Kid-friendly holiday rentals in Great Barrington
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Great Barrington
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Great Barrington family-friendly rentals
Kid-friendly house rentals
Home in Egremont
4.93 out of 5 average rating, 256 reviewsModern Farm House 5 minutes from Great Barrington
6–13 Apr
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
7–14 Sept
Home in Egremont
4.97 out of 5 average rating, 112 reviewsA sunny, quiet chalet beautifully decorated.
14–21 Mar
Home in Lee
5.0 out of 5 average rating, 230 reviewsBerkshire Mountain retreat with Urban eco-luxuries
19–26 Apr
Home in Sheffield
4.9 out of 5 average rating, 107 reviewsWow! Best BERKSHIRE SnowHome #1 Private SuperClean
22–29 Jun
Home in Great Barrington
4.95 out of 5 average rating, 114 reviewsThe Hideaway: Berkshire Home - village of Egremont
4–11 Oct
Home in Lee
4.89 out of 5 average rating, 235 reviewsCozy Berkshires Cottage
19–26 Oct
Home in Monterey
4.93 out of 5 average rating, 116 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
6–13 Oct
Family-friendly apartment rentals
Flat in Lee
4.79 out of 5 average rating, 107 reviewsCozy Berkshire Cottage Style Apartment
3–10 May
Flat in Great Barrington
4.95 out of 5 average rating, 131 reviewsGB Eclectic Victorian
2–9 Apr
Flat in Lenox
4.88 out of 5 average rating, 170 reviewsStation House 1E Private Room & Bath
18–25 Jul
Flat in Sandisfield
4.92 out of 5 average rating, 227 reviewsSunny Berkshire Studio Apartment
22–29 Nov
Flat in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
29 Sept – 6 Oct
Flat in Plainfield
4.97 out of 5 average rating, 238 reviewsSunny, light filled loft in 1873 Colonial
7–14 Mar
Flat in Petersburg
4.85 out of 5 average rating, 149 reviewsThe Beer Diviner Brewery Apartment
22 Feb – 1 Mar
Flat in Plainfield
4.95 out of 5 average rating, 237 reviewsSunny carriage house apartment
1–8 Nov
Family-friendly apartment rentals
Apartment in Lanesville
4.97 out of 5 average rating, 547 reviewsStylish Condo Ski on/ Ski off Hunter Mountain
11–16 May
Apartment in Hudson
4.94 out of 5 average rating, 142 reviewsHarmony Valley Home, bright & inviting 2-BR escape
29 Oct – 5 Nov
Apartment in Windham
4.89 out of 5 average rating, 132 reviewsCozy Mountain hideaway Windham, Hunter
3–10 Jul
Apartment in Hunter
4.97 out of 5 average rating, 427 reviews*Great Reviews* Hunter Mtn. Cozy/Clean/Close Condo
15–22 Jul
Apartment in Windham
4.74 out of 5 average rating, 243 reviewsSummer getaway w/Pool & Tennis Court
28 Aug – 4 Sept
Apartment in Poughkeepsie
4.97 out of 5 average rating, 224 reviewsSpacious and stylish entire one bedroom apartment.
3–10 Jul
Apartment in North Adams
4.91 out of 5 average rating, 209 reviewsDowntown Flat Iron Condo - walk to MoCA #12
16–23 Jun
Apartment in Albany
4.89 out of 5 average rating, 161 reviewsElegant, spacious studio apt in historic mansion
4–11 Sept
Quick stats about holiday rentals that are kid-friendly in Great Barrington
Total rentals
60 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
2.4K reviews
Nightly prices starting at
£96 before taxes and fees
Destinations to explore
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- Family-friendly rentals United States
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- Rentals with a fireplace Great Barrington
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- Family-friendly rentals Berkshire County
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