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.

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Guest favorite
A spacious living area features a light-colored sectional sofa adorned with decorative pillows. A wooden coffee table with a geometric pattern is positioned in front, complementing the beamed ceiling. A view of the kitchen area is visible through an archway, enhancing the open floor plan.
Home in Winston-Salem
4.99 out of 5 average rating, 239 reviews

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

HospitalityCleanlinessComfortLocationIndoor spacesFamilyAmenitiesSleep qualityBathroomKitchenDecorOutdoor spacesConditionAccuracyNearbyBackyardLayoutQuietGetting aroundValueLaundryCheck-inGrillAccessCheckoutTVWifiParkingAir conditioningParksHeatingLong stayPoolViewNoise

Superhost
Home in Winston-Salem
5.0 out of 5 average rating, 105 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.

HospitalityLocationCleanlinessComfortDecorFamilyIndoor spacesSleep qualityAmenitiesNearbyKitchenBathroomCheck-inLayoutConditionCheckoutTVQuietWalkabilityNoiseParkingGetting aroundAccessAccuracy

Top guest favorite
A spacious living area is showcased with a large blue sectional couch and a patterned ottoman. Natural light enters through a window next to the front door, while a decorative wall piece adds interest above the seating. A cozy area rug lies beneath the furniture.
Home in Ardmore
4.96 out of 5 average rating, 113 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.

LocationCleanlinessFamilyComfortHospitalityDecorNearbyIndoor spacesKitchenQuietSleep qualityWalkabilityConditionAccuracyParkingCheck-inAmenitiesLayoutBathroomParksCheckoutGrillTVOutdoor spacesAccessValueHeatingGetting aroundBackyard

Top guest favorite
The charming exterior of a single-story home is presented, featuring a bright red front door. Flanking the entrance are two symmetrical windows, while landscaped bushes and a path lead to the porch. A tree provides shade, enhancing the welcoming appearance.
Home in Winston-Salem
4.94 out of 5 average rating, 171 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

HospitalityLocationCleanlinessComfortWalkabilityNearbyFamilyIndoor spacesDecorBackyardSleep qualityAmenitiesAccuracyKitchenBathroomParksQuietPetsOutdoor spacesConditionGetting aroundCheck-inTVGrillParkingLayoutLaundryLong stayNoiseAccessCheckoutValueHikingHeatingWifiViewAir conditioning

Top guest favorite
The living area features a warm wooden interior with a stone fireplace at its center. A Chesterfield leather sofa and armchairs surround a rustic coffee table, positioned on an intricately patterned area rug. A spiral staircase leads to the upper level, with natural light streaming in from the adjacent deck.
Cabin in Winston-Salem
4.98 out of 5 average rating, 126 reviews

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.

HospitalityLocationFamilyCleanlinessComfortIndoor spacesOutdoor spacesNearbyAccuracyGrillSleep qualityQuietBackyardKitchenCheck-inAmenitiesDecorGetting aroundConditionLayoutWalkabilityAccessCheckoutValueTVBathroomParksWifiLaundryBreakfast

Top guest favorite
A spacious suite features a large bed with decorative pillows and a patterned throw. A dresser and chair are positioned near a window, allowing natural light to fill the area. A television and a small table are present, along with a comfortable seating arrangement.
Guest suite in Winston-Salem
4.98 out of 5 average rating, 355 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.

HospitalityLocationCleanlinessComfortQuietViewAccuracyIndoor spacesNearbyAmenitiesSleep qualityCheck-inBackyardAccessBathroomKitchenValueOutdoor spacesWifiTVParkingLong stayConditionGetting aroundCheckoutDecorParksFamilyLayoutWalkabilityAir conditioningHikingLaundrySolo travelPoolNoiseBiking

Top guest favorite
A charming 1920s era house is set against a backdrop of colorful autumn foliage. The house features a welcoming porch with stone accents, large front windows, and a well-maintained garden, creating an inviting exterior.
Home in Winston-Salem
4.99 out of 5 average rating, 142 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

HospitalityLocationComfortCleanlinessSleep qualityIndoor spacesDecorFamilyNearbyWalkabilityAmenitiesQuietGetting aroundOutdoor spacesBathroomKitchenParkingCheck-inAccessAccuracyBackyardTVLaundryPetsParksLayoutHeatingWifiLong stayConditionNoiseCheckoutValue

Top guest favorite
A vibrant outdoor space features several tables and umbrellas in blue, pink, and red shades. Green vines cascade from the second-floor balcony, complemented by a large red umbrella, creating a refreshing atmosphere. The textured white wall serves as a backdrop for this inviting area.
Apartment in Winston-Salem
4.96 out of 5 average rating, 211 reviews

K obscura

Historic loft in Downtown Winston Salem's Innovation Quarter. Located above Krankies Coffee near WFB Medical School and Bailey Park.Short walking distance to several restaurants and bars. This space has private entrance and patio. Includes gift card for coffee at Krankies. Note there is a train that passes by a few times a day and at night. We do allow pets but have a fee. Includes deep soaking tub, mini-kitchen and comfy king-size bed. Space is accessed via stairs. Parking included.

LocationNearbyHospitalityWalkabilityCleanlinessComfortDecorIndoor spacesSleep qualityBathroomNoiseAmenitiesAccuracyParkingCheck-inQuietPetsViewAccessTVParksConditionCheckoutValueKitchenLayoutSolo travelGetting aroundOutdoor spacesHeatingWifiFamilyBreakfast

Guest favorite
A spacious loft bedroom features a king bed with neutral bedding and a cozy sitting area. Large windows provide natural light and views of the surrounding trees. The room is adorned with wooden walls and a combination of storage furniture.
Cabin in Lexington
4.93 out of 5 average rating, 136 reviews

Log Cabin with Hot Tub in N Lexington

Welcome to our beautiful 1880s log cabin, situated in a secluded location among the trees. Our cabin has been updated, and features a large porch as well as a hot tub. **Please note that while we do our best to keep the cabin free of pests they WILL get in due to the age of the cabin and how it was built. Usually it is stink bugs, lady bugs and mud daubers upstairs and tiny centipedes in the basement bedrooms. If you do not like the sight of bugs this is not the Airbnb for you!**

HospitalityCleanlinessHot tubLocationComfortFamilyDecorOutdoor spacesIndoor spacesKitchenAccuracyQuietSleep qualityGetting aroundConditionAmenitiesHeatingNearbyAccessCheck-inViewBathroomCheckoutGrillLayoutNoiseTVHikingLaundryValueAir conditioning

Top guest favorite
Home in Winston-Salem
4.94 out of 5 average rating, 117 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.

HospitalityLocationCleanlinessComfortFamilySleep qualityQuietAccuracyKitchenWalkabilityDecorIndoor spacesCheckoutCheck-inNearbyBathroomConditionPetsAmenitiesOutdoor spacesHeatingParkingAccessValueLayoutGetting aroundGrillBackyardAir conditioning

Top guest favorite
A comfortable living space features a small round table accompanied by two chairs and a kitchenette in the corner. A spacious bed is visible, with soft bedding draping over it. Natural light enters through the windows, and a full-length mirror is mounted on the wall.
Guesthouse in Ardmore
4.99 out of 5 average rating, 111 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.

HospitalityLocationComfortCleanlinessSleep qualityBathroomIndoor spacesQuietAccuracyDecorNearbyCheck-inAmenitiesFamilyWalkabilityAccessTVParkingOutdoor spacesKitchenSolo travelBackyardBeachCheckoutValueParksLayoutLong stayGetting aroundAir conditioning

Guest favorite
A comfortable living room features a large brown leather sofa and a colorful fabric couch, both arranged around a wooden coffee table. Natural light filters through the large windows, highlighting the warm tones of the hardwood floor and decorative furnishings.
Home in Winston-Salem
4.93 out of 5 average rating, 187 reviews

Renowned historic home downtown/across from park

From your first steps onto this property, you know you are looking at something special. Before you even enter the house, there will be no question that staying in a historic home of this stature is a rarity. A product of a prominent local architecture firm of its time, this residence has been carefully renovated to retain the original charm of 1916 and preserve history, while including modern updates and conveniences.

LocationHospitalityWalkabilityNearbyCleanlinessComfortIndoor spacesFamilyKitchenParksBathroomSleep qualityDecorConditionAmenitiesParkingAccuracyCheck-inTVQuietGetting aroundLayoutHeatingCheckoutValueAir conditioningWifiLaundryAccessOutdoor spaces

Popular amenities for Winston-Salem family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
A private outdoor space features a round stock tank pool surrounded by a pebbled area. Two colorful inflatable pool toys rest in the water. Comfortable seating arrangements with woven chairs are paired with hammocks, creating a cozy atmosphere amidst lush greenery.
Home in Winston-Salem
4.89 out of 5 average rating, 359 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

HospitalityHot tubBackyardCleanlinessPetsComfortLocationSleep qualityOutdoor spacesAccuracyBathroomPoolIndoor spacesAmenitiesDecorQuietKitchenNearbyConditionGetting aroundFamilyParkingCheck-inGrillNoiseAccessCheckoutTVValueViewAir conditioningHikingWifiLaundryLayoutHeatingWalkabilityShared spaces

Superhost
Home in High Point
4.88 out of 5 average rating, 196 reviews

Luxury 4BR High Point Retreat | Hot Tub | BBQ

HospitalityCleanlinessComfortFamilyLocationIndoor spacesSleep qualityDecorNearbyBackyardAccuracyKitchenHot tubAmenitiesBathroomAccessTVPetsCheckoutOutdoor spacesConditionParkingNoiseValueCheck-inWalkabilityLayoutQuietGrillGetting aroundHeatingWifiLaundrySolo travelPoolEV chargingAir conditioning

Top guest favorite
The exterior of a tiny house is illuminated at dusk, showcasing a combination of wooden and stone elements. A welcoming porch with two chairs is seen, and the surrounding trees create a serene backdrop, emphasizing the home’s integration with nature.
Treehouse in Boonville
5.0 out of 5 average rating, 120 reviews

“The Shack” on Farmer’s Creek

HospitalityLocationHot tubCleanlinessOutdoor spacesComfortAmenitiesViewIndoor spacesAccuracyKitchenRiverQuietFamilySleep qualityDecorBathroomHikingGrillGetting aroundCheck-inNearbyWifiNoiseTVHeatingWalkabilityBackyardConditionAccessValue

Superhost
A wooden deck is shown in the image, featuring two lightweight chairs positioned beside a hot tub. A covered structure is visible nearby, providing a shaded area. Tall trees surround the space, contributing to a serene woodland setting.
Tiny home in Winston-Salem
4.89 out of 5 average rating, 115 reviews

Hot Tub Hideaway

Hot tubCleanlinessLocationHospitalityComfortQuietViewIndoor spacesAccuracySleep qualityNearbyAir conditioningValueCheck-inWifiTVOutdoor spacesPetsKitchenHeatingGetting aroundNoiseBathroomGrillHikingFamilyLong stayConditionAccessCheckout

Top guest favorite
A serene outdoor space features a hot tub surrounded by wooden decking. A projected movie screen displays an ocean scene, illuminated by soft lights. The area presents a perfect setting for relaxation and entertainment at night.
Home in High Point
4.89 out of 5 average rating, 304 reviews

Hot Tub • Outdoor Movie • Near HPU – Pet Friendly

FamilyIndoor spacesOutdoor spaces

Top guest favorite
A spacious living area features wooden beams and a stone fireplace, creating a warm environment. Large windows offer views of the lush outdoor landscape. Comfortable seating arrangements include a light-colored sofa, a patterned armchair, and a wooden coffee table, surrounded by natural light.
Home in Summerfield
4.97 out of 5 average rating, 109 reviews

Lovely Lodge on Horse Farm

FamilyIndoor spacesCleanliness

Top guest favorite
Home in High Point
4.94 out of 5 average rating, 126 reviews

Historic Street House/Hot Tub/Splash Pool/Chickens

Indoor spacesFamilyBathroom

Top guest favorite
An open living area is illuminated by natural light, featuring a dining table with blue chairs and a modern kitchen with stainless steel appliances. A vibrant area rug adds color to the wooden floor. A ceiling fan enhances airflow in the spacious layout.
Home in Greensboro
4.98 out of 5 average rating, 116 reviews

Unsought discoveries await you! Serendipity

Indoor spacesKitchenAccess

Family-friendly home rentals with a pool

Top guest favorite
A cozy living space features a comfortable sofa with decorative pillows, complemented by a wall adorned with woven baskets. Soft sunlight filters through a nearby window, illuminating the area. A green plant adds a touch of nature, while a simple coffee table completes the setup.
Home in Winston-Salem
4.94 out of 5 average rating, 125 reviews

Cozy Townhouse close to WFU!

HospitalityCleanlinessLocationComfortQuietSleep qualityAccuracyFamilyNearbyAmenitiesDecorBathroomPoolKitchenIndoor spacesCheck-inParkingLong stayGetting aroundOutdoor spacesLaundryBackyardCheckoutTVConditionParksHikingLayoutAccessValueAir conditioning

Top guest favorite
A two-story home is situated in a serene setting, surrounded by trees displaying autumn colors. Features include a driveway leading to a two-car garage and a spacious front porch with railings. Large windows allow natural light to brighten the interior.
Cabin in Pinnacle
4.98 out of 5 average rating, 121 reviews

"LOG OUT" in our Private 3 Bedroom Cabin

HospitalityPoolCleanlinessFamilyComfortLocationIndoor spacesOutdoor spacesAmenitiesAccuracyKitchenConditionNearbyDecorViewHikingSleep qualityQuietGrillLayoutGetting aroundBackyardCheckoutTVBathroomLaundryParkingWalkabilityBreakfastBeachAccessAir conditioning

Top guest favorite
A serene view of a green landscape is provided from a covered porch. Two rocking chairs face an open yard with a small table, leading toward a rustic building in the background. A prominent mountain peak is visible in the distance under a partly cloudy sky.
Farm stay in Pinnacle
4.91 out of 5 average rating, 294 reviews

Beautiful Retreat at Pilot Mountain Vineyards

ViewHospitalityLocationCleanlinessBackyardHikingComfortFamilyNearbySleep qualityPetsQuietPoolAccuracyParksAmenitiesKitchenOutdoor spacesCheck-inIndoor spacesDecorGetting aroundValueConditionBathroomAccessParkingCheckoutTVLaundryRiverAir conditioningWifiWalkabilityLong stayBikingLayoutHeatingHot tub

Guest favorite
A spacious living room features two velvet sofas in soft pink hues, arranged around a coffee table. A built-in fireplace sits against a light-colored wall, while natural light filters through the blinds, creating a warm atmosphere. A dining area is visible in the background.
Home in Greensboro
4.84 out of 5 average rating, 115 reviews

Townhouse near the Airport

HospitalityLocationCleanlinessAccuracyQuietComfortFamilyCheck-inIndoor spacesSleep qualityDecorCheckoutAmenitiesTVKitchenNearbyPoolConditionBathroomParkingGetting aroundValueAir conditioningWalkabilityAccess

Guest favorite
An outdoor view of the property reveals a well-lit swimming pool surrounded by stone pavers. The home showcases a blend of modern architecture and inviting outdoor features, including a screened lanai with seating. Soft lighting highlights garden elements, creating a serene evening ambiance.
Guest suite in Greensboro
4.93 out of 5 average rating, 152 reviews

Peaceful Adult Retreat • Pvt Pool, Theatres, More

HospitalityCleanlinessPoolComfortLocationTVIndoor spacesAmenitiesSleep qualityAccuracyOutdoor spacesQuietFamilyNearbyKitchenDecorBathroomGrillConditionValueWifiWalkabilityBreakfastGetting aroundBackyardViewAccessCheckoutAir conditioningCheck-inParksHeatingBeachNoise

Guest favorite
A modern kitchen features sleek black cabinetry and stainless steel appliances. An elegant round dining table occupies the center, surrounded by transparent chairs. Blue accent walls complement the minimalist design, while soft lighting from pendant fixtures enhances the ambiance.
Condo in High Point
4.97 out of 5 average rating, 202 reviews

Modern/Retro Luxury Condo

HospitalityCleanlinessComfortLocationAmenitiesSleep qualityDecorIndoor spacesBathroomNearbyKitchenConditionFamilyAccuracyCheck-inTVValueQuietPoolCheckoutWifiLaundryGetting aroundAccessOutdoor spacesParkingLong stayNoisePetsGrillLayoutEV charging

Guest favorite
Condo in Ardmore
4.93 out of 5 average rating, 82 reviews

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

CleanlinessHospitalityLocationNearbyComfortAccuracyQuietWalkabilityPoolIndoor spacesKitchenSleep qualityFamilyAmenitiesOutdoor spacesBathroomLong stayGetting aroundCheck-inParksLayoutWifiPetsParkingLaundryConditionAccessDecorTVSolo travel

Top guest favorite
Home in Ardmore
4.96 out of 5 average rating, 24 reviews

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

ComfortNearbyHospitalityLocationCleanlinessQuietWalkabilityDecorAccuracySleep qualityKitchenIndoor spacesCheck-inBathroomParksParkingFamilyLong stayPoolCheckoutAmenities

Destinations to explore