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, 171 reviewsBrooksong, the perfect Berkshires getaway
Mar 19 – 26
Home in Cheshire
4.86 out of 5 average rating, 199 reviews19th c. Barn in The Berkshires
Feb 20 – 27
Home in Huntington
4.9 out of 5 average rating, 109 reviewsPrivate house on the River
Feb 17 – 24
Home in Egremont
4.96 out of 5 average rating, 105 reviewsThe Berkshires Mountain Terrace LUX Home Sleeps 7
Feb 25 – Mar 4
Home in New Marlborough
4.89 out of 5 average rating, 122 reviewsLake House in the Berkshire (Access Dock & Canoe
Sep 27 – Oct 4
Home in Great Barrington
4.9 out of 5 average rating, 111 reviewsYour own private Berkshires retreat
Sep 5 – 12
Home in Sheffield
4.93 out of 5 average rating, 111 reviewsA Private Peninsula Retreat In The Berkshires!
Mar 25 – Apr 1
Home in Lenox
4.87 out of 5 average rating, 130 reviewsColonial House, w/Yard,7min walk to Downtown Lenox
Mar 9 – 16
Pet-friendly home rentals with a pool
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Oct 8 – 15
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Sep 29 – Oct 6
Guest suite in Great Barrington
5.0 out of 5 average rating, 45 reviewsSweet 1-bedroom with salt water pool
Sep 9 – 16
Apartment in Great Barrington
5.0 out of 5 average rating, 15 reviewsKing Bed | Stylish | Wi-Fi | *2m Ski Resort*
Apr 23 – 30
Home in Cheshire
4.94 out of 5 average rating, 50 reviewsBerkshire County modern home + pool
Feb 12 – 19
Cabin in Sand Lake
5.0 out of 5 average rating, 21 reviews"The Cabin" - Cozy & Rustic Home (Averill Park)
Feb 13 – 20
Home in Great Barrington
4.97 out of 5 average rating, 34 reviewsNewly Remodeled Private Estate-Pool, Tennis Court!
Dec 5 – 12
Home in Pittsfield
5.0 out of 5 average rating, 41 reviewsStunning Berkshires Retreat, Large and Private
Jan 28 – Feb 4
Private, pet-friendly home rentals
Apartment in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
Sep 17 – 24
Cottage in Williamstown
4.9 out of 5 average rating, 165 reviewsCute Cozy Comfy Cottage in the Berkshires
Feb 13 – 20
Cabin in Canaan
4.98 out of 5 average rating, 132 reviewsNewly Renovated Cabin in the Country
Jun 11 – 18
Cabin in North Adams
4.93 out of 5 average rating, 143 reviewsThe Wampanoag Cabin @ The Wigwam Western Summit
Sep 27 – Oct 4
Guesthouse in North Adams
5.0 out of 5 average rating, 209 reviewsNetherwood - North Adams Guest House with Views
Dec 22 – 29
Tiny home in Canaan
4.92 out of 5 average rating, 62 reviewsThe Heronbrook Hideaway
Jun 7 – 14
Home in Otis
4.84 out of 5 average rating, 61 reviewsSpringtime Oasis in the Berkshires!
Jun 6 – 13
Apartment in Canaan
4.96 out of 5 average rating, 83 reviewsQueechy Lake Carriage House
Sep 5 – 12
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