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 Lee
4.9 out of 5 average rating, 204 reviews1817 Berkshire Farmhouse- Close to Everything.
Sep 2 – 9
Home in Dalton
4.92 out of 5 average rating, 171 reviewsBrooksong, the perfect Berkshires getaway
Oct 23 – 30
Home in Lenox
4.93 out of 5 average rating, 209 reviewsHeart of Lenox Walk to Town Cozy Cottage!
Sep 14 – 21
Home in Huntington
4.9 out of 5 average rating, 109 reviewsPrivate house on the River
Jan 26 – Feb 2
Home in Cheshire
4.86 out of 5 average rating, 199 reviews19th c. Barn in The Berkshires
Nov 12 – 19
Home in Egremont
4.96 out of 5 average rating, 105 reviewsThe Berkshires Mountain Terrace LUX Home Sleeps 7
Sep 16 – 23
Home in Williamstown
4.81 out of 5 average rating, 170 reviewsWalking distance to downtown
May 22 – 29
Home in New Marlborough
4.89 out of 5 average rating, 122 reviewsLake House in the Berkshire (Access Dock & Canoe
Oct 2 – 9
Pet-friendly home rentals with a pool
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Dec 4 – 11
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Jul 8 – 15
Guest suite in Great Barrington
5.0 out of 5 average rating, 45 reviewsSweet 1-bedroom with salt water pool
Sep 30 – Oct 7
Apartment in Great Barrington
5.0 out of 5 average rating, 15 reviewsKing Bed | Stylish | Wi-Fi | *2m Ski Resort*
Mar 9 – 16
Home in Great Barrington
4.97 out of 5 average rating, 33 reviewsNewly Remodeled Private Estate-Pool, Tennis Court!
Jan 25 – Feb 1
Home in Cheshire
4.94 out of 5 average rating, 50 reviewsBerkshire County modern home + pool
Mar 14 – 21
Home in Pittsfield
5.0 out of 5 average rating, 41 reviewsStunning Berkshires Retreat, Large and Private
Sep 26 – Oct 3
Cabin in Sand Lake
5.0 out of 5 average rating, 21 reviews"The Cabin" - Cozy & Rustic Home (Averill Park)
Dec 21 – 28
Private, pet-friendly home rentals
Guesthouse in North Adams
5.0 out of 5 average rating, 207 reviewsNetherwood - North Adams Guest House with Views
Oct 1 – 8
Apartment in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
Sep 18 – 25
Cottage in Williamstown
4.9 out of 5 average rating, 165 reviewsCute Cozy Comfy Cottage in the Berkshires
Jul 20 – 27
Cabin in Canaan
4.98 out of 5 average rating, 132 reviewsNewly Renovated Cabin in the Country
Jul 23 – 30
Cottage in Lanesborough
4.85 out of 5 average rating, 250 reviewsWildlife Lakeside Cottage
Feb 14 – 21
Cabin in Lee
4.9 out of 5 average rating, 102 reviewsSpring sale! Cabin with views in the Berkshires
Nov 19 – 26
Cabin in North Adams
4.93 out of 5 average rating, 143 reviewsThe Wampanoag Cabin @ The Wigwam Western Summit
Jul 27 – Aug 3
Home in Becket
4.94 out of 5 average rating, 36 reviewsNerd Preservation Sanctuary
Dec 16 – 23
Destinations to explore
- Pet-friendly rentals New York
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- Pet-friendly rentals Massachusetts
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