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Pet-friendly holiday rentals in Hampden County

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Top-rated pet-friendly home rentals in Hampden County

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

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A cozy living area is presented with a large gray sofa adorned with decorative pillows. A light-colored armchair complements the seating arrangement. A wooden coffee table sits in the center, resting on a patterned area rug, with natural light filtering through sheer curtains.
Serviced apartment in Holyoke

Boho Inspired Home in Holyoke

Welcome to our humble abode, please make yourself comfortable. Our apartment is a spacious, yet cozy 2 bedroom with close access to I91 & I90 and amenities. We have poured our passion for comfort yet stylish living into this freshly renovated space. We are a short walk to Community Field and Anniversary Hill where historic Scotts Tower is located, as well delicious Nick's Nest, and Holyoke Hospital. A short drive to wedding venues, biking/hiking trails, hospitals,and college/university campuses

4.81 out of 5 average rating, 145 reviews
Top guest favourite
A calm lake reflects vibrant autumn foliage, with trees displaying shades of red, orange, and yellow. A boat is anchored near a wooden dock, and the surface of the water mirrors the colorful landscape, creating a serene and picturesque scene.
Cottage in Becket

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. (90 second walk through wooded path to lake) Pets Considered. $29. pet fee = approved Pet Agreement.

4.95 out of 5 average rating, 320 reviews
Top guest favourite
The entrance features a white door with a windowpane design, framed by light blue siding. A decorative lantern hangs beside the door. A small potted plant rests on a blue chair, while a welcome mat adorned with black dogs is placed at the threshold.
Guest house in Northampton

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!

4.99 out of 5 average rating, 445 reviews
Top guest favourite
An aerial view captures the spacious country home surrounded by lush greenery, winding paths, and open lawns. A serene pond is visible alongside the property, complementing the natural landscape. The adjacent road is flanked by trees, adding to the remote and peaceful setting.
Home in West Brookfield

Sunnybrook House

Sunnybrook is a peaceful 28 acre country retreat, tucked away on a back road in West Brookfield, MA with expansive lawns, hiking trails, a pond, rushing river and crabapple orchard to explore. Only 20 minutes to I90 and I84 in Sturbridge, 45 minutes to Wachusett Mountain, and minutes away from Rock House Reservation. With ample space to gather inside and out, great local breweries and wineries close by, Sunnybrook is the perfect place for family and friends, work gatherings, retreats and more.

4.94 out of 5 average rating, 102 reviews
Guest favourite
A modern kitchen features white cabinetry and stainless steel appliances, including a large refrigerator and an oven with a microwave above. An island with bar stools provides additional seating, while natural light filters through a nearby window, illuminating the wood flooring.
Flat in Springfield

Renovated Pet-Friendly 3BR Near Six Flags & Big E

Welcome to our renovated 3 BR bedroom apartment, thoughtfully designed for a cozy and modern stay. Ideal for families and friends, home-away-from-home atmosphere with spacious bedrooms and a fully equipped kitchen for your convenience. The apartment is located on the second floor and offers added privacy. Enjoy easy access and a prime location close to downtown, casinos, museums, Six Flags, The Big E, and local hospitals. For your convenience, two parking spaces are provided in the driveway.

4.91 out of 5 average rating, 143 reviews
Top guest favourite
Guest suite in Belchertown

Serene 1-br suite on 75 acre horse property

Escape to a peaceful 1-bedroom suite on a beautiful 75-acre horse property. Tucked into the woods 1/3 mile from the main road, enjoy privacy, scenic nature trails, and views of up to 20 horses grazing in the pastures outside your windows. Relax in the guest gazebo with front-row views of the horses, perfect for morning coffee or unwinding outdoors. Enjoy a private entrance, dedicated workspace, and high-speed WiFi. Conveniently near Amherst, UMass, Smith, and Mount Holyoke Colleges.

4.98 out of 5 average rating, 174 reviews
Top guest favourite
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

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.

4.98 out of 5 average rating, 310 reviews
Top guest favourite
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.
Flat in 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.

4.97 out of 5 average rating, 498 reviews
Top guest favourite
A quaint lakeside cottage features large windows for scenic views and a deck with outdoor seating. A grill is positioned nearby for easy outdoor cooking. The property is framed by lush greenery, enhancing the natural setting by the water's edge.
Home in Becket

Cozy lakehouse

Relax with family or friends at this sweet cottage on Center Lake in the Berkshires. This lakeside cottage is charming and rustic. Enjoy a beautiful day on the lake swimming, fishing off the dock and kayaking. Grill dinner on your private deck and watch the stars come out in the evening Or enjoy all that the Berkshires have to offer, Jacob’s Pillow (15 min), Berkshire Theater (20 min), Tanglewood (30 min). There are plenty of nearby hiking trails and charming towns to explore.

5.0 out of 5 average rating, 119 reviews
Guest favourite
A welcoming entrance features a maroon front door with glass panes, flanked by a wooden railing. A slight wooden ramp leads up to the door, surrounded by a manicured area of small plants and gravel, creating an inviting first impression.
Home in Feeding Hills

Farm Fresh Feeding Hills

Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, ok for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

4.89 out of 5 average rating, 1054 reviews
Top guest favourite
The exterior of the house is shown, featuring light grey siding and a welcoming front porch with a wooden railing. A well-maintained lawn surrounds the property, with trees providing shade. A fenced-in area is visible to the side, enhancing the outdoor space.
Home in Springfield

Clean/Spacious 1 bedroom house! (w/parking & yard)

You have the entire space to yourself. Newly painted. Newly refinished hardwood floors throughout. Dining room, Living Room and Kitchen and Front porch, back porch and fenced-in Backyard all for your use. ~Pet fee is $100 for up to 1 pet, $40 for additional pet[per night, they are added guests]~{please add them in your guest count, as I prepare for their stay, as well!} ~ MAXIMUM PETS ALLOWED IS 2 ~ LEVEL 2 EV charger & Tesla adapter AVAIL upon request

4.94 out of 5 average rating, 108 reviews
Top guest favourite
The living room features a spacious sectional couch adorned with decorative pillows, complemented by a coffee table at its center. A cozy armchair with a contrasting cushion sits nearby. Natural light streams through two large windows, enhancing the warmth of the space.
Flat in Chicopee

Cozy Brick House in Chicopee

Relax with the whole family at this peaceful place to stay. The unit is part of a two family duplex house. You and your family will have the entire unit to yourselves. There are two bedrooms with queen size beds, a living room, kitchen, bathroom, and laundry room. The living room has a TV, fireplace, and Netflix. There is also a fenced in back yard with a patio and outdoor dining area as well as a firepit. The house is also pet-friendly.

4.96 out of 5 average rating, 150 reviews

Popular amenities for Hampden County pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Top guest favourite
The farmhouse kitchen features exposed wooden beams and a large dining table surrounded by chairs. A refrigerator stands against the wall, and shelves display dishware and utensils. Natural light enters through the window and door, enhancing the spacious feel of the room.
Home in Northampton

Historic Williams House

4.94 out of 5 average rating, 213 reviews
Guest favourite
The entrance features a covered porch with white railings, providing a welcoming pathway to the door. A potted plant with pink flowers is situated near the base of the stairs, adding a touch of greenery to the inviting entrance.
Home in Northampton

The Walnut Apartment

4.91 out of 5 average rating, 114 reviews
Guest favourite
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

Beautiful, quiet and cozy home in Becket!

4.93 out of 5 average rating, 159 reviews
Top guest favourite
The image showcases a spacious green yard surrounding a charming gazebo. In the foreground, assorted seating arrangements invite relaxation. The background features trees in full bloom, enhancing the natural setting and providing a peaceful atmosphere.
Home in Brimfield

Little House Inn - Brimmy - Private Home

4.87 out of 5 average rating, 323 reviews
Top guest favourite
A modern two-story house with large triangular windows is set against a twilight sky. The elevated structure features a spacious deck wrapped with a railing, providing outdoor seating options. The ground level showcases garages, and soft lighting highlights the exterior architecture.
Home in West Brookfield

Peaceful Lake Escape w/ Porch, Fire Pit & Kayak

4.91 out of 5 average rating, 111 reviews
Guest favourite
A wooden deck offers high-top chairs facing a tranquil lake surrounded by trees. The scene includes a spacious grassy area leading to the water, with a gazebo visible in the distance. A gentle mist adds a serene quality to the landscape.
Home in Union

Antique Home w Private Pond, Sturbridge /Brimfield

4.83 out of 5 average rating, 162 reviews
Guest favourite
An open living area showcases a dining table with four wooden chairs adjacent to a workspace featuring a desk and an executive chair. The kitchen is visible in the background, equipped with cabinets and essential appliances. Light streams in through two windows with wood blinds.
Home in Ware

Entire 1-st Floor Apt & Specials

4.94 out of 5 average rating, 165 reviews
Top guest favourite
Home in Chicopee

King Bed w/ Game Room near Massmutual w/ Riverview

4.98 out of 5 average rating, 45 reviews

Pet-friendly home rentals with a pool

Top guest favourite
A lush, green lawn gently slopes toward a small pond, framed by trees on either side. The natural foliage provides shade and privacy, while a stone is visible among the undergrowth. The area is serene, inviting reflection and connection with nature.
Flat in Otis

Enjoy every season the Berkshires have to offer.

4.96 out of 5 average rating, 134 reviews
Top guest favourite
A vibrant sunset is captured over a distant horizon, with hues of purple, orange, and pink filling the sky. Silhouetted trees frame the scene, enhancing the tranquil atmosphere of the natural landscape.
Flat in Belchertown

Sunset Ridge

4.95 out of 5 average rating, 63 reviews
Top guest favourite
A spacious living area features large windows that provide views of the backyard and pool. A stone fireplace adds warmth to the room, which is adorned with a light-colored sofa and plush throws. A vibrant area rug enhances the inviting ambiance.
Home in South Hadley

Dog friendly, 2 fireplaces, Pool, Pickleball, 3 bd

4.95 out of 5 average rating, 19 reviews
Loft in Palmer

Hike & Explore Western Mass: Peaceful Studio

5.0 out of 5 average rating, 4 reviews
Guest favourite
A charming two-story house is situated on a spacious lawn, surrounded by lush greenery and landscaped flower beds. Large windows allow for natural light, and a welcoming front door is framed by subtle architectural details. The area features well-maintained grass and mature trees.
Home in Blandford

Whitetail Ridge Acres of The Berkshires

5.0 out of 5 average rating, 7 reviews

Private, pet-friendly home rentals

Top guest favourite
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.
Flat in Northampton

Charming retro retreat with vintage soaking tub

5.0 out of 5 average rating, 157 reviews
Guest favourite
The compact kitchen area features a bright red refrigerator and a vintage-style stove. Light blue cabinetry provides storage, while a white sink is positioned under a window overlooking the outside. Wooden floors add warmth to the space, with neatly arranged kitchen essentials visible.
Train in Palmer

Trainmaster's Inn - Caboose

4.94 out of 5 average rating, 142 reviews
Top guest favourite
Cottage in Brimfield

Cheerful cottage by Little Alum Lake & Sturbridge

4.98 out of 5 average rating, 107 reviews
Top guest favourite
Flat in Northampton

North Street Nest, sunny downtown apartment

4.98 out of 5 average rating, 857 reviews
Guest favourite
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.
Flat in Northampton

Roost House (2 BR Apt. downtown)

4.95 out of 5 average rating, 376 reviews
Guest favourite
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.
Flat in Northampton

Mt. View Wood-burning Fireplace

4.93 out of 5 average rating, 143 reviews
Top guest favourite
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.
Flat in Northampton

Garden Apartment in Northampton

4.99 out of 5 average rating, 150 reviews
Top guest favourite
A cozy living area is presented, featuring a contemporary gray sofa and a yellow accent chair. A minimalist coffee table is centered on a colorful patterned rug. A black fireplace with a mirror above it adds a focal point, while natural light fills the space through nearby windows.
Guest suite in Northampton

Bright Private Studio | Walk to Smith & Downtown

4.93 out of 5 average rating, 133 reviews

Destinations to explore