
Family-friendly holiday 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.

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.

Luxury Downtown Loft
Enjoy a stylish experience at this centrally-located place. 3rd Floor urban loft in a secure, historic building in heart of downtown full of natural light, bright decor, and polished hardwood floors. Loft is just steps from Aperture theatre, 4th Street restaurants, the Stevens Center, and lots of shopping. Easy walk to everywhere downtown, and many ways to get to Wake quickly. Full of supplies and amenities - an oasis for business travel, vacation, or anything in between!

Entire COZY Unit - 3 min walk to WFU.
Welcome to your cozy - little nest. 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: - 5 min walk to WFU Campus. - 5 min drive to Downtown. - 3 min drive 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.

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.

West Salem Art Hotel, "Art"partment #1
Welcome to the West Salem Art Hotel! This eclectic and beautiful apartment is located in a 1931 historic brick building only 1 mile from Downtown Winston-Salem! All the conveniences of staying JUST on the outskirts in Historic West Salem, without all the city noise, AND located in the middle of a peaceful urban garden! We are minutes away from the best eateries/entertainment W-S offers! Private, unique, and clean.

ORCHID OASIS 1-B Apt near Baptist Hospital
This fully furnished historic apartment offers comfortable and relaxed living. This unit sleeps 2 (Queen Bed). There’s free parking in front of unit or behind the property. Enjoy the comfort and privacy you’ll have with this quiet location. Private bathroom, kitchenette with appliances, coffee maker, toaster, and microwave are all available for your comfort, washer and dryer in unit. You’ll also have free Wi-Fi.

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!

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 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

Hot Tub Hideaway

Hot Tub • Outdoor Movie • Near HPU – Pet Friendly
Family- and pet-friendly home rentals

Winston posh bungalow near Wake

Beautiful 2 BR home with Office and Game Room

Cozy and Peaceful Tiny House on a 100-acre Farm

Downtown Charm, 3 Bdr, Near Rest and Bars

Casa Patria- Cozy, Pet-Friendly Stay Near Downtown

The Walnut Cottage. Charming! Near Everything!

Elegant Pet Friendly Ranch close to everything!

Bee Happy- Studio & Pets Welcome- No cleaning Fees
Family-friendly home rentals with a pool

“Deacon Townhouse” 3 bedroom

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
Quick stats about holiday rentals that are family-friendly in Winston-Salem

Total holiday rentals
Explore 580 holiday rentals in Winston-Salem

Nightly prices starting at
Winston-Salem holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 27,830 verified reviews to help you choose

Pet-friendly holiday rentals
Find 280 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
390 properties have a dedicated workspace

Wifi availability
570 of Winston-Salem holiday rentals include wifi 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!
Destinations to explore
- Augusta Holiday rentals
- Western North Carolina Holiday rentals
- Washington Holiday rentals
- Atlanta Holiday rentals
- Myrtle Beach Holiday rentals
- Gatlinburg Holiday rentals
- Charleston Holiday rentals
- Charlotte Holiday rentals
- Outer Banks Holiday rentals
- Cape Fear River Holiday rentals
- Savannah Holiday rentals
- Hilton Head Island Holiday rentals
- Fitness-friendly rentals Winston-Salem
- Rentals with a fireplace Winston-Salem
- Rentals with pools Winston-Salem
- House rentals Winston-Salem
- Cabin rentals Winston-Salem
- Rentals with a hot tub Winston-Salem
- Mansion rentals Winston-Salem
- Flat rentals Winston-Salem
- Hotel rooms Winston-Salem
- Rentals with breakfast Winston-Salem
- Rentals with outdoor seating Winston-Salem
- Townhouse rentals Winston-Salem
- Rentals with a washing machine and dryer Winston-Salem
- Apartment rentals Winston-Salem
- Guest house rentals Winston-Salem
- Private suite rentals Winston-Salem
- Rentals with an EV charger Winston-Salem
- Rentals with a firepit Winston-Salem
- Pet-friendly rentals Winston-Salem
- Rentals with a patio Winston-Salem
- Family-friendly rentals Forsyth County
- Family-friendly rentals North Carolina
- Family-friendly rentals United States
- 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
- Wake Forest University
- Lazy 5 Ranch
- Elon University
- Childress Vineyards
- International Civil Rights Center & Museum
- Greensboro Coliseum Complex
- Martinsville Speedway
- Reynolda Village Shops & Restaurants
- University Of North Carolina At Greensboro
- Fairy Stone State Park
- Bailey Park
- Tanger Family Bicentennial Garden
- Guilford Courthouse National Military Park
- Cherry Treesort
- Shelton Vineyards
- Andy Griffith Museum
- North Carolina Transportation Museum




