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

Superhost
Home in Manchester
4.85 out of 5 average rating, 228 reviews

Keys to Vermont

DianeRating, 5 stars1 month ago
Our crew enjoyed their stay in Mary's home. She was very friendly and proactive with directions to her home.
Guest favourite
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.
Top guest favourite
Home in Mendon
4.89 out of 5 average rating, 245 reviews

Ranch at Mendon Mt Orchards

StephanieRating, 5 stars2 weeks 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 favourite
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 favourite
Home in Goshen
4.84 out of 5 average rating, 285 reviews

Nature Lover's Paradise

RobertRating, 5 stars1 week ago
We always love staying here. It’s so peaceful and the sound of the brook is so relaxing! Philip responds quickly and is an excellent host!!
Guest favourite
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.
Guest favourite
Home in Waitsfield
4.91 out of 5 average rating, 149 reviews

Sweet Blue Mint Ski House

TommyRating, 5 stars3 weeks ago
This is our second stay here. The house is roomy and clean. We even had a visit from the neighborhood bear!!! Location is perfect and private. I highly recommend.
Top guest favourite
Home in Poultney
4.92 out of 5 average rating, 119 reviews

Cozy Home in Poultney, Vermont.

AndrewRating, 5 stars3 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!

Pet-friendly home rentals with a pool

Guest favourite
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 favourite
Guest suite in Ryegate
4.92 out of 5 average rating, 228 reviews

Secluded Paradise on the Connecticut River, VT

BrianRating, 5 stars4 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 favourite
Flat in Barre
4.94 out of 5 average rating, 163 reviews

Relax in Recreation Paradise!

JenniferRating, 5 stars2 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 Killington
4.99 out of 5 average rating, 134 reviews

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

JennRating, 5 stars1 week 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 favourite
Guest house in Granville
4.9 out of 5 average rating, 896 reviews

Moon Valley Country Retreat no clean fee pets yes

AmberRating, 5 stars1 week 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.
Superhost
Cabin in N. Haverhill
4.92 out of 5 average rating, 164 reviews

Hilltop View Lodge - White Mountains, NH

AndrewRating, 5 stars2 months ago
Our stay was wonderful at the cabin. The cabin was clean and centrally located to winter activities. Andrea was very responsive. Cant wait to go back again
Guest favourite
Apartment 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 favourite
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

Superhost
Guest suite in Montpelier
4.84 out of 5 average rating, 25 reviews

Hubbard Park guest suite

Mike Rating, 5 stars5 days ago
A wonderful place to stay in Montpelier. The location was walkable to anywhere you wanted to go downtown. Jamie was responsive and friendly.
Top guest favourite
Guest house 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!
Superhost
Home in Killington
4.76 out of 5 average rating, 54 reviews

Breakaway House "B" Side: Renovated Ski Home

MelanieRating, 5 stars2 weeks ago
Beautiful relaxing property. Owners very responsive and accommodating. Great for small kids and dogs. Nice big open common area for group-lounging.
Top guest favourite
Flat in Wentworth
4.94 out of 5 average rating, 265 reviews

White Mountain Log Home Retreat

MartineRating, 5 stars2 months ago
A very kind couple and a lovely home. We had a winter storm come through at the end of our stay and they were very accomodating of a late checkout if we needed some extra time to deal with the snow. Also their hommade Banana bread is a 10/10!
Guest favourite
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.
Top guest favourite
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.
Top guest favourite
Home in Starksboro
4.94 out of 5 average rating, 35 reviews

Holiday Retreat

SherifRating, 5 stars2 months ago
Amazing place and Elaine was great host! Beautiful home with peaceful surroundings. Kids enjoyed the animals (Rosie and Felicia). This stay was key to a great trip. 😁
Guest favourite
Cabin in Danby
4.89 out of 5 average rating, 296 reviews

April/May special So Vt Cabin Mt Tabor Treasure

MelissaRating, 5 stars1 month ago
A great escape. We enjoy our stays here. We are booked again in June. Lori is so attentive. She is always one step ahead. Thank you! 😀

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    £23 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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