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 Dalton
4.88 out of 5 average rating, 114 reviewsThe Yellow House
Jan 15 – 22
Home in Monterey
4.93 out of 5 average rating, 307 reviewsCharming cottage w/ gorgeous views.
Jan 4 – 11
Home in Lee
4.89 out of 5 average rating, 236 reviewsCozy Berkshires Cottage
May 8 – 15
Home in North Adams
4.99 out of 5 average rating, 266 reviewsSteps to MoCA private house + SAUNA!
Jan 27 – Feb 3
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
Mar 15 – 22
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
Mar 8 – 15
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
Jan 16 – 23
Home in Chester
4.96 out of 5 average rating, 312 reviewsRiverfront Getaway
Oct 14 – 21
Kid-friendly apartment rentals
Apartment in Lee
4.79 out of 5 average rating, 107 reviewsCozy Berkshire Cottage Style Apartment
Apr 17 – 24
Apartment in Lenox
4.88 out of 5 average rating, 170 reviewsStation House 1E Private Room & Bath
Jun 14 – 21
Apartment in Sheffield
5.0 out of 5 average rating, 319 reviewsHideaway with Spectacular Berkshire Views
Jan 4 – 11
Apartment in Sandisfield
4.92 out of 5 average rating, 227 reviewsSunny Berkshire Studio Apartment
Dec 20 – 27
Apartment in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
Sep 13 – 20
Apartment in North Adams
4.91 out of 5 average rating, 112 reviewsCozy 1 bedroom 1/2 mile to MassMoca
Oct 7 – 14
Apartment in Williamstown
4.93 out of 5 average rating, 237 reviewsCOLD SPRING
Oct 4 – 11
Apartment in North Adams
4.95 out of 5 average rating, 713 reviewsGuest Apt. Near MCLA & MASS MoCA
Jan 28 – Feb 4
Kid-friendly condo rentals
Condo in North Adams
4.91 out of 5 average rating, 209 reviewsDowntown Flat Iron Condo - walk to MoCA #12
Oct 2 – 9
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Mar 19 – 26
Condo in Hancock
4.9 out of 5 average rating, 51 reviewsJiminy Peak Country Inn - ski in/out condo MT view
Sep 20 – 27
Condo in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
Aug 4 – 11
Condo in Hancock
4.96 out of 5 average rating, 27 reviewsSKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit2
May 8 – 15
Condo in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
Dec 1 – 8
Condo in North Adams
5.0 out of 5 average rating, 22 reviewsNewly renovated 2BR on historic Eagle Street.
Aug 27 – Sep 3
Condo in Hancock
4.95 out of 5 average rating, 22 reviewsJiminy Peak Apartment
Aug 10 – 17
Destinations to explore
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