Pet-friendly vacation rentals in Pittsfield
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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
Oct. 27 – Nov. 3
Home in Rochester
4.93 out of 5 average rating, 202 reviewsPorch House
Jun. 7 – 14
Home in Rochester
4.94 out of 5 average rating, 181 reviewsThe McKinley House
Jan. 10 – 17
Home in Rochester
4.98 out of 5 average rating, 124 reviewsModern Farmhouse on 25 Acres - Superb Views
Dec. 27 – Jan. 3
Home in Mendon
4.88 out of 5 average rating, 210 reviewsRanch at Mendon Mt Orchards
Sep. 11 – 18
Home in Roxbury
4.9 out of 5 average rating, 157 reviewsCaptain Tom's Cabin - Secluded Vermont Getaway
Oct. 15 – 22
Home in Granville
4.95 out of 5 average rating, 107 reviewsEpic Views of the Green Mountains
Home in Fairlee
4.96 out of 5 average rating, 408 reviewsCozy Bow House Perched in Trees w/ Hot Tub & View
Apr. 6 – 13
Pet-friendly home rentals with a pool
Townhouse in Killington
4.93 out of 5 average rating, 198 reviewsSpacious 2 Bed/2 Bath Dogs Allowed, Spa Onsite
May 22 – 29
Guesthouse in Granville
4.9 out of 5 average rating, 785 reviewsMoon Valley Country Retreat no clean fee pets yes
Oct. 24 – 31
Apartment in Clarendon
4.92 out of 5 average rating, 132 reviewsVermont Horse Farm
May 8 – 15
Townhouse in Killington
4.88 out of 5 average rating, 219 reviewsRenovated 2bd/2.5bath/Den + Pool Access (pets ok)
Aug. 2 – 9
Cabin in Warren
4.83 out of 5 average rating, 219 reviewsBunny Hill Cabin -Pets, Shared Hot Tub & Lap Pool
Dec. 3 – 10
Cabin in Bridport
4.92 out of 5 average rating, 133 reviewsChamplain Valley Alpacas
Apr. 6 – 13
Apartment in Barre
4.94 out of 5 average rating, 156 reviewsRelax in Recreation Paradise!
Sep. 5 – 12
Apartment in Mineville
4.74 out of 5 average rating, 122 reviewsAdirondacks getaway w/ Glassblowing Studio
Jun. 14 – 21
Private, pet-friendly home rentals
Condo in Vergennes
4.96 out of 5 average rating, 177 reviewsLittle Brick House Off Main (Apt. B)
Sep. 9 – 16
Apartment in Stockbridge
4.88 out of 5 average rating, 160 reviewsRustic 64 Acre Woodland Haven on a Beautiful River
Sep. 26 – Oct. 3
Cabin in Granville
4.98 out of 5 average rating, 133 reviewsQuaint log cabin nestled in the woods
Apr. 16 – 23
Cabin in Fair Haven
4.97 out of 5 average rating, 152 reviewsPrivate and cozy cabin with Lake Bomoseen views!
Aug. 30 – Sep. 6
Guesthouse in Hartland
4.95 out of 5 average rating, 912 reviewsYurt In The Woods - Private Refuge
Mar. 22 – 29
Cabin in Bristol
4.95 out of 5 average rating, 108 reviewsCozy Cabin on the River in Bristol
Apr. 22 – 29
Treehouse in Hancock
4.94 out of 5 average rating, 641 reviewsThe Beaver Pond Treehouse @ Vermont ReTREEt
Sep. 11 – 18
Cabin in Wells
4.95 out of 5 average rating, 151 reviewsGatsby's Getaway
Aug. 25 – Sep. 1
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
$164 CAD before taxes and fees
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