Family-friendly holiday rentals in Kernersville

Guest suite in Winston-Salem

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.

4.98 out of 5 average rating, 354 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.

4.94 out of 5 average rating, 154 reviews

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.

Home in Kernersville

Pet Friendly, in-town, Sleeps 4-6 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.

4.95 out of 5 average rating, 213 reviews

A charming cottage is depicted with light blue siding, framed by lush green shrubbery. The porch features a lattice design, and large windows offer a view into the inviting interior. A brick chimney extends from the side, blending rustic elements with a welcoming facade.

Home in Advance

Awakening Path

Welcome to a serene retreat nestled among a wooded forest, a gurgling brook, a candlelit fairy house and trail, the cutest and most loving pony ever and his equine friend, Ginger, a gentle chestnut mare. The charming cottage features warm wood floors, two inviting bedrooms downstairs, along with a spacious living area and a well-equipped kitchen. An additional bedroom upstairs offers extra comfort and privacy, accommodating at least two guests, and a beautiful view of the outdoor splendor.

4.99 out of 5 average rating, 145 reviews

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.

Home in Kernersville

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

4.96 out of 5 average rating, 118 reviews

A wooden bridgewalk leads to the entrance of a dark wood guest house, flanked by tall trees and greenery. The pathway is supported by wooden railings and surrounded by natural mulch, offering a serene transition from the outdoors to the home.

Cottage in Oak Ridge

Mountain Style Piedmont Retreat, near HP, WS & GSO

Our Pool House/Guest House is a quiet retreat in a hidden wood. It is a lofty space with two sleeping areas open to living and kitchen. There are three entrances with private parking. Two full baths give weight to the distinct sleeping areas. A queen bed, large closet, and laundry under the oak beam supported loft. Spiral stairs lead up to a pair of double beds, full bath, and separate bridgewalk entrance. A full kitchen and laundry make the cottage suitable for longer stays.

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, 112 reviews

Cozy Downtown Kernersville Carriage House

Historic hideaway located behind a private home in a gated lot in downtown Kernersville. Walk to multiple restaurants, seasonal Farmer's Mkt, downtown shopping, bars, coffee shops, parks, and Botanical Gardens! Easy access to I-40 (.5 miles away), 15 mins to PTI airport and Winston-Salem. NO CHILDREN UNDER 12. House has 2 two flights of stairs. 3 reviews min. required to book. Please read add'l notes. 5 night min. during Furniture Market. Distance to hospitals 3.5- 18.5 miles.

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, 138 reviews

Updated Hidden Gem- Kernersville/Winston-Salem

Beautiful fully renovated home welcomes you with bright completely new kitchen, all new stainless steel appliances. Fresh paint throughout interior and exterior. Brand new light fixtures and ceiling fans. Newly updated bathrooms. New carpeting and new luxury flooring throughout. Beautiful yard, family friendly neighborhood. Excellent Wifi, 2 TVs in house (one in living room and one in main bedroom. Up to 2 dogs allowed. $25 per dog. Pets not allowed on furniture or beds.

4.99 out of 5 average rating, 111 reviews

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

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.

4.96 out of 5 average rating, 560 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.

4.99 out of 5 average rating, 140 reviews

Farm stay in High Point

Private Farm Retreat w/ Horses, Pond & Trails

Tucked behind Willow View Farm’s historic Georgian manor, the Stablehouse overlooks rolling horse pastures and offers a peaceful countryside retreat. This cozy, immaculate home features beautiful views and access to acres of scenic property with grazing horses, a winding stream, stocked pond, and wooded trails. Relax on the spacious deck with a grill or shaded picnic table, while kids enjoy the charming playhouse.

4.98 out of 5 average rating, 110 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!

5.0 out of 5 average rating, 256 reviews

Cottage in Advance

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.

Popular amenities for Kernersville family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.89 out of 5 average rating, 358 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

4.9 out of 5 average rating, 197 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

4.95 out of 5 average rating, 469 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

Superhost

4.89 out of 5 average rating, 192 reviews

Luxury 4BR High Point Retreat | Hot Tub | BBQ

4.98 out of 5 average rating, 171 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

4.97 out of 5 average rating, 115 reviews

Home in Greensboro

Guilford Hills: Hot Tub / Fully Fenced / Pets

4.97 out of 5 average rating, 108 reviews

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

Lovely Lodge on Horse Farm

4.94 out of 5 average rating, 126 reviews

Historic Street House/Hot Tub/Splash Pool/Chickens

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 184 reviews

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.

Home in Kernersville

Semi-Private Finished Basement Central to Triad

4.99 out of 5 average rating, 107 reviews

A brick exterior home is surrounded by lush greenery, featuring an inviting front porch and well-maintained landscaping. The driveway leads to a spacious entrance, framed by neatly trimmed bushes and trees. The peaceful setting offers a sense of privacy on the wooded property.

Guesthouse in Greensboro

Tranquil and private lower level apartment

4.95 out of 5 average rating, 257 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

4.89 out of 5 average rating, 920 reviews

The kitchen features rustic wooden cabinetry and a large central island with matching wooden benches. Stainless steel appliances are included, with a microwave and stovetop visible. Pendant lights illuminate the space, creating a warm and welcoming atmosphere.

Cabin in Winston-Salem

Log Cabin in the city

Guesthouse in Winston-Salem

A spacious room features a comfortable bed with layered bedding. A green sofa and a small wooden table provide seating options. Windows allow natural light to illuminate the warm-toned walls and rustic wooden beams overhead. Artwork and decorative pieces enhance the inviting ambiance.

4.96 out of 5 average rating, 485 reviews

Studio 1BR near WFU

Bungalow in Winston-Salem

A well-maintained home is set against a backdrop of trees, surrounded by a lush green lawn. The front features a landscaped garden with shrubs, while dappled sunlight filters through the leaves, creating soothing shadows on the grass.

4.83 out of 5 average rating, 243 reviews

Winston posh bungalow near Wake

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.

4.93 out of 5 average rating, 232 reviews

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

5.0 out of 5 average rating, 153 reviews

A well-maintained single-story house is showcased, featuring a combination of light blue siding and a brick facade. A welcoming porch with white railings and steps provides access to the front door, surrounded by neatly landscaped areas and trees in the background.

Home in Jamestown

Clean, comfy, walk to downtown

Family-friendly home rentals with a pool

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.

4.98 out of 5 average rating, 120 reviews

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

4.84 out of 5 average rating, 114 reviews

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

Townhouse near the Airport

4.98 out of 5 average rating, 120 reviews

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

"LOG OUT" in our Private 3 Bedroom Cabin

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.

4.94 out of 5 average rating, 125 reviews

Cozy Townhouse close to WFU!

Guest suite in Greensboro

The exterior view of The Cave showcases a home illuminated at dusk, featuring a well-lit pool area. A welcoming sign states 'The Cave: An Oasis for Adults.' The indoor lounge area displays a cozy setup with modern lighting and a large screen welcoming guests.

4.93 out of 5 average rating, 151 reviews

Peaceful Adult Retreat • Pool, 2 Theatres, & More

4.91 out of 5 average rating, 292 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

4.97 out of 5 average rating, 202 reviews

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

Modern/Retro Luxury Condo