
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$4,185 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
KitchenIndoor spacesTV

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.
FamilyIndoor spacesWifi

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.
Indoor spacesFamilyDecor

Cozy King Blue H2O Staycation , Pool & Hot Tub
Quiet secluded STAYCATION w/ Fully Fenced Back Yard for the PUPS. We have a hot tub for year round use and a Stock Tank Pool (Closed until 5/23/25) . A fire pit to unwind. Back yard BBQ with a built in bar top table and a cozy Sectional to enjoy the outdoors. Inside we have an amazing plush King size mattress to take all stress away. Full kitchen * Hot tub - I will do my best to have it available at all times unless there is a mechanical issue. (No refunds if hot tub is not available)
Indoor spacesFamilyLaundry

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!
Indoor spacesFamilyHospitality

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!
Indoor spacesKitchenSleep quality

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 spacesAccess

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.
KitchenFamilyHeating

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.
FamilyIndoor spacesNearby

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.
Indoor spacesKitchenHiking

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.
KitchenFamilyHeating

🌹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!
KitchenIndoor spacesSleep quality
Popular amenities for Winston-Salem family-friendly rentals
Family-friendly home rentals with a hot tub

Log Cabin with Hot Tub in N Lexington
FamilyKitchenHeating

“The Shack” on Farmer’s Creek
Indoor spacesFamilyComfort

Hot Tub • Outdoor Movie • Near HPU – Pet Friendly
Indoor spacesFamilyParking

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

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

Lovely Lodge on Horse Farm
FamilyKitchenSleep quality

Arya’s cottage with a loft & jacuzzi
FamilyIndoor spacesHeating

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

Modern & Tranquil | 5 min from WFU & Shopping
FamilyKitchenAir conditioning

Modern Craftsman *Pet-Friendly* Near Downtown
KitchenIndoor spacesBathroom

K obscura
Indoor spacesKitchenPets

Sleepy Bee Cottage, simple charms, near WFU
KitchenIndoor spacesWifi

The Walnut Cottage. Charming! Near Everything!
KitchenFamilyLayout

Beautiful 2 BR home with Office and Game Room
FamilyIndoor spacesQuiet

Light & Bright West Salem 2nd Floor Apartment
Indoor spacesFamilyLocation

"Deacon House" 3 bedrooms
Indoor spacesKitchenLocation
Family-friendly home rentals with a pool

Cozy Townhouse close to WFU!
Indoor spacesKitchenAccuracy

"LOG OUT" in our Private 3 Bedroom Cabin
FamilyKitchenHiking

Beautiful Retreat at Pilot Mountain Vineyards
Indoor spacesFamilyValue

Townhouse near the Airport
Indoor spacesKitchenAir conditioning

Peaceful Couples Retreat • Pool, Theatres, & More
Indoor spacesKitchenAccess

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

Peaceful 2BR w/pool near DTWN, Hospitals, Shopping
FamilyKitchenLocation

Aqua D’Lux House w/ Pool~4Rms~2kg 2qn 1f beds
Indoor spacesKitchenBackyard
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- Family-friendly rentals Forsyth County
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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





