
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$4,182 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
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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
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Black Bear Cabin - 3BR/2BA - Fire Pit, Arcade
This picturesque log cabin home offers a mountain-like escape, just a short drive from the city where towering pines and abundant fresh air surround you. With vaulted ceilings, a stone fireplace and beautiful exposed beams, the home radiates charm. Settle in for a night around the firepit, play the arcade & pool table or cozy up by the fire with a good book. You’ll be only 4 mins from a supermarket and only 20 minutes from the heart of the city giving you the ultimate city break getaway.
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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.
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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!
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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
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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.
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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.
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The Man Cave
The Man Cave is close to the highway. It is minutes away from downtown Winston-Salem, Wake Forest University, Hanes Mall, and Baptist Hospital. You'll love the place because of its private entrance and great "Man Cave" amenities... King bed, wi-fi, pool table, dartboard, 50" TV, Keurig machine, full kitchen, washer/dryer, etc. Don't let the name fool you... It is good for couples' getaways, solo adventurers, and business travelers looking for a unique experience.
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The Red Door Cabin
Kick back and relax in this calm, stylish space! This little cabin is brand new and nestled just inside the woods, but only 1/2 mile from I-74 and only 10 min. to downtown Winston Salem, NC. This little cabin was built just for short term guests, it has granite tops, stained concrete floors, a beautiful tiled/stone shower, and will surely help you unwind and enjoy your stay in this delightful space!
KitchenFamilyNearby

Rocky Knoll Hideaway | Visit Family | Quiet Escape
Welcome to Rocky Knoll Hideaway — your peaceful home base for visiting family, relaxing, and recharging. Tucked among the trees, this cozy private cottage offers the perfect blend of quiet seclusion and convenient access to the area. Whether you’re here for a weekend visit, a holiday stay, or just a break from the busy pace of life, Rocky Knoll Hideaway offers a warm, welcoming place to land.
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Cozy Townhouse close to WFU!
Welcome to my enchanting 2-bedroom, 1.5-bathroom townhouse, nestled in the heart of Winston-Salem, just minutes away from the prestigious Wake Forest University. This meticulously designed residence boasts a delightful fusion of comfort and elegance, with golden accents thoughtfully woven throughout the entire home, creating an atmosphere of warmth and sophistication.
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Popular amenities for Winston-Salem family-friendly rentals
Family-friendly home rentals with a hot tub

Arya’s cottage with a loft & jacuzzi
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7 BR on PGA Tour’s Sedgefield CC range Hot Tub
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Lovely Lodge on Horse Farm
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Luxury 4BR High Point Retreat | Hot Tub | BBQ
Indoor spacesFamilyHospitality

Cozy King Blue H2O Staycation , Pool & Hot Tub
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Relax at Beck & Call Sauna, Hot tub, mini-Gym
Indoor spacesFamilySleep quality

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

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

Winston posh bungalow near Wake
Indoor spacesFamilyAir conditioning

Beautiful 2 BR home with Office and Game Room
Indoor spacesFamilySleep quality

Modern Craftsman *Pet-Friendly* Near Downtown
FamilyIndoor spacesAir conditioning

🌹Rose Room Apartment, West Salem Art Hotel
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Elegant Pet Friendly Ranch close to everything!
FamilyKitchenAir conditioning

House in Washington Park, historic Winston-Salem
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Bee Happy- Studio & Pets Welcome- No cleaning Fees
FamilyIndoor spacesLocation

Sleepy Bee Cottage, simple charms, near WFU
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Family-friendly home rentals with a pool

“Deacon Townhouse” 3 bedroom
Indoor spacesFamilyWalkability

Pvt Pool + • PGA Wyndham • Peaceful Adult Retreat
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Amazing Retreat Outdoors+Indoors
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Beautiful Retreat at Pilot Mountain Vineyards
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Bridford & Co.
FamilyIndoor spacesLocation

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

Peaceful 2BR w/pool near DTWN, Hospitals, Shopping
Indoor spacesFamilyCondition

Modern Oasis [near Airport/Wyndham/HPU/Coliseum]
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- 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
- Fairy Stone State Park
- Lazy 5 Ranch
- University Of North Carolina At Greensboro
- Lake Norman State Park
- Childress Vineyards
- Guilford Courthouse National Military Park
- International Civil Rights Center & Museum
- Reynolda Village Shops & Restaurants
- Cherry Treesort
- Shelton Vineyards
- Greensboro Arboretum
- Andy Griffith Museum
- Martinsville Speedway
- High Point City Lake Park
- The Pit Indoor Kart Racing





