![](https://a0.muscache.com/im/pictures/1ff6d909-5ba6-42f3-9d2c-fa2327780936.jpg)
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
![](https://a0.muscache.com/im/pictures/4368991/615110be_original.jpg?im_w=720)
Home in Woodstock
4.91 out of 5 average rating, 656 reviewsDutch Touch Woodstock Cottage
![](https://a0.muscache.com/im/pictures/3bcc8b89-76a7-40d0-b94b-e99892c24e6f.jpg?im_w=720)
Home in Becket
4.93 out of 5 average rating, 101 reviewsBeautiful, quiet and cozy home in Becket!
![](https://a0.muscache.com/im/pictures/853ec835-9ffd-4303-9925-27527e401a04.jpg?im_w=720)
Home in Hudson
4.86 out of 5 average rating, 132 reviews19th Century Mill House with River View
![](https://a0.muscache.com/im/pictures/6f0e567b-52b2-4da5-9a71-d77536cbd34d.jpg?im_w=720)
Home in Catskill
4.96 out of 5 average rating, 149 reviewsHEAVEN ON EARTH - Hudson Riverfront Home
![](https://a0.muscache.com/im/pictures/miso/Hosting-45823100/original/bbb3dfd8-5037-4215-8bbd-dde73748bffd.jpeg?im_w=720)
Home in Germantown
4.96 out of 5 average rating, 271 reviewsModern Cottage, Views, Walking Trails, Fireplace!
![](https://a0.muscache.com/im/pictures/miso/Hosting-24713402/original/f6ed005e-1eae-4ec0-8307-40070b7ff5e6.jpeg?im_w=720)
Home in Lanesborough
4.9 out of 5 average rating, 101 reviewsElmwood Farmhouse
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MTY1NDQ4NjU%3D/original/28164a65-3062-4213-8574-93efc9feb475.jpeg?im_w=720)
Home in Lenox
4.93 out of 5 average rating, 220 reviewsHeart of Lenox Walk to Town Cozy Cottage!
![](https://a0.muscache.com/im/pictures/6ce25258-20e0-47bb-871f-f309a999bc38.jpg?im_w=720)
Home in Lee
4.9 out of 5 average rating, 216 reviews1817 Berkshire Farmhouse- Close to Everything.
Pet-friendly home rentals with a pool
![](https://a0.muscache.com/im/pictures/3483bf87-8d94-409d-b870-f1249121f722.jpg?im_w=720)
Cottage in Newfane
4.99 out of 5 average rating, 188 reviewsCozy Vermont Antique Sugar House with Fireplace
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NTYzNjY0NjA3NDMxMjkzMjM0/original/c5b45e93-7f5e-4d24-8731-dd09b42f5279.jpeg?im_w=720)
Farm stay in Saugerties
4.97 out of 5 average rating, 150 reviewsUpstate Farm Escape: Animals, Pool, Mountain Views
![](https://a0.muscache.com/im/pictures/miso/Hosting-41436022/original/926871c6-f86c-4079-85bf-b867dc1cfca3.jpeg?im_w=720)
Barn in Newfane
4.97 out of 5 average rating, 129 reviewsBeautiful rustic woods and fields retreat.
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MTUyMzUwMzI%3D/original/a24fddb4-f06b-4128-b3dd-930accd856bd.jpeg?im_w=720)
Cabin in Red Hook
4.96 out of 5 average rating, 318 reviewsModern Upstate Cabin, near Rhinebeck NY
![](https://a0.muscache.com/im/pictures/miso/Hosting-41270059/original/01c000f8-f22c-46b3-9601-ad0adb8b7ecf.jpeg?im_w=720)
Barn in Hillsdale
4.97 out of 5 average rating, 121 reviewsHudson Valley Hilltop Barn
![](https://a0.muscache.com/im/pictures/906273ff-926b-44f4-bee5-02532883a1dc.jpg?im_w=720)
Farm stay in West Sand Lake
4.98 out of 5 average rating, 149 reviewsRoundhill Farm - Summer Getaway with Pool!
![](https://a0.muscache.com/im/pictures/miso/Hosting-45534673/original/24260468-5b4e-4064-8e10-074e47e24a97.jpeg?im_w=720)
Tiny home in Ghent
4.97 out of 5 average rating, 144 reviewsCountry Getaway Tiny House in woods w/Pool/Sauna
![](https://a0.muscache.com/im/pictures/b004ed2b-e6d5-4e1b-8458-c319a4615490.jpg?im_w=720)
Home in Ghent
4.88 out of 5 average rating, 282 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Private, pet-friendly home rentals
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NTM5MjQ3NzQ%3D/original/85dbbc9b-b9b2-44b2-88f0-3a6f6ead83e2.jpeg?im_w=720)
Cabin in Saugerties
4.97 out of 5 average rating, 146 reviewsStunning Modern A-Frame House in the Woods
![](https://a0.muscache.com/im/pictures/ba65fe7d-968b-4c26-bc0c-5354b96d4c8f.jpg?im_w=720)
Chalet in Peru
4.92 out of 5 average rating, 260 reviewsSwiss Chalet Style Timberframe Home in Berkshires
![](https://a0.muscache.com/im/pictures/miso/Hosting-27024197/original/45ed7e54-aa20-4f1e-9455-0becdee47f06.jpeg?im_w=720)
Tiny home in Cambridge
4.95 out of 5 average rating, 176 reviewsRunamuk Farm camp with a view!
![](https://a0.muscache.com/im/pictures/miso/Hosting-46067431/original/01325fb1-1879-4e6e-95a7-3a9272762783.jpeg?im_w=720)
Bungalow in Saugerties
4.88 out of 5 average rating, 208 reviewsSaugerties Cottage with Creek Access
![](https://a0.muscache.com/im/pictures/miso/Hosting-52436658/original/d44c1aeb-018e-436b-a411-154d1df08150.jpeg?im_w=720)
Bungalow in Cairo
4.99 out of 5 average rating, 336 reviewsSwim just feet from your door, 20 min to Hudson
![](https://a0.muscache.com/im/pictures/40cc4c64-1d5f-46b3-b81b-aaeacd7c3b68.jpg?im_w=720)
Rental unit in Newfane
4.97 out of 5 average rating, 413 reviewsRock River Retreat: VT Oasis Pet Friendly
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MzU3Mjc1Mzc%3D/original/84f09039-11cc-411b-8bb0-46a807c37d57.jpeg?im_w=720)
Cottage in Catskill
4.95 out of 5 average rating, 242 reviews1930's Cottage charm air conditioned near hiking
![](https://a0.muscache.com/im/pictures/72627185/0046bee7_original.jpg?im_w=720)
Tiny home in Jamaica
4.94 out of 5 average rating, 1,174 reviewsApple Blossom Cottage: A Tiny House
Quick stats about holiday rentals that are pet-friendly in Pittsfield
Total rentals
80 properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
- New City Accommodation & holiday rentals
- New Haven Holiday rentals
- Lake George Accommodation & holiday rentals
- Catskill Holiday rentals
- Albany Holiday rentals
- Philadelphia Accommodation & holiday rentals
- Jersey City Holiday rentals
- New York Accommodation & holiday rentals
- Montreal Accommodation & holiday rentals
- The Hamptons Holiday rentals
- Boston Accommodation & holiday rentals
- Cape Cod Accommodation & holiday rentals
- Pet-friendly rentals New York
- Pet-friendly rentals New Hampshire
- Pet-friendly rentals Massachusetts
- Rentals with a washing machine and dryer Pittsfield
- Kid-friendly rentals Pittsfield
- Rentals with pools Pittsfield
- Rentals with outdoor seating Pittsfield
- Family-friendly rentals Pittsfield
- Rentals with a patio Pittsfield
- Rentals with a fireplace Pittsfield
- Apartment rentals Pittsfield
- House rentals Pittsfield
- Rentals with lake access Pittsfield
- Rentals with a fire pit Pittsfield
- Rentals with a hot tub Pittsfield
- Waterfront rentals Pittsfield
- Monthly Rentals Pittsfield
- Pet-friendly rentals Berkshire 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