
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.

Log Cabin in the city
READ ENTIRE LISTING! NO PARTIES/ GATHERINGS. Only the guests on the reservation are allowed to be on my property. I WILL KICK YOU OUT AND CALL THE COPS. I DO NOT PLAY GAMES. The listing is the entire UPPER LEVEL of my log cabin, which is conveniently located less than a mile from Downtown Winston-Salem! The back yard is surrounded by woods and a privacy fence! Great place close to downtown. NO SMOKING of any kind allowed anywhere. Pots and pans are available. No salt and pepper or condiments

Private, Peaceful, Green Hideaway 6 Minutes to WFU
Just minutes from Wake Forest, we have a completely remodeled this very special place. We have often stood at the huge windows of this ground level space and watched mother deer with their fawns play in the yard. Your home away from home is at the end of an already quiet cul-de-sac so traffic noise is zero. Your suite is completely private with its own ground level entrance. Your kitchen has a full size sink, an induction stove, fridge, with all your cookware, dishes. New bath with tub.

K obscura
Historic loft in Downtown Winston Salem's Innovation Quarter. Located above Krankies Coffee near WFB Medical School and Bailey Park.Short walking distance to several restaurants and bars. This space has private entrance and patio. Includes gift card for coffee at Krankies. Note there is a train that passes by a few times a day and at night. We do allow pets but have a fee. Includes deep soaking tub, mini-kitchen and comfy king-size bed. Space is accessed via stairs. Parking included.

Entire COZY Unit - 3 min walk to WFU.
Welcome to your cozy - little net. Please keep in mind that this unit is attached to our house (we shared a wall - different entrance). Everything showed in the pictures will be all yours (Master bedroom, Study room - living room Space, and an extraordinary bathroom). When staying at our place, you are: - 3 min drive (10min walk) to WFU Campus. - 5 min drive to Downtown. - 3 min WALK to Stadiums and Restaurants. - 10min drive to Wake Forest Baptist Hospital. - Reynolda House museum.

Mel’s country cottage. Country life near the city.
Private detached effeciency apartment in a country setting near WinstonSalem. Queen bed, kitchenette with sink and essentials, sofa, smart TV, full bath, covered porch. Relax by the creek or enjoy nature walks. Watch the occasional deer & other wildlife. Use the grill or fire pit at your leisure. Pets welcome. Local restaurant & convenient store 1 min. away. Close to many tourist destinations- Hanging Rock, Winston Salem, Pilot Mt. Belews Creek power station.

Winston posh bungalow near Wake
All pets and services animals MUST be pre approved prior to booking!!Within 2 miles of Wake Forest, half mile from US- 52 and 20 m High Point. Less than 7 minutes to downtown WS! Convenient to everything, including Pilot Mountain and Hanging Rock State Park. Quality of furnishings are all Higher End. Extremely private setting. IEverything, is as I would have it in my own home. No third-party bookings. I check ID. No smoking or Vaping inside

Carolina Cottage
Charming themed studio cottage, newly refurbished. Cozy space w/full kitchenette, breakfast table, full bath w/shower, TV- seating area, queen bed with vaulted ceiling, professionally decorated. Pet OK w approval. walkable historic Emorywood & HP Country Club neighborhood, near HPU, hospital, park, HP Library, farmers market & HP Furniture Market. Big yard, patio & gas BBQ. Week-longterm discount. 1111 Orlando Place.

Bright and refreshing apartment in Ardmore
Our studio apartment is located in the heart of Historic Ardmore. We are 5 minutes from both Novant and Atrium (Baptist) hospitals, 7 minutes from downtown Winston Salem and 10 minutes from Wake Forest University. The apartment is totally private, quiet and furnished to be comfortable for either a short or long term stay! Enjoy our safe, walkable neighborhood as well as easy and close access to the major highways.

“Home” on the Road!
Have fun with the whole family at this stylish apartment situated on a beautiful 3.5 acre property! Massive walk in tiled shower with multiple shower heads. Friendly dogs allowed for $35 a dog. No more than 2 dogs. Must be left in a crate if left in apartment alone. We have a large crate available to use. We have a SUPER friendly 2 year old poodle/border collie mix that will greet you!

The Cottage
Located in the historic district in Lexington, NC, "The Cottage" is a backyard studio apartment set in a beautiful garden surrounded by a privacy fence. Only blocks from the picturesque uptown we are also in a town famous for barbecue. We are about 30 min. from Winston-Salem, Greensboro, the NC Zoo and the Charlotte Speedway, and serve as a great place for your vacation headquarters!

Turner Family Farmhouse
Come stay in a renovated farmhouse that has been in our family for generations. This peaceful escape features 2 bedrooms and 1 bath, with a hide-away bed in the living room couch. Relax on the screened in porch and watch the Texas Longhorn cows in the backyard, or enjoy a swing in the breezy covered patio. You can see horses, pigs, chickens and cows without ever leaving the shade.

Charming quiet condo all to yourself
This is a cozy non pet condo for two. Perfect for TRAVEL NURSE or extended stay hospital visits. Next door to Novant Health care and 1.5 miles from Baptist Hospital. Grocery and restaurants in walking distance. Will meet new guests in person. A few easy steps to the lower level then flat up to the door. Non-smoking. No pets. Contact host in message box for availability.
Popular amenities for Winston-Salem family-friendly rentals
Family-friendly home rentals with Wifi

*CHARMING* 3bd dogfriendly entire HOME close to DT

Old Salem Getaway - Visit DTWS via the Strollway

The Zen Ranch - Spacious Layout with Modern Decor

Luxury Downtown Loft

Old Salem Restored Moravian Village 1700s

West highland haven

Cozy Konnoak Studio

Spacious Townhouse Close to Everything
Family-friendly home rentals with a kitchen

Tiny Barnside Escape

Charming Winston-Salem Home

The Ardmore Hideaway

Beautiful 2 BR home with Office and Game Room

Vintage Grocery-now Artsy downtown Apt near UNCSA

Private Entry Apartment in Quiet Neighborhood

Entire Kernersville home near near WS,Gbo,HP

Awesome Cottage
Family-friendly home rentals with a pool

“Deacon Townhouse” 3 bedroom

Sanctuary – 1bedroom & 1bathroom

The Cave ~ An Adult Getaway with Luxe Amenities

Pearlitah: Cozy 3-BR, King Suite – Winter Escape

Cozy King Blue H2O Staycation , Pool & Hot Tub

Cozy Townhouse close to WFU!

Beautiful Retreat at Pilot Mountain Vineyards

Downtown WS Walkable Suite• King Bed• Free Parking
Quick stats about vacation rentals that are family-friendly in Winston-Salem

Total vacation rentals
Explore 560 vacation rentals in Winston-Salem

Nightly prices starting at
Winston-Salem vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 27,060 verified reviews to help you choose

Pet-friendly vacation rentals
Find 270 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wi-Fi availability
550 of Winston-Salem vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winston-Salem rentals

4.8 Average rating
Winston-Salem stays are highly rated by guests—averaging 4.8 out of 5!
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- North Carolina Zoo
- Wet'n Wild Emerald Pointe Water Park
- Hanging Rock State Park
- Pilot Mountain State Park
- High Meadows Golf & Country Club
- Sedgefield Country Club
- Dan Nicholas Park
- Meadowlands Golf Club
- Stone Mountain State Park
- Greensboro Science Center
- Old Town Club
- Lake Norman State Park
- Divine Llama Vineyards
- Mooresville Golf Course
- Starmount Forest Country Club
- Lazy 5 Ranch
- Raffaldini Vineyards & Winery
- International Civil Rights Center & Museum
- Olde Homeplace Golf Club
- Gillespie Golf Course
- Childress Vineyards
- Shelton Vineyards
- Autumn Creek Vineyards
- Guilford Courthouse National Military Park




