Kid-friendly holiday rentals in Stockbridge
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Stockbridge
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 Stockbridge family-friendly rentals
Kid-friendly house rentals
Home in Lee
1817 Berkshire Farmhouse- Close to Everything.
Home in Canaan
Country Cottage
Home in Monterey
Charming cottage w/ gorgeous views.
Home in Great Barrington
Jaw dropping mountain & lake views
Home in Stockbridge
Sun-filled, Charming Stockbridge Classic- In Town!
Home in Canaan
Berkshire Lakefront House with Amazing Views
Home in Chatham
2BR Chatham Vlg. Park@Door Keyless 100% Smoke Free
Home in Dalton
The Yellow House
Family-friendly apartment rentals
Rental unit in Sheffield
Hideaway with Spectacular Berkshire Views
Rental unit in Plainfield
Sunny, light filled loft in 1873 Colonial
Rental unit in Plainfield
Sunny carriage house apartment
Rental unit in Shelburne Falls
In town, newly renovated studio with private deck
Rental unit in Petersburg
The Beer Diviner Brewery Apartment
Rental unit in Hudson
Restored 19th century farm house apartment
Rental unit in Lenox Dale
Charming 2BD apartment.
Rental unit in Sheffield
Private Berkshire Barn Apartment
Family-friendly apartment rentals
Apartment in Hudson
Harmony Valley Home, bright & inviting 2-BR escape
Apartment in Windham
Cozy Mountain hideaway Windham, Hunter
Apartment in Hunter
*Great Reviews* Hunter Mtn. Cozy/Clean/Close Condo
Apartment in Lanesville
Stylish Condo Ski on/ Ski off Hunter Mountain
Apartment in Hunter
Hunter Mtn Liftside Ski In/Out, Slopeside!
Apartment in Hancock
Cozy Condo @ Jiminy Peak
Apartment in Albany
Elegant, spacious studio apt in historic mansion
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
Quick stats about holiday rentals that are kid-friendly in Stockbridge
Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
€ 110 before taxes and fees
Destinations to explore
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- Family-friendly rentals Massachusetts
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