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 Hudson
4.86 out of 5 average rating, 132 reviews19th Century Mill House with River View
Home in Woodstock
4.91 out of 5 average rating, 643 reviewsDutch Touch Woodstock Cottage
Home in Catskill
4.96 out of 5 average rating, 138 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
Home in Germantown
4.96 out of 5 average rating, 261 reviewsModern Cottage, Views, Walking Trails, Fireplace!
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
Home in Germantown
4.95 out of 5 average rating, 365 reviewsAirbnb Magazine Featured Gorgeous Swedish Barn
Home in Putney
4.85 out of 5 average rating, 128 reviewsSpacious Loft with View
Home in Huntington
4.9 out of 5 average rating, 113 reviewsPrivate house on the River
Pet-friendly home rentals with a pool
Cabin in Red Hook
4.96 out of 5 average rating, 308 reviewsModern Upstate Cabin, near Rhinebeck NY
Tiny home in Brattleboro
4.86 out of 5 average rating, 173 reviews“Sugar Maple” Rustic Cabin Getaway with Fireplace
Tiny home in Ghent
4.96 out of 5 average rating, 139 reviewsCountry Getaway Tiny House in woods w/Pool/Sauna
Barn in Hillsdale
4.97 out of 5 average rating, 117 reviewsHudson Valley Hilltop Barn
Cottage in Newfane
4.99 out of 5 average rating, 181 reviewsCozy Vermont Antique Sugar House with Fireplace
Farm stay in Red Hook
4.99 out of 5 average rating, 129 reviewsSackett & Van Dam Guest House @ Little 9 Farm 1706
Farm stay in Saugerties
4.97 out of 5 average rating, 138 reviewsSpring Farm Escape: Animals, Sauna & Mountain View
Bungalow in Easthampton
4.92 out of 5 average rating, 438 reviewsThe Creation Station
Private, pet-friendly home rentals
Cabin in Newfane
4.95 out of 5 average rating, 111 reviewsCozy Cabin in Southern VT
Cottage in Craryville
4.91 out of 5 average rating, 485 reviewsColumbia County Getaway - Raspberry Ridge Cottage
Cottage in Becket
4.96 out of 5 average rating, 135 reviewsCozy lakeside cottage
Loft in Shelburne Falls
4.95 out of 5 average rating, 267 reviewsThe Railroad House
Farm stay in West Simsbury
4.95 out of 5 average rating, 438 reviewsFlamig Farm Staycation
Apartment in Northampton
4.95 out of 5 average rating, 286 reviewsBike Path Hideaway Near Smith, Cooley, Northampton
Apartment in Northampton
4.98 out of 5 average rating, 651 reviewsTree Top Suite, cozy downtown apartment
Cottage in Saugerties
4.93 out of 5 average rating, 222 reviewsChic & Cozy Cottage 10 mins to Woodstock
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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