Pet-friendly vacation rentals in Berkshire County
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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, 171 reviewsBrooksong, the perfect Berkshires getaway
Home in Lenox
4.93 out of 5 average rating, 211 reviewsHeart of Lenox Walk to Town Cozy Cottage!
Home in Huntington
4.9 out of 5 average rating, 111 reviewsPrivate house on the River
Home in Cheshire
4.86 out of 5 average rating, 199 reviews19th c. Barn in The Berkshires
Home in Great Barrington
4.9 out of 5 average rating, 111 reviewsYour own private Berkshires retreat
Home in New Marlborough
4.89 out of 5 average rating, 122 reviewsLake House in the Berkshire (Access Dock & Canoe
Home in Sheffield
4.93 out of 5 average rating, 111 reviewsA Private Peninsula Retreat In The Berkshires!
Home in Williamstown
4.81 out of 5 average rating, 172 reviewsWalking distance to downtown
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
5.0 out of 5 average rating, 47 reviewsSweet 1-bedroom with salt water pool
Apartment in Great Barrington
5.0 out of 5 average rating, 17 reviewsKing Bed | Stylish | Wi-Fi | *2m Ski Resort*
Cabin in Sand Lake
5.0 out of 5 average rating, 21 reviews"The Cabin" - Cozy & Rustic Home (Averill Park)
Home in Great Barrington
4.97 out of 5 average rating, 34 reviewsNewly Remodeled Private Estate-Pool, Tennis Court!
Home in Cheshire
4.94 out of 5 average rating, 50 reviewsBerkshire County modern home + pool
Home in Dalton
4.89 out of 5 average rating, 81 reviewsPrivate & Stylish Berkshires House for All Seasons
Private, pet-friendly home rentals
Cottage in Williamstown
4.9 out of 5 average rating, 165 reviewsCute Cozy Comfy Cottage in the Berkshires
Cottage in Florida
4.83 out of 5 average rating, 105 reviewsPeaceful Mountain Cabin by Ski, Kayak, Museums +!
Apartment in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
Cabin in North Adams
4.93 out of 5 average rating, 144 reviewsThe Wampanoag Cabin @ The Wigwam Western Summit
Cabin in Lee
4.9 out of 5 average rating, 102 reviewsSpring sale! Cabin with views in the Berkshires
Tiny home in Canaan
4.92 out of 5 average rating, 62 reviewsThe Heronbrook Hideaway
Apartment in Canaan
4.97 out of 5 average rating, 86 reviewsQueechy Lake Carriage House
Apartment in Stephentown
5.0 out of 5 average rating, 52 reviewsCozy 2-Bedroom Vacation Apartment
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