
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 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? Update! We just installed an 8 person hot tub! Plus our 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

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.

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.

Bright Noho studio suite perfect walk to downtown
Stay in the heart of Northampton in this charming studio with a private deck—perfect for unwinding after a day of exploring. A short walk to downtown, Smith College, museums, shops, and top restaurants, this location puts the best of the Pioneer Valley at your doorstep. Whether you're here for Parents' Weekend, a getaway, a show at the Iron Horse, or to explore the area's beauty, you'll love the comfort & convenience of this space. Easy commute to Smith, Amherst, UMass, and Hampshire College.

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!

Bright Stockbridge country home, near everything!
Berkshires charm in this fully renovated 1800's post and beam farmhouse set on 5 park-like acres. Features open plan living/dining/kitchen with gas cooktop and gas 3 sided fireplace, lovely sun room, master suite downstairs and 2 br, bath and sitting area upstairs. Spacious deck overlooking the expansive property Conveniently located between the charming towns of Stockbridge, Lenox & Great Barrington. We are surrounded by 4 ski areas, the closest is 10 minutes away! Many dining options too.

Cozy Hilltown Cottage
Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

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.

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.

Private Guest House Downtown Noho
A one bedroom cozy guest house with a private entrance located on Market St. in downtown Northampton. Cozy and comfortable queen size bed with super soft bedding, full bathroom, and lots of privacy. Quirky space tucked behind Jo Smith's Art Gallery- quiet brick building with an 'inner room' for guests. You pass through the outer room, which is more storage space than living space and the inner space is a one room bedroom/bathroom with no kitchen. This space is not set up for cooking.

Sunny Chalet Nestled in the Woods of Ashfield
Relax in a quiet sunny chalet located on land with established herbal gardens, offering privacy, space, and a comfortable base for families and small groups visiting Ashfield and the surrounding hills. This pet-friendly three-bedroom home is designed for guests who want a peaceful, rural stay with the reassurance of an attentive host nearby. Whether you’re visiting family, exploring the area, or enjoying time away from the city, the chalet offers room to unwind in a calm setting.

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.
Popular amenities for Pioneer Valley pet-friendly home rentals
Pet-friendly house rentals

Nerd Preservation Sanctuary

Net Zero home with rustic Berkshire charm

Farm Fresh Feeding Hills

Private Woodland Sanctuary—3 mins to a lake beach!

Stone n' Sky Lodge

South Quarter House

Brooksong, the perfect Berkshires getaway

Norbrook Farm ~ Rustic farmhouse w/ pond & trails
Pet-friendly home rentals with a pool

The 1770 House

Hilltop House w/POOL/SPA- HOST & Co.

Triggers Cabin

NE Historical Mansion-pets and pet lovers welcome

“Sugar Maple” Rustic 4x4 Cabin Getaway, Fireplace

Enjoy every season the Berkshires have to offer.

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Mt Snow Chalet: Peaceful Escape w/Hot Tub
Private, pet-friendly home rentals

Walk Downtown! 2BR 1B Historic Home

Blackberry Cottage

In-law apartment in Farmington River Cottage

Rustic Pond Cabin: Nature, Stars & Serenity
Flamig Farm Staycation

The Little Red Schoolhouse ~ Circa 1877

The Walnut Apartment

Contemporary Cottage, Views, 15mins BDL Int. Wi-fi
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- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Monadnock State Park
- Catamount Mountain Ski Resort
- Mount Snow Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Dcu Center
- Clark University
- University of Connecticut
- Connecticut Science Center
- Smith College
- Mount Greylock
- Mount Holyoke College
- Massachusetts Museum of Contemporary Art




