
Family-friendly holiday rentals in Winston-Salem
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Winston-Salem

Total holiday rentals
Explore 560 holiday rentals in Winston-Salem

Nightly prices starting at
Winston-Salem holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 28,440 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
400 properties have a dedicated workspace

Wifi availability
560 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!
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

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.

Stylish 1BR Apt w/KING Bed in Central Location
Come stay in this newly renovated, beautiful apartment located just 1,500 feet from Baptist Hospital and 1 mile from downtown. Seasoned hosts will ensure that every amenity you need and desire is provided. This sparkling, clean apartment allows for the chance to get away while still providing the comforts of home. A first floor apartment, it has a large, open kitchen with brand new appliances and all the utensils, pots/pans, small appliances - and even spices- you need to make any meal!

Grey Sapphire Hideaway - 2BR/2BA w/ Arcade
Nestled along a leafy tree-lined street in a quiet neighborhood is this stylish property with all the modern comforts of home and an inviting community pool waiting for you to enjoy. Inside this modern hideaway, you’ll find plush sofas, a warm fireplace, a gourmet kitchen, king and queen bedrooms and a bright sunroom filled with a Pac-Man arcade & an air hockey table. Centrally located only minutes from Hanes Mall, Downtown Winston Salem, Medical Centers, shops, restaurants, and more!

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
Feels like the countryside within city limits. This cottage sits on shared property with the owners’ home and overlooks more than an acre of woodland, with a small garden just out front. Beyond the energized deer‑protection fence lies a Duke Energy easement and a wooded ravine, giving the property a quiet, tucked‑away feel. Guests have ample, well‑lit parking, along with access to a fenced dog yard. A small seating area beneath a mature dogwood tree offers a peaceful spot to relax.

Rooster's Rest, a peaceful farm in the city
Take it easy at this unique and tranquil country getaway in the city. Walk the 5 acres and see the pond, dock, cabin, lighthouse, gazebo, watertank, barn, hens, and sheepadoodle. Enjoy your master suite with private porch, vaulted ceilings, triple windows, skylights (see the stars from your bed), huge tile shower, closet, fridge, coffee maker. We are rebuild this charming, gated country home and look forward to sharing it with you. Additional rentals available a mile away.

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.

Rosewood Carriage House
Enjoy a relaxing stay at this peaceful and centrally-located space. Cannot beat location! Only a 1/2 mile from Atrium WFU Baptist Medical Center, 3 miles to WFU and Reynolda Village, minutes from downtown and Forsyth Medical Center. Walkable to Thruway shopping center restaurants and shops. Fully equipped kitchenette, brand new bathroom, and king size bed with luxury bedding. The private back patio feels cozy and secluded even in the middle of a bustling neighborhood.

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

Arya’s cottage with a loft & jacuzzi

Lovely Lodge on Horse Farm

Luxury 4BR High Point Retreat | Hot Tub | BBQ

Cozy King Blue H2O Staycation , Pool & Hot Tub

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

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

“The Shack” on Farmer’s Creek

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

Idlewilde Farmhouse | 4BR/3BA Walk to Wake Forest

Beautiful 2 BR home with Office and Game Room

"Deacon House" 3 bedrooms

Modern Craftsman *Pet-Friendly* Near Downtown

Mel’s country cottage. Country life near the city.

The Walnut Cottage. Charming! Near Everything!

House in Washington Park, historic Winston-Salem

Elegant Pet Friendly Ranch close to everything!
Family-friendly home rentals with a pool

Pvt Pool, 2 Theatres, & More •Peaceful Adult Oasis

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

Amazing Retreat Outdoors+Indoors

Beautiful Retreat at Pilot Mountain Vineyards

Cozy Townhouse close to WFU!

Aqua D’Lux House w/ Pool~4Rms~2kg 2qn 1f beds

King Suite • Pool • Near DTWN, Hospitals, Shopping

Modern Oasis [near Airport/Wyndham/HPU/Coliseum]
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- Family-friendly rentals Forsyth County
- Family-friendly rentals North Carolina
- Family-friendly rentals United States
- North Carolina Zoo
- Hanging Rock State Park
- Wake Forest University
- Zootastic Park
- Pilot Mountain State Park
- Wet'n Wild Emerald Pointe Water Park
- Greensboro Science Center
- Greensboro Coliseum Complex
- Stone Mountain State Park
- Lazy 5 Ranch
- Elon University
- Fairy Stone State Park
- Lake Norman State Park
- University Of North Carolina At Greensboro
- Childress Vineyards
- International Civil Rights Center & Museum
- Guilford Courthouse National Military Park
- Reynolda Village Shops & Restaurants
- Cherry Treesort
- Shelton Vineyards
- Andy Griffith Museum
- Greensboro Arboretum
- Martinsville Speedway
- High Point City Lake Park





