Kid-friendly vacation rentals in The Berkshires
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in The Berkshires
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 The Berkshires kid-friendly rentals
Kid-friendly house rentals
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
Nov 16 – 23
Home in Monterey
4.93 out of 5 average rating, 307 reviewsCharming cottage w/ gorgeous views.
Jan 4 – 11
Home in North Adams
4.99 out of 5 average rating, 266 reviewsSteps to MoCA private house + SAUNA!
Mar 26 – Apr 2
Home in Lee
5.0 out of 5 average rating, 231 reviewsBerkshire Mountain retreat with Urban eco-luxuries
Apr 20 – 27
Home in Lee
4.89 out of 5 average rating, 236 reviewsCozy Berkshires Cottage
Oct 11 – 18
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
Nov 22 – 29
Home in Chester
4.96 out of 5 average rating, 311 reviewsRiverfront Getaway
Oct 14 – 21
Home in Monterey
4.93 out of 5 average rating, 116 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
May 26 – Jun 2
Kid-friendly apartment rentals
Apartment in Lee
4.79 out of 5 average rating, 107 reviewsCozy Berkshire Cottage Style Apartment
Oct 3 – 10
Apartment in Petersburg
4.85 out of 5 average rating, 149 reviewsThe Beer Diviner Brewery Apartment
Sep 10 – 17
Apartment in Plainfield
4.95 out of 5 average rating, 237 reviewsSunny carriage house apartment
Jan 2 – 9
Apartment in Sandisfield
4.92 out of 5 average rating, 227 reviewsSunny Berkshire Studio Apartment
Dec 20 – 27
Apartment in Sheffield
5.0 out of 5 average rating, 319 reviewsHideaway with Spectacular Berkshire Views
Jul 23 – 30
Apartment in Sheffield
4.92 out of 5 average rating, 122 reviewsPrivate Berkshire Barn Apartment
Oct 29 – Nov 5
Apartment in Brookfield
4.94 out of 5 average rating, 186 reviewsPeaceful apartment on 3.5 acres w/ Artist studio.
Nov 9 – 16
Apartment in Plainfield
4.97 out of 5 average rating, 238 reviewsSunny, light filled loft in 1873 Colonial
Mar 9 – 16
Kid-friendly condo rentals
Condo in Lanesville
4.97 out of 5 average rating, 547 reviewsStylish Condo Ski on/ Ski off Hunter Mountain
May 11 – 16
Condo in North Adams
4.91 out of 5 average rating, 209 reviewsDowntown Flat Iron Condo - walk to MoCA #12
Oct 8 – 15
Condo in Windham
4.89 out of 5 average rating, 133 reviewsCozy Mountain hideaway Windham, Hunter
Aug 23 – 30
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Nov 6 – 13
Condo in Hudson
4.94 out of 5 average rating, 142 reviewsHarmony Valley Home, bright & inviting 2-BR escape
Nov 2 – 9
Condo in Hunter
4.97 out of 5 average rating, 428 reviews*Great Reviews* Hunter Mtn. Clean/Close/Cozy Condo
Jul 15 – 22
Condo in Middletown
4.97 out of 5 average rating, 103 reviewsEntire place to yourself Cromwell/Middletown Line
Jan 11 – 18
Condo in Brattleboro
4.92 out of 5 average rating, 286 reviewsPrivate & Quiet Studio Apt. in Vermont
Oct 9 – 16
Destinations to explore
- Kid-friendly rentals United States
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