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.

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Top guest favorite

The living room features a high, vaulted ceiling with large, triangular windows allowing ample natural light. A brick fireplace serves as a focal point, surrounded by a wooden mantel and decorative plants. A dining table sits nearby, and hardwood flooring is complemented by colorful area rugs.

Farm stay in Ashfield

5 out of 5 average rating, 121 reviews

Sunny Chalet Nestled in the Woods of Ashfield

Need some time to recharge surrounded by nature? Whether a group of friends, family or a wedding party - this property will suit all your needs. Access to hiking right out the door and loads of recreational activities such as skiing, swimming, biking. Our high speed WiFi and TV support streaming. Curl up on the couch and bask in the sunlight through the windows. Read a book by the fire. Gaze up at the stars and moon from the deck. Share a meal. A perfect spot for a retreat or family gathering.

Top guest favorite

A cozy living area features a comfortable tan couch, a brown leather armchair, and a light-colored armchair. A dark wood bookshelf holds books, while a television is mounted on the wall. Large windows allow natural light to fill the space, with a woven rug underfoot.

Apartment in Easthampton

5 out of 5 average rating, 117 reviews

Briggs Cove: Private & Lovely 1st floor apartment

Your family will be close to everything when you stay at this centrally-located home. Walk to terrific restaurants, comic and book stores, gift shops and enjoy an award winning scoop of ice cream on the boardwalk at Nashawannuck pond! Whether you are looking for a hiking trail, a place to put your kayak in, or a great dining experience, this location has what you are looking for. Enjoy your time in western Massachusetts, at your own pace. Then, relax in the comfort of your own private oasis.

Top guest favorite

The kitchen features custom wooden cabinets and countertops, illuminated by natural light from a nearby window. A coffee maker and dishware are visible, creating a functional cooking space. A cozy chair sits nearby, providing a comfortable spot to relax.

Apartment in Leeds

4.98 out of 5 average rating, 152 reviews

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.

Top guest favorite

A panoramic view of the expansive farmland stretches towards a distant mountain range under a colorful twilight sky. Two wooden chairs are positioned on the grassy area, providing a serene spot to enjoy the landscape.

Tiny home in Northampton

4.99 out of 5 average rating, 206 reviews

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.

Top guest favorite

A bright living area features wooden flooring and a blend of seating options, including a yellow sofa and patterned armchairs. A glass coffee table sits atop a decorative rug, complemented by artwork on the walls and natural light streaming through the window.

Apartment in Northampton

4.98 out of 5 average rating, 368 reviews

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.

Top guest favorite

A serene scene depicts several horses grazing in a fenced area, surrounded by vibrant autumn foliage. A charming white house is visible in the background, framed by trees under a clear blue sky. Natural light enhances the tranquil setting.

Guest suite in Belchertown

4.98 out of 5 average rating, 138 reviews

Serene 1-br suite on 65 acre horse property

Enjoy nature while staying in a quiet 1 bedroom attached suite on a 65 acre horse property with it's own nature trails. It includes a private entrance with a dedicated workspace with free high-speed WiFi. Remote workers are welcome! We have up to 20 horses on the property. You will have front row viewing to several right out your windows! It's set back in the woods about a 1/3 of a mile, however it is a convenient location close to Amherst, Hampshire, UMass, Smith and Mt. Holyoke.

Top guest favorite

Barn in Northampton

4.96 out of 5 average rating, 597 reviews

Brookside Carriage House. Private, Great Location.

1890's Carriage House. Bright 850 sq. ft., 2nd flr. studio. Original wood flrs, 12' ceiling, skylights, modern amenities w/ rustic charm. Onsite parking. Two sleeping nooks: One QUEEN, One FULL bed & a leather couch; open floor plan. Shower, laundry, full kitchen, dining table, lounging area, Juliet balconey. Eclectic, spacious, private, quiet, all in a fantastic location. This is a large studio. Staircase to 2nd floor. No TV. Dog friendly; contact me first. Non-Smoking/vaping.

Top guest favorite

A spacious bed is prominently featured, with a plush, textured blanket draped over it. Warm lighting from bedside lamps creates a cozy ambiance. Light filters through sheer curtains, illuminating the room's soft neutral tones and adding a touch of warmth.

Apartment in Northampton

4.98 out of 5 average rating, 107 reviews

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.

Top guest favorite

The exterior of the two-story home is depicted, featuring a dark wooden facade with large windows. Lush greenery frames the house, including well-maintained shrubs and flower pots at the entrance. A covered porch extends above with decorative railings, inviting relaxation.

Apartment in Conway

4.95 out of 5 average rating, 169 reviews

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.

Top guest favorite

A dining area features a wooden table surrounded by six chairs, complemented by a vibrant fruit bowl at the center. A bookshelf filled with various books stands nearby, while a wooden cabinet adds warmth to the room. Bright natural light filters through the windows.

Apartment in Northampton

5 out of 5 average rating, 108 reviews

Charming retro retreat with vintage soaking tub

Pet-friendly 2-bedroom apartment at the end of a quiet dead-end street close to the bike path. Stroll into downtown Northampton in just 15 minutes. Or take a 1 mile drive or bike ride to Smith College. Thoughtfully decorated with retro & contemporary details, local artwork, and a full kitchen, featuring two comfortable queen beds and a deep clawfoot tub for relaxation. A safe and serene retreat with quick access to everything.

Guest favorite

A spacious bed is centered against a natural wood headboard, adorned with decorative pillows of various patterns. Warm lighting is provided by two wall-mounted lamps on either side, enhancing the calming atmosphere of the room.

Apartment in Northampton

4.96 out of 5 average rating, 317 reviews

Roost House (2 BR Apt. downtown)

Gorgeous 2 bedroom Apt in the heart of downtown Northampton. Designed by Liz Karney of Sticks and Bricks, this light-filled, unique apartment features one-of-a-kind rustic pieces and comfortable beds. Plenty of space to relax and enjoy your stay. Wifi, television, one king bedroom, one queen bedroom, bathroom, kitchen, dining room, living room, 3 season porch and a private patio. Parking spot included.

Superhost

A classic log cabin stands surrounded by greenery, featuring a spacious front porch with a wooden railing. Large windows dominate the front, allowing natural light to fill the interior. An American flag is displayed, adding to the rustic charm of the structure.

Cabin in Plainfield

4.91 out of 5 average rating, 174 reviews

Peaceful Cabin in the Woods

Escape the noise and come relax in the middle of the beautiful Berkshire Hills. This classic log cabin has been recently renovated so that you can unwind and connect to the picturesque landscape that envelopes this property. You can drive 30 minutes west to North Adams and visit Mass Moca or 30 minutes east to Northampton, Amherst & Hadley. (Please note, 1/2 of the bedrooms is an open loft).