
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 ﺩ.ﺇ 73 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 spacesKitchenTV

West End Gem - Large 1 Bed/1 Bath Near Everything!
Newly renovated 1 bed, 1 bath unit in the historic West End neighborhood of Winston Salem. Conveniently located near 2 hospitals, Hanes Park, the YMCA, the ballpark, and downtown; this place has it all! In addition to historic character and a wraparound porch, you will fall in love with the spacious shower with rainfall and standard shower heads, and sleep well in the large bedroom featuring a pillow top, king size bed and black-out curtains over the bedroom windows. Washer and dryer is included
KitchenIndoor spacesBathroom

Emerald Retreat - Central & Stylish - 2 BR/2 BA
Centrally located, yet away from the hustle and bustle is this contemporary styled condo ideal for families, couples and professionals with downtown, supermarkets, medical centers and great food all just mins away. Nestled within a leafy community, the condo features chic design, spacious living, a fully equipped kitchen, 2 beautiful bedrooms, 2 modern bathrooms and a private patio. You’ll be mins from Hanes Mall, Forsyth Tech, Novant and Wake Forest Medical Center, shops and many restaurants.
Indoor spacesKitchenOutdoor spaces

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)
KitchenFamilyNearby

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.
KitchenFamilyTV

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 spacesCleanliness

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.
FamilyKitchenQuiet

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.
FamilyIndoor spacesBathroom

The Joyful Loft Apartment! Private Studio Retreat
Welcome to the Joyful Loft, a stylish and private studio retreat designed for comfort and convenience. Nestled above the garage with its own dedicated entrance, this cozy space offers complete privacy while still being close to everything Winston‑Salem has to offer. The separate entrance and private staircase, make the loft feel like your own personal hideaway. The Joyful Loft combines style, convenience, and a welcoming atmosphere.
Indoor spacesFamilyCheckout

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.
FamilyKitchenAmenities

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.
KitchenFamilyShared spaces

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

Arya’s cottage with a loft & jacuzzi
Indoor spacesKitchenView

7 BR on PGA Tour’s Sedgefield CC range Hot Tub
Indoor spacesKitchenAccuracy

Lovely Lodge on Horse Farm
FamilyKitchenSleep quality

Luxury 4BR High Point Retreat | Hot Tub | BBQ
KitchenFamilyTV

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

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

“The Shack” on Farmer’s Creek
Indoor spacesKitchenQuiet

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

Winston posh bungalow near Wake
KitchenIndoor spacesTV

Beautiful 2 BR home with Office and Game Room
Indoor spacesKitchenAccuracy

"Deacon House" 3 bedrooms
Indoor spacesFamilyLocation

Modern Craftsman *Pet-Friendly* Near Downtown
Indoor spacesKitchenCheck-in

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

The Walnut Cottage. Charming! Near Everything!
KitchenFamilyCleanliness

House in Washington Park, historic Winston-Salem
FamilyIndoor spacesGetting around

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

Peaceful Adult Retreat • Pool, 2 Theatres, & More
FamilyIndoor spacesBackyard

Modern/Retro Luxury Condo
KitchenFamilyGetting around

Amazing Retreat Outdoors+Indoors
KitchenIndoor spacesSleep quality

Beautiful Retreat at Pilot Mountain Vineyards
FamilyIndoor spacesLaundry

Cozy Townhouse close to WFU!
Indoor spacesFamilyCleanliness

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

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

Cozy & Convenient
Indoor spacesFamilyCheck-in
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- Family-friendly rentals Forsyth County
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- Family-friendly rentals United States
- North Carolina Zoo
- Hanging Rock State Park
- Wake Forest University
- Zootastic Park
- Pilot Mountain State Park
- Greensboro Science Center
- Wet'n Wild Emerald Pointe Water Park
- 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
- Cherry Treesort
- International Civil Rights Center & Museum
- Reynolda Village Shops & Restaurants
- Shelton Vineyards
- Greensboro Arboretum
- Andy Griffith Museum
- Martinsville Speedway
- High Point City Lake Park
- The Pit Indoor Kart Racing





