
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$4,176 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.

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.
KitchenFamilyGetting around

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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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!
FamilyKitchenHospitality

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 spacesKitchenComfort

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!
KitchenIndoor spacesGetting around

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.
FamilyKitchenSleep quality

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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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.
KitchenIndoor spacesCheck-in

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!
KitchenFamilyAccuracy

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.
FamilyIndoor spacesAccess

Executive Escape
A well appointed and modern space for those looking for a home away from home. Wether you're visiting family and friends, or on assignment, this space has all you need while visiting Winston Salem. Located in a quiet and mature neighborhood, you'll find easy access to the local hospitals and WFU. Local shops, eateries and things to do also ...
KitchenFamilyAmenities
Popular amenities for Winston-Salem family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy King Blue H2O Staycation , Pool & Hot Tub
KitchenIndoor spacesAir conditioning

Log Cabin with Hot Tub in N Lexington
KitchenFamilyCheck-in

Hot Tub • Outdoor Movie • Near HPU – Pet Friendly
FamilyKitchenHot tub

Arya’s cottage with a loft & jacuzzi
KitchenFamilyAccess

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

Lovely Lodge on Horse Farm
FamilyKitchenBackyard

Luxury 4BR High Point Retreat | Hot Tub | BBQ
Indoor spacesFamilyParking

Relax at Beck & Call Sauna, Hot tub, mini-Gym
KitchenIndoor spacesWalkability
Family- and pet-friendly home rentals

K obscura
FamilyIndoor spacesWalkability

The Walnut Cottage. Charming! Near Everything!
KitchenIndoor spacesLong stay

Modern Craftsman *Pet-Friendly* Near Downtown
KitchenIndoor spacesOutdoor spaces

House in Washington Park, historic Winston-Salem
FamilyKitchenParking

🌹Rose Room Apartment, West Salem Art Hotel
KitchenIndoor spacesView

Beautiful 2 BR home with Office and Game Room
Indoor spacesFamilyAmenities

Sleepy Bee Cottage, simple charms, near WFU
FamilyKitchenCleanliness

Awakening Path
FamilyIndoor spacesAccess
Family-friendly home rentals with a pool

Cozy Townhouse close to WFU!
Indoor spacesKitchenDecor

"LOG OUT" in our Private 3 Bedroom Cabin
FamilyIndoor spacesHiking

Beautiful Retreat at Pilot Mountain Vineyards
Indoor spacesFamilyHot tub

Townhouse near the Airport
KitchenIndoor spacesAccess

Peaceful Adult Retreat • Pool, Theatres, & More
FamilyIndoor spacesQuiet

Light and Bright Condo w/POOL - WFU, Atrium Hosp
FamilyKitchenCheck-in

Peaceful 2BR w/pool near DTWN, Hospitals, Shopping
FamilyIndoor spacesPets

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





