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 Lee
5.0 out of 5 average rating, 233 reviewsBerkshire Mountain retreat with Urban eco-luxuries
Apr 29 – May 6
Home in Monterey
4.93 out of 5 average rating, 308 reviewsCharming cottage w/ gorgeous views.
Nov 23 – 30
Home in Canaan
5.0 out of 5 average rating, 135 reviewsCountry Cottage
Mar 23 – 30
Home in Lee
4.9 out of 5 average rating, 205 reviews1817 Berkshire Farmhouse- Close to Everything.
Oct 3 – 10
Home in Great Barrington
4.96 out of 5 average rating, 214 reviewsJaw dropping mountain & lake views
Jan 6 – 13
Home in Chatham
4.9 out of 5 average rating, 145 reviews2BR Chatham Vlg Home Wi-fi Park@Door Keyless 55"TV
Aug 14 – 21
Home in Lenox
4.86 out of 5 average rating, 328 reviewsBerkshire, MA Getaway! Mile to town
May 18 – 25
Home in Stockbridge
4.95 out of 5 average rating, 103 reviewsSun-filled, Charming Stockbridge Classic- In Town!
Feb 3 – 10
Kid-friendly apartment rentals
Apartment in Copake Falls
4.93 out of 5 average rating, 261 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
Sep 13 – 20
Apartment in Sheffield
4.92 out of 5 average rating, 123 reviewsPrivate Berkshire Barn Apartment
Jan 22 – 29
Apartment in Sheffield
5.0 out of 5 average rating, 320 reviewsHideaway with Spectacular Berkshire Views
Nov 27 – Dec 4
Apartment in Lenox Dale
4.93 out of 5 average rating, 116 reviewsCharming 2BD apartment.
May 20 – 27
Apartment in Great Barrington
4.95 out of 5 average rating, 131 reviewsGB Eclectic Victorian
Apr 23 – 30
Apartment in Plainfield
4.97 out of 5 average rating, 238 reviewsSunny, light filled loft in 1873 Colonial
Dec 21 – 28
Apartment in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
Oct 25 – Nov 1
Apartment in Petersburg
4.85 out of 5 average rating, 150 reviewsThe Beer Diviner Brewery Apartment
Mar 20 – 27
Kid-friendly condo rentals
Condo in Hudson
4.94 out of 5 average rating, 143 reviewsHarmony Valley Home, bright & inviting 2-BR escape
Aug 24 – 31
Condo in North Adams
4.91 out of 5 average rating, 209 reviewsDowntown Flat Iron Condo - walk to MoCA #12
May 16 – 23
Condo in Lanesville
4.97 out of 5 average rating, 550 reviewsStylish Condo Ski on/ Ski off Hunter Mountain
Jun 25 – 30
Condo in Albany
4.89 out of 5 average rating, 162 reviewsElegant, spacious studio apt in historic mansion
Nov 28 – Dec 5
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Jun 7 – 14
Condo in Windham
4.89 out of 5 average rating, 133 reviewsCozy Mountain hideaway Windham, Hunter
Jul 27 – Aug 3
Condo in Hunter
4.97 out of 5 average rating, 428 reviews*Great Reviews* Hunter Mtn. Close/Cozy/Clean Condo
Sep 10 – 17
Condo in West Dover
4.94 out of 5 average rating, 181 reviewsComfy Condo - 2 Min Walk to Carinthia Grommet Lift
Aug 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
$120 before taxes and fees
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