Family-friendly vacation 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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Guest favorite

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

4.92 out of 5 average rating, 488 reviews

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

Guest favorite

An open living area features warm wood flooring and modern kitchen cabinets. A spacious red sofa with colorful cushions complements two patterned armchairs. A coffee table displays a unique design, and a vibrant area rug adds a touch of comfort. Large windows allow for natural light.

Apartment in Northampton

4.97 out of 5 average rating, 346 reviews

1880s sun-bathed beauty in best downtown location

Sun-drenched, recently renovated 2nd floor apartment in gracious 4-family Victorian home, steps from Northampton's vibrant downtown. Wonderful open living/dining/kitchen space with new stainless-steel appliances, butcher block counters, wood floors, lots of seating & 42" HDTV. Master BR with queen bed, small 2nd BR with double bed, pull-down sofa in living room. Comfy high-end mattresses. New, small-ish bathroom with shower and tiled floor. Washer and dryer in basement (shared with another apt).

Guest favorite

The exterior of a two-story house is displayed, featuring a wide front porch with multiple windows. A well-maintained lawn is positioned in front, bordered by shrubs. The home includes a stone accent and a double garage, all set against a backdrop of trees.

Guest suite in Granby

4.91 out of 5 average rating, 144 reviews

Whole place,staycation,3 bedrooms, spacious area

ENTIRE LIVING SPACE: Private spacious 3 bedroom lower level. Near MacDuffie Prep School & 5 prestigious colleges. Couples, solo adventurers, business travelers, families (with kids), and big groups. 14 acre. Private-golf course, pickleball, polypropylene basketball court, badminton, fishing, frisbee golf and tennis courts close by. Nature surrounds you with quiet locations to relax. 1 acre beach pond to cool off. If you are the person who likes to stay busy or relax, this is the place for you.

Superhost

Home in Otis

4.94 out of 5 average rating, 143 reviews

Berkshires hideaway! Hikes & serenity near lake

Welcome to your light-filled home in the Berkshires. With a two-level wraparound deck & open floorplan, you can enjoy your time together, away from the world. Big spaces and cozy spots throughout. Perfect for families (with a swingset!) or getaways with friends. Otis Reservoir, MA's biggest lake, is nearby. Audubon preserve behind the house. Great, private home base for hiking, summer music/dance/theatre, trips to Kripalu or MassMOCA, skiing... or for going nowhere at all. Dogs OK! (note: fee)

Superhost

A charming cabin is surrounded by trees, featuring a welcoming pathway made of stone and gravel. Light emanates from the windows, hinting at the cozy interior. Lush greenery and carefully arranged flowers enhance the natural landscaping, creating a serene atmosphere.

Cabin in Holland

4.82 out of 5 average rating, 209 reviews

4 Seasons Lake View Cabin Holland

Quirky quaint older cabin. Small, but functional spaces, natural landscaping and under the trees , well water. Other seasonal and year round cabins surround it.If you are NOT looking for a chain hotel this is a great space, it has upgrades like mini splits, but it is a cabin and is for the nature lover who enjoys the area, the lake, the quiet and proximity to Brimfield Markets, Sturbridge Village, Tree House etc . I strive to keep updating and improving, great location to explore New England

Guest favorite

A play area located in a grassy yard features a wooden playset with a slide and climbing wall, accompanied by a trampoline nearby. Lush trees provide a natural backdrop, creating a recreational space suitable for children.

Home in Holyoke

4.97 out of 5 average rating, 324 reviews

Explore Holyoke from this charming 3 Bedroom house

This house is settled in a quiet residential neighborhood.Guests have access to the entire second floor,one flight of stairs and you're in.There are lots of windows that brighten the space,with a large dining room,office desk, and a newly renovated bathroom.The living room leads to a beautiful spacious porch over looking the park/playground.All bedrooms have comfortable matresses,lots of pillows, soft sheets,thick super soft towels. Smart TV (Netflix/hulu/sling/roku)

Guest favorite

The entrance to the private suite features a wooden deck leading to a purple door. Large windows on either side allow natural light to illuminate the entryway. Surrounding greenery and a gravel pathway create a welcoming approach to the suite.

Home in Feeding Hills

4.89 out of 5 average rating, 955 reviews

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.

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

The living room features a comfortable couch with patterned pillows, a TV on a dark wooden stand, and a coffee table. Sunlight fills the space through multiple windows, casting a warm glow on the beige walls and carpet.

Apartment in Easthampton

4.91 out of 5 average rating, 184 reviews

Private Farm 1 BR Apartment, Close to Everything

Our farm is a quiet, 5+ acre haven one mile from the center of Easthampton and 8-12 minutes to Smith College/Northampton. It's a great base from which to explore all the restaurants, cultural and outdoor activities offered in the beautiful Pioneer Valley. The private apartment is on the first level of our rustic farmhouse and offers a kitchenette, living room, queen bedroom and bathroom. (An additional bedroom is also available-see separate listing for 2BR).

Guest favorite

Home in Brimfield

4.94 out of 5 average rating, 161 reviews

Brimfield Lakeside Home Away from Home

Renovated Brimfield Lakeside Home: minutes to downtown Brimfield & Sturbridge offers two bedrooms plus additional upstairs loft sleeping area, one bath & sleeps six. We are a year round property located in a quiet cove on beautiful Little Alum Pond in Brimfield, Massachusetts. Extremely tranquil setting, yet plenty of great restaurants and shopping are just minutes away.

Guest favorite

A bright corner of the studio features a white table surrounded by plants on shelves and window sills. Natural light filters through curtains, illuminating an array of children's toys and books on nearby shelves. A simple chair complements the workspace.

Apartment in Northampton

4.92 out of 5 average rating, 607 reviews

Sunny Peaceful Home

This is a home-away-from-home! The space includes a full kitchen, laundry, wireless Internet, a queen-size bed, and more. Located in a safe, quiet, residential neighborhood, there is a river out back for swimming and many books and toys in the apartment if you're traveling with small children. You'll also have a beautiful view of the river from the 2nd-floor back deck!

Guest favorite

A serene bedroom features a spacious bed with a patterned duvet and coordinating pillows. A small bedside table with a lamp is positioned next to the bed. Light enters through the window, highlighting the soft yellow accent wall.

Apartment in Northampton

4.91 out of 5 average rating, 491 reviews

Gem in the Heart of Northampton

Cozy, clean apartment right in the center of Northampton, yet very quiet at night. Close to restaurants, music venues, shopping. Five minute walk to Smith College. Can accommodate four. Fully stocked kitchen, laundry, shower. Everything brand new. Not appropriate for very young children or people with mobility issues due to steep staircase. Parking provided.