
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.

Light-bathed comfort, wood + charm, right downtown
Two blocks from Main St & steps from Smith College, in the heart of vibrant downtown, this sun-flooded 2br apt/terrace with original 1890s wood floors is in the home of the family behind Northampton's iconic Inspirit Crystals shop. Your 2 south-facing BRs (1 w/sitting area) are drenched in sunlight. A fully equipped eat-in kitchen opens onto a small private terrace with cafรฉ seating for 2 overlooking tree-shaded Trumbull Rd. Shared outdoor pool, garden w swing, play gym & sandbox for kids' use.
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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.
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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.
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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.
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Quiet & Cozy Main Street Retreat
Skip the traffic on the way to popular seasonal tourist destination, the Brimfield Flea Market, by staying here the night prior to your visit! Or, complement an off-season stay with an abundance of hiking trails, antique shops, lakes, farms, and even a winery just a 5 minute walk from your doorstep. Enjoy the ease of a convenience store, gas station, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.
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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.
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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.
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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
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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
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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.
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Sunrise on the Water's Edge - Riverside Bungalow
Cozy riverside bungalow celebrates panorama views of the peaceful Connecticut River. Multiple levels of outdoor living space, open-air and screened-in. Just minutes from all major points of interest in the Pioneer Valley - including Six Flags New England, MGM Casino Complex, Big E Fairgrounds, Basketball Hall of Fame, and the Greater Springfield Metro area. Only 20 minutes from Bradley International Airport (BDL) in Windsor Locks.
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Linny's | Private Dock | Lake Access | Firepit
โ Relax, swim, or watch the sunset โ Fully equipped renovated kitchen โ Self check-in, fast WiFi, free parking โ Fire pit and backyard for evenings โ Family-friendly and clean throughout โ Private dock and lake access on-site
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Popular amenities for Hampden County family-friendly rentals
Family-friendly home rentals with a hot tub

The View Guest Suite - Amherst
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Sweet suite, walk to town tout suite!
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4 BR Entire House w/Hot Tub
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The Cobalt Blue Room at Smith Manor
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In style row house with private hot tub/pool table
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Lake Views from Hot Tub Propane Fire Pit 4 Kayaks
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Home near Six Flags/ hot tub
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Long Mountain Suite W/Hot tub
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Family- and pet-friendly home rentals

Farm Fresh Feeding Hills
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Light filled three bedroom apartment DT Florence!
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Berkshires Cottage by Lake. Year Round Adventures.
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Little House Inn - Brimmy - Private Home
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Mill River Cottage (pet friendly!)
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Cheerful cottage by Little Alum Lake & Sturbridge
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The Walnut Apartment
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South Quarter House
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Family-friendly home rentals with a pool

Sunset Ridge
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Happy Valley getaway
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Ezekiel's Palace 24th
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Comfort and Luxury - 180 year Old Gothic Estate
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Sleeps 15 โข Pool โข Retreat
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Enjoy New England weather and comforts of home!
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Hike & Explore Western Mass: Peaceful Studio
HospitalityLocation

Enjoy every season the Berkshires have to offer.
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Destinations to explore
- Hotel roomsย Hampden County
- Rentals with breakfastย Hampden County
- House rentalsย Hampden County
- Bed and breakfastsย Hampden County
- Rentals with a hot tubย Hampden County
- Rentals with a kayakย Hampden County
- Pet-friendly rentalsย Hampden County
- Rentals with lake accessย Hampden County
- Private suite rentalsย Hampden County
- Apartment rentalsย Hampden County
- Waterfront rentalsย Hampden County
- Rentals with poolsย Hampden County
- Family-friendly rentalsย Massachusetts
- Family-friendly rentalsย United States
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- University of Connecticut
- Bash Bish Falls State Park
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Dcu Center
- Ski Sundown
- Wesleyan University
- University of Massachusetts Amherst
- Clark University
- Naumkeag
- Massachusetts Museum of Contemporary Art
- Smith College
- Connecticut Convention Center
- Mount Southington Ski Area
- Norman Rockwell Museum





