Pet-friendly holiday rentals in Stockbridge
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Stockbridge
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Stockbridge pet-friendly home rentals
Pet-friendly house rentals
Home in New Paltz
4.97 out of 5 average rating, 680 reviewsVictorian Haven
19–26 Apr
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
28 Dec – 4 Jan
Home in Great Barrington
4.96 out of 5 average rating, 140 reviewsElegant Year-Round Lakeside Retreat with AC
20–27 Jan
Home in Woodstock
4.91 out of 5 average rating, 641 reviewsDutch Touch Woodstock Cottage
8–15 Nov
Home in Germantown
4.95 out of 5 average rating, 363 reviewsAirbnb Magazine Featured Gorgeous Swedish Barn
16–23 Oct
Home in Woodstock
4.94 out of 5 average rating, 268 reviewsWoodstock Historic Artist Estate - The Pond House
5–12 Nov
Home in Chatham
4.88 out of 5 average rating, 193 reviewsPet-friendly, Chatham, NY. No neighbors in sight.
14–21 Dec
Home in Ghent
4.9 out of 5 average rating, 258 reviewsRenovated guesthouse on 52 acres!
6–13 Sept
Pet-friendly home rentals with a pool
Cabin in Red Hook
4.96 out of 5 average rating, 305 reviewsModern Upstate Cabin, near Rhinebeck NY
22–29 Sept
Tiny home in Brattleboro
4.86 out of 5 average rating, 167 reviews“Sugar Maple” Rustic Cabin Getaway with Fireplace
5–12 Dec
Tiny home in Ghent
4.96 out of 5 average rating, 139 reviewsCountry Getaway Tiny House in woods w/Pool/Sauna
8–15 Jul
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
8–15 Dec
Apartment in Windham
4.89 out of 5 average rating, 133 reviewsCozy Mountain hideaway Windham, Hunter
22–29 Jul
Bungalow in Easthampton
4.92 out of 5 average rating, 431 reviewsThe Creation Station
21–28 Jul
Farm stay in Saugerties
4.97 out of 5 average rating, 137 reviewsSpring Farm Escape: Animals, Sauna & Mountain View
2–9 Oct
Farm stay in Red Hook
4.99 out of 5 average rating, 126 reviewsSackett & Van Dam Guest House @ Little 9 Farm 1706
2–9 Dec
Private, pet-friendly home rentals
Yurt in Pattersonville
4.99 out of 5 average rating, 778 reviewsMariaville Goat Farm Yurt
21–28 Apr
Cottage in Becket
4.95 out of 5 average rating, 130 reviewsCozy lakeside cottage
5–12 Jan
Guest house in Stephentown
5.0 out of 5 average rating, 361 reviewsDog Friendly Studio
25 Jan – 1 Feb
Flat in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
21–28 Oct
Guest house in Northampton
5.0 out of 5 average rating, 274 reviewsMill River Cottage (pet friendly!)
31 Jan – 7 Feb
Flat in Petersburg
4.85 out of 5 average rating, 149 reviewsThe Beer Diviner Brewery Apartment
18–25 Mar
Cabin in Lee
4.9 out of 5 average rating, 102 reviewsSpring sale! Cabin with views in the Berkshires
16–23 May
Guest suite in Richmond
4.92 out of 5 average rating, 170 reviewsSki/Private Ranch/Kid friendly/Pet Friendly/Horses
10–17 Sept
Quick stats about holiday rentals that are pet-friendly in Stockbridge
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
840 reviews
Nightly prices starting at
£88 before taxes and fees
Destinations to explore
- New City Holiday rentals
- New Haven Holiday rentals
- Lake George Holiday rentals
- Catskill Holiday rentals
- Albany Holiday rentals
- Catskill Mountains Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Pet-friendly rentals New York
- Pet-friendly rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Rentals with a fireplace Stockbridge
- Rentals with a patio Stockbridge
- Family-friendly rentals Stockbridge
- Rentals with outdoor seating Stockbridge
- House rentals Stockbridge
- Monthly Rentals Stockbridge
- Rentals with pools Stockbridge
- Rentals with breakfast Stockbridge
- Rentals with a firepit Stockbridge
- Hotel rentals Stockbridge
- Family-friendly rentals Stockbridge
- Rentals with a washing machine and dryer Stockbridge
- Rentals with lake access Stockbridge
- Pet-friendly rentals Berkshire County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom