
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.

Little House Inn - Private House - Secluded
Reconnect with loved ones in our peaceful and cozy, family-friendly home. Our little house is situated on an acre & a half of land surrounded by wetlands and woods yet minutes from local colleges and amenities. Enjoy the beautiful night sky while relaxing by the fire pit. Or take in the woodland view from your deck with your morning coffee and yoga workout (mat provided). Deer, turkeys, bunnies, & many native birds are regular visitors. Check out our guidebook for places to eat & things to do.

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.

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.

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.

Modern Comfort Meets Northampton’s Vibrant Charm
Experience the Best of Northampton! From vibrant nightlife to tranquil retreats, Northampton has something for everyone, and our newly renovated, two-bedroom duplex puts you right at the center of it all. Whether you’re catching live music, indulging in farm-to-table dining, or browsing unique local shops, every adventure is just steps away. Book your stay today and experience the perfect balance of comfort, convenience and charm in one of Northampton’s most highly rated homes!

AirbytheStream waterfront, private, clean and cozy
Beautiful private camper with outdoor deck on the water. All the creature comforts but half the price. Very private yet 15 minutes to Northampton or Easthampton. Kitchen sink, 2 burner stove, refrigerator, toilet and shower, one queen bed and twin bunk beds, dinette can also turn into a bed. Pots and pans, silverware and cooking utensils are provided. Camper has power and water as well as heat and air conditioning. There is a Blackstone griddle for outdoor cooking.

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.

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.

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.
Popular amenities for Hampden County family-friendly rentals
Family-friendly home rentals with a hot tub

The View Guest Suite - Amherst

Sweet suite, walk to town tout suite!

The Cobalt Blue Room at Smith Manor

The Farmhouse - Hot tub eclectic farmhouse 3 br

Luxury Glamping, Private, Wood Burning Hot Tub

Lake Views from Hot Tub Propane Fire Pit 4 Kayaks

Home near Six Flags/ hot tub

Clean and sunny house near Smith College
Family- and pet-friendly home rentals

Nerd Preservation Sanctuary

Bright Noho studio suite perfect walk to downtown

Roost House (2 BR Apt. downtown)

Berkshires hideaway! Summer serenity

Mill River Cottage (pet friendly!)

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

Tree Top Suite, cozy downtown apartment

Charming retro retreat with vintage soaking tub
Family-friendly home rentals with a pool

Sunset Ridge

Happy Valley getaway

Ezekiel's Palace 24th

Comfort and Luxury - 180 year Old Gothic Estate

Sleeps 15 • Pool • World Cup 2026 • Retreat

Enjoy New England weather and comforts of home!

Hike & Explore Western Mass: Peaceful Studio

Enjoy every season the Berkshires have to offer.
Destinations to explore
- House rentals Hampden County
- Rentals with outdoor seating Hampden County
- Rentals with a hot tub Hampden County
- Rentals with a washer and dryer Hampden County
- Smoking-friendly rentals Hampden County
- Pet-friendly rentals Hampden County
- Rentals with a patio Hampden County
- Rentals with a fire pit Hampden County
- Rentals with an EV charger Hampden County
- Waterfront rentals Hampden County
- Apartment rentals Hampden County
- Rentals with lake access Hampden County
- Private suite rentals Hampden County
- Rentals with a fireplace Hampden County
- Rentals with pools Hampden County
- Rentals with breakfast Hampden County
- Rentals with a kayak Hampden County
- Bed and breakfasts Hampden County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak 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
- Taconic State Park
- Mohawk Mountain Ski Area
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Ski Sundown
- Mount Southington Ski Area
- University of Connecticut
- Dcu Center
- Naumkeag
- Norman Rockwell Museum
- Clark University
- Berkshire Botanical Garden
- Hancock Shaker Village
- Devil's Hopyard State Park
- Wesleyan University
- Mount Holyoke College





