Pet-friendly vacation rentals in Berkshire County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Berkshire County
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 Berkshire County pet-friendly home rentals
Pet-friendly house rentals
Home in Dalton
4.92 out of 5 average rating, 172 reviewsBrooksong, the perfect Berkshires getaway
Home in Huntington
4.9 out of 5 average rating, 113 reviewsPrivate house on the River
Home in Lenox
4.93 out of 5 average rating, 213 reviewsHeart of Lenox Walk to Town Cozy Cottage!
Home in Egremont
4.96 out of 5 average rating, 106 reviewsThe Berkshires Mountain Terrace LUX Home Sleeps 7
Home in Williamstown
4.99 out of 5 average rating, 115 reviewsThe Yellow Cottage at Williamstown | Four Bedrooms
Home in Cheshire
4.85 out of 5 average rating, 201 reviews19th c. Barn in The Berkshires
Home in Sheffield
4.93 out of 5 average rating, 111 reviewsA Private Peninsula Retreat In The Berkshires!
Home in New Marlborough
4.89 out of 5 average rating, 122 reviewsLake House in the Berkshire (Access Dock & Canoe
Pet-friendly home rentals with a pool
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Guest suite in Great Barrington
5 out of 5 average rating, 50 reviewsSweet 1-bedroom with salt water pool
Home in Cheshire
4.94 out of 5 average rating, 53 reviewsBerkshire County modern home + pool
Home in Great Barrington
4.97 out of 5 average rating, 35 reviewsBerkshire Country Estate! Pool & Tennis Court -GB
Condo in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
Home in Pittsfield
5 out of 5 average rating, 43 reviewsStunning Berkshires Retreat, Large and Private
Home in West Stockbridge
5 out of 5 average rating, 18 reviewsBerkshire House on the Hill
Private, pet-friendly home rentals
Rental unit in Sandisfield
4.92 out of 5 average rating, 229 reviewsSunny Berkshire Studio Apartment
Cottage in Florida
4.83 out of 5 average rating, 109 reviewsPeaceful Mountain Cabin by Ski, Kayak, Museums +!
Rental unit in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
Cabin in Canaan
4.98 out of 5 average rating, 134 reviewsNewly Renovated Cabin in the Country
Tiny home in Canaan
4.92 out of 5 average rating, 63 reviewsThe Heronbrook Hideaway
Rental unit in Great Barrington
5 out of 5 average rating, 16 reviewsKing Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
Guesthouse in Hillsdale
4.89 out of 5 average rating, 9 reviewsHudson valley and The Berkshires Cottage
Rental unit in Stephentown
5 out of 5 average rating, 54 reviewsCozy 2-Bedroom Vacation Apartment
Destinations to explore
- Pet-friendly rentals New York
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- Pet-friendly rentals Massachusetts
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