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

4.95 out of 5 average rating, 141 reviews

Home in Jamestown

Spacious 7BR Home for 21 Guests

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.

Guest suite in Winston-Salem

The inviting bedroom features a spacious bed adorned with decorative pillows. A bedside lamp emits soft light, and a wooden sliding door provides access to the bathroom. A stylish dresser complements the room, while a patterned area rug adds warmth to the hardwood floor.

Private guest suite @ Maple Leaf Farm

*Please read full description about the space - this suite is fully private but also the lower level of our home.* Cozy brick ranch with newly renovated, spacious lower level with a pond view. This private guest suite includes one bedroom with full bath, washer and dryer, living room with a pull out sofa bed, TV, kitchenette, dining area, reading area, small playroom for littles and an office space. Less than 20 min. drive to Baptist Hospital and Dtwn Winston, 25 min. to HP and 30 min. to GSO.

4.99 out of 5 average rating, 101 reviews

4.96 out of 5 average rating, 113 reviews

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

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.

4.94 out of 5 average rating, 157 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.

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, 122 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!

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.

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.

4.89 out of 5 average rating, 113 reviews

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, 139 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.

4.96 out of 5 average rating, 566 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.

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, 233 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.

4.99 out of 5 average rating, 142 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, 113 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!

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 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, 306 reviews

Hot Tub • Outdoor Movie • Near HPU – Pet Friendly

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.

4.98 out of 5 average rating, 117 reviews

Unsought discoveries await you! Serendipity

4.93 out of 5 average rating, 137 reviews

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

Log Cabin with Hot Tub in N Lexington

Superhost

4.88 out of 5 average rating, 196 reviews

Luxury 4BR High Point Retreat | Hot Tub | BBQ

4.97 out of 5 average rating, 115 reviews

Guilford Hills: Hot Tub / Fully Fenced / Pets

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.

4.95 out of 5 average rating, 119 reviews

Hot Tub Hideaway, Cozy Home, Private Workspace

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.

4.89 out of 5 average rating, 359 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

4.94 out of 5 average rating, 126 reviews

Historic Street House/Hot Tub/Splash Pool/Chickens

Family- and pet-friendly home rentals

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, 207 reviews

House in Washington Park, historic Winston-Salem

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

A brick house nestled among greenery features a wide driveway leading to a two-car garage. The front porch is accessible, and the yard is landscaped with shrubs and trees, creating a peaceful outdoor space. The property is situated adjacent to HPU and near Furniture Market.

4.99 out of 5 average rating, 172 reviews

Cozy House next to HPU /Close to Furniture Market

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, 229 reviews

"Deacon House" 3 bedrooms

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, 230 reviews

Beautiful 2 BR home with Office and Game Room

4.95 out of 5 average rating, 215 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

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, 172 reviews

The Walnut Cottage. Charming! Near Everything!

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.

Studio 1BR near WFU

4.96 out of 5 average rating, 490 reviews

Family-friendly home rentals with a pool

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.

4.85 out of 5 average rating, 118 reviews

Townhouse near the Airport

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.

Peaceful Adult Oasis • Pvt Pool, Theatres, More

4.93 out of 5 average rating, 152 reviews

4.91 out of 5 average rating, 295 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

4.98 out of 5 average rating, 121 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

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

4.96 out of 5 average rating, 47 reviews

Home in Kernersville

Private Pool; HotTub; Game Room; Gym