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, 205 reviews1817 Berkshire Farmhouse- Close to Everything.
Sep 30 – Oct 7
Home in Catskill
4.96 out of 5 average rating, 135 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Sep 21 – 28
Home in Germantown
4.95 out of 5 average rating, 363 reviewsAirbnb Magazine Featured Gorgeous Swedish Barn
Oct 7 – 14
Home in Germantown
4.96 out of 5 average rating, 258 reviewsModern Cottage, Views, Walking Trails, Fireplace!
Oct 17 – 24
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
Feb 16 – 23
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 Woodstock
4.94 out of 5 average rating, 271 reviewsWoodstock Historic Artist Estate - The Pond House
Nov 30 – Dec 7
Home in Woodstock
4.91 out of 5 average rating, 641 reviewsDutch Touch Woodstock Cottage
Jan 31 – Feb 7
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
Sep 15 – 22
Farm stay in Saugerties
4.97 out of 5 average rating, 137 reviewsSpring Farm Escape: Animals, Sauna & Mountain View
Aug 22 – 29
Farm stay in Red Hook
4.99 out of 5 average rating, 126 reviewsSackett & Van Dam Guest House @ Little 9 Farm 1706
Mar 20 – 27
Condo in Windham
4.89 out of 5 average rating, 133 reviewsCozy Mountain hideaway Windham, Hunter
Aug 21 – 28
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Mar 22 – 29
Tiny home in Ghent
4.96 out of 5 average rating, 139 reviewsCountry Getaway Tiny House in woods w/Pool/Sauna
May 8 – 15
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 12 – 19
Bungalow in Easthampton
4.92 out of 5 average rating, 433 reviewsThe Creation Station
Jul 23 – 30
Private, pet-friendly home rentals
Apartment in Petersburg
4.85 out of 5 average rating, 149 reviewsThe Beer Diviner Brewery Apartment
Feb 6 – 13
Apartment in Sandisfield
4.92 out of 5 average rating, 227 reviewsSunny Berkshire Studio Apartment
Feb 19 – 26
Cottage in Orange
4.94 out of 5 average rating, 132 reviewsThe Lake Cottage: A Sweetwater Stay
Dec 15 – 22
Cabin in Rhinebeck
4.91 out of 5 average rating, 297 reviewsSunset Bungalow-Mt views on 130acre forest & falls
Sep 27 – Oct 4
Cabin in Saugerties
4.98 out of 5 average rating, 132 reviewsStunning Modern A-Frame House in the Woods
Jul 26 – Aug 2
Cabin in Bennington
4.81 out of 5 average rating, 104 reviewsVermont Cabin - Secluded Woods on South Stream
Oct 2 – 9
Farm stay in West Simsbury
4.95 out of 5 average rating, 432 reviewsFlamig Farm Staycation
Feb 27 – Mar 6
Cottage in Becket
4.95 out of 5 average rating, 131 reviewsCozy lakeside cottage
Nov 24 – Dec 1
Destinations to explore
- Pet-friendly rentals Long Island
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