
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.

West End Jewel - Large 1 Bed/1 Bath Near Everything!
Newly renovated 1 bed, 1 bath unit in the historic West End neighborhood of Winston Salem. Conveniently located near 2 hospitals, Hanes Park, the YMCA, the ballpark, and downtown; this place has it all! In addition to historic character and a wraparound porch, you will fall in love with the spacious shower with rainfall and standard shower heads, and sleep well in the large bedroom featuring a pillow top, king size bed and black-out curtains over the bedroom windows. Washer and dryer is included

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.

Sanctuary – 1bedroom & 1bathroom
My modern and convenient condo located in the heart of Winston-Salem’s shopping district will provide you with a 1 bedroom & bathroom space. The condo is professionally furnished and cleaned to provide a 5 star experience. Basic appliances provided (microwave, kitchen appliances, washer & dryer, dishwasher, Keurig). Very spacious with patio furniture for extra relaxation! You can also enjoy the community pool and gym. This space is NOT shared. Guests have the entire space to themselves.

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.

Old Salem Getaway - Visit DTWS via the Strollway
We love our comfy third floor condo with elevator access. Whether you are in town for business or pleasure, this condo fits the bill. Walk to Old Salem, UNCSA, and Salem College. Jog or bike Salem Creek trail, which is at our doorstep. Stroll through Old Salem on your way to downtown’s amazing eateries and breweries. Close by are Wake Forest University, WSSU and downtown Winston-Salem, and hospitals - this condo is central to anywhere in the Winston-Salem area.

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.

Sleepy Bee Cottage, simple charms, near WFU
It feels like the countryside within city limits on shared property with owners home. The cottage has views of the acre+ woodland behind and a garden in front. Beyond the property there is a Duke Power easement and a ravine. There is ample, well-lit parking and a fenced dog yard. There is a small seating area out front under the shade of a dogwood tree. Smoking is NOT allowed on the property. Additional fees will be charged for violation of this rule.

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.

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.

Peaceful house minutes from Wake Forest University
If you are visiting Winston-Salem, why not stay in a cozy home, tucked away on a quiet, dead-end street? No need to sacrifice convenience, as it is situated only 2 miles from Wake Forest University, 5-6 miles from the heart of Winston-Salem. You are also within walking distance of Historic Bethabara, a great place to explore that includes a nice walking trail.
Popular amenities for Winston-Salem family-friendly rentals
Family-friendly home rentals with a hot tub

7 BR on PGA Tour’s Sedgefield CC range Hot Tub

Cozy King Blue H2O Staycation , Pool & Hot Tub

Hamilton Forest Suite

Private. Hot Tub & Movie Den. 7 mins to Airport

Relax at Beck & Call Sauna, Hot tub, mini-Gym

Hot Tub Hideaway, Cozy Home, Private Workspace

The Deacon Den Studio Basement in Winston-Salem

Lakefront Home W/Hot Tub
Family- and pet-friendly home rentals

*CHARMING* 3bd dogfriendly entire HOME close to DT

Klump Farm Cabin

Casa Patria- Cozy, Pet-Friendly Stay Near Downtown

The Walnut Cottage. Charming! Near Everything!

Duke's Place - Tranquil Farmhouse Retreat

Elegant Pet Friendly Ranch close to everything!

Bee Happy- Studio & Pets Welcome- No cleaning Fees

Deacon Stays: The Polo - Walk to WFU
Family-friendly home rentals with a pool

Backyard Pool House

The Cave ~ Adult Getaway with Luxe Amenities

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

Cozy Townhouse close to WFU!

Beautiful Retreat at Pilot Mountain Vineyards

Downtown WS Walkable Suite• King Bed• Free Parking

Peaceful Ardmore 2BR 5 min to hospitals & downtown

Comfort: Near Hospitals & All Winston-Salem Offers
Quick stats about vacation rentals that are family-friendly in Winston-Salem

Total vacation rentals
Explore 580 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 27,830 verified reviews to help you choose

Pet-friendly vacation rentals
Find 280 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
390 properties have a dedicated workspace

Wi-Fi availability
570 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
- Hanging Rock State Park
- Wet'n Wild Emerald Pointe Water Park
- Pilot Mountain State Park
- Stone Mountain State Park
- Greensboro Science Center
- Lake Norman State Park
- Lazy 5 Ranch
- Raffaldini Vineyards & Winery
- International Civil Rights Center & Museum
- Childress Vineyards
- Cherry Treesort
- Wake Forest University
- University Of North Carolina At Greensboro
- Shelton Vineyards
- Guilford Courthouse National Military Park
- Greensboro Coliseum Complex
- Bailey Park
- North Carolina Transportation Museum
- Fairy Stone State Park
- Elon University
- Zootastic Park
- The Pit Indoor Kart Racing
- Truist Stadium




