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
4.9 out of 5 average rating, 205 reviews1817 Berkshire Farmhouse- Close to Everything.
Sep 30 – Oct 7
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
Sep 14 – 21
Home in Monterey
4.93 out of 5 average rating, 308 reviewsCharming cottage w/ gorgeous views.
Mar 17 – 24
Home in Lee
5.0 out of 5 average rating, 232 reviewsBerkshire Mountain retreat with Urban eco-luxuries
Apr 24 – May 1
Home in Canaan
5.0 out of 5 average rating, 135 reviewsCountry Cottage
Feb 16 – 23
Home in Great Barrington
4.96 out of 5 average rating, 214 reviewsJaw dropping mountain & lake views
Mar 26 – Apr 2
Home in Stockbridge
4.95 out of 5 average rating, 103 reviewsSun-filled, Charming Stockbridge Classic- In Town!
Apr 5 – 12
Home in Lenox
4.93 out of 5 average rating, 210 reviewsHeart of Lenox Walk to Town Cozy Cottage!
Aug 28 – Sep 4
Kid-friendly apartment rentals
Apartment in Sheffield
4.92 out of 5 average rating, 123 reviewsPrivate Berkshire Barn Apartment
May 24 – 31
Apartment in Sheffield
5.0 out of 5 average rating, 320 reviewsHideaway with Spectacular Berkshire Views
Nov 1 – 8
Apartment in Lenox Dale
4.93 out of 5 average rating, 116 reviewsCharming 2BD apartment.
May 18 – 25
Apartment in Plainfield
4.95 out of 5 average rating, 237 reviewsSunny carriage house apartment
Sep 28 – Oct 5
Apartment in Plainfield
4.97 out of 5 average rating, 238 reviewsSunny, light filled loft in 1873 Colonial
Oct 9 – 16
Apartment in Petersburg
4.85 out of 5 average rating, 150 reviewsThe Beer Diviner Brewery Apartment
Feb 6 – 13
Apartment in Northampton
4.95 out of 5 average rating, 281 reviewsBike Path Hideaway Near Smith, Cooley, Northampton
Oct 7 – 14
Apartment in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
Oct 23 – 30
Kid-friendly condo rentals
Condo in Hudson
4.94 out of 5 average rating, 143 reviewsHarmony Valley Home, bright & inviting 2-BR escape
Jun 19 – 26
Condo in Windham
4.89 out of 5 average rating, 133 reviewsCozy Mountain hideaway Windham, Hunter
Aug 21 – 28
Condo in Lanesville
4.97 out of 5 average rating, 547 reviewsStylish Condo Ski on/ Ski off Hunter Mountain
Jun 25 – 30
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Jun 5 – 12
Condo in North Adams
4.91 out of 5 average rating, 209 reviewsDowntown Flat Iron Condo - walk to MoCA #12
May 9 – 16
Condo in Hunter
4.97 out of 5 average rating, 428 reviews*Great Reviews* Hunter Mtn. Cozy/Clean/Close Condo
Aug 25 – Sep 1
Condo in Brattleboro
4.92 out of 5 average rating, 286 reviewsPrivate & Quiet Studio Apt. in Vermont
Jul 24 – 31
Condo in Hunter
4.98 out of 5 average rating, 537 reviewsHunter Mtn Liftside Ski In/Out, Slopeside!
Oct 16 – 23
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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