
Pet-friendly vacation rentals in Pioneer Valley
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Pioneer Valley
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

The cozy clubhouse
Take a break and unwind at this peaceful cozy studio apartment with a private deck looking out over the garden and classic New England stone wall. Located on a quiet dead end street in the village of Haydenville. Not far from the local rail trail, hiking trails, and only a 13 minute drive to downtown Northampton. Very close to Look Park and Valley View Farm common wedding venues. A gateway to the Berkshires, with easy drive access to the Tanglewood music venue, Mount Greylock, and Mass MOCA.
PetsWalkabilityNearby

Mill River Cottage (pet friendly!)
Welcome to our peaceful and unique urban farm cottage. We are located in historic Florence, Massachusetts (a part of Northampton). While our place is no longer a working farm, the cottage was created many years ago to support the main dwelling. It has been modernized to offer every comfort while maintaining its cozy aesthetic. Free parking & lighted access to the cottage. The cottage is a private space where you can come and go as you please. Relax and unwind or head out to explore the area!
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Private Studio for a Sweet Getaway!
A cozy, comfortable, studio flat with ready access to local music venues and restaurants. Downtown Northampton is 15 mins by car or a 1/2 hr bike ride. We abut the bike path and there's a Valley Bike Share kiosk nearby. Ideal overnight spot for visiting Smith and other area colleges or for attending workshops at Snow farm. Easy day trips the Berkshires. Plenty of area hiking! Perfect personal retreat spot! I accept dogs on a case by case basis, small dogs preferred and I cannot accept cats.
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Tiny House Farm Retreat: Mountain Views, Fire pit
The Tiny House at Milestone Farm is a cozy farm retreat loaded with modern conveniences. Designed as a romantic escape for couples to relax and enjoy the tranquility of the farmlands while viewing the beautiful Holyoke range. Take in the amazing views and watch the many facets of commercial farming during the growing season. Create your own menu using our fully stocked kitchen. Meat and seasonal produce available for purchase in our farmstand. Minutes from the center of Northampton.
PetsOutdoor spacesBathroom

Light filled three bedroom apartment DT Florence!
Open floor plan duplex with beautiful back yard that has a patio, dog run, chickens, grill, fire pit, and fruit trees! One block from the corner store and the Pie Bar. If you enjoy cycling the bike path abuts the back of the property! Quiet neighborhood, pet and kid friendly one block from downtown Florence. Look Park is a mile down the bike path. Plenty to do if the weather is not cooperating. Fully appointed kitchen to make cookies, home made ice cream, plenty of games and records.
PetsOutdoor spacesNearby

The Suprenant House
Cozy home in the 5 college area, close to downtown Amherst minutes from UMASS and Amherst College in a rural part of Town with endless scenic views. Free fast Wifi and parking. During your stay you can enjoy a fully stocked kitchen, laundry essentials, books, board games and other activities. Your hosts live directly next door to the property and available to help at any time. You will be staying next to a working farm, where there are trucks and machines working daily.
WalkabilityOutdoor spacesHiking

Garden Apartment in Northampton
Serene garden apartment in our two-family home, private entrance. A short 7-minute walk from vibrant downtown Northampton and its rich selection of eateries, shops and culture. Ideal for visiting local colleges. Seeking outdoor activity? You will be two short blocks from an access point to the Northampton Rail Trail Network, and the Pioneer Valley's natural beauty is easily accessible by car for walking and hiking. We offer off street parking for two cars in our driveway.
PetsWalkabilityView

The Walnut Apartment
This beautiful and sunny 1 bedroom apartment is perfect for your stay in downtown Northampton, Massachusetts. It is walking distance to the Amtrak train station, all downtown restaurants and venues. Perfect for a stay to visit Smith College. You will find the beautiful claw foot tub perfect for relaxing after a day spent in the beautiful Pioneer Valley. This fully furnished apartment has a full kitchen, full bathroom, new furnishing, queen sized bed and its own entrance.
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In style row house with private hot tub/pool table
You must be thoughtful of the neighbors no loud music!!! Amazing, fully remodeled home with a huge deck, hot tub (365), pool table and sun porch with electric fireplace. Three large bedrooms with plenty of sleeping space. Chef's kitchen with ample counter-space, gas range and breakfast bar. Conveniently located, the house sits 1/2 block from the beautiful pond, steps from the E bikes and rail trail, dozens of bars/restaurants, across the street from Williston campus.
PetsWalkabilityAccess

A Country Retreat-Enhanced Studio Apartment
Welcome to our lovely apartment, located in the beautiful, quiet Western MA hill-town of Conway. This is our second time as Airbnb hosts, having hosted almost 150 reservations and achieved Superhost status there. We built again and downsized but included this spacious studio apartment with a bedroom alcove. Wooded and quiet yet just 3 miles from the charming tourist town of Shelburne Falls, and not far off RT91 and the cities of Amherst, Northampton and Greenfield.
Outdoor spacesWalkabilityParks

South Quarter House
Built in the early 1800s, our renovated farm house can accommodate families and friends comfortably. This 1600 square foot home can keep everyone together: three large bedrooms upstairs and an optional fourth downstairs. Large backyard and deck made for outside fun. Two full bathrooms, laundry, large farm table with seating for 10, and a full kitchen. Plenty of options for hiking at or near the house. (Sorry, we are not able to host weddings.)
PetsWalkabilityRiver

The Creation Station
Welcome to The Creation Station. I am your host John. The Creation Station was built with love and care by me with my friends and family. Amenities? Pool, jacuzzi tub, projector, giant deck and a stage with sound system, drums amps and karaoke input. The most unique amenity though is The Enchanted Forest. A lit trail surrounding the property. Fun for kids of all ages! Please let me know how I can make your stay amazing. See you soon! John
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Popular amenities for Pioneer Valley pet-friendly home rentals
Pet-friendly house rentals

Historic Williams House
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Cozy lakehouse
PetsWalkabilityTV

Stone n' Sky Lodge
WalkabilityOutdoor spacesBiking

Family Home | Flexible Layout | Walkable Town
Outdoor spacesWalkabilityAir conditioning

Tulsi Rose Healing Retreat
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Farm Fresh Feeding Hills
Outdoor spacesWalkabilitySleep quality

Magical, Rural Getaway in the Berkshires
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Island Vibes
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Pet-friendly home rentals with a pool

The 1770 House
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Berkshire Getaway Ranch 3 acres + saltwater pool
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Enjoy every season the Berkshires have to offer.
PetsOutdoor spacesAir conditioning

Beautiful Jiminy Peak Townhome Family Friendly
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Hollywood Bungalow in the Berkshires #C0191633410
WalkabilityOutdoor spacesValue

Sunset Ridge
Outdoor spacesWalkabilityCleanliness

Mountaintop Nirvana: Lake, Hot Tub, Pool Table
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Berkshire Mountain House
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Private, pet-friendly home rentals

Zachariah House Main St. Ashfield
PetsOutdoor spacesWifi

Sunny Chalet Nestled in the Woods of Ashfield
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Serene 1-br suite on 75 acre horse property
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Berkshires Cottage by Lake. Year Round Adventures.
Outdoor spacesWalkabilityBeach
Flamig Farm Staycation
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Netherwood - North Adams Guest House with Views
Outdoor spacesWalkabilityIndoor spaces

Peaceful Cabin in the Woods
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Cozy Brick House in Chicopee
PetsWalkabilityIndoor spaces
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- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- University of Connecticut
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- Dcu Center
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- Norman Rockwell Museum
- Mount Greylock
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- Mount Holyoke College
- Connecticut Convention Center
- Naismith Memorial Basketball Hall Of Fame





