Kid-friendly vacation rentals in Western Massachusetts
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Western Massachusetts
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Western Massachusetts kid-friendly rentals
Kid-friendly house rentals
Home in Williamsburg
4.99 out of 5 average rating, 161 reviewsHilltown Studio
Home in Feeding Hills
4.89 out of 5 average rating, 887 reviewsFarm Fresh Feeding Hills
Home in Southwick
4.99 out of 5 average rating, 183 reviewsLinny's Lakeview Cottage
Home in Chester
4.96 out of 5 average rating, 314 reviewsRiverfront Getaway
Home in New Lebanon
4.99 out of 5 average rating, 350 reviewsThe old sawmill from 1771
Home in Great Barrington
4.96 out of 5 average rating, 215 reviewsJaw dropping mountain & lake views
Home in Becket
4.86 out of 5 average rating, 292 reviewsReal Estate:Therapy - Lake, Laundry, Love it
Home in Becket
4.93 out of 5 average rating, 119 reviewsLake front retreat - Stylish Berkshire home
Kid-friendly apartment rentals
Apartment in Petersburg
4.86 out of 5 average rating, 152 reviewsThe Beer Diviner Brewery Apartment
Apartment in Shelburne Falls
4.96 out of 5 average rating, 295 reviewsAnnies’ Place by The Bridge of Flowers ~
Apartment in Shelburne Falls
4.95 out of 5 average rating, 149 reviewsSoaring 2-level loft w/ views in heart of downtown
Apartment in Greenfield
4.98 out of 5 average rating, 156 reviewsHistoric Greenfield Home: Cozy Private Guest Suite
Apartment in Northampton
4.98 out of 5 average rating, 361 reviewsNorthampton MA Downtown Townhouse close to Smith
Apartment in North Adams
4.97 out of 5 average rating, 420 reviewsSee MoCA from your mansion+Sauna!
Apartment in Brimfield
4.98 out of 5 average rating, 144 reviewsQuiet & Cozy Main Street Retreat
Apartment in Northampton
4.86 out of 5 average rating, 696 reviewsThe Old Parish Hall, right in down town!
Kid-friendly condo rentals
Condo in West Dover
4.94 out of 5 average rating, 181 reviewsComfy Condo - 2 Min Walk to Carinthia Grommet Lift
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Condo in Windham
4.89 out of 5 average rating, 136 reviewsCozy Mountain hideaway Windham, Hunter
Condo in Hudson
4.94 out of 5 average rating, 146 reviewsHarmony Valley Home, bright & inviting 2-BR escape
Condo in Middletown
4.97 out of 5 average rating, 106 reviewsEntire place to yourself Cromwell/Middletown Line
Condo in Lanesville
4.97 out of 5 average rating, 552 reviewsStylish Condo Ski on/ Ski off Hunter Mountain
Condo in Hunter
4.97 out of 5 average rating, 429 reviews*Great Reviews* Hunter Mtn. Close/Cozy/Clean Condo
Condo in Hunter
4.98 out of 5 average rating, 539 reviewsHunter Mtn Liftside Ski In/Out, Slopeside!
Destinations to explore
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