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
Nov 2 – 9
Home in Rochester
4.9 out of 5 average rating, 282 reviewsMountain Home ready for you!
Sep 18 – 25
Home in Rochester
4.93 out of 5 average rating, 202 reviewsPorch House
Jan 4 – 11
Home in Rochester
4.94 out of 5 average rating, 181 reviewsThe McKinley House
Dec 9 – 16
Home in Killington
4.94 out of 5 average rating, 124 reviewsAtelier Killington, hottub and amazing location
Aug 23 – 30
Home in Granville
4.95 out of 5 average rating, 107 reviewsEpic Views of the Green Mountains
Home in Mendon
4.88 out of 5 average rating, 210 reviewsRanch at Mendon Mt Orchards
Oct 22 – 29
Home in Woodstock
5.0 out of 5 average rating, 110 reviewsBeautiful Woodstock Home-Perfect for entertaining
Sep 17 – 24
Pet-friendly home rentals with a pool
Townhouse in Killington
4.93 out of 5 average rating, 199 reviewsSpacious 2 Bed/2 Bath Dogs Allowed, Spa Onsite
Jun 22 – 29
Guesthouse in Granville
4.9 out of 5 average rating, 786 reviewsMoon Valley Country Retreat no clean fee pets yes
Feb 1 – 8
Apartment in Clarendon
4.92 out of 5 average rating, 133 reviewsVermont Horse Farm
Jan 8 – 15
Condo in Killington
4.96 out of 5 average rating, 103 reviewsCozyCub Pets, AC, Bike to Mtn, Fireplace, Walk out
Oct 23 – 30
Townhouse in Killington
4.88 out of 5 average rating, 220 reviewsRenovated 2bd/2.5bath/Den + Pool Access (pets ok)
Aug 2 – 9
Cabin in Bridport
4.92 out of 5 average rating, 133 reviewsChamplain Valley Alpacas
Oct 14 – 21
Apartment in Barre
4.94 out of 5 average rating, 156 reviewsRelax in Recreation Paradise!
Sep 11 – 18
Cabin in Warren
4.91 out of 5 average rating, 203 reviewsAlpine Traverse - Pets, Shared Hot Tub & Lap Pool
Nov 18 – 25
Private, pet-friendly home rentals
Cabin in Fair Haven
4.97 out of 5 average rating, 152 reviewsPrivate and cozy cabin with Lake Bomoseen views!
Dec 5 – 12
Apartment in Stockbridge
4.88 out of 5 average rating, 160 reviewsRustic 64 Acre Woodland Haven on a Beautiful River
Oct 2 – 9
Cottage in Lincoln
4.87 out of 5 average rating, 857 reviewsThe Barn at North Orchard, Near Middlebury
Jan 5 – 12
Cabin in South Royalton
4.95 out of 5 average rating, 127 reviewsCozy 4-season Cabin on Pond - "East Cabin"
Oct 22 – 29
Cabin in Wells
4.95 out of 5 average rating, 151 reviewsGatsby's Getaway
Jul 7 – 14
Condo in Vergennes
4.96 out of 5 average rating, 177 reviewsLittle Brick House Off Main (Apt. B)
Sep 9 – 16
Treehouse in Hancock
4.94 out of 5 average rating, 641 reviewsThe Beaver Pond Treehouse @ Vermont ReTREEt
Sep 11 – 18
Guesthouse in Hartland
4.95 out of 5 average rating, 913 reviewsYurt In The Woods - Private Refuge
Feb 28 – Mar 7
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
R2,220 ZAR before taxes and fees
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