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 Pittsfield
4.83 out of 5 average rating, 221 reviewsKillington area home - 4-seasons & hot tub
Home in Rochester
4.9 out of 5 average rating, 282 reviewsMountain Home ready for you!
Home in Rochester
4.93 out of 5 average rating, 202 reviewsPorch House
Home in Rochester
4.94 out of 5 average rating, 181 reviewsThe McKinley House
Home in Mendon
4.88 out of 5 average rating, 211 reviewsRanch at Mendon Mt Orchards
Home in Killington
4.94 out of 5 average rating, 125 reviewsAtelier Killington, hottub and amazing location
Home in Granville
4.95 out of 5 average rating, 110 reviewsEpic Views of the Green Mountains
Home in Roxbury
4.91 out of 5 average rating, 161 reviewsCaptain Tom's Cabin - Secluded Vermont Getaway
Pet-friendly home rentals with a pool
Guesthouse in Granville
4.9 out of 5 average rating, 793 reviewsMoon Valley Country Retreat no clean fee pets yes
Apartment in Clarendon
4.92 out of 5 average rating, 137 reviewsVermont Horse Farm
Townhouse in Killington
4.88 out of 5 average rating, 220 reviewsRenovated 2bd/2.5bath/Den + Pool Access (pets ok)
Cabin in Bridport
4.92 out of 5 average rating, 133 reviewsChamplain Valley Alpacas
Cabin in Warren
4.83 out of 5 average rating, 222 reviewsBunny Hill Cabin -Pets, Shared Hot Tub & Lap Pool
Apartment in Barre
4.94 out of 5 average rating, 157 reviewsRelax in Recreation Paradise!
Apartment in Mendon
4.96 out of 5 average rating, 27 reviewsCharming Killington get away with pool, sleeps 4
Home in Chittenden
4.9 out of 5 average rating, 81 reviewsComfortable, relaxing large country home
Private, pet-friendly home rentals
Cabin in Fair Haven
4.97 out of 5 average rating, 154 reviewsPrivate and cozy cabin with Lake Bomoseen views!
Apartment in Stockbridge
4.88 out of 5 average rating, 160 reviewsRustic 64 Acre Woodland Haven on a Beautiful River
Cabin in South Royalton
4.95 out of 5 average rating, 131 reviewsCozy 4-season Cabin on Pond - "East Cabin"
Treehouse in Hancock
4.94 out of 5 average rating, 641 reviewsThe Beaver Pond Treehouse @ Vermont ReTREEt
Cabin in Wells
4.95 out of 5 average rating, 154 reviewsGatsby's Getaway
Cottage in Lincoln
4.87 out of 5 average rating, 859 reviewsThe Barn at North Orchard, Near Middlebury
Cabin in Bristol
4.96 out of 5 average rating, 115 reviewsCozy Cabin on the River in Bristol
Cabin in Granville
4.99 out of 5 average rating, 134 reviewsQuaint log cabin nestled in the woods
Quick stats about vacation rentals that are pet-friendly in Pittsfield
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
870 reviews
Nightly prices starting at
$120 before taxes and fees
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