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, 312 reviewsRiverfront Getaway
14–21 Oct
Home in Colebrook
4.99 out of 5 average rating, 203 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
3–10 Mar
Home in Ancramdale
4.93 out of 5 average rating, 127 reviewsSki & unwind in the country, stargaze in hot tub
11–18 Oct
Home in Craryville
4.92 out of 5 average rating, 220 reviewsThe City Farmers Upstate. Farm house with hot tub
20–27 Aug
Cabin in Monterey
4.95 out of 5 average rating, 251 reviewsAmazing Berkshire Mountains Cabin
9–16 Oct
Cabin in Colebrook
4.94 out of 5 average rating, 197 reviewsAdorable, storybook log cabin
24–31 Jan
Cabin in Saugerties
4.86 out of 5 average rating, 172 reviewsContainer Cabin in the Catskills (Field)
18–25 Oct
Bungalow in Easthampton
4.92 out of 5 average rating, 431 reviewsThe Creation Station
21–28 Jul
Family- and pet-friendly home rentals
Home in Great Barrington
4.9 out of 5 average rating, 111 reviewsYour own private Berkshires retreat
5–12 Jun
Guest house in Canaan
4.93 out of 5 average rating, 166 reviewsAiry cottage with meadow views in The Berkshires
20–27 Mar
Home in New Paltz
4.97 out of 5 average rating, 680 reviewsVictorian Haven
19–26 Apr
Cottage in Pine Plains
5.0 out of 5 average rating, 132 reviewsPatchin Mills Quaint Country Cottage
17–24 Mar
Loft in East Nassau
4.99 out of 5 average rating, 154 reviewsDog Friendly Farm Spring bird watching
13–20 Sep
Cottage in Red Hook
4.98 out of 5 average rating, 599 reviewsbright serene + spacious barn
7–14 Nov
Farm stay in West Simsbury
4.95 out of 5 average rating, 432 reviewsFlamig Farm Staycation
13–20 Mar
Cabin in Red Hook
4.96 out of 5 average rating, 305 reviewsModern Upstate Cabin, near Rhinebeck NY
23–30 Aug
Family-friendly home rentals with a pool
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
23–30 Jan
Guest house in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
16–23 Jun
Cabin in Saugerties
4.99 out of 5 average rating, 123 reviewsLovely cabin by the stream
8–15 Oct
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
27 Jan – 3 Feb
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
12–19 Sep
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
13–20 Jan
Home in New Paltz
4.98 out of 5 average rating, 436 reviewsmidcentury modern in ground pool walk 2 trail/town
14–21 Jul
Flat in Glastonbury
4.9 out of 5 average rating, 409 reviewsQuiet 2 bed room apt w/ private entrance.
10–17 Mar
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
€ 130 before taxes and fees
Destinations to explore
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- Family-friendly rentals Sheffield
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