Family-friendly holiday houses in Winston-Salem
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winston-Salem
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 Winston-Salem family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Kernersville
4.95 out of 5 average rating, 212 reviewsKernersville Pool, FirePit, Grill, Hot Tub, Arcade
21 – 28 Jan
Home in Greensboro
4.94 out of 5 average rating, 129 reviewsRemodeled Oasis in the heart of Greensboro
29 Aug – 5 Sept
Home in Greensboro
4.68 out of 5 average rating, 25 reviewsSedgefield Manor
4 – 11 Oct
Home in High Point
4.45 out of 5 average rating, 38 reviewsDesigner Furniture - Large Office - Fully Stocked
25 Jan – 1 Feb
Cabin in Dobson
4.42 out of 5 average rating, 24 reviewsLarge Group Blue Ridge Mountain Cabin NC Mt. Airy
9 – 16 Feb
Home in Winston-Salem
5.0 out of 5 average rating, 8 reviewsWinston-Salem: Ardmore Executive Suite w/ hot tub
11 – 18 Jan
Apartment in Kernersville
5.0 out of 5 average rating, 38 reviewsKernersville Executive Suite w Hot Tub, Pool & Gym
26 Apr – 3 May
Home in Kernersville
4.97 out of 5 average rating, 29 reviewsKernersville w/ Romance Packages, Pool, & Hot Tub
3 – 10 Oct
Family- and pet-friendly home rentals
Cabin in Pilot Mountain
4.92 out of 5 average rating, 175 reviews2 bedr 2 baths Custom Log Cabin on Pilot Mtn Farm
30 June – 7 July
Home in High Point
4.81 out of 5 average rating, 135 reviewsEntire house, huge yard, quiet acreage
12 – 19 Sept
Condo in Greensboro
4.97 out of 5 average rating, 358 reviewsZEN City Retreat! | Peaceful | Tanger In 7 Min!
10 – 17 Mar
Home in Winston-Salem
5.0 out of 5 average rating, 93 reviewsTHE GUEST HOUSE
14 – 21 Dec
Farm stay in Randleman
4.92 out of 5 average rating, 51 reviewsCozy Cabins Nestled on Horse Farm
16 – 23 Oct
Home in Winston-Salem
4.86 out of 5 average rating, 91 reviewsFanciful rustic/modern cabin in the woods!
18 – 25 Oct
Home in Winston-Salem
4.79 out of 5 average rating, 185 reviewsWinston posh bungalow near Wake
24 Sept – 1 Oct
Bungalow in High Point
4.97 out of 5 average rating, 218 reviewsHistoric Walker House Adj. to JH Adams Inn
7 – 14 Dec
Family-friendly home rentals with a pool
Condo in Clemmons
4.92 out of 5 average rating, 169 reviews2br King-Queen/2ba/Pool/ No cleaning fees!
23 – 30 Mar
Guesthouse in High Point
4.79 out of 5 average rating, 138 reviewsPrivate cottage, affordable + cute
15 – 22 July
Home in Salisbury
4.88 out of 5 average rating, 69 reviewsHenry Connor Bost House
27 Aug – 3 Sept
Home in Winston-Salem
5.0 out of 5 average rating, 11 reviewsWake Forest Graduation & High Point Market Home
24 – 31 Oct
Home in Salisbury
4.95 out of 5 average rating, 20 reviewsThe Cottage at Henry Connor Bost Farm
30 Sept – 7 Oct
Home in High Point
5.0 out of 5 average rating, 11 reviewsPeace of Mind
18 – 25 Sept
Quick stats about accommodation & holiday rentals that are family-friendly in Winston-Salem
Total rentals
500 properties
Rentals with dedicated workspaces
330 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
250 properties allow pets
Total number of reviews
20K reviews
Nightly prices starting at
$46 AUD before taxes and fees
Destinations to explore
- Charlotte Accommodation & holiday rentals
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- Durham Accommodation & holiday rentals
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