Family-friendly holiday rentals in Hampden County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Hampden County

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

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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!

FamilyIndoor spacesHeating

4.99 out of 5 average rating, 443 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.

FamilyIndoor spacesCleanliness

4.98 out of 5 average rating, 174 reviews

Top guest favourite

A functional kitchen features wooden cabinetry and a dining table surrounded by chairs, providing a space for shared meals. Appliances include an oven, microwave, and full-sized refrigerator. Natural light enhances the warm ambiance, while the door leads to the outside.

Guest suite in Easthampton

The Floating Library: private hiker's hideaway

Spacious enough for a small family, cozy enough for a couple, a perfect alternative to a hotel, for exploring New England, or holing up to finish that book (reading or writing). TFL is a welcoming, above the garage in-law suite with a private entrance, full kitchen, full bath, laundry room, and lots of magical touches that will make your stay comfortable, unique and memorable. The location is right at the foot the hiking trails of Mt. Tom, a 20 min walk to idyllic downtown Easthampton.

KitchenIndoor spacesAir conditioning

4.93 out of 5 average rating, 322 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.

Indoor spacesKitchenHospitality

4.97 out of 5 average rating, 496 reviews

Guest favourite

A welcoming living room features two comfortable sofas flanking a round coffee table. Natural light floods in through large windows with white curtains, illuminating the light-colored carpet and neutral walls. Decorative elements include simple wall art and a ceiling fan, creating a relaxed atmosphere.

Flat in Holyoke

Spacious Apartment! Easy on & off of I-91 & I-90

Located off of Northampton St. this 2nd floor apartment is close to I-91, I-90 & 391 making for quick & easy travel! There is a beautiful park up the street including a playground, hiking trails and dog park. The Holyoke Mall is located nearby and there is a Walgreens 0.3 miles away. Free street parking. This apartment has one queen bed, two twin beds & a futon in the sun-room if needed for extra guests. This is a private apartment with kitchen, laundry and bathroom all to yourself!

Indoor spacesFamilyAir conditioning

4.92 out of 5 average rating, 225 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.

Indoor spacesFamilyOutdoor spaces

4.89 out of 5 average rating, 1054 reviews

Top guest favourite

A living room is displayed, featuring a comfortable blue couch adorned with patterned pillows. Three framed landscape images are mounted on the wall above a wooden coffee table. Natural light enters through a window with sheer curtains, illuminating a cozy reading nook in the background.

Flat in Northampton

Cozy Haven: Convenience & Charm

Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

KitchenFamilyComfort

4.99 out of 5 average rating, 274 reviews

Top guest favourite

The exterior of a renovated farmhouse is surrounded by lush greenery and flowering shrubs. A stone pathway leads to the front porch, which features a pair of chairs. A barn is visible in the background, set against a backdrop of trees and hills.

Home in Russell

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.)

KitchenFamilyHot tub

4.97 out of 5 average rating, 310 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.

Indoor spacesFamilyBathroom

4.96 out of 5 average rating, 148 reviews

Guest favourite

A charming property is illuminated with colorful lights during the evening. The spacious deck is adorned with festive decorations, and a Christmas tree can be seen through large windows. The surrounding area is dark, emphasizing the warm glow of the lights.

Bungalow in Easthampton

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

FamilyIndoor spacesDecor

4.93 out of 5 average rating, 585 reviews

Guest favourite

A spacious living room features a dark grey sofa and a patterned armchair. A wooden coffee table sits on a light area rug, while large windows allow ample natural light. Decorative curtains frame the windows, and a plant adds a touch of greenery to the space.

Serviced apartment in Holyoke

Sunny Serenity in the Highlands

Our space offers a Boho atmosphere while offering the amenities you may desire away from home. With private work spaces, high speed Wi-Fi, and a peaceful location, remote work is well suited! Quick access to I91 & I90 and short walk to Community Field , Anniversary Hill, historic Scotts Tower, as well delicious Nick's Nest, and Holyoke Hospital. A short drive to wedding venues, biking/hiking trails, hospitals,and college/university campuses

KitchenFamilyParking

4.83 out of 5 average rating, 114 reviews

Guest favourite

A clear, inviting pool is surrounded by lush greenery and mature trees, providing a serene and private atmosphere. The pool features a gently curving shape and is bordered by textured stone paving, with sunlight reflecting off the water's surface.

Flat in Holyoke

NE Historical Mansion-pets and pet lovers welcome

Enjoy seamless check-in and a private 1,000 sq ft space on the third floor of our historic Victorian home. Includes 2 bedrooms, bathroom, open hallway, and a combined living/dining/kitchenette area (no sink). Pet-friendly, updated, and comfortable year-round. Accessed via the back staircase; only the entry/hallway is shared. 3rd and Top floor is strictly for guests only. Just 5 min to I-91 and Pike, 15 min to Northampton 15 min to Big E.

KitchenFamilySleep quality

4.81 out of 5 average rating, 322 reviews