Family-friendly holiday rentals in Kernersville

4.99 out of 5 average rating, 147 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

Top rated guests can stack major discounts at this beautifully remodeled home, perfect for family or business stays. The 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

KitchenFamilyLaundry

4.95 out of 5 average rating, 142 reviews

Home in Jamestown

The Woodfern House | 7BR, 4.5BA | Sleeps 21

Escape to our fully renovated 7-bed, 4.5-bath Jamestown retreat, perfect for up to 21 guests. Ideal for large families, groups, and corporate stays, sports groups, this spacious home features a game room, screened porch with ping-pong, and a chef’s kitchen on a private half-acre lot. Walk to downtown Jamestown restaurants, bakery, brewery, nightlife, and shopping. 7 mi to HP Market, 4 mi to Sedgefield CC, 10 mi to GSO Coliseum/Aquatic Center, 5 mi to HPU, 10 mi to UNCG, and 12 mi to PTI Airport.

FamilyKitchenCleanliness

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, 361 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.

Indoor spacesFamilyAir conditioning

4.94 out of 5 average rating, 158 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.

FamilyIndoor spacesOutdoor spaces

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, 125 reviews

Grey Sapphire Hideaway - 2BR/2BA, Game Room & Pool

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!

KitchenIndoor spacesValue

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, 114 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.

Indoor spacesFamilyAccess

4.95 out of 5 average rating, 101 reviews

A well-lit game room is shown, featuring a pool table and a shuffleboard table. Large windows provide views of the backyard, which includes a hammock and a dining area. A neon sign reading 'Good Vibes Only' adds a playful touch to the space.

Home in Kernersville

Central Location; Spacious; Game room & Sleeps 12

Location location location! This house is perfect for large family gatherings and is conveniently located in the heart of Kernersville! This 4 bedroom 2 bathroom home has everything you could need in a home away from home! Kids and dogs can run and play in the spacious backyard that includes a playset while the adults have a drink and grill out on the patio. This home is close to Winston Salem, High Point, and Greensboro so there is no shortage of places to go and sights to see!

FamilyIndoor spacesLong stay

4.89 out of 5 average rating, 139 reviews

Stylish Comfy Home Centrally Located to Triad Area

This is a great place for your next getaway. Whether you’re in town for a family reunion, visiting a child @college, a business group, or wedding , this home is a great place to stay! Great stylish place! You’ll love this space with it's four bedrooms. One of which is perfect for children but can accommodate one/two adults as well. The house is located in a quiet neighborhood close to great restaurants, shopping, Greensboro and Winston Salem. Perfect for your next trip.

FamilyIndoor spacesBathroom

4.96 out of 5 average rating, 568 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.

Indoor spacesKitchenBreakfast

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, 235 reviews

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

Your family will be close to everything when you stay at this centrally-located place. Downtown and High Point University are only a 5 minute drive. Newly refurbished Craftsman home dates back to 1928, with all new kitchen appliances, washer/dryer, and new HVAC system. Home sits on a nice wooded 1.5 acre lot, away from the road. All the comforts of home - plus a wonderful front porch to relax on and enjoy the scenery.

FamilyKitchenCheckout

4.99 out of 5 average rating, 144 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.

KitchenIndoor spacesBarbecue

4.98 out of 5 average rating, 114 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!

KitchenFamilyComfort

Popular amenities for Kernersville family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.89 out of 5 average rating, 307 reviews

Hot Tub • Outdoor Movie • Near HPU – Pet Friendly

Indoor spacesKitchenCheck-in

4.9 out of 5 average rating, 199 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 spacesWi-Fi

4.95 out of 5 average rating, 121 reviews

An outdoor seating area features comfortable wicker furniture arranged around a central fire pit. A spacious hot tub is positioned beneath a wooden pergola. Nearby, a charcoal grill is ready for use, all surrounded by a serene natural setting with trees and leaves.

Home in Greensboro

Hot Tub Hideaway, Cozy Home, Private Workspace

FamilyKitchenNearby

4.98 out of 5 average rating, 119 reviews

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

Unsought discoveries await you! Serendipity

Indoor spacesKitchenWalkability

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.

4.88 out of 5 average rating, 361 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

FamilyIndoor spacesPool

4.95 out of 5 average rating, 478 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

KitchenFamilyBeach

4.94 out of 5 average rating, 127 reviews

Historic Street House/Hot Tub/Splash Pool/Chickens

KitchenIndoor spacesValue

4.97 out of 5 average rating, 111 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

FamilyKitchenQuiet

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 221 reviews

A single-story ranch house with a welcoming front porch. Surrounding greenery includes mature trees and well-maintained shrubs. A spacious lawn is visible, providing a serene outdoor environment. A car is parked in the driveway, indicating easy access to the home.

Home in Jamestown

Downtown Jamestown, quiet, clean and spacious!

KitchenFamilyTV

The living room features a spacious blue sectional sofa adorned with light cushions. A round coffee table sits at the center, complemented by a small lamp nearby. A ceiling fan provides airflow, and a cozy area rug adds warmth to the hardwood floor.

4.9 out of 5 average rating, 443 reviews

House in Historic Sunnyside W-S

KitchenFamilyLaundry

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

FamilyIndoor spacesComfort

The main bedroom features a sizable bed with a dark gray throw and neatly arranged towels. Two bedside lamps provide soft illumination beside the bed. The room is complemented by two framed artworks, and a bathroom with glass door access is visible in the background.

4.96 out of 5 average rating, 233 reviews

Beautiful 2 BR home with Office and Game Room

Indoor spacesKitchenCleanliness

4.95 out of 5 average rating, 260 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

KitchenIndoor spacesPets

Superhost

4.87 out of 5 average rating, 142 reviews

Bright High Point Home | Lake Access | BBQ

KitchenFamilyComfort

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.

4.94 out of 5 average rating, 173 reviews

The Walnut Cottage. Charming! Near Everything!

Indoor spacesFamilyLaundry

4.95 out of 5 average rating, 218 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

KitchenIndoor spacesCondition

Family-friendly home rentals with a pool

4.85 out of 5 average rating, 120 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

FamilyKitchenCheckout

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, 493 reviews

Studio 1BR near WFU

KitchenIndoor spacesSleep quality

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, 128 reviews

Cozy Townhouse close to WFU!

FamilyKitchenCheckout

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, 153 reviews

The Cave • Adult Oasis • Pvt Pool Open until 9/20

FamilyIndoor spacesQuiet

4.98 out of 5 average rating, 122 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

Indoor spacesKitchenPool

4.91 out of 5 average rating, 298 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

KitchenFamilyAccuracy

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

KitchenFamilyLayout