Pet-friendly vacation rentals in The Berkshires
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in The Berkshires
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 The Berkshires pet-friendly home rentals
Pet-friendly house rentals
Home in Lee
4.9 out of 5 average rating, 206 reviews1817 Berkshire Farmhouse- Close to Everything.
Oct 3 – 10
Home in Germantown
4.95 out of 5 average rating, 364 reviewsAirbnb Magazine Featured Gorgeous Swedish Barn
May 28 – Jun 4
Home in Germantown
4.96 out of 5 average rating, 260 reviewsModern Cottage, Views, Walking Trails, Fireplace!
Jun 15 – 22
Home in Canaan
5.0 out of 5 average rating, 135 reviewsCountry Cottage
Mar 23 – 30
Home in Catskill
4.96 out of 5 average rating, 136 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Jan 2 – 9
Home in Woodstock
4.94 out of 5 average rating, 271 reviewsWoodstock Historic Artist Estate - The Pond House
Dec 10 – 17
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
Dec 2 – 9
Home in Woodstock
4.91 out of 5 average rating, 641 reviewsDutch Touch Woodstock Cottage
Feb 15 – 22
Pet-friendly home rentals with a pool
Tiny home in Brattleboro
4.86 out of 5 average rating, 169 reviews“Sugar Maple” Rustic Cabin Getaway with Fireplace
May 27 – Jun 3
Farm stay in Saugerties
4.97 out of 5 average rating, 137 reviewsSpring Farm Escape: Animals, Sauna & Mountain View
Sep 10 – 17
Tiny home in Ghent
4.96 out of 5 average rating, 139 reviewsCountry Getaway Tiny House in woods w/Pool/Sauna
Jun 10 – 17
Home in Ghent
4.87 out of 5 average rating, 271 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Jul 19 – 26
Home in Litchfield
4.93 out of 5 average rating, 164 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 4 – 11
Guesthouse in Southbury
4.93 out of 5 average rating, 266 reviewsCharming Guest Cottage with Modern Amenities
Sep 19 – 26
Farm stay in Red Hook
4.99 out of 5 average rating, 127 reviewsSackett & Van Dam Guest House @ Little 9 Farm 1706
Mar 10 – 17
Condo in Windham
4.89 out of 5 average rating, 134 reviewsCozy Mountain hideaway Windham, Hunter
Jul 27 – Aug 3
Private, pet-friendly home rentals
Treehouse in Catskill
5.0 out of 5 average rating, 146 reviewsThe Hudson Lookout: Watchtower with Views + Sauna
Apr 29 – May 6
Cabin in Saugerties
4.98 out of 5 average rating, 132 reviewsStunning Modern A-Frame House in the Woods
Jun 10 – 17
Cabin in Bennington
4.81 out of 5 average rating, 105 reviewsVermont Cabin - Secluded Woods on South Stream
Oct 20 – 27
Cabin in Catskill
4.92 out of 5 average rating, 462 reviewsGetaway Eastern Catskills - Catskills East
Dec 7 – 14
Cabin in Rhinebeck
4.91 out of 5 average rating, 298 reviewsSunset Bungalow-Mt views on 130acre forest & falls
Sep 26 – Oct 3
Cottage in Becket
4.95 out of 5 average rating, 132 reviewsCozy lakeside cottage
Jan 13 – 20
Farm stay in West Simsbury
4.95 out of 5 average rating, 434 reviewsFlamig Farm Staycation
Nov 26 – Dec 3
Religious building in Craryville
4.98 out of 5 average rating, 165 reviewsCozy Creative Retreat in Converted 1856 Church
Oct 13 – 20
Destinations to explore
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