Family-friendly holiday rentals in Sheffield
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Sheffield
Guests agree: these family-friendly homes 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 family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Chester
4.96 out of 5 average rating, 314 reviewsRiverfront Getaway
Home in Colebrook
4.99 out of 5 average rating, 204 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Home in Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
Home in Craryville
4.92 out of 5 average rating, 220 reviewsThe City Farmers Upstate. Farm house with hot tub
Cabin in Monterey
4.95 out of 5 average rating, 252 reviewsAmazing Berkshire Mountains Cabin
Cabin in Saugerties
4.86 out of 5 average rating, 177 reviewsContainer Cabin in the Catskills (Field)
Home in Hudson
4.95 out of 5 average rating, 251 reviewsLivingston Farmhouse Escape with hot tub and sauna
Home in Craryville
4.98 out of 5 average rating, 191 reviewsModern Home in Woods w/ Hot Tub 10 Miles to Hudson
Family- and pet-friendly home rentals
Flat in Great Barrington
4.93 out of 5 average rating, 179 reviewsSecluded but not isolated Berkshire Retreat
Cottage in Claverack
4.98 out of 5 average rating, 247 reviews‘Clavashack’ Country Cottage
Home in Great Barrington
4.9 out of 5 average rating, 111 reviewsYour own private Berkshires retreat
Cabin in Red Hook
4.96 out of 5 average rating, 308 reviewsModern Upstate Cabin, near Rhinebeck NY
Guest suite in Millerton
4.95 out of 5 average rating, 340 reviewsNature Lover's Mountaintop Retreat
Guest house in Canaan
4.93 out of 5 average rating, 166 reviewsAiry cottage with meadow views in The Berkshires
Home in Ghent
4.9 out of 5 average rating, 259 reviewsRenovated guesthouse on 52 acres!
Home in New Paltz
4.97 out of 5 average rating, 684 reviewsVictorian Haven
Family-friendly home rentals with a pool
Home in Ghent
4.87 out of 5 average rating, 272 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Guest house in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Home in New Paltz
4.98 out of 5 average rating, 440 reviewsmidcentury modern in ground pool walk 2 trail/town
Home in Litchfield
4.93 out of 5 average rating, 166 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in Saugerties
5.0 out of 5 average rating, 133 reviewsUpstate Modern Scandinavian Barn in the Catskills
Cabin in Saugerties
4.99 out of 5 average rating, 123 reviewsLovely cabin by the stream
Guest suite in New Paltz
4.95 out of 5 average rating, 327 reviewsMajestic Studio with Shawangunk Mountain Views
Bungalow in Easthampton
4.92 out of 5 average rating, 437 reviewsThe Creation Station
Quick stats about holiday rentals that are family-friendly in Sheffield
Total rentals
60 properties
Wifi availability
60 properties include access to wifi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Total number of reviews
2.4K reviews
Nightly prices starting at
€ 129 before taxes and fees
Destinations to explore
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