Kid-friendly accommodation & holiday 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.
Holiday rentals for every style
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Popular amenities for Berkshire County kid-friendly rentals
Child-friendly house rentals
Home in Dalton
4.88 out of 5 average rating, 114 reviewsThe Yellow House
3 – 10 Dec
Home in Lee
4.89 out of 5 average rating, 236 reviewsCozy Berkshires Cottage
8 – 15 May
Home in North Adams
4.99 out of 5 average rating, 266 reviewsSteps to MoCA private house + SAUNA!
27 Jan – 3 Feb
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
18 – 25 Feb
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
27 Nov – 4 Dec
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
5 – 12 Dec
Home in Chester
4.96 out of 5 average rating, 312 reviewsRiverfront Getaway
14 – 21 Oct
Home in Lee
5.0 out of 5 average rating, 231 reviewsBerkshire Mountain retreat with Urban eco-luxuries
20 – 27 Apr
Kid-Friendly apartment rentals
Apartment in Lee
4.79 out of 5 average rating, 107 reviewsCozy Berkshire Cottage Style Apartment
18 – 25 Apr
Apartment in Lenox
4.88 out of 5 average rating, 170 reviewsStation House 1E Private Room & Bath
19 – 26 July
Apartment in Sheffield
5.0 out of 5 average rating, 319 reviewsHideaway with Spectacular Berkshire Views
9 – 16 Jan
Apartment in Sandisfield
4.92 out of 5 average rating, 227 reviewsSunny Berkshire Studio Apartment
30 Mar – 6 Apr
Apartment in North Adams
4.95 out of 5 average rating, 713 reviewsGuest Apt. Near MCLA & MASS MoCA
30 Jan – 6 Feb
Apartment in North Adams
4.91 out of 5 average rating, 112 reviewsCozy 1 bedroom 1/2 mile to MassMoca
7 – 14 Oct
Apartment in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
14 – 21 Sept
Apartment in Williamstown
4.93 out of 5 average rating, 237 reviewsCOLD SPRING
4 – 11 Oct
Child-Friendly Holiday Condos
Condo in North Adams
4.91 out of 5 average rating, 209 reviewsDowntown Flat Iron Condo - walk to MoCA #12
9 – 16 May
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
22 – 29 Sept
Condo in Hancock
4.9 out of 5 average rating, 51 reviewsJiminy Peak Country Inn - ski in/out condo MT view
21 – 28 Sept
Condo in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
4 – 11 Aug
Condo in Hancock
4.96 out of 5 average rating, 27 reviewsSki - IN ski - out Lift&MT.VIEWS GR8 4 Season LOC.Unit2
8 – 15 May
Condo in Hancock
4.95 out of 5 average rating, 22 reviewsJiminy Peak Apartment
18 – 25 May
Condo in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
2 – 9 Dec
Condo in North Adams
5.0 out of 5 average rating, 22 reviewsNewly renovated 2BR on historic Eagle Street.
29 Aug – 5 Sept
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