!

Stratton; 5 min. Pikes Falls, 1 min. Pets welcome!
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•Lovingly restored Antique Farm Home
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!

Boulder Run Cabin/Mountain Views/Sauna/Hot Tub/EV
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!

Detached apartment in Manchester
I was very happy with this pick. This Airbnb is in a quiet and beautiful neighborhood but a close drive to everything. The unit is very cozy and clean and in great shape. I was in Manchester for a wedding and was happy to stay in this fully set-up apartment and get ready there, rather than at one of the very pricey hotels. Adam, the host, was very friendly; at the same time, this unit felt very private. Thanks for a great stay!
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Six Flags Great Escape Lodge & Indoor Water park
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Pico Mountain Ski Resort
- West Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Lake George Expedition Park
- Dorset Field Club
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Bousquet Mountain Ski Area
- National Museum of Racing and Hall of Fame
- Pineridge Cross Country Ski Area
- Canterbury Farm