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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 Lee
5 out of 5 average rating, 238 reviewsBerkshire Mountain retreat with Urban eco-luxuries
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Home in Huntington
4.91 out of 5 average rating, 117 reviewsPrivate house on the River
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Home in Becket
4.93 out of 5 average rating, 101 reviewsBeautiful, quiet and cozy home in Becket!
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Home in Becket
4.87 out of 5 average rating, 299 reviewsReal Estate:Therapy - Lake, Laundry, Love it
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Home in Chester
4.96 out of 5 average rating, 322 reviewsRiverfront Getaway
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Home in Dalton
4.99 out of 5 average rating, 130 reviewsCleveland House - renovated Berkshires' gem.
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Home in Egremont
4.97 out of 5 average rating, 117 reviewsA sunny, quiet chalet beautifully decorated.
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Home in Lenox
4.93 out of 5 average rating, 220 reviewsHeart of Lenox Walk to Town Cozy Cottage!
Kid-friendly apartment rentals
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Rental unit in Sheffield
5 out of 5 average rating, 333 reviewsHideaway with Spectacular Berkshire Views
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Rental unit in Great Barrington
5 out of 5 average rating, 102 reviewsWalk Everywhere! | Relax in Easy Elegance!
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Rental unit in Sheffield
4.92 out of 5 average rating, 129 reviewsPrivate Berkshire Barn Apartment
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Rental unit in Williamstown
4.93 out of 5 average rating, 255 reviewsCOLD SPRING
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Rental unit in North Adams
5 out of 5 average rating, 126 reviewsWhiteley Hideaway- walk to Mass MoCA and Downtown
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Rental unit in Lee
4.78 out of 5 average rating, 113 reviewsCozy Berkshire Cottage Style Apartment
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Rental unit in North Adams
4.95 out of 5 average rating, 719 reviewsGuest Apt. Near MCLA & MASS MoCA
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Rental unit in North Adams
4.98 out of 5 average rating, 184 reviewsOverlooking the city in a quiet 7 unit building.
Kid-friendly condo rentals
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Condo in Hancock
4.84 out of 5 average rating, 134 reviewsCozy Condo @ Jiminy Peak
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Condo in Hancock
4.96 out of 5 average rating, 23 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
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Condo in North Adams
4.95 out of 5 average rating, 40 reviewsNewly renovated 2BR on historic Eagle Street.
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Condo in Hancock
4.91 out of 5 average rating, 54 reviewsJiminy Peak Country Inn - ski in/out condo MT view
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Condo in Hancock
4.92 out of 5 average rating, 25 reviewsAll-season Berkshires ski resort condo - Sitzmark
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Condo in Hancock
4.94 out of 5 average rating, 17 reviewsLarge one bedroom, two full bath, full kitchen
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Condo in Lenox
5 out of 5 average rating, 21 reviewsSpacious 3 bedroom apt in Lenox historic downtown
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Condo in Hancock
4.97 out of 5 average rating, 38 reviewsJiminy's GEM: ski-in/ski-out 3br/3ba condo at base
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