Pet-friendly vacation 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.
Vacation rentals for every style
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Popular amenities for Stockbridge pet-friendly home rentals
Pet-friendly house rentals
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
Oct 30 – Nov 6
Home in Great Barrington
4.96 out of 5 average rating, 140 reviewsElegant Year-Round Lakeside Retreat with AC
Nov 17 – 24
Home in Lenox
4.87 out of 5 average rating, 130 reviewsColonial House, w/Yard,7min walk to Downtown Lenox
Apr 27 – May 4
Home in Catskill
4.96 out of 5 average rating, 136 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Sep 21 – 28
Home in Woodstock
4.91 out of 5 average rating, 641 reviewsDutch Touch Woodstock Cottage
Mar 31 – Apr 7
Home in Chatham
4.88 out of 5 average rating, 193 reviewsPet-friendly, Chatham, NY. No neighbors in sight.
Nov 8 – 15
Home in Woodstock
4.94 out of 5 average rating, 271 reviewsWoodstock Historic Artist Estate - The Pond House
Jan 1 – 8
Home in Germantown
4.95 out of 5 average rating, 363 reviewsAirbnb Magazine Featured Gorgeous Swedish Barn
Oct 7 – 14
Pet-friendly home rentals with a pool
Cabin in Red Hook
4.96 out of 5 average rating, 306 reviewsModern Upstate Cabin, near Rhinebeck NY
Aug 22 – 29
Condo in Windham
4.89 out of 5 average rating, 133 reviewsCozy Mountain hideaway Windham, Hunter
Aug 21 – 28
Tiny home in Ghent
4.96 out of 5 average rating, 139 reviewsCountry Getaway Tiny House in woods w/Pool/Sauna
May 5 – 12
Home in Ghent
4.87 out of 5 average rating, 271 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Mar 22 – 29
Tiny home in Brattleboro
4.86 out of 5 average rating, 169 reviews“Sugar Maple” Rustic Cabin Getaway with Fireplace
Sep 15 – 22
Farm stay in Red Hook
4.99 out of 5 average rating, 126 reviewsSackett & Van Dam Guest House @ Little 9 Farm 1706
Dec 19 – 26
Bungalow in Easthampton
4.92 out of 5 average rating, 433 reviewsThe Creation Station
Jul 23 – 30
Farm stay in Saugerties
4.97 out of 5 average rating, 137 reviewsSpring Farm Escape: Animals, Sauna & Mountain View
Aug 22 – 29
Private, pet-friendly home rentals
Guesthouse in Stephentown
5.0 out of 5 average rating, 361 reviewsDog Friendly Studio
Feb 24 – Mar 3
Apartment in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
Oct 23 – 30
Cottage in Becket
4.95 out of 5 average rating, 131 reviewsCozy lakeside cottage
Nov 24 – Dec 1
Apartment in Petersburg
4.85 out of 5 average rating, 150 reviewsThe Beer Diviner Brewery Apartment
Feb 6 – 13
Apartment in Northampton
4.95 out of 5 average rating, 281 reviewsBike Path Hideaway Near Smith, Cooley, Northampton
Oct 7 – 14
Loft in Shelburne Falls
4.95 out of 5 average rating, 265 reviewsThe Railroad House
Jan 25 – Feb 1
Cabin in Lee
4.9 out of 5 average rating, 102 reviewsSpring sale! Cabin with views in the Berkshires
Nov 26 – Dec 3
Guest suite in Richmond
4.92 out of 5 average rating, 170 reviewsSki/Private Ranch/Kid friendly/Pet Friendly/Horses
May 14 – 21
Quick stats about vacation 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
$110 before taxes and fees
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