Kid-friendly holiday rentals in Sheffield
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Sheffield
Guests agree: These kid-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 Sheffield kid-friendly rentals
Child-friendly house rentals
Home in Great Barrington
4.95 out of 5 average rating, 114 reviewsThe Hideaway: Berkshire Home - village of Egremont
Home in Monterey
4.93 out of 5 average rating, 308 reviewsCharming cottage w/ gorgeous views.
Home in Egremont
4.97 out of 5 average rating, 112 reviewsA sunny, quiet chalet beautifully decorated.
Home in Egremont
4.93 out of 5 average rating, 256 reviewsModern Farm House 5 minutes from Great Barrington
Home in Monterey
4.93 out of 5 average rating, 117 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
Home in Millerton
4.96 out of 5 average rating, 117 reviewsVacation Home In Millerton
Home in Egremont
4.9 out of 5 average rating, 110 reviewsCozy Berkshire Cape
Home in Egremont
4.96 out of 5 average rating, 105 reviewsThe Berkshires Mountain Terrace LUX Home Sleeps 7
Kid-Friendly apartment rentals
Apartment in Sandisfield
4.92 out of 5 average rating, 227 reviewsSunny Berkshire Studio Apartment
Apartment in Great Barrington
4.94 out of 5 average rating, 132 reviewsGB Eclectic Victorian
Apartment in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
Apartment in Millerton
4.8 out of 5 average rating, 232 reviewsGardens Galore and Village Whimsy Retreat
Apartment in Hudson
4.95 out of 5 average rating, 101 reviewsRestored 19th century farm house apartment
Apartment in Winchester
4.91 out of 5 average rating, 341 reviewsGateway to the Berkshires
Apartment in Hillsdale
4.99 out of 5 average rating, 173 reviewsSerene Suite Catamount Berkshires Walk to Brewery
Apartment in Plainfield
4.97 out of 5 average rating, 238 reviewsSunny, light filled loft in 1873 Colonial
Child-Friendly Holiday Condos
Condo in Hudson
4.94 out of 5 average rating, 144 reviewsHarmony Valley Home, bright & inviting 2-BR escape
Condo in Windham
4.89 out of 5 average rating, 135 reviewsCozy Mountain hideaway Windham, Hunter
Condo in Lanesville
4.97 out of 5 average rating, 550 reviewsStylish Condo Ski on/ Ski off Hunter Mountain
Condo in Hunter
4.97 out of 5 average rating, 429 reviews*Great Reviews* Hunter Mtn. Close/Cozy/Clean Condo
Condo in Middletown
4.97 out of 5 average rating, 106 reviewsEntire place to yourself Cromwell/Middletown Line
Condo in Hunter
4.98 out of 5 average rating, 539 reviewsHunter Mtn Liftside Ski In/Out, Slopeside!
Condo in Windham
4.74 out of 5 average rating, 243 reviewsSummer getaway w/Pool & Tennis Court
Condo in Poughkeepsie
4.97 out of 5 average rating, 224 reviewsSpacious and stylish entire one bedroom apartment.
Quick stats about holiday rentals that are kid-friendly in Sheffield
Total rentals
20 properties
Rentals with dedicated workspaces
10 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
1.3K reviews
Nightly prices starting at
$196 NZD before taxes and fees
Destinations to explore
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