Kid-friendly vacation rentals in Berkshire County
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Berkshire County
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Berkshire County kid-friendly rentals
Kid-friendly house rentals
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
Mar 16 – 23
Home in Lee
4.89 out of 5 average rating, 235 reviewsCozy Berkshires Cottage
Oct 7 – 14
Home in Monterey
4.93 out of 5 average rating, 307 reviewsCharming cottage w/ gorgeous views.
Feb 6 – 13
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
Dec 14 – 21
Home in Great Barrington
4.96 out of 5 average rating, 213 reviewsJaw dropping mountain & lake views
Feb 11 – 18
Home in Chester
4.96 out of 5 average rating, 311 reviewsRiverfront Getaway
Sep 6 – 13
Home in Lee
5.0 out of 5 average rating, 230 reviewsBerkshire Mountain retreat with Urban eco-luxuries
Apr 19 – 26
Home in Pittsfield
4.98 out of 5 average rating, 102 reviewsHidden Oasis in the Mountains by Evergreen Home
Dec 4 – 11
Kid-friendly apartment rentals
Apartment in Lee
4.78 out of 5 average rating, 106 reviewsCozy Berkshire Cottage Style Apartment
Sep 4 – 11
Apartment in Lenox
4.88 out of 5 average rating, 170 reviewsStation House 1E Private Room & Bath
Sep 7 – 14
Apartment in Sandisfield
4.92 out of 5 average rating, 227 reviewsSunny Berkshire Studio Apartment
Mar 10 – 17
Apartment in North Adams
4.97 out of 5 average rating, 409 reviewsSee MoCA from your mansion+Sauna! Ski nearby!
Dec 17 – 24
Apartment in Sheffield
4.92 out of 5 average rating, 122 reviewsPrivate Berkshire Barn Apartment
Dec 5 – 12
Apartment in Williamstown
4.96 out of 5 average rating, 299 reviewsNew Studio In Town, By the Water
May 22 – 29
Apartment in Sheffield
5.0 out of 5 average rating, 319 reviewsHideaway with Spectacular Berkshire Views
Dec 13 – 20
Apartment in North Adams
4.95 out of 5 average rating, 713 reviewsGuest Apt. Near MCLA & MASS MoCA
Aug 22 – 29
Kid-friendly condo rentals
Condo in North Adams
4.91 out of 5 average rating, 209 reviewsDowntown Flat Iron Condo - walk to MoCA #12
Aug 20 – 27
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
May 28 – Jun 4
Condo in Hancock
4.9 out of 5 average rating, 51 reviewsJiminy Peak Country Inn - ski in/out condo MT view
Sep 15 – 22
Condo in Hancock
4.95 out of 5 average rating, 21 reviewsJiminy Peak Apartment
May 9 – 16
Condo in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
Aug 24 – 31
Condo in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
Oct 15 – 22
Condo in North Adams
5.0 out of 5 average rating, 21 reviewsNewly renovated 2BR on historic Eagle Street.
Aug 12 – 19
Condo in Lenox
5.0 out of 5 average rating, 16 reviewsSpacious 3 bedroom apt in Lenox historic downtown
Dec 13 – 20
Destinations to explore
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