Kid-friendly vacation rentals in The Berkshires
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in The Berkshires
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 The Berkshires kid-friendly rentals
Kid-friendly house rentals
Home in Monterey
4.93 out of 5 average rating, 309 reviewsCharming cottage w/ gorgeous views.
Home in Lee
4.89 out of 5 average rating, 237 reviewsCozy Berkshires Cottage
Home in Lee
5.0 out of 5 average rating, 235 reviewsBerkshire Mountain retreat with Urban eco-luxuries
Home in Rhinebeck
5.0 out of 5 average rating, 165 reviewsEagle Rock House
Home in Becket
4.93 out of 5 average rating, 119 reviewsLake front retreat - Stylish Berkshire home
Home in Cornwall
4.92 out of 5 average rating, 231 reviewsSecluded modern forest cabin with private brook
Home in Monterey
4.93 out of 5 average rating, 117 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
Home in Becket
4.86 out of 5 average rating, 292 reviewsReal Estate:Therapy - Lake, Laundry, Love it
Kid-friendly apartment rentals
Apartment in Lenox
4.88 out of 5 average rating, 170 reviewsStation House 1E Private Room & Bath
Apartment in Sandisfield
4.92 out of 5 average rating, 227 reviewsSunny Berkshire Studio Apartment
Apartment in Petersburg
4.86 out of 5 average rating, 152 reviewsThe Beer Diviner Brewery Apartment
Apartment in Sheffield
5.0 out of 5 average rating, 323 reviewsHideaway with Spectacular Berkshire Views
Apartment in Plainfield
4.95 out of 5 average rating, 238 reviewsSunny carriage house apartment
Apartment in North Adams
4.97 out of 5 average rating, 420 reviewsSee MoCA from your mansion+Sauna!
Apartment in Brookfield
4.94 out of 5 average rating, 189 reviewsPeaceful apartment on 3.5 acres w/ Artist studio.
Apartment in Plainfield
4.97 out of 5 average rating, 238 reviewsSunny, light filled loft in 1873 Colonial
Kid-friendly condo rentals
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 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 West Dover
4.94 out of 5 average rating, 181 reviewsComfy Condo - 2 Min Walk to Carinthia Grommet Lift
Condo in Hunter
4.98 out of 5 average rating, 539 reviewsHunter Mtn Liftside Ski In/Out, Slopeside!
Condo in Middletown
4.97 out of 5 average rating, 106 reviewsEntire place to yourself Cromwell/Middletown Line
Destinations to explore
- Kid-friendly rentals United States
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- Family travel hub Tips and inspiration
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