
Kid-friendly holiday rentals in Hampshire County
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Hampshire County
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Hampshire County family-friendly rentals
Kid-friendly house rentals

Beautiful, quiet and cozy home in Becket!

Beautiful Secluded Country House

Moonstone Lake House – romance and serenity

Historic Williams House

Cute and Cozy Lake Cottage

Relax & Enjoy it all to yourself

Charming New England home

Stone n' Sky Lodge
Family-friendly apartment rentals

Warm & Stylish Apartment w/laundry - walk to DT

Charming & Quiet, walk to colleges

Light filled three bedroom apartment DT Florence!

Roost House (2 BR Apt. downtown)

Northampton MA Downtown Townhouse close to Smith

Large Quirky Sunny Farmhouse Apartment

Woodsy hideaway apartment

Quiet bright & sunny 2 bedroom apartment w/ porch
Family-friendly apartment rentals

Basement Oasis

Cozy Studio with patio, 1.2 mi from downtown

Two story condo near Amherst town center and UMass

Lovely 1bedrom apartment with screened in porch
Destinations to explore
- Rentals with an EV charger Hampshire County
- Pet-friendly rentals Hampshire County
- Rentals with a fireplace Hampshire County
- Rentals with pools Hampshire County
- Rentals with a kayak Hampshire County
- Rentals with a firepit Hampshire County
- Rentals with lake access Hampshire County
- Smoking-friendly rentals Hampshire County
- Rentals with a patio Hampshire County
- Rentals with a hot tub Hampshire County
- Flat rentals Hampshire County
- Bed and breakfasts Hampshire County
- Rentals with breakfast Hampshire County
- Rentals with a washing machine and dryer Hampshire County
- House rentals Hampshire County
- Rentals with outdoor seating Hampshire County
- Private suite rentals Hampshire County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Monadnock State Park
- Six Flags New England
- TPC River Highlands
- Berkshire East Mountain Resort
- Taconic State Park
- Mount Snow Ski Resort
- Bushnell Park
- Mohawk Mountain Ski Area
- Mount Sugarloaf State Reservation
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Mount Greylock Ski Club
- Hartford Golf Club
- Beartown State Forest
- Naumkeag
- Pineridge Cross Country Ski Area
- Otis Ridge
- WIckham Park
- Rockledge Golf Club
- Keney Park Golf Course
- Talcott Mountain State Park
- Brignole Vineyards