
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.

The Zen Ranch - Spacious Layout with Modern Decor
1960s ranch style home on 2 acres with 2,400ft² interior. This home has been fully remodeled with a large open floor plan and all modern amenities and decor. With ample yard and patio space, large bedrooms, bonus room and 3 full bathrooms there is plenty of space to spread out. • Abundant Natural Lighting • Backyard w/ patio + fire pit + hammocks • Comfy Beds • Fully stocked Chefs Kitchen • Large Private Deck + BBQ grill • Indoor fireplace • 400Mps WiFi • 3 x 4K TVs w/ Disney, Netflix & Prime

Luxurious, Historic 4BR Home in Downtown Winston
If you’re looking for a home with comfort and charm, this is the place for you! It has been renovated with the historic nature of the property in mind. There is an amazing amount of space for a big family or group of friends, with 4 bedrooms and 3 bathrooms. Luxurious furnishings and antique touches make you feel like you’re staying in an upscale hotel without the price- and with your own privacy. One of the best parts of this home is the location- walking-distance from downtown Winston Salem!

The Walnut Cottage. Charming! Near Everything!
Relax in the historic West Salem district. Central to UNCSA, WSSU, WFU, Carolina University, hospitals, downtown, dining, shopping, parks/greenways and 18th century town of Old Salem. Enjoy cozy seating areas, or head out to the patio, relax on the screened porch or grill on the deck. Off street parking, WiFi, smart TVs in each room, updated kitchen with gas range. 2nd living room in mini suite with workspace and Ethernet port. Beds: 2 queens, 1 full and 1 futon. Keyless entry. Washer/Dryer

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.

Camel City Hideaway
Welcome to your home away from home! Our stylish and centrally-located space is designed with comfort and convenience in mind. Whether you're in town for business or leisure, you'll love our prime location. Our cozy place features all the amenities you need to feel right at home, including a fully equipped kitchen, hotel-quality linens, a spacious living room, and a dedicated work area. We also provide toiletries in case you forgot. We aim to make your stay in Winston-Salem a memorable one!

House in Washington Park, historic Winston-Salem
I love my neighborhood! Brand New Location for me! Relax with the family at this peaceful place to stay! If you are just passing through or traveling for work, this is the perfect place for you! Located in Washington Park (which is just 2 miles from Downtown), you will have easy access to all Winston has to offer! I also own Hoots Beer Company, and I will be happy to give you a beer tasting! If you see a concert you want to attend at my place, a free ticket is on me! Side note: NO PARTIES!

Dragonfly: 1 Br Garden Apt Near WFU & Baptist Hosp
The "Dragonfly" is a spacious, peaceful 1BR garden terrace apartment (800 sq ft) in one of Winston-Salem’s most desirable neighborhoods. Just 1 mile from Baptist Hospital, 4 miles from Wake Forest University, and 10 minutes from downtown, this light-filled retreat is perfect for medical travelers, university visitors, couples, or small families. Features a king bed, washer/dryer, workspace with fast Wi-Fi, kitchenette, and private patio with garden views. Hi-chair & Packngo for families

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.

Heart of Downtown - Balcony! The Frequent Flyer!
☞ Balcony with Gas Firepit ☞ Free Parking (onsite, 1 car) ☞ 500 Mbps wifi ☞ 2 Smart TVs w/ Netflix (Both 55 inch LCD) ✭✭✭✭✭“Jeff, your place is perfect. Don’t change anything!” ☞ Fully equipped + stocked kitchen ☞ Self check-in ☞ In Unit Private washer + dryer ☞ Air conditioning 》0.2 miles to Benton Convention Center, 6 minute walk 》25 mins to Greensboro, Piedmont Triad Airport 》10 mins to Wake Forest University

🌹Rose Room Apartment, West Salem Art Hotel
Welcome to the West Salem Art Hotel! This eclectic and beautiful apartment is in a 1931 historic brick building, a stone's throw from Downtown Winston-Salem and a 3-minute walk to Truist Ballpark! It is so close to downtown without all the city noise, and it is located in the middle of a peaceful urban garden! Free Parking! A short walk away from W-S's best eateries/entertainment! Private, unique, and Clean!

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.
Popular amenities for Winston-Salem family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy King Blue H2O Staycation , Pool & Hot Tub

Hamilton Forest Suite

Unsought discoveries await you! Serendipity

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

Hot Tub Hideaway, Cozy Home, Private Workspace

Hot Tub Hideaway

Hot Tub • Outdoor Movie • Near HPU – Pet Friendly

Lake Point Escape - Dock and Hottub on Belews Lake
Family- and pet-friendly home rentals

*CHARMING* 3bd dogfriendly entire HOME close to DT

Tiny tiny house from 1930 near Wake

Downtown Charm, 3 Bdr, Near Rest and Bars

Beautiful Retreat at Pilot Mountain Vineyards

Entire COZY Unit - 3 min walk to WFU.

Duke's Place - Tranquil Farmhouse Retreat

Elegant Pet Friendly Ranch close to everything!

The Shack at Abiding Place - So Cozy and Peaceful
Family-friendly home rentals with a pool

Perfect Greensboro location Entire Townhome

Lovely and Amazing Newly Renovated Townhouse

Backyard Pool House

The Cave ~ Adult Getaway with Luxe Amenities

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

Amazing Retreat Outdoors+Indoors

Cozy Townhouse close to WFU!

Downtown Luxe |King Bed|Pool|Balcony|Free Parking
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!
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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
- Wake Forest University
- Zootastic Park
- Lazy 5 Ranch
- Greensboro Coliseum Complex
- Childress Vineyards
- Elon University
- International Civil Rights Center & Museum
- Martinsville Speedway
- University Of North Carolina At Greensboro
- Cherry Treesort
- Reynolda Village Shops & Restaurants
- Andy Griffith Museum
- Fairy Stone State Park
- Guilford Courthouse National Military Park
- Tanger Family Bicentennial Garden
- Bailey Park
- Shelton Vineyards




