Pet-friendly vacation rentals in Stockbridge

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Popular amenities for Stockbridge pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
The uniquely shaped house, adorned with shingles, is surrounded by lush greenery. Large windows reflect the vibrant foliage, allowing natural light to illuminate the structure. The natural stone wall complements the rustic aesthetic, creating a harmonious blend with the wooded landscape.
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 favorite
A two-story log house is set among trees with snow covering the ground. A wide wooden deck features multiple chairs, and a door is visible on the base level. The structure showcases earthy tones and has a circular window above the entrance, enhancing its rustic appearance.
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 favorite
The exterior of the cottage features a warm wood facade with red accents. Large windows allow natural light to fill the interior. A spacious deck is visible, equipped with a grill and outdoor seating, providing a comfortable area to enjoy nature.
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 favorite
A vast green meadow is depicted, dotted with bright yellow wildflowers. In the background, a classic red barn stands amidst rolling hills and gentle mountains, surrounded by clusters of trees and open fields, showcasing the serene landscape of rural Vermont.
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 favorite
A view from the window highlights the vibrant autumn foliage surrounding a swimmable pond. The landscaped area features rocks and a grassy lawn, with seating arranged for outdoor gathering. Clear skies and colorful trees frame the serene setting.
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 favorite
A newly renovated house is nestled among tall trees, surrounded by lush greenery. The structure features multiple windows reflecting sunlight, with a wooden deck visible in the foreground, leading to a serene setting that invites outdoor relaxation.
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 favorite
A serene outdoor setting features a two-story house surrounded by greenery. A small pond reflects the landscape, while a fire pit is visible nearby. Rustic wooden chairs provide seating, and smoke can be seen rising from the fire, creating a cozy atmosphere in nature.
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 favorite
A charming wooden house is nestled on a grassy knoll, surrounded by wildflowers and tall grass. The sky is partially covered with clouds, creating a serene backdrop. Trees line the horizon, providing a natural setting that enhances the privacy of the property.
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 favorite
A breathtaking view showcases the sun rising above the horizon, casting warm orange and yellow hues across the sky. The silhouette of Camel's Hump is visible in the distance, framed by softly illuminated clouds. The scene evokes a sense of tranquility and natural beauty.
Apartment 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 favorite
The exterior of a cozy ranch house is shown, framed by lush greenery and flowering shrubs. The front porch is accessible via steps, with a teal door welcoming visitors. A pathway leads through the manicured lawn, enhancing the inviting appearance of the property.
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
An open living space features a bright red sofa with decorative pillows, complemented by a warm wood dining area with stools. The kitchen, equipped with stainless steel appliances, is visible in the background. Soft lighting creates a welcoming ambiance throughout the suite.
Condo 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
A quaint wooden cabin with a rustic exterior features a decorative star made of lights above the door. The porch is furnished with two comfortable chairs and a small table, surrounded by lush greenery and trees.
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 favorite
Condo 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 favorite
An indoor heated pool area is displayed with large windows allowing natural light to fill the space. Several chairs line the poolside, and potted plants add a touch of greenery. The pool's clear water is inviting, reflecting the light from above.
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 favorite
A private pool area is surrounded by a wooden deck, featuring a circular swimming pool with clear water. Lounge chairs and a small floating device are visible. Lush greenery and trees provide a natural backdrop, adding to the serene atmosphere of the space.
Apartment in Williamstown
4.9 out of 5 average rating, 124 reviews

Cozy/Private, close to hospital, i-89

BriceRating, 5 stars2 weeks ago
This place was amazing! It was clean, had great privacy and exactly what we needed! Our favorite was the laundry and hot tub! 110% would stay again!
Guest favorite
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
The exterior of a red cabin is framed by green grass and colorful yellow flowers. The building features multiple windows and a gabled roof, creating a charming and rustic appearance. A clear pathway leads to the welcoming front door.
Guesthouse 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 favorite
The cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. A stone walkway leads to the entrance, while a covered wood storage area is visible nearby. Bright green leaves provide a natural canopy, creating a serene atmosphere.
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 favorite
A small balcony features a blue bistro table with two matching chairs, accompanied by a vase of fresh flowers. Scenic views of rolling hills and lush greenery extend beyond the railing, while a wooden fence offers a sense of privacy.
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 favorite
A treehouse structure is nestled among tall trees, showcasing a rustic wooden exterior with ample windows. A wooden walkway connects the treehouse to the ground, providing access. Sunlight filters through the surrounding foliage, creating a serene atmosphere.
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 favorite
The Cluck House is depicted in a serene setting, nestled among lush green grass and colorful flowerbeds. A flowering tree stands nearby, while the main farmhouse is visible in a blue hue, providing a picturesque backdrop to this charming guest space.
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 favorite
A charming cabin is seen nestled among lush green trees, surrounded by vibrant foliage. The roof is complemented by a clear blue sky, while a small outdoor area is visible with a few white chairs positioned near the entrance.
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 favorite
A grassy area is framed by trees displaying autumn foliage in shades of orange and yellow. The rustic cabin is partially visible to the left, with a wooden deck extending towards the greenery. The tranquil setting offers a peaceful view of the surrounding nature.
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 favorite
The spacious interior of the yurt features a circular design with natural wood and fabric elements. Comfortable seating areas include a queen-sized futon and a wooden sofa. Large windows allow natural light to fill the space, while a wood stove provides warmth.
Guesthouse 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 vacation rentals that are pet-friendly in Stockbridge

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$6,269 GYD 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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