Pet-friendly vacation rentals in Pittsfield
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Pittsfield
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pittsfield pet-friendly home rentals
Pet-friendly house rentals
Home in Lenox
4.93 out of 5 average rating, 212 reviewsHeart of Lenox Walk to Town Cozy Cottage!
Home in Germantown
4.96 out of 5 average rating, 262 reviewsModern Cottage, Views, Walking Trails, Fireplace!
Home in Huntington
4.9 out of 5 average rating, 113 reviewsPrivate house on the River
Home in Germantown
4.95 out of 5 average rating, 368 reviewsAirbnb Magazine Featured Gorgeous Swedish Barn
Home in Catskill
4.96 out of 5 average rating, 138 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Home in Hudson
4.86 out of 5 average rating, 132 reviews19th Century Mill House with River View
Home in Pittsfield
4.82 out of 5 average rating, 167 reviewsBeautiful House By The Lake W/Jetted Hot Tub
Home in Schenectady
4.98 out of 5 average rating, 169 reviewsBright & Clean ~Tons of Upgrades ~Office Space
Pet-friendly home rentals with a pool
Tiny home in Brattleboro
4.86 out of 5 average rating, 175 reviews“Sugar Maple” Rustic Cabin Getaway with Fireplace
Cabin in Red Hook
4.96 out of 5 average rating, 308 reviewsModern Upstate Cabin, near Rhinebeck NY
Barn in Hillsdale
4.97 out of 5 average rating, 117 reviewsHudson Valley Hilltop Barn
Tiny home in Ghent
4.96 out of 5 average rating, 140 reviewsCountry Getaway Tiny House in woods w/Pool/Sauna
Cottage in Newfane
4.99 out of 5 average rating, 181 reviewsCozy Vermont Antique Sugar House with Fireplace
Barn in Newfane
4.97 out of 5 average rating, 125 reviewsBeautiful rustic woods and fields retreat.
Farm stay in West Sand Lake
4.98 out of 5 average rating, 142 reviewsRoundhill Farm - Summer Getaway with Pool!
Farm stay in Red Hook
4.99 out of 5 average rating, 130 reviewsSackett & Van Dam Guest House @ Little 9 Farm 1706
Private, pet-friendly home rentals
Cottage in Becket
4.94 out of 5 average rating, 242 reviewsBERKSHIRE COTTAGE NEAR CRYSTAL CLEAR LAKE.
Loft in Shelburne Falls
4.95 out of 5 average rating, 267 reviewsThe Railroad House
Cottage in Craryville
4.91 out of 5 average rating, 488 reviewsColumbia County Getaway - Raspberry Ridge Cottage
Barn in Northampton
4.96 out of 5 average rating, 501 reviewsBrookside Carriage House. Private, Great Location.
Cottage in Becket
4.96 out of 5 average rating, 137 reviewsCozy lakeside cottage
Cottage in Lanesborough
4.85 out of 5 average rating, 253 reviewsWildlife Lakeside Cottage
Cabin in Newfane
4.95 out of 5 average rating, 111 reviewsCozy Cabin in Southern VT
Cabin in Bennington
4.81 out of 5 average rating, 108 reviewsVermont Cabin - Secluded Woods on South Stream
Quick stats about vacation rentals that are pet-friendly in Pittsfield
Total rentals
70 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
2.8K reviews
Nightly prices starting at
$10 before taxes and fees
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