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 Huntington
4.9 out of 5 average rating, 113 reviewsPrivate house on the River
Home in Lenox
4.93 out of 5 average rating, 215 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 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
Home in Lenox
4.87 out of 5 average rating, 133 reviewsColonial House, w/Yard,7min walk to Downtown Lenox
Home in Great Barrington
4.9 out of 5 average rating, 112 reviewsYour own private Berkshires retreat
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
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
Home in Sheffield
4.94 out of 5 average rating, 16 reviewsPrivate Berkshire County Retreat
Cabin in Sand Lake
5 out of 5 average rating, 22 reviews"The Cabin" - Cozy & Rustic Home (Averill Park)
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
Cottage in Florida
4.83 out of 5 average rating, 109 reviewsPeaceful Mountain Cabin by Ski, Kayak, Museums +!
Cabin in North Adams
4.93 out of 5 average rating, 145 reviewsThe Wampanoag Cabin @ The Wigwam Western Summit
Rental unit in Sandisfield
4.92 out of 5 average rating, 229 reviewsSunny Berkshire Studio Apartment
Cabin in Canaan
4.98 out of 5 average rating, 134 reviewsNewly Renovated Cabin in the Country
Rental unit in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
Cabin in Lee
4.9 out of 5 average rating, 103 reviewsSpring sale! Cabin with views in the Berkshires
Tiny homes in Canaan
4.92 out of 5 average rating, 63 reviewsThe Heronbrook Hideaway
Rental unit in Great Barrington
5 out of 5 average rating, 17 reviewsKing Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
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