Pet-friendly vacation 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 favorite
A snow-covered pathway leads to a charming New England home, framed by snowy trees. The house displays a classic architectural style with a porch and large windows, while a covered entryway adds to its inviting character amidst the winter landscape.
Home in Bristol
4.88 out of 5 average rating, 155 reviews

Large New England Home w/ Gorgeous Mountain Views

ChristopherRating, 5 stars2 months ago
This is a great house to stay in. There's a lot of space, places to sleep, sit and relax, eat, watch tv, play games, work, read, cook. Plenty of hot water.. Very private, although in a neighborhood. Nice back yard area when not covered in snow, looking up at the mountains behind. Sheri is top notch. Easy to reach, super friendly and helpful, easy going. We came at the tail end of a snow storm, but the driveway was cleared enough to get our car in and then Sheri worked with us to make sure everything was cleared before we had to go out the next day. Easy walk into the cute town of Bristol. Handful of nice shops (books, games, art, crafts, gifts, toys) and restaurants: Wokky's--ok Chinese/great staff; Minifactory--out of sight coffee/biscuits/sandwiches/fresh ingredients/lot of gluten free; Cubber's--locals' joint/excellent pizza/sandwiches; Farmhouse Chocolates--superb fresh organic truffles, bars, caramels/chocolatier is wonderful. Easy drive to Mad River Glen, Sugarbush for skiing.
Superhost
Home in Killington
4.75 out of 5 average rating, 53 reviews

Breakaway House "B" Side: Renovated Ski Home

VikasRating, 5 stars4 months ago
Well located, close to the Killington ski area and nearby restaurants etc. Nicely kept. Place was very warm on the inside, even though temp was in the teens outside. Host was very responsive, flexible and informative. Even though the bunk bed in one of the rooms was a bit wobbly, all the other beds in other rooms were very comfortable. All in all, we had a great stay!
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, 245 reviews

Ranch at Mendon Mt Orchards

StephanieRating, 5 stars1 week ago
Perfect location for skiing, and cosy home that we all enjoyed (including our pup). We appreciated the thoughtful touches provided by the host, and the apple orchard was a beautiful setting. Would definitely stay again!
Guest favorite
A modern flat roof A-frame house is shown, featuring a stone chimney and large glass windows. Two wooden chairs are positioned on a stone patio, surrounded by greenery. The landscaped yard leads into a wooded area, providing a serene setting.
Home in Waitsfield
4.96 out of 5 average rating, 163 reviews

Mid century modern gem with views of Sugarbush

PhilippeRating, 5 stars2 months ago
Place was as advertised. Beautiful, great location, great views, close to convenient grocery shopping and slopes. We'd love to come back some day.
Guest favorite
A charming two-story farmhouse is framed by vibrant autumn foliage. The exterior features a deep blue facade with white trim and multiple balconies. Satellite dishes are mounted on the roof, and a barbecue grill is visible on the porch, inviting outdoor gatherings.
Home in Goshen
4.83 out of 5 average rating, 284 reviews

Nature Lover's Paradise

NathanRating, 5 stars3 months ago
Had a fantastic time. Went backcountry skiing before work and then worked from his place with multiple people doing zoom calls without issues. Perfect place for us
Guest favorite
A charming custom home is nestled among trees with colorful autumn foliage. The house features a wooden deck with outdoor seating and a stone fire pit in the front yard. A flagstone pathway leads to the entrance, complementing the natural landscape.
Home in Sunapee
4.93 out of 5 average rating, 122 reviews

Chic Farmhouse Decor | Deck w/view of Mt Sunapee

Jason Rating, 5 stars3 months ago
Thanks for a great stay and the clear communication! Spotless and in the perfect proximity to the mountain.
Top guest favorite
A charming single-story home is presented with a welcoming porch adorned with lattice work. A well-kept lawn surrounds the house, complemented by decorative plants. A covered area provides shade, while a dog can be seen relaxing on the grass in front of the entrance.
Home in Poultney
4.92 out of 5 average rating, 119 reviews

Cozy Home in Poultney, Vermont.

AndrewRating, 5 stars2 weeks ago
Kimberley's place was the perfect weekend getaway, with plenty of space, a very responsive host, and exactly as described on the website. Had we not brought our own boardgames to play, she even has a nice collection to stay busy now matter what the weather is outside. Would love to stay there again next time I am planning a board gaming trip!
Guest favorite
Home in Brandon
4.93 out of 5 average rating, 128 reviews

Rand’s Retreat

AnneRating, 5 stars3 weeks ago
We had a great stay! Loved playing board games in front of the fireplace. The house is minutes to Brandon (an adorable town) but still feels away from it all.

Pet-friendly home rentals with a pool

Guest favorite
A cozy yurt is partially obscured by lush greenery, suggesting a tranquil, natural setting. A wooden structure supports a canvas cover nearby, with a table and chairs visible, inviting outdoor dining. Sunlight filters through the trees, enhancing the peaceful atmosphere.
Yurt in Randolph
4.94 out of 5 average rating, 451 reviews

Upper Yurt Stay on VT Homestead

TeganRating, 5 stars2 weeks ago
I needed a little break from my every day Vermont life. This was the perfect spot to get away from everything, but still not be far from home. I would definitely go back! Thank you so much!
Guest favorite
The classic two-story farmhouse features white siding with black shutters. A green door welcomes visitors, while lush greenery and blooming lilac bushes create a natural frame. The surrounding lawn is expansive, emphasizing the peaceful rural setting.
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars2 months ago
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!
Guest favorite
Guest suite in Ryegate
4.92 out of 5 average rating, 228 reviews

Secluded Paradise on the Connecticut River, VT

BrianRating, 5 stars3 months ago
Keita's home was beautiful! right next to the river and very peaceful. The space was cozy and perfect for a getaway.
Top guest favorite
A clear blue sky frames a hillside adorned with a vibrant mix of autumn foliage. Tall trees in shades of red, orange, and green rise above the grassy field, which is bordered by a white railing inviting outdoor relaxation.
Apartment in Barre
4.94 out of 5 average rating, 163 reviews

Relax in Recreation Paradise!

JenniferRating, 5 stars1 month 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
A spacious living room is illuminated by large windows overlooking the forest. A leather sofa and armchair are arranged around a patterned area rug. A coffee table and side table with modern lamps complete the cozy seating area. A wood-burning fireplace adds warmth to the setting.
Home in Killington
4.99 out of 5 average rating, 134 reviews

SugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace

JennRating, 5 stars1 day ago
Dan & Holly are amazing hosts. They provided everything needed to make our week great. They left dining recommendations and all of the information we needed for the property. It was the perfect space for our family. The on-site amenities were great. The pool space was super clean and the staff was amazing. The property is well maintained and we had everything we needed to feel at home. We would definitely recommend this property to friends and family. Downtown Rutland was a short drive, and there was so much to see just minutes from the property. Dan & Holly are extremely responsive and truly think of everything. We had no questions and checking in and out was a breeze because they are so thorough. It was a wonderful experience from start to finish.
Guest favorite
A chalet-style building with a wooden exterior stands in a snowy landscape. Sunlight illuminates the sloped roof, and smoke is seen rising from the chimney. Snow-covered evergreen trees frame the structure, set against a backdrop of distant wooded hills.
Guesthouse in Granville
4.9 out of 5 average rating, 894 reviews

Moon Valley Country Retreat no clean fee pets yes

AmberRating, 5 stars2 days ago
There is not enough to say about the pristine beauty that is Loraine’s cabin. The instructions were helpful in navigating into the property and lights were turned on as it was dark to assure my comfortable arrival. The cabin feels like a nurturing home and is equipped with comforts and small touches. The bed was neatly made and felt like a picture walking in to see it. The stairs are cabin stairs and there is caution to take your time and step gently. Seemingly every question was answered with small notes around the cabin and a detailed welcome book. The care and attention to detail was perfection in a stay. I only wish I had been on a longer trip to fully enjoy the grounds and the surroundings. It was easy to feel at home and welcome with Loraine and Dean as hosts.
Guest favorite
The exterior of a multi-level townhouse is shown, featuring an inviting entrance with a peaked roof. A set of wooden stairs leads up to the doorway, flanked by a white railing. Surrounding foliage includes trees and colorful autumn leaves.
Condo in Killington
4.97 out of 5 average rating, 147 reviews

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

EileenRating, 5 stars1 month 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
A charming home is nestled among tall trees, surrounded by lush greenery. Sunlight filters through the leaves, casting playful shadows on the soft moss-covered ground. The inviting exterior features a warm color palette and a well-maintained garden, enhancing the serene forest setting.
Chalet in Winhall
4.88 out of 5 average rating, 106 reviews

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

BrandonRating, 5 stars1 month 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!

Private, pet-friendly home rentals

Guest favorite
Cottage in Plymouth
4.96 out of 5 average rating, 24 reviews

Cute Cool Cabin! Plymouth, Vermont.

MartinRating, 5 stars9 months ago
Alecia and John were meticulous hosts from the well curated guide book to their responsiveness when we had questions. All made for a wonderful family fourth of july! We look forward to returning.
Superhost
A charming two-story house is depicted, featuring a welcoming front porch surrounded by greenery. The exterior showcases a light-colored facade, and large windows allow natural light to enter. Nearby, a well-maintained lawn and neighboring homes add to the residential atmosphere.
Guest suite in Montpelier
4.83 out of 5 average rating, 24 reviews

Hubbard Park guest suite

EllaRating, 5 stars1 month ago
This was my second time staying here, and this time I stayed with my family in the bigger apartment, which was perfect for a family of four! The kids loved the huge bathtub and bunk beds!
Top guest favorite
A charming cottage is nestled among vibrant autumn foliage, with a black shingled exterior and a simple entry door. The surrounding landscape features green grass and trees displaying fall colors, creating a serene and inviting setting.
Guesthouse in Hinesburg
4.96 out of 5 average rating, 154 reviews

Cozy cottage in peaceful location

TrevorRating, 5 stars1 month ago
We had such a fun trip! Nikki’s cottage was absolutely gorgeous, nestled in the countryside. Would absolutely stay here again!
Guest favorite
A wooden cabin is nestled among vibrant fall foliage, surrounded by greenery. A staircase leads down from the elevated view, leading to a spacious deck area. The cabin features a metal roof and is partially obscured by trees, offering a sense of privacy and tranquility.
Cabin in Starksboro
4.88 out of 5 average rating, 281 reviews

Charming getaway tucked away in the Green Mtns

SarahRating, 5 stars1 month ago
We appreciated how pet friendly this place was! Fenced in yard. Blankets to cover the furniture to allow dogs on them. Close enough to many different ski mountains. Perfect to come home to the wood stove and hot tub.
Superhost
A cozy living room presents a bright yellow sofa paired with a wooden coffee table, set against light wooden paneling. Two windows allow natural light to illuminate the space, while a comfortable brown armchair and a vibrant area rug add warmth to the atmosphere. A door leads outside.
Home in Killington
5 out of 5 average rating, 4 reviews

Powder Park Place: Lower Unit. Cozy 2BR/1BA. Ski.

ChristineRating, 5 stars2 months ago
great stay!
Top guest favorite
An outdoor deck area is framed by a decorative arch adorned with plants. A dining table and chairs are positioned nearby, with a barbecue grill visible on the side. Lush greenery surrounds the space, creating a secluded atmosphere.
Cottage in Wells
4.94 out of 5 average rating, 33 reviews

Private cottage in the woods

SergeyRating, 5 stars3 months ago
We enjoyed our stay so much! The place was nice and clean and quiet, perfectly organised and thought through. Karen was a welcoming, friendly, and helpful host. I wish more AirBnBs were like this! Would be happy to return someday.
Guest favorite
Cabin in Northfield
4.88 out of 5 average rating, 64 reviews

Hilltop Cabin on Barrows Road

DeborahRating, 5 stars3 months ago
Thank you Carol for a wonderful stay at your home in Northfield Vermont. The home is beautifully maintained, comfortable and perfectly located for exploring the area, hiking and skiing. We especially enjoyed the well equipped kitchen and the beautiful property. The home is extremely well furnished and cozy, welcoming and relaxing. We would definitely recommend your home for anyone looking for a great stay in Vermont! I received a bonus service-Carol helped me remove all the snow from my car! What a great host!
Guest favorite
A spacious wrap-around deck features hickory rockers and a colorful area rug, surrounded by lush greenery. The wooden beams and railings complement the log cabin aesthetic, creating a welcoming space for relaxation and enjoyment of the peaceful outdoor views.
Cabin in Ferrisburgh
4.89 out of 5 average rating, 27 reviews

Beautiful Log Cabin with views near Lake

DenieceRating, 5 stars3 months ago
Exceeded our expectations. Kristine was super responsive and extremely helpful. The cabin is so spacious and peaceful. Easy drive from Burlington and other surrounding towns. Planning our next stay already!

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 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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