Pet-friendly holiday rentals in The Berkshires
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Top-rated pet-friendly home rentals in The Berkshires
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for The Berkshires pet-friendly home rentals
Pet-friendly house rentals
Home in Germantown
4.96 out of 5 average rating, 261 reviewsModern Cottage, Views, Walking Trails, Fireplace!
Home in New Paltz
4.97 out of 5 average rating, 684 reviewsVictorian Haven
Home in Woodstock
4.91 out of 5 average rating, 643 reviewsDutch Touch Woodstock Cottage
Home in Canaan
5.0 out of 5 average rating, 136 reviewsCountry Cottage
Home in Woodstock
4.94 out of 5 average rating, 272 reviewsWoodstock Historic Artist Estate - The Pond House
Home in Kerhonkson
4.96 out of 5 average rating, 251 reviewsArchitect's Hudson Valley Home in the Woods
Home in Ghent
4.87 out of 5 average rating, 272 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Home in Spring Glen
4.98 out of 5 average rating, 103 reviewsCreekside cottage on 65 acres
Pet-friendly home rentals with a pool
Farm stay in Saugerties
4.97 out of 5 average rating, 137 reviewsSpring Farm Escape: Animals, Sauna & Mountain View
Farm stay in Red Hook
4.99 out of 5 average rating, 129 reviewsSackett & Van Dam Guest House @ Little 9 Farm 1706
Tiny home in Brattleboro
4.86 out of 5 average rating, 173 reviews“Sugar Maple” Rustic Cabin Getaway with Fireplace
Tiny home in Ghent
4.96 out of 5 average rating, 139 reviewsCountry Getaway Tiny House in woods w/Pool/Sauna
Home in Kerhonkson
4.89 out of 5 average rating, 141 reviewsScandinavian lux retreat, views & pool
Home in New Paltz
4.98 out of 5 average rating, 440 reviewsmidcentury modern in ground pool walk 2 trail/town
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Apartment in Windham
4.89 out of 5 average rating, 136 reviewsCozy Mountain hideaway Windham, Hunter
Private, pet-friendly home rentals
Guest suite in Austerlitz
4.86 out of 5 average rating, 139 reviewsRustic-Modern Studio - Near Hudson, Chatham, & GB
Cottage in Becket
4.96 out of 5 average rating, 135 reviewsCozy lakeside cottage
Cottage in Craryville
4.91 out of 5 average rating, 485 reviewsColumbia County Getaway - Raspberry Ridge Cottage
Religious building in Craryville
4.98 out of 5 average rating, 170 reviewsCozy Creative Retreat in Converted 1856 Church
Farm stay in West Simsbury
4.95 out of 5 average rating, 438 reviewsFlamig Farm Staycation
Cottage in Gilboa
4.94 out of 5 average rating, 206 reviewsHome Alone Mountain Retreat
Cottage in Orange
4.94 out of 5 average rating, 133 reviewsThe Lake Cottage: A Sweetwater Stay
Cabin in Jefferson
5.0 out of 5 average rating, 436 reviews"Far from the Madding Crowd" Cozy Cabin Retreat
Destinations to explore
- Pet-friendly rentals Long Island
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