Pet-friendly holiday rentals in Bennington County

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Bennington County pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Manchester
4.85 out of 5 average rating, 233 reviews

Keys to Vermont

KathleenRating, 5 stars3 days ago
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.
Top Guest favourite
Home in Sunderland
5 out of 5 average rating, 6 reviews

River view cottage

JayneRating, 5 stars1 week ago
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!
Top Guest favourite
Home in Wardsboro
4.95 out of 5 average rating, 111 reviews

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

MikeRating, 5 stars1 month ago
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.
Superhost
Home in Mount Tabor
4.92 out of 5 average rating, 184 reviews

Mtn Treasures Waiting Lt/Ap Little rock pond

MichaelRating, 5 stars3 months ago
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.
Guest favourite
Home in Manchester
4.95 out of 5 average rating, 126 reviews

Ski and Play in Manchester Center!

EvaRating, 5 stars1 month ago
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.
Guest favourite
Home in Sunderland
4.96 out of 5 average rating, 250 reviews

MOUNTAIN NEST, views, Manchester, hot tub,

NancyRating, 5 stars2 weeks ago
Fantastic property and great host. We loved our stay at this property, especially the view from the hot tub on the deck!
Superhost
Home in Readsboro
4.86 out of 5 average rating, 127 reviews

June in Vermont! (Pet Friendly)

JudahRating, 5 stars6 months ago
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.
Top Guest favourite
Home in Dover
4.83 out of 5 average rating, 109 reviews

The Upper Handle Road House

HaleyRating, 5 stars3 months ago
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

Superhost
Chalet in Wilmington
4.86 out of 5 average rating, 77 reviews

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

NickRating, 5 stars2 months ago
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!
Superhost
Cabin in Wardsboro
4.92 out of 5 average rating, 202 reviews

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

AnthonyRating, 5 stars2 months ago
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!
Top Guest favourite
Home in Wilmington
4.96 out of 5 average rating, 27 reviews

Family/Dog Friendly Mountain Home w/ Amenities

LouisRating, 5 stars1 day ago
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.
Top Guest favourite
Chalet in Wilmington
5 out of 5 average rating, 94 reviews

Mt Snow Chalet: Peaceful Escape w/Hot Tub

AmyRating, 5 stars1 month ago
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!
Top Guest favourite
Apartment in Arlington
4.93 out of 5 average rating, 42 reviews

Goose Crossing

DamianRating, 5 stars3 months ago
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.
Guest favourite
Home in Wardsboro
5 out of 5 average rating, 8 reviews

Wander In | Close to Mount Snow & Stratton

KatherineRating, 5 stars3 months ago
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.
Guest favourite
Chalet in Winhall
4.88 out of 5 average rating, 106 reviews

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

BrandonRating, 5 stars3 months ago
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!
Superhost
Cabin in Wardsboro
4.91 out of 5 average rating, 227 reviews

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow

StevenRating, 5 stars3 months ago
Lovely house can’t wait to rebook for next snowboard trip!

Private, pet-friendly home rentals

Superhost
Cabin in Stamford
4.89 out of 5 average rating, 9 reviews

La Cabañita - The Little Cabin

JulissaRating, 5 stars1 month ago
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!
Top Guest favourite
Cottage in Eagle Bridge
5 out of 5 average rating, 30 reviews

The Crik House: modern digs, American farm country

MattRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in Bennington
5 out of 5 average rating, 64 reviews

The Vermont Farmhouse+Charming Countryside Views

JeffRating, 5 stars1 week ago
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!
Top Guest favourite
Home in Bennington
5 out of 5 average rating, 20 reviews

The Old Pine House

KateRating, 5 stars3 weeks ago
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!
Guest favourite
Guesthouse in Jamaica
4.86 out of 5 average rating, 71 reviews

Stratton; 5 min. Pikes Falls, 1 min. Pets welcome!

AndrewRating, 5 stars3 weeks ago
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.
Top Guest favourite
Cabin in Sunderland
5 out of 5 average rating, 31 reviews

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

OliviaRating, 5 stars2 weeks ago
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!
Guest favourite
Condo in Stratton
4.9 out of 5 average rating, 69 reviews

Stratton Mountain vacation spot

CandaceRating, 5 stars2 months ago
We had a great stay at this cozy condo, perfectly located on a shuttle route to Stratton Mountain. The convenience of being just minutes from the slopes made our ski trip stress-free.
Top Guest favourite
Cottage in Dorset
4.97 out of 5 average rating, 154 reviews

Pond Cottage

KimberlyRating, 5 stars3 days ago
If you're looking for a slightly rustic, but totally comfortable place to stay near Manchester, this is the ideal location. We have been with our dog Mac for a total of 6 visits to this cozy cottage. The local area has a lot to offer in the beautiful area of the Green Mountains. Kim keeps the cottage very clean and provides you with all the comforts of home. We feel totally welcomed whenever we visit and are always pleased with our stay. Thank you Kim for the extra special welcome and for always being so accommodating! Brian, Kim and Mac

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