Family-friendly holiday rentals in Kernersville

Guesthouse in Kernersville

A spacious sleeping area features a neatly made bed adorned with patterned cushions. Soft natural light filters through a window, illuminating the room's blue walls and enhancing the wooden flooring. A small lamp and framed artwork are positioned on the wall, contributing to the overall comfort of the space.

4.89 out of 5 average rating, 110 reviews

Cozy Downtown Kernersville Carriage House

Historic hideaway located behind a private home in a gated lot in downtown Kernersville. Hit the sidewalks and walk to multiple restaurants, seasonal Farmer's Mkt, downtown shopping, bars, coffee shops, parks, and the Botanical Gardens! Easy access to I-40 (.5 miles away), 15 mins to PTI airport and Winston-Salem. House has 2 two flights of stairs. Please read add'l notes. 3 reviews minimum required to book. 5 night minimum during Furniture Market. Distance to hospitals 3.5- 18.5 miles.

FamilyKitchenCondition

A charming cottage exterior features light-colored siding and black shutters. A small stone pathway leads to the front door, surrounded by well-maintained greenery. Tall trees provide shade, enhancing the inviting appeal of the outdoor space.

4.94 out of 5 average rating, 148 reviews

Pet Friendly, in-town, Sleeps 6, gso/w-s/hp

Perfect for visiting family, traveling professionals, and weekend getaway’s. Free, off-street parking. Large backyard for pet walking. Easy drive to events in Winston Salem or High Point. Walking to downtown Kernersville totally doable. Easy drive to Winston Salem ,High Point , Oak Ridge, GSO Coliseum, Tanger Event Center, Greensboro Aquatic Center...minutes away! Graduations? Wake Forest,UNC-Greensboro, & HPU are all super close! Weddings? Bella Collina, Summerfield Farms & Dewberry Farm.

KitchenIndoor spacesLocation

A private bedroom features a spacious bed adorned with decorative pillows and a light-colored quilt. A ceiling fan is installed above, and natural light enters through a patterned curtain. The walls are painted a calming blue, complemented by framed wall art.

4.92 out of 5 average rating, 179 reviews

Semi-Private Finished Basement Central to Triad

Our home is located near downtown Kernersville with a private-entrance basement ( separated by stairwell, no door*). The private bedroom has a pillow-top mattress, private bathroom, and full access to remainder of basement with three couches and full fridge + kitchenette (Keurig, toaster-oven, stove burner). This location is minutes from I-40 (15-25 minutes to Greensboro/Winston. Please note, we live upstairs with 2 kids so there will likely be noise in the afternoon; inquire for details!

KitchenFamilyValue

A one-level brick home is set on a spacious grassy lot, surrounded by mature trees. A private drive leads up to the entrance, which features a front porch. The well-maintained exterior highlights a peaceful, suburban atmosphere.

4.99 out of 5 average rating, 137 reviews

Charlie’s Place

Enjoy comfort and convenience in this beautifully remodeled home, perfect for family or business stays. The entire home is exclusively yours & has smart TVs throughout. Have little ones? Pack ’n Play & high chair available. One level home -easy access. Sister property 5 houses away (Heather’s Place) for families/groups traveling together. Large backyard -quiet neighborhood near shopping. Large parking area with private drive to accommodate work trucks & short drive to major highways

FamilyKitchenComfort

A modern living area features plush gray sofas positioned around a glass coffee table. Large sliding doors provide access to a wooden deck. A wall-mounted TV and electric fireplace enhance the contemporary design, while vibrant yellow drapes add a pop of color.

4.97 out of 5 average rating, 108 reviews

Grey Sapphire Hideaway - 2BR/2BA w/ Arcade

Nestled along a leafy tree-lined street in a quiet neighborhood is this stylish property with all the modern comforts of home and an inviting community pool waiting for you to enjoy. Inside this modern hideaway, you’ll find plush sofas, a warm fireplace, a gourmet kitchen, king and queen bedrooms and a bright sunroom filled with a Pac-Man arcade & an air hockey table. Centrally located only minutes from Hanes Mall, Downtown Winston Salem, Medical Centers, shops, restaurants, and more!

FamilyKitchenBathroom

4.98 out of 5 average rating, 127 reviews

Cottage in Winston-Salem

Sleepy Bee Cottage, simple charms, near WFU

Feels like the countryside within city limits. This cottage sits on shared property with the owners’ home and overlooks more than an acre of woodland, with a small garden just out front. Beyond the energized deer‑protection fence lies a Duke Energy easement and a wooded ravine, giving the property a quiet, tucked‑away feel. Guests have ample, well‑lit parking, along with access to a fenced dog yard. A small seating area beneath a mature dogwood tree offers a peaceful spot to relax.

KitchenIndoor spacesParks

Farm stay in Winston-Salem

The master suite features vaulted ceilings and triple windows that allow natural light to fill the space. A blend of comfortable seating, including a couch and chairs, complements the wooden flooring. Artwork adorns the walls, adding a personal touch to the room.

4.93 out of 5 average rating, 115 reviews

Rooster's Rest, a peaceful farm in the city

Take it easy at this unique and tranquil country getaway in the city. Walk the 5 acres and see the pond, dock, cabin, lighthouse, gazebo, watertank, barn, hens, and sheepadoodle. Enjoy your master suite with private porch, vaulted ceilings, triple windows, skylights (see the stars from your bed), huge tile shower, closet, fridge, coffee maker. We are rebuild this charming, gated country home and look forward to sharing it with you. Additional rentals available a mile away.

FamilyIndoor spacesSleep quality

4.96 out of 5 average rating, 299 reviews

A spacious outdoor area is surrounded by colorful autumn foliage, featuring two distinct buildings. One structure is a single-story unit with a covered entrance, while the other is a two-story building with large windows. A sign in the foreground indicates that pets are welcome and there are no cleaning fees.

Guesthouse in Clemmons

Bee Happy- Studio & Pets Welcome- No cleaning Fees

Welcome to the "Bee Happy" a self-check in retreat for anyone needing a clean, peaceful retreat to rest a weary head, visit locally or just get away from it all. Pets are always welcome and are as pampered as our guests (Please read our important Pet Policy below). Our large, private outdoor deck is complete with a small side yard and fenced for your pet's safety. Our neighborhood is beautiful, secluded and in a perfect location that is close to I-40, Parks, restaurants.

KitchenFamilyDecor

4.96 out of 5 average rating, 544 reviews

The exterior of a charming efficiency apartment is shown, featuring a covered porch with a welcoming sign. Lattice work accents the porch, while a small stone path leads to the entry. Lush greenery surrounds the building, enhancing its inviting appearance.

Guesthouse in Germanton

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

Private detached effeciency apartment in a country setting near WinstonSalem. Queen bed, kitchenette with sink and essentials, sofa, smart TV, full bath, covered porch. Relax by the creek or enjoy nature walks. Watch the occasional deer & other wildlife. Use the grill or fire pit at your leisure. Pets welcome. Local restaurant & convenient store 1 min. away. Close to many tourist destinations- Hanging Rock, Winston Salem, Pilot Mt. Belews Creek power station.

FamilyKitchenTV

Guest suite in High Point

4.9 out of 5 average rating, 442 reviews

2-BR, 1-Bath Unit with Game Room & Free Parking

Fully furnished 2BR, 1BA completely private basement unit featuring a cozy living area, game room with pool table, darts, and Xbox, plus a backyard firepit. Includes 2 dedicated parking spaces. Amenities: Smart TV & Netflix Coffee machine, microwave, toaster & air fryer Mini fridge, music system, iron & ironing board Note: Please note that this unit does not include a kitchen. Note: It is Complete Private Unit with a separate entrance and Exit.

Indoor spacesFamilyCheckout

5 out of 5 average rating, 104 reviews

A newly built cabin is nestled among tall trees, showcasing large windows that provide a glimpse of the interior. A gravel path leads to the entrance, surrounded by lush greenery and forest elements. The cabin's wooden structure blends harmoniously with the natural surroundings.

Cabin in Winston-Salem

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!

FamilyIndoor spacesTV

4.99 out of 5 average rating, 287 reviews

A serene cabin is positioned among lush green grass, featuring a spacious porch with wooden rocking chairs. A windmill stands nearby, complementing the rural setting. Large windows reflect the evening light, highlighting the cabin's modern design against a captivating sky.

Cabin in Pilot Mountain

Foothills Escape

Take it easy at this unique and tranquil getaway. Relax by the fire pit while you enjoy the beautiful view of Pilot Mountain. Just minutes to historic Mayberry or the shopping and theaters of Winston Salem. Whether you are looking to kayak at the nearby rivers, take in area wineries or see the sites… this slice of heaven is in the midst of it all. Don’t wait. Pilot Mountain is calling!

Indoor spacesKitchenSleep quality

Popular amenities for Kernersville family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 446 reviews

The cottage features a charming two-tone exterior, with a green metal roof and light-colored walls. A spacious lawn surrounds the building, and a porch provides a welcoming entrance. Mature trees and wildlife can be seen in the background, enhancing the cottage's serene setting.

Farm stay in Greensboro

Arya’s cottage with a loft & jacuzzi

KitchenFamilyCheckout

4.91 out of 5 average rating, 295 reviews

A serene lakeside view is captured during sunset, showcasing vibrant hues of pink and orange in the sky. Silhouetted trees line the shore, while a private dock extends into the water, offering a tranquil spot for relaxation amidst nature.

Cottage in Lexington

Beautiful high rock lake front cottage !

KitchenFamilyHeating

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.

4.9 out of 5 average rating, 349 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

KitchenFamilyNearby

4.9 out of 5 average rating, 192 reviews

A charming private home is set within a spacious green yard, surrounded by mature trees. A brick chimney rises from the roof, while a pathway leads to the entrance, creating a welcoming entry. The tranquil atmosphere of the outdoors is enhanced by the natural surroundings.

Home in Summerfield

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

FamilyIndoor spacesHospitality

4.91 out of 5 average rating, 300 reviews

The charming farmhouse presents a welcoming facade with classic architectural details. A large porch is adorned with white railings, while a pathway leads through a grassy area. The home is surrounded by trees and features a light-colored exterior complemented by decorative trim.

Home in Mayodan

Home away from home.. 20 minutes-Greensboro/Triad

FamilyIndoor spacesValue

4.98 out of 5 average rating, 166 reviews

A workout room is shown, featuring a wooden sauna with glass doors and a treadmill positioned beside it. Fresh towels are stacked on a shelf nearby, and large windows allow natural light to fill the space, complemented by neutral-colored walls.

Home in Greensboro

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

Indoor spacesFamilyWi-Fi

5 out of 5 average rating, 109 reviews

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

“The Shack” on Farmer’s Creek

KitchenIndoor spacesHiking

4.89 out of 5 average rating, 299 reviews

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

Hot Tub • Outdoor Movie • Near HPU – Pet Friendly

FamilyKitchenHeating

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 180 reviews

A single-story home is framed by tall trees, with a welcoming front porch featuring a wooden railing. The exterior showcases a blend of neutral siding and brick at the base, while large windows are dressed in burgundy shutters. A grassy area surrounds the house.

Home in Walnut Cove

Modern and Spacious cottage, centrally located

FamilyIndoor spacesBackyard

A single-family home features a light-colored exterior with blue shutters. A large, attached garage is visible, with a paved driveway leading to it. The front yard is well-maintained, showcasing shrubs and a tree with vibrant autumn foliage.

4.93 out of 5 average rating, 219 reviews

"Deacon House" 3 bedrooms

KitchenFamilyCheck-in

4.99 out of 5 average rating, 149 reviews

A charming single-story house is presented with a welcoming front porch adorned with rocking chairs. The exterior features light-colored siding, red brick accents, and a well-maintained landscape with a manicured lawn and decorative mulch. Surrounding trees provide natural shade to the property.

Home in High Point

Madison Suite

KitchenIndoor spacesPets

The exterior of a fully renovated home showcases a white façade complemented by black shutters. A well-maintained front yard features shrubbery, and a covered porch is visible, enhancing the welcoming entrance. A single-car garage is observed to the left.

4.87 out of 5 average rating, 129 reviews

Updated Hidden Gem- Kernersville/Winston-Salem

FamilyKitchenAccuracy

A living area features hardwood flooring and natural light from multiple windows. A comfortable sofa with decorative pillows faces a simple coffee table and a modern TV stand. A bright accent chair adds a pop of colour, creating a welcoming space.

4.97 out of 5 average rating, 179 reviews

House in Washington Park, historic Winston-Salem

KitchenFamilyNearby

Apartment in Winston-Salem

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.

4.96 out of 5 average rating, 203 reviews

K obscura

KitchenFamilyCondition

4.95 out of 5 average rating, 250 reviews

A warm-toned wood-paneled interior is visible, featuring a cozy sleeping area with a bed covered in a patterned blanket. Two blue chairs are positioned nearby, complemented by a round ottoman. Natural light filters through window coverings, enhancing the inviting atmosphere.

Tiny home in Thomasville

The Shack at Abiding Place - So Cozy and Peaceful

Indoor spacesKitchenValue

4.93 out of 5 average rating, 224 reviews

A charming Craftsman home, built in 1928, is surrounded by a lush lawn and mature trees. The front porch, adorned with a welcoming heart decoration, features white railings and overlooks vibrant shrubs. An American flag stands proudly in the front yard, enhancing the tranquil setting.

Home in High Point

Like living in the country, but right in town...

KitchenIndoor spacesLong stay

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 478 reviews

A comfortable living room features a light-colored sofa set with decorative cushions. A central ottoman sits atop a soft area rug. Large windows allow natural light to brighten the space, complemented by the soft illumination from a ceiling fan. Potted plants add a touch of greenery.

Condo in Winston-Salem

Sanctuary – 1bedroom & 1bathroom

KitchenIndoor spacesAmenities

Guest suite in Greensboro

A private pool area is enclosed by a decorative metal fence, surrounded by lush greenery. A clear blue pool is the focal point, complemented by lounge chairs and a small seating area. Vibrant flowers and landscaped shrubs add natural beauty to the setting.

4.95 out of 5 average rating, 146 reviews

Cool Off @ The Cave • A Fun Adult Oasis

FamilyKitchenBarbecue

4.92 out of 5 average rating, 120 reviews

Townhouse in Greensboro

Pearlitah: Cozy 3-BR, King Suite – Winter Escape

KitchenIndoor spacesBeach

4.82 out of 5 average rating, 61 reviews

Condo in Greensboro

Comfy townhouse near airport and dining!

Indoor spacesFamilyQuiet

4.67 out of 5 average rating, 12 reviews

The Little House #4

Indoor spacesFamilyCleanliness

4.9 out of 5 average rating, 284 reviews

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

Beautiful Retreat at Pilot Mountain Vineyards

FamilyIndoor spacesLayout

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.

4.95 out of 5 average rating, 111 reviews

Cozy Townhouse close to WFU!

KitchenIndoor spacesSleep quality