Kid-friendly holiday rentals in Berkshire County
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Berkshire County
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Berkshire County family-friendly rentals
Kid-friendly house rentals
Home in Lee
4.89 out of 5 average rating, 237 reviewsCozy Berkshires Cottage
Home in Dalton
4.88 out of 5 average rating, 115 reviewsThe Yellow House
Home in Lee
4.9 out of 5 average rating, 208 reviews1817 Berkshire Farmhouse- Close to Everything.
Home in Canaan
5.0 out of 5 average rating, 136 reviewsCountry Cottage
Home in Chester
4.96 out of 5 average rating, 315 reviewsRiverfront Getaway
Home in Monterey
4.93 out of 5 average rating, 117 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
Home in Becket
4.93 out of 5 average rating, 119 reviewsLake front retreat - Stylish Berkshire home
Home in Huntington
4.9 out of 5 average rating, 112 reviewsPrivate house on the River
Family-friendly apartment rentals
Flat in Lenox
4.88 out of 5 average rating, 171 reviewsStation House 1E Private Room & Bath
Flat in Lee
4.79 out of 5 average rating, 108 reviewsCozy Berkshire Cottage Style Apartment
Flat in Sandisfield
4.92 out of 5 average rating, 228 reviewsSunny Berkshire Studio Apartment
Flat in Sheffield
5.0 out of 5 average rating, 323 reviewsHideaway with Spectacular Berkshire Views
Flat in North Adams
4.97 out of 5 average rating, 423 reviewsSee MoCA from your mansion+Sauna!
Flat in Sheffield
4.92 out of 5 average rating, 124 reviewsPrivate Berkshire Barn Apartment
Flat in Williamstown
4.96 out of 5 average rating, 305 reviewsNew Studio In Town, By the Water
Flat in Pittsfield
4.92 out of 5 average rating, 226 reviewsMarie's Place
Family-friendly apartment rentals
Apartment in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Apartment in Hancock
4.9 out of 5 average rating, 51 reviewsJiminy Peak Country Inn - ski in/out condo MT view
Apartment in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
Apartment in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
Apartment in North Adams
5.0 out of 5 average rating, 26 reviewsNewly renovated 2BR on historic Eagle Street.
Apartment in Hancock
4.96 out of 5 average rating, 27 reviewsSKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit2
Apartment in Hancock
4.88 out of 5 average rating, 33 reviewsUnique - Country suite @ Jiminy Peak
Apartment in Hancock
4.95 out of 5 average rating, 22 reviewsJiminy Peak Apartment
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