
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.

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

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!

Serene 1-br suite on 75 acre horse property
Find your peaceful retreat in our 1-bedroom suite, situated on a serene 75-acre horse property with scenic nature trails. Enjoy a private entrance, dedicated workspace, and complimentary high-speed WiFi, making it an ideal haven for remote workers. Take in the picturesque views of our horse pastures, with up to 20 horses, right from your windows. Our property is nestled in the woods, about 1/3 mile from the main road. Located near Amherst, Hampshire, UMass, Smith, and Mt. Holyoke colleges.

Separate apt, 1 mile from downtown, 1 guest only
This is a private, clean, comfortable apartment with New pillow top mattress for 1 person with separate entrance in our new home. You will have the space to yourself. We are a mile from downtown near the bike path, the mill river, and Smith college. Private bathroom with a shower; kitchen basics: fridge, microwave, toaster, teapot, pour over coffee. Wifi and smart tv. Sunny with central air in the summer warm and cozy in the winter. Walk or ride a bike to town. We’re located in Village Hill.

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.

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.

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!

Vintage 3BR Farmhouse | Near Town + Mount Holyoke
Enjoy the charm of an 1875 farmhouse with modern comforts in this spacious 3-bedroom, 2-bath suite on the first floor! Renovated throughout, the space offers a bright living room, full kitchen, and peaceful bedrooms. Relax on the wrap-around porch or stroll to Mount Holyoke College (less than 500 meters) and Village Commons for a peaceful afternoon. Perfect for family getaways or visiting nearby colleges with Amherst and Northampton just a short 20 minute drive away.

Western Mass Retreat!
Western Mass Retreat! Come relax and unwind in this updated retreat and check out all the amazing things that Western Mass and Northern CT have to offer. Enjoy the cozy reading nook, outdoor space, or a relaxing dinner in at the dinette table. Centrally located near multiple colleges and universities, two miles from Wilbraham & Monson Academy, ten minutes from GreatHorse and close to many one-of-a-kind events and experiences. Please message me with any questions.

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.

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.

Idyllic family retreat - spacious lake home,
This recently renovated waterfront home is perfectly situated close to many Berkshire attractions for an ideal getaway. Lake views are stunning year around. The fire-pit at shore offers a unique outdoor gathering option. Warm and welcoming interior with three levels of living for families and friends (up to 8 people). Area offers family-friendly hiking. Enjoy the whimsical decor and mid-century style furnishings. Cook in the well-equipped kitchen.
Popular amenities for Hampden County family-friendly rentals
Family-friendly home rentals with a hot tub

Sweet suite, walk to town tout suite!

The Cobalt Blue Room at Smith Manor

The Farmhouse - Hot tub eclectic farmhouse 3 br

Homey 2nd floor 2 bedroom apartment

Riverfront Getaway

Peaceful Lake Views from Private Hot Tub & Kayaks

Home near Six Flags/ hot tub

Long Mountain Suite W/Hot tub
Family- and pet-friendly home rentals

Entire 1-st Floor Apt & Specials

Berkshires Cottage by Lake. Year Round Adventures.

Bright Noho studio suite perfect walk to downtown

Berkshires hideaway! Ski nearby + summer serenity

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

2 BR LR 1BA Private In-Law Suite with Home Theater

Antique Home w Private Pond, Sturbridge /Brimfield

Private Guest House Downtown Noho
Family-friendly home rentals with a pool

Sunset Ridge

Happy Valley getaway

Ezekiel's Palace 24th

Comfort and Luxury - 180 year Old Gothic Estate

Relaxing Holiday Retreat * Pool * Fireplace

Enjoy New England weather and comforts of home!

NE Historical Mansion-pets and pet lovers welcome

Hike & Explore Western Mass: Peaceful Studio
Destinations to explore
- Rentals with a kayak Hampden County
- Rentals with breakfast Hampden County
- Smoking-friendly rentals Hampden County
- Rentals with an EV charger Hampden County
- Waterfront rentals Hampden County
- House rentals Hampden County
- Rentals with a hot tub Hampden County
- Pet-friendly rentals Hampden County
- Rentals with outdoor seating Hampden County
- Rentals with a fireplace Hampden County
- Rentals with a washing machine and dryer Hampden County
- Rentals with a firepit Hampden County
- Bed and breakfasts Hampden County
- Flat rentals Hampden County
- Rentals with pools Hampden County
- Rentals with lake access Hampden County
- Private suite rentals Hampden County
- Rentals with a patio Hampden County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Taconic State Park
- Mount Southington Ski Area
- Ski Sundown
- Sleeping Giant State Park
- Norman Rockwell Museum
- Naumkeag
- Berkshire Botanical Garden
- Dcu Center
- Hancock Shaker Village
- University of Connecticut
- Wesleyan University
- Mount Greylock
- Devil's Hopyard State Park
- Clark University




