Kid-friendly vacation rentals in Stockbridge
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Stockbridge
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 Stockbridge kid-friendly rentals
Kid-friendly house rentals
Home in Stockbridge
4.95 out of 5 average rating, 103 reviewsSun-filled, Charming Stockbridge Classic- In Town!
Mar 20 – 27
Home in Lee
4.9 out of 5 average rating, 204 reviews1817 Berkshire Farmhouse- Close to Everything.
Sep 2 – 9
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
Sep 7 – 14
Home in Chatham
4.9 out of 5 average rating, 145 reviews2BR Chatham Vlg Home Wi-fi Park@Door Keyless 55"TV
Mar 31 – Apr 7
Home in Lee
5.0 out of 5 average rating, 230 reviewsBerkshire Mountain retreat with Urban eco-luxuries
Apr 19 – 26
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
Apr 12 – 19
Home in Monterey
4.93 out of 5 average rating, 307 reviewsCharming cottage w/ gorgeous views.
Nov 21 – 28
Home in Lenox
4.86 out of 5 average rating, 328 reviewsBerkshire, MA Getaway! Mile to town
May 12 – 19
Kid-friendly apartment rentals
Apartment in Copake Falls
4.93 out of 5 average rating, 258 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
Sep 13 – 20
Apartment in Lenox Dale
4.93 out of 5 average rating, 116 reviewsCharming 2BD apartment.
May 12 – 19
Apartment in Sheffield
5.0 out of 5 average rating, 319 reviewsHideaway with Spectacular Berkshire Views
Dec 23 – 30
Apartment in Plainfield
4.97 out of 5 average rating, 238 reviewsSunny, light filled loft in 1873 Colonial
Mar 7 – 14
Apartment in Petersburg
4.85 out of 5 average rating, 149 reviewsThe Beer Diviner Brewery Apartment
Feb 22 – Mar 1
Apartment in Sheffield
4.92 out of 5 average rating, 122 reviewsPrivate Berkshire Barn Apartment
Dec 5 – 12
Apartment in Plainfield
4.95 out of 5 average rating, 237 reviewsSunny carriage house apartment
Nov 1 – 8
Apartment in Great Barrington
4.95 out of 5 average rating, 131 reviewsGB Eclectic Victorian
Jan 2 – 9
Kid-friendly condo rentals
Condo in Hudson
4.94 out of 5 average rating, 142 reviewsHarmony Valley Home, bright & inviting 2-BR escape
Oct 29 – Nov 5
Condo in Lanesville
4.97 out of 5 average rating, 547 reviewsStylish Condo Ski on/ Ski off Hunter Mountain
May 11 – 16
Condo in Windham
4.89 out of 5 average rating, 132 reviewsCozy Mountain hideaway Windham, Hunter
Jul 3 – 10
Condo in Hunter
4.97 out of 5 average rating, 427 reviews*Great Reviews* Hunter Mtn. Cozy/Clean/Close Condo
Jul 15 – 22
Condo in North Adams
4.91 out of 5 average rating, 209 reviewsDowntown Flat Iron Condo - walk to MoCA #12
Aug 20 – 27
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
May 30 – Jun 6
Condo in Windham
4.74 out of 5 average rating, 243 reviewsSummer getaway w/Pool & Tennis Court
Aug 28 – Sep 4
Condo in Albany
4.89 out of 5 average rating, 161 reviewsElegant, spacious studio apt in historic mansion
Sep 4 – 11
Quick stats about vacation rentals that are kid-friendly in Stockbridge
Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
G$25,090 GYD before taxes and fees
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