Pet-friendly vacation rentals in Hampshire County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Hampshire County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Ashfield

5 out of 5 average rating, 114 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, 110 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

A wooden staircase leads to a cozy outdoor space with a grassy yard. Two small pumpkins are positioned on the steps, while trees in various fall colors create a serene backdrop. Natural stone pathways are visible, inviting exploration of the peaceful surroundings.

Guesthouse in Northampton

5 out of 5 average rating, 347 reviews

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!

Top guest favorite

A snow-covered path leads to Stone n' Sky Lodge, which stands out against a winter landscape. Large trees frame the scene, with gentle snowfall creating a serene atmosphere. The lodge features a screened-in porch and is partially obscured by snowdrifts.

Home in New Salem

4.89 out of 5 average rating, 215 reviews

Stone n' Sky Lodge

Complete with all the comforts & amenities of home, Stone n’ Sky Lodge is fully furnished & decorated with family heirlooms & fine art. Featuring a fully equipped kitchen, fiber optic internet & a separate home office, the Lodge is located on a paved, dead end road, surrounded by a wildlife sanctuary; yet minutes from town & interstate highways. Local attractions, festivals, artisans, hiking, micro-brewed beers, ciders, good food & music are all to be discovered within minutes of this location.

Guest favorite

A charming house is set within a wooded area, with autumn foliage creating a colorful backdrop. The exterior features a stone fireplace and expansive windows, offering glimpses of the serene environment. Nearby, a fire pit with seating is positioned on the green lawn.

Home in Becket

4.93 out of 5 average rating, 114 reviews

Beautiful, quiet and cozy home in Becket!

If you are looking for a peaceful and relaxing getaway, then this is the place for you! Our cozy house in the Berkshires is ready to invite you to surround yourself with nature and see its beauty. Our home has 2 bedrooms and 1 bath, but has enough room to sleep up to 6 guests. There is also a living room, stocked kitchen and a room with a sleep sofa. Feel free to enjoy the wood burning electric fire place, the back deck, grill and fire pit outside. Pets are welcome! Book your stay & enjoy!

Superhost

An outdoor deck features a hot tub, providing a relaxing space. Comfortable seating is arranged with turquoise cushions around a central fire pit. A gas grill is positioned nearby, and a shade sail provides coverage from sunlight. The surrounding neighborhood is also visible.

Townhouse in Easthampton

4.85 out of 5 average rating, 310 reviews

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. Additional outdoor gas grill. Conveniently located, the house sits 1/2 block from the beautiful pond, steps from the E bikes and rail trail, dozens of bars/restaurants, and 500 ft from Williston campus

Guest favorite

Home in Huntington

4.91 out of 5 average rating, 138 reviews

Private house on the River

Get away from it all at this very private house on the Westfield River. Walk in and feel right at home in this comfortable 2 bedroom ranch. It has a large back porch with outdoor seating and table that is 50 steps from the river. We supply everything you need, from the sheets and towels to your basic cooking needs. All you need to do is the bring the food. This house is perfect for families, with a large yard, indoor and outdoor toys, tire swing, floats, pack & play and high chair.

Top guest favorite

A cozy sleeping area features a plush bed layered with a red throw and decorative pillows in festive patterns. A large window offers views of the surrounding farmland, while warm lighting is provided by wall sconces on either side of the bed.

Tiny home in Northampton

4.98 out of 5 average rating, 185 reviews

Tiny Home Retreat

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 spacious backyard is depicted, featuring lush green grass and various trees providing shade. A small garden bed is neatly arranged, with a fruit tree and a cozy blue shed visible. The area is surrounded by a fence and includes a fire pit for gatherings.

Apartment in Northampton

4.97 out of 5 average rating, 349 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

The exterior features a welcoming porch with white railings and steps leading to a blue front door. Green shrubs and potted purple flowers flank the entrance, while the light blue house has multiple windows allowing for natural light.

Apartment in Northampton

4.98 out of 5 average rating, 704 reviews

Tree Top Suite, cozy downtown apartment

This is an entire apartment, close to downtown. It is on the third floor, so you will have to walk up two flights of stairs. Because there are dormers (peaked areas in the ceiling), especially tall people might feel a little cramped in this space. There is a king size bed in the bedroom, a living area that includes a kitchenette, dining area, seating area and a smart TV with a fire stick, and a large bathroom. Outdoor seating on the front porch is for your use only.

Guest favorite

An exterior view of the apartment highlights a wooden facade with large reflective windows. A patio area with picnic tables is visible alongside lush greenery and scattered leaves, emphasizing the natural surroundings. The scene is set against vibrant autumn foliage in the background.

Apartment in Northampton

4.93 out of 5 average rating, 126 reviews

Mt. View Wood-burning Fireplace

The hilltop setting offers spectacular and calming views. Spacious, uncluttered, and comfortable with floor to ceiling windows. Kitchen is well equipped and stocked. Separate dining room seats 6. Beds and bedding are high quality and bath linens are organic cotton. Large library and music provided by SONOS sound system with Napster. Wood burning fireplace. Two terraces and 3 acres of gardens. Garage. Pets welcome with advance notice. Sound proof construction.

Guest favorite

A serene view of a calm lake is presented, framed by trees showing colorful autumn foliage. Two wooden docks extend into the water, emphasizing the expansive space of the lake under a clear blue sky. The peaceful atmosphere invites relaxation and connection with nature.

Cottage in Becket

4.95 out of 5 average rating, 273 reviews

Berkshires Cottage by Lake. Year Round Adventures.

THE BERKSHIRES COTTAGE IN THE WOODS BY A SPRING FED LAKE HAS SOMETHING FOR EVERYONE....... SWIM, FISH, KAYAK, HIKE, SKI, JACOBS PILLOW DANCE FESTIVALS, TANGLEWOOD OUTDOOR CONCERTS, GOLF, DINE, SHOP LEE OUTLETS, DINE WITH ENTERTAINMENT, PLAYS, ANTIQUES, FIRE PITS, HANGING IN A HAMMOCK, FLOAT ON CRYSTAL CLEAR WATER, BBQ ON THE DECK, OR JUST DOING NOTHING AT ALL UNPLUG AND RECHARGE. ESCAPE & RELAX(will consider pets.)(90 second walk through wooded path to lake)