
Family-friendly vacation rentals in Winston-Salem
Find and book unique family-friendly homes on Airbnb
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 G$4,184 GYD per night before taxes and fees

Verified guest reviews
Over 29,630 verified reviews to help you choose

Pet-friendly vacation rentals
Find 300 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wi-Fi availability
560 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!
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
Indoor spacesKitchenLong stay
4.99 out of 5 average rating, 242 reviews
Buena Vista Bungalow
In the most sought-after Buena Vista Neighborhood, this bungalow is all new, completely renovated, and beautifully decorated! This 1500+ sq ft gem has 3 bedrooms, 2 living spaces, 2 dining areas, a workstation, a furnished patio, and a private backyard. Only 0.8 miles from Grayln, 1.5 miles from Wake Forest, 2 miles from Downtown, and 3 miles from Old Salem. Walkable to bakeries (Bobby Boy's, The Remedy), shops, restaurants (The Porch, 1702), parks, and Joymonger Brewery! All within a mile.
FamilyIndoor spacesLayout
5.0 out of 5 average rating, 106 reviews
New in the Heart of Ardmore
The whole group will enjoy easy access to everything that Winston-Salem has to offer from this centrally located place. Our fully renovated home has everything brand new. Sleep on new tuft and needle mattresses, relax at the end of your day with our Frame TV, enjoy a full wrap around porch with BBQ, and enjoy our walkable neighborhood. From the popular Miller park, to the local staple eatery The Bagel Station, to the Original Krispy Kreme, we are walkable to dozens of Winson-Salems top visits.
KitchenIndoor spacesBathroom
4.96 out of 5 average rating, 114 reviews
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
KitchenIndoor spacesTV
4.94 out of 5 average rating, 173 reviews
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.
KitchenIndoor spacesSolo travel
4.98 out of 5 average rating, 361 reviews
Grey Sapphire Hideaway - 2BR/2BA, Game Room & Pool
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!
KitchenFamilyQuiet
4.97 out of 5 average rating, 125 reviews
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
Indoor spacesKitchenBackyard
4.99 out of 5 average rating, 143 reviews
Beautiful 2 BR home with Office and Game Room
This beautifully decorated 2 bedroom home, part of a duplex, comes with high-speed Internet and Wi-Fi. It includes an office and a game room. It is near shopping, hospitals, and the rest of the Winston-Salem scene. The kitchen has all the tools needed to prepare your favorite meals. The TV in the living room includes Disney+. Everything except the game room is on the main level. The back deck is ready for hosting a barbecue, with a view of the backyard and adjoining green space.
FamilyIndoor spacesCheckout
4.96 out of 5 average rating, 233 reviews
Historic Beauty: 5BR Home with Yard Near Hospital
This is a beautiful home, lovingly renovated to retain the original 1920s charm and preserve history, while including modern updates and conveniences. It is perfectly located in the heart of Winston Salem- only a few blocks from Wake Forest Baptist Hospital and less than a mile from downtown. Despite the city location, it features a 3 car garage and over 0.3 acres of lot space in the form of a great backyard. Additionally, it sits across the street from beautiful Hanes Park.
KitchenIndoor spacesParking
4.91 out of 5 average rating, 324 reviews
Idlewilde Farmhouse | 4BR/3BA Walk to Wake Forest
A modern farmhouse for groups visiting Wake Forest University and The Grounds — 4 bedrooms, 3 full baths, sleeps 10. 106 reviews at 4.93★. Stone fireplace, chef's kitchen, two private bedroom suites, hardwood floors. Walking distance to Allegacy Stadium, Couch Ballpark, LJVM Coliseum, and the new Grounds retail village. Need more space? We also offer this home combined with the back cottage for up to 16 guests with the whole property to yourselves. Pet-friendly. Superhost.
FamilyKitchenValue
4.93 out of 5 average rating, 122 reviews
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.
KitchenIndoor spacesAccuracy
4.99 out of 5 average rating, 117 reviews
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.
Indoor spacesFamilyAccuracy
4.92 out of 5 average rating, 230 reviewsPopular amenities for Winston-Salem family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy King Blue H2O Staycation , Pool & Hot Tub
KitchenIndoor spacesGetting around
4.88 out of 5 average rating, 362 reviews
Hot Tub • Outdoor Movie • Near HPU – Pet Friendly
FamilyKitchenQuiet
4.89 out of 5 average rating, 307 reviews
Hot Tub Hideaway
KitchenIndoor spacesGrill
4.89 out of 5 average rating, 115 reviews
“The Shack” on Farmer’s Creek
Indoor spacesKitchenLayout
5.0 out of 5 average rating, 121 reviews
Luxury 4BR High Point Retreat | Hot Tub | BBQ
KitchenIndoor spacesValue
4.88 out of 5 average rating, 198 reviews
7 BR on PGA Tour’s Sedgefield CC range Hot Tub
Indoor spacesKitchenGrill
4.95 out of 5 average rating, 108 reviews
Relax at Beck & Call Sauna, Hot tub, mini-Gym
Indoor spacesKitchenComfort
4.98 out of 5 average rating, 174 reviews
Lovely Lodge on Horse Farm
FamilyKitchenBathroom
4.97 out of 5 average rating, 111 reviewsFamily- and pet-friendly home rentals

House in Historic Sunnyside W-S
FamilyKitchenHospitality
4.9 out of 5 average rating, 443 reviews
Light & Bright West Salem 2nd Floor Apartment
KitchenIndoor spacesCheckout
4.88 out of 5 average rating, 112 reviews
Entire COZY Unit - 3 min walk to WFU.
FamilyIndoor spacesAir conditioning
4.96 out of 5 average rating, 238 reviews
Modern Craftsman *Pet-Friendly* Near Downtown
FamilyIndoor spacesCondition
4.93 out of 5 average rating, 122 reviews
Cozy Ardmore Bungalow
FamilyIndoor spacesGrill
4.96 out of 5 average rating, 455 reviews
Majestic Getaway near Wake Forest University
Indoor spacesFamilyHospitality
4.96 out of 5 average rating, 234 reviews
Elegant Pet Friendly Ranch close to everything!
Indoor spacesKitchenBackyard
4.98 out of 5 average rating, 129 reviews
Secluded cottage on 8 acres right outside of WS
Indoor spacesFamilyAccess
4.94 out of 5 average rating, 136 reviewsFamily-friendly home rentals with a pool

Cozy Townhouse close to WFU!
KitchenIndoor spacesParking
4.95 out of 5 average rating, 128 reviews
Beautiful Retreat at Pilot Mountain Vineyards
FamilyIndoor spacesCheckout
4.91 out of 5 average rating, 298 reviews
"LOG OUT" in our Private 3 Bedroom Cabin
KitchenIndoor spacesGrill
4.98 out of 5 average rating, 122 reviews
Townhouse near the Airport
FamilyIndoor spacesLocation
4.85 out of 5 average rating, 121 reviews
The Cave • Adult Oasis • Pvt Pool Open until 9/20
KitchenFamilyCheckout
4.94 out of 5 average rating, 154 reviews
Modern/Retro Luxury Condo
FamilyKitchenAmenities
4.97 out of 5 average rating, 202 reviews
Amazing Retreat Outdoors+Indoors
FamilyIndoor spacesValue
5.0 out of 5 average rating, 30 reviews
Cozy & Convenient
FamilyIndoor spacesCheck-in
4.92 out of 5 average rating, 12 reviewsDestinations to explore
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- North Carolina Zoo
- Hanging Rock State Park
- Zootastic Park
- Wake Forest University
- Greensboro Science Center
- Pilot Mountain State Park
- Wet'n Wild Emerald Pointe Water Park
- Stone Mountain State Park
- Lazy 5 Ranch
- Fairy Stone State Park
- University Of North Carolina At Greensboro
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- Childress Vineyards
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- International Civil Rights Center & Museum
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