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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
Get the amount of space that is right for you
Popular amenities for Berkshire County kid-friendly rentals
Kid-friendly house rentals
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Home in Monterey
4.93 out of 5 average rating, 312 reviewsCharming cottage w/ gorgeous views.
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Home in Becket
4.93 out of 5 average rating, 119 reviewsLake front retreat - Stylish Berkshire home
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Home in Chester
4.96 out of 5 average rating, 318 reviewsRiverfront Getaway
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Home in Canaan
5 out of 5 average rating, 139 reviewsCountry Cottage
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Home in North Adams
4.99 out of 5 average rating, 290 reviewsSteps to MoCA private house + SAUNA!
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Home in Dalton
4.99 out of 5 average rating, 126 reviewsCleveland House - renovated Berkshires' gem.
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Home in Huntington
4.9 out of 5 average rating, 114 reviewsPrivate house on the River
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Home in Lee
5 out of 5 average rating, 238 reviewsBerkshire Mountain retreat with Urban eco-luxuries
Kid-friendly apartment rentals
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Rental unit in Lenox
4.88 out of 5 average rating, 174 reviewsStation House 1E Private Room & Bath
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Rental unit in Sheffield
5 out of 5 average rating, 327 reviewsHideaway with Spectacular Berkshire Views
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Rental unit in Sheffield
4.92 out of 5 average rating, 125 reviewsPrivate Berkshire Barn Apartment
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Rental unit in North Adams
5 out of 5 average rating, 121 reviewsWhiteley Hideaway- walk to Mass MoCA and Downtown
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Rental unit in Lee
4.79 out of 5 average rating, 111 reviewsCozy Berkshire Cottage Style Apartment
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Rental unit in Williamstown
4.93 out of 5 average rating, 246 reviewsCOLD SPRING
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Rental unit in Williamstown
4.96 out of 5 average rating, 309 reviewsNew Studio In Town, By the Water
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Rental unit in Sandisfield
4.92 out of 5 average rating, 229 reviewsSunny Berkshire Studio Apartment
Kid-friendly condo rentals
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Condo in Hancock
4.83 out of 5 average rating, 132 reviewsCozy Condo @ Jiminy Peak
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Condo in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
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Condo in Hancock
4.91 out of 5 average rating, 23 reviewsJiminy Peak Apartment
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Condo in North Adams
4.94 out of 5 average rating, 31 reviewsNewly renovated 2BR on historic Eagle Street.
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Condo in Hancock
4.95 out of 5 average rating, 21 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
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Condo in Hancock
4.9 out of 5 average rating, 52 reviewsJiminy Peak Country Inn - ski in/out condo MT view
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Condo in Lenox
5 out of 5 average rating, 17 reviewsSpacious 3 bedroom apt in Lenox historic downtown
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Condo in Hancock
4.88 out of 5 average rating, 33 reviewsUnique - Country suite @ Jiminy Peak
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