Pet-friendly holiday 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.
Holiday 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
4.93 out of 5 average rating, 202 reviewsPorch House
Home in Rochester
4.94 out of 5 average rating, 181 reviewsThe McKinley House
Home in Granville
4.95 out of 5 average rating, 109 reviewsEpic Views of the Green Mountains
Home in Mendon
4.88 out of 5 average rating, 211 reviewsRanch at Mendon Mt Orchards
Home in Roxbury
4.91 out of 5 average rating, 160 reviewsCaptain Tom's Cabin - Secluded Vermont Getaway
Home in Corinth
4.99 out of 5 average rating, 267 reviewsDawnside - Green Mtns Home with White Mtns View
Home in Fairlee
4.96 out of 5 average rating, 416 reviewsCozy Bow House Perched in Trees w/ Hot Tub & View
Pet-friendly home rentals with a pool
Guest house in Granville
4.9 out of 5 average rating, 793 reviewsMoon Valley Country Retreat no clean fee pets yes
Apartment in Killington
4.95 out of 5 average rating, 101 reviewsFirBear - Hot Tub, Pool, FirePlace, Gym, New Reno
Flat in Clarendon
4.92 out of 5 average rating, 136 reviewsVermont Horse Farm
Townhouse in Killington
4.93 out of 5 average rating, 203 reviewsSpacious 2 BR/2 BA w/Spa Onsite - Dogs Welcome!
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
Flat in Barre
4.94 out of 5 average rating, 157 reviewsRelax in Recreation Paradise!
Cabin in Warren
4.91 out of 5 average rating, 208 reviewsAlpine Traverse - Pets, Shared Hot Tub & Lap Pool
Private, pet-friendly home rentals
Cottage in Lincoln
4.87 out of 5 average rating, 858 reviewsThe Barn at North Orchard, Near Middlebury
Flat in Stockbridge
4.88 out of 5 average rating, 160 reviewsRustic 64 Acre Woodland Haven on a Beautiful River
Barn in Fairlee
4.93 out of 5 average rating, 428 reviewsPrivate Barn On a Hilltop in Fairlee, Vermont
Cabin in Bristol
4.96 out of 5 average rating, 114 reviewsCozy Cabin on the River in Bristol
Cabin in South Royalton
4.95 out of 5 average rating, 129 reviewsCozy 4-season Cabin on Pond - "East Cabin"
Cabin in Wells
4.95 out of 5 average rating, 154 reviewsGatsby's Getaway
Treehouse in Hancock
4.94 out of 5 average rating, 641 reviewsThe Beaver Pond Treehouse @ Vermont ReTREEt
Guest house in Hartland
4.95 out of 5 average rating, 917 reviewsYurt In The Woods - Private Refuge
Quick stats about holiday 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
€ 111 before taxes and fees
Destinations to explore
- Burlington Holiday rentals
- Lake George Holiday rentals
- Lake Placid Holiday rentals
- Stowe Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec Holiday rentals
- Québec City Holiday rentals
- Pet-friendly rentals Vermont
- Pet-friendly rentals Vermont
- Pet-friendly rentals New York
- Pet-friendly rentals New Hampshire
- Rentals with a patio Pittsfield
- House rentals Pittsfield
- Rentals with a fireplace Pittsfield
- Rentals with a firepit Pittsfield
- Family-friendly rentals Pittsfield
- Rentals with outdoor seating Pittsfield
- Monthly Rentals Pittsfield
- Rentals with a washing machine and dryer Pittsfield
- Pet-friendly rentals Rutland County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom