Pet-friendly holiday rentals in Stockbridge

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Stockbridge pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Fairlee
4.96 out of 5 average rating, 505 reviews

Cozy Bow House Perched in Trees w/ Hot Tub & View

DianaRating, 5 starstoday
The Bow house was a beautiful place and Jen was incredibly hospitable and responsive. This is an amazing place to come and get away from the noise. Everything was so clean and cozy. Would definitely come again!
Top guest favourite
Home in Roxbury
4.92 out of 5 average rating, 202 reviews

Captain Tom's Cabin - Secluded Vermont Getaway

RahulRating, 5 stars2 weeks ago
Claire was an amazing host-beautiful location and she treated us like VIP guests with homemade soup and cookies! My parents loved it. Thanks for the stay!
Guest favourite
Home in Granville
4.96 out of 5 average rating, 145 reviews

Epic Views of the Green Mountains

ColbyRating, 5 stars1 week ago
We had a great stay at William’s. The location was beautiful and the house was comfortable. We had a great mix of day-tripping and relaxing with a view. We also ran into William and he was very helpful and friendly.
Guest favourite
Home in Rochester
4.97 out of 5 average rating, 144 reviews

Modern Farmhouse on 25 Acres - Superb Views

BrandonRating, 5 stars1 month ago
We had a quiet stay at the Farmhouse. Very peaceful and quiet location. Lots of space for our dog to roam. The house is very nice and clean. We enjoyed having coffee and looking out across the fields, reading, and cooking. It’s near the small village of Rochester with a few restaurants and otherwise we explored neighboring towns like Middlebury, Waitsfield, Stowe, and Montpelier.
Guest favourite
Home in Londonderry
4.99 out of 5 average rating, 135 reviews

Modern 3-bedroom A-frame in Londonderry w/ Pond

GeorgiaRating, 5 stars1 week ago
We loved our stay here!! It was the perfect getaway for a long weekend. The property is beautiful and private but close to anything that you might need. The kitchen was super well stocked, beds were comfy, and we really appreciated the firewood supply. Nikki & Topher were great hosts - extremely responsive to all questions we had and proactive about check in/check out instructions. Would definitely come back!
Top guest favourite
Home in Woodstock
5 out of 5 average rating, 133 reviews

Beautiful Woodstock Home-Perfect for entertaining

EmmaRating, 5 stars5 months ago
We had a fantastic stay at this beautiful home. We came with our 6 month old and 3 year old daughters and pup. There was plenty of space for the whole family and very kid friendly. We were saying when we were there that it would have been amazing with a group of friends for a girls weekend too! Beautiful spot where you feel like you’re deep in the Vermont woods but super close to downtown Woodstock. Would love to stay again if available!
Guest favourite
Home in Goshen
4.83 out of 5 average rating, 290 reviews

Nature Lover's Paradise

KevinRating, 5 stars2 weeks ago
Philips place was literally perfect! The location, the awesome house filled with super cool art, the cozy feel of the house, the amazing outdoor area we had available to us all made this a perfect experience! Philip was great with communications and I would recommend this place to anyone looking for a perfect place to stay in this area of VT. My dad and I were up there for a quick 2 day stay. We'll both be returning with our significant others to vacation there and will absolutely be coming here in the future whenever we travel to this area!!!
Top guest favourite
Home in Newbury
4.98 out of 5 average rating, 164 reviews

Wright’s Mountain Retreat with Sauna

NatalieRating, 5 stars3 days ago
We loved spending our time in Vermont at Bonnie’s place! The house had everything we needed and Bonnie was a great and responsive host. The horses next door were such a treat for our kids to see and the views were beautiful.

Pet-friendly home rentals with a pool

Top guest favourite
Flat in Barre
4.94 out of 5 average rating, 163 reviews

Relax in Recreation Paradise!

JenniferRating, 5 stars3 months ago
Chad was an incredible host! He was extremely accommodating with any requests we had. The views from his place are breath-taking! We enjoyed snowshoeing from the backyard onto trails in the woods. I fell in love with his cat who visited daily! He kept the driveway plowed and salted in a timely fashion. We enjoyed our stay and would highly recommend his place!
Top guest favourite
Home in Mendon
4.89 out of 5 average rating, 247 reviews

Ranch at Mendon Mt Orchards

RobinRating, 5 stars4 weeks ago
We enjoyed our stay. we felt at home. very spacious and cozy. this house has everything you need for your stay. Very close to Rutland. The fresh baked apple pie was a bonus. It was so delicious. Everything was perfect for us! Thank you! We will definitely be back again!
Superhost
Apartment in Killington
4.89 out of 5 average rating, 245 reviews

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

IanRating, 5 stars5 months ago
The place was great, clean, nice bathrooms. The oven seemed like it wouldn't go up to temperature at one point so I messaged the host and they responded right away to get the maintenance folks over. But it turned out that it was just set to Celsius and I was able to look up how to change it online (Hold down the broil button!). There were PLENTY of towels/linens which was nice.
Superhost
Cabin in Warren
4.83 out of 5 average rating, 280 reviews

Bunny Hill Cabin -Pets, Shared Hot Tub & Lap Pool

DillonRating, 5 stars1 week ago
Excellent value, private, relaxing, tons of wildlife
Guest favourite
Apartment in Killington
4.97 out of 5 average rating, 147 reviews

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!

EileenRating, 5 stars3 months ago
Nice place for the 6 of us and dog for a long ski weekend in March. Condo was as described. The kitchen was very clean, nothing in fridge. New fridge and new oven. The bathrooms were very clean. The beds were comfortable. The upstairs space a bit tight for 4 adults, but we managed fine. Two of the twin beds are in an open loft area, which didn’t bother us as we were all going to bed at the same time and waking early to go skiing. Just mentioning this in case you were looking for a 3rd bedroom that was fully enclosed. The Spa and Cafe/ Wine Bar were a great addition to our ski weekend activities. The host was wonderful and very responsive. We highly recommend this condo.
Guest favourite
Townhouse in Killington
4.92 out of 5 average rating, 89 reviews

3BR w Mountain View, Hot Tub, Pool Table & Sauna!

AveryRating, 5 stars1 month ago
We had the best time at this Airbnb in Killington! We weren’t able to enjoy the ski in- ski out because that part of the mountain was closed this time of year but we had a great time nonetheless. There was a ton of hangout space and everything was very easy. The view from the deck is spectacular. Our kids (ages 11-14) enjoyed the access to the condo association pool and fitness area, sauna, hot tub etc. It was the perfect spring break spot for our crew. Thanks Jeffrey and Melissa!
Guest favourite
Flat in Williamstown
4.9 out of 5 average rating, 125 reviews

Cozy/Private, close to hospital, i-89

HostedGuest, LLC with your Host AmyRating, 5 starstoday
Laurie was a wonderful host — very friendly and attentive. Her home is in a beautiful setting and the unit is clean and comfortable. Pet-friendly too, which was a bonus for us. We enjoyed staying in Laurie's home and would return.
Guest favourite
Home in Peru
4.91 out of 5 average rating, 162 reviews

Beautiful Bromley/Manchester VT Retreat w/hot tub

BethRating, 5 stars3 months ago
Had a great family ski trip to Bromley and thoroughly enjoyed our stay at Jason’s house. We were 9 people and the living room and kitchen/dining table easily accommodated all of us. The hot tub was a great bonus, and we enjoyed it every afternoon post skiing. We made great use of the fireplace too!! The Bromley Village shuttle made it easy to get to the slopes each day. Highly recommend this house for a large group!

Private, pet-friendly home rentals

Superhost
Guest house in Pawlet
4.91 out of 5 average rating, 318 reviews

Picturesque Cabin on the Mettowee

ClareRating, 5 stars2 weeks ago
Very nice stay- Beverly was really friendly and helpful. The river nearby is lovely and the place has every amenity you could need. I wish I was a bit more prepared - I have Verizon and didn’t get service at the place or in the small town. I had to drive 10-15 mins towards Manchester. She communicated that there is WiFi at the library and a store which are super close but I didn’t try to access. It made directions or looking up restaurants a bit tricky
Top guest favourite
Cottage in Whitehall
4.99 out of 5 average rating, 207 reviews

Hillside Cottage @ The Mettawee Retreat

HeatherRating, 5 stars4 days ago
Our stay was fantastic! The cabin was clean, comfortable and cozy. There was obvious attention paid to the little details that make a trip extra relaxing. I don't think that there was anything that we wanted that wasn't thought of and ready for us. We booked our stay with the intention of disconnecting and unwinding& we were able to do exactly that. The property is absolutely magical! There was an endless amount of beautiful flowers and wildlife with a winding river. Our favorite part was relaxing on the deck watching the deer and birds. The customer service couldn't have been better. They went out of their way to be helpful and friendly. we definitely recommend & plan to return for a longer stay!
Top guest favourite
Guest suite in Castleton
4.98 out of 5 average rating, 127 reviews

Vermont Hill Top Studio

JenniferRating, 5 stars2 weeks ago
The location is peaceful and private with a beautiful mountain view - maybe the most stunning view of any Air BNB we’ve stayed in!! Comfortable bed with cozy linens and very clean bathroom with all amenities (soaps, shampoo, conditioner, hair dryer). Our dog was at home and welcomed with his own water bowl, dog bed and mats for his food bowls. He met the hosts dogs and they had a ball running around the grounds together. Coffee/tea station and seltzer water was a nice touch! I highly recommend Xtine’s place for your Castleton stay!
Guest favourite
Treehouse in Hancock
4.94 out of 5 average rating, 716 reviews

The Beaver Pond Treehouse @ Vermont ReTREEt

EmilyRating, 5 stars2 weeks ago
We had a wonderful stay in Derek’s treehouse! It’s beautifully built and was stocked with everything we wanted- blankets, games, kitchen equipment. Derek was responsive and warm. Would highly recommend!
Guest favourite
Tiny home in Woodstock
4.99 out of 5 average rating, 136 reviews

The Cluck House

JohnRating, 5 stars2 weeks ago
I really loved staying at the Cluckhouse. It was truly so beautiful and peaceful, a tranquil space that honestly was almost fairytale beautiful (even in the quiet rain of one of the days), while also being only 10 mins from the town Woodstock. Tina was an amazing host; she reached out well before I arrived with directions and suggestions, she was extremely thoughtful once I arrived, and, most importantly, a wonderful person with a calm peaceful energy; I really enjoyed talking to Tina whenever I’d come thru the kitchen. I’d love to stay here again
Top guest favourite
Cabin in Mount Holly
4.98 out of 5 average rating, 245 reviews

Private Cabin/PetsOK/Minutes to Okemo/AC/Fast Wifi

SarahRating, 5 stars2 weeks ago
Really lovely stay. Perfect for a getaway in nature, relaxing, and refreshing. The home was well cared for, had everything we needed, and was so cute and cozy.
Top guest favourite
Cabin in Orford
4.97 out of 5 average rating, 157 reviews

Sunday Mountain Surprise

micheleRating, 5 stars3 weeks ago
Great place to stay. Private and quiet. Host was very responsive to messages. Very comfortable bed. There were extra pillows, washcloths and towels. Very roomy and comfortable. Large bathroom with warm shower with good water pressure. Drinking water was so good. I would definitely stay again. :)
Top guest favourite
Guest house in Hartland
4.95 out of 5 average rating, 992 reviews

Yurt In The Woods - Private Refuge

HeidiRating, 5 stars2 weeks ago
I stayed at Angela’s yurt for Memorial Day weekend. It was exactly as described. My boyfriend and I had a very peaceful long weekend. The space was cozy and adorable and we especially loved the wood burning stove. Was a great stay, would definitely return and highly recommend.

Quick stats about holiday rentals that are pet-friendly in Stockbridge

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹2,585 before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

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