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 Lee
4.9 out of 5 average rating, 204 reviews1817 Berkshire Farmhouse- Close to Everything.
Sep 8 – 15
Home in Dalton
4.92 out of 5 average rating, 170 reviewsBrooksong, the perfect Berkshires getaway
Feb 24 – Mar 3
Home in Lenox
4.93 out of 5 average rating, 208 reviewsHeart of Lenox Walk to Town Cozy Cottage!
Sep 12 – 19
Home in Huntington
4.9 out of 5 average rating, 109 reviewsPrivate house on the River
Sep 29 – Oct 6
Home in Cheshire
4.86 out of 5 average rating, 199 reviews19th c. Barn in The Berkshires
Oct 21 – 28
Home in Williamstown
4.81 out of 5 average rating, 170 reviewsWalking distance to downtown
Jan 13 – 20
Home in Lenox
4.87 out of 5 average rating, 129 reviewsColonial House, w/Yard,7min walk to Downtown Lenox
Feb 16 – 23
Home in Sheffield
4.93 out of 5 average rating, 111 reviewsA Private Peninsula Retreat In The Berkshires!
Mar 28 – Apr 4
Pet-friendly home rentals with a pool
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Nov 24 – Dec 1
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Jun 21 – 28
Guest suite in Great Barrington
5.0 out of 5 average rating, 43 reviewsSweet 1-bedroom with salt water pool
Jun 6 – 13
Apartment in Great Barrington
4.94 out of 5 average rating, 17 reviewsKing Bed | Patio | 2m to Ski Resort
Nov 2 – 9
Home in Great Barrington
4.97 out of 5 average rating, 33 reviewsNewly Remodeled Private Estate-Pool, Tennis Court!
Oct 29 – Nov 5
Home in Pittsfield
5.0 out of 5 average rating, 41 reviewsStunning Berkshires Retreat, Large and Private
Mar 26 – Apr 2
Home in Cheshire
4.94 out of 5 average rating, 50 reviewsBerkshire County modern home + pool
Nov 19 – 26
Condo in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
May 11 – 18
Private, pet-friendly home rentals
Apartment in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
Sep 22 – 29
Cottage in Williamstown
4.9 out of 5 average rating, 165 reviewsCute Cozy Comfy Cottage in the Berkshires
Jul 26 – Aug 2
Cabin in Canaan
4.98 out of 5 average rating, 132 reviewsNewly Renovated Cabin in the Country
May 7 – 14
Cabin in Lee
4.9 out of 5 average rating, 102 reviewsSpring sale! Cabin with views in the Berkshires
Dec 29 – Jan 5
Home in Becket
4.94 out of 5 average rating, 36 reviewsNerd Preservation Sanctuary
Dec 17 – 24
Apartment in Canaan
4.96 out of 5 average rating, 83 reviewsQueechy Lake Carriage House
Nov 30 – Dec 7
Home in Stockbridge
4.94 out of 5 average rating, 90 reviewsBright Stockbridge country home, near everything!
Nov 1 – 8
Apartment in Stephentown
5.0 out of 5 average rating, 50 reviewsCozy 2-Bedroom Vacation Apartment
Oct 6 – 13
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