Family-friendly vacation rentals 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.
Vacation 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
Dec 27 – Jan 3
Home in Greensboro
4.94 out of 5 average rating, 129 reviewsRemodeled Oasis in the heart of Greensboro
Sep 18 – 25
Home in Greensboro
4.68 out of 5 average rating, 25 reviewsSedgefield Manor
Oct 2 – 9
Home in High Point
4.45 out of 5 average rating, 38 reviewsDesigner Furniture - Large Office - Fully Stocked
Nov 7 – 14
Home in Winston-Salem
5.0 out of 5 average rating, 8 reviewsWinston-Salem: Ardmore Executive Suite w/ hot tub
Jan 11 – 18
Apartment in Kernersville
5.0 out of 5 average rating, 38 reviewsKernersville Executive Suite w Hot Tub, Pool & Gym
Mar 18 – 25
Home in Kernersville
4.97 out of 5 average rating, 29 reviewsKernersville w/ Romance Packages, Pool, & Hot Tub
Nov 20 – 27
Home in Kernersville
5.0 out of 5 average rating, 38 reviewsKernersville Sleep 20 Pool Hot Tub Arcade King Bed
Feb 7 – 14
Family- and pet-friendly home rentals
Home in High Point
4.81 out of 5 average rating, 134 reviewsEntire house, huge yard, quiet acreage
Sep 11 – 18
Condo in Greensboro
4.97 out of 5 average rating, 358 reviewsZEN City Retreat! | Peaceful | Tanger In 7 Min!
Apr 5 – 12
Home in Winston-Salem
5.0 out of 5 average rating, 93 reviewsTHE GUEST HOUSE
Dec 12 – 19
Farm stay in Randleman
4.92 out of 5 average rating, 51 reviewsCozy Cabins Nestled on Horse Farm
Oct 16 – 23
Home in Winston-Salem
4.86 out of 5 average rating, 91 reviewsFanciful rustic/modern cabin in the woods!
Jan 9 – 16
Home in Winston-Salem
4.79 out of 5 average rating, 185 reviewsWinston posh bungalow near Wake
Sep 23 – 30
Bungalow in High Point
4.97 out of 5 average rating, 218 reviewsHistoric Walker House Adj. to JH Adams Inn
Apr 17 – 24
Home in High Point
4.96 out of 5 average rating, 287 reviewsSpacious 5BR In High Point
Apr 5 – 12
Family-friendly home rentals with a pool
Guesthouse in High Point
4.79 out of 5 average rating, 138 reviewsPrivate cottage, affordable + cute
May 15 – 22
Condo in Clemmons
4.92 out of 5 average rating, 169 reviews2br King-Queen/2ba/Pool/ No cleaning fees!
Mar 23 – 30
Home in High Point
5.0 out of 5 average rating, 11 reviewsPeace of Mind
Sep 18 – 25
Home in Winston-Salem
5.0 out of 5 average rating, 11 reviewsWake Forest Graduation & High Point Market Home
Oct 24 – 31
Quick stats about vacation 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
G$6,269 GYD before taxes and fees
Destinations to explore
- Charlotte Vacation rentals
- Raleigh Vacation rentals
- Durham Vacation rentals
- Greensboro Vacation rentals
- Chapel Hill Vacation rentals
- Boone Vacation rentals
- Pinehurst Vacation rentals
- Atlanta Vacation rentals
- Charleston Vacation rentals
- Myrtle Beach Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Family-friendly rentals United States
- Family-friendly rentals North Carolina
- Family-friendly rentals North Carolina
- Family-friendly rentals Charlotte
- Condo rentals Winston-Salem
- Kid-friendly rentals Winston-Salem
- Pet-friendly rentals Winston-Salem
- Fitness-friendly rentals Winston-Salem
- House rentals Winston-Salem
- Apartment rentals Winston-Salem
- Smoking-friendly rentals Winston-Salem
- Rentals with pools Winston-Salem
- Rentals with a patio Winston-Salem
- Rentals with outdoor seating Winston-Salem
- Monthly Rentals Winston-Salem
- Rentals with a washer and dryer Winston-Salem
- Rentals with a fire pit Winston-Salem
- Townhouse rentals Winston-Salem
- Private suite rentals Winston-Salem
- Rentals with a fireplace Winston-Salem
- Cabin rentals Winston-Salem
- Rentals with breakfast Winston-Salem
- Family-friendly rentals Forsyth County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom