Family-friendly holiday rentals in High Point

An aerial view of the property reveals a spacious two-family home with a well-maintained lawn and landscaped area. A wooden staircase leads to The Sky Deck, while the serene lake is visible in the background, surrounded by trees.

4.98 out of 5 average rating, 110 reviews

2 bed/2 bath with LR, DR, Kitchen, Laundry & Deck

Enter from The Sky Deck, a 3 story high deck. 2 bed, 2 bath, 1000 square ft space with full kitchen, living room, dining room & laundry. All new furnishings/appliances. No shared space. Complete privacy. Professionally decorated. Newly added lighted makeup mirrors and full length mirrors in each bathroom/bedroom. Stone patio on lake. 5 miles to Furniture Market and High Point Hospital. 10 miles to Greensboro Coliseum! Built in 2019 above my home. Parties/additional guests are not allowed.

5 out of 5 average rating, 144 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

Your visit to Jamestown will be comfortable in a clean, well-stocked home. Just a walk to Jamestown and its restaurants, entertainment and stores. Enjoy the large, dog-friendly fenced yard and covered patio with outdoor seating and grill. All important amenities are included, such as, coffee/tea station, laundry and strong WIFI. The home is surrounded by family neighborhoods (quiet hours 11pm-7am) and trail heads for strolls or hiking. Easy drive to Greensboro, HighPoint, Winston and Asheboro.

4.89 out of 5 average rating, 234 reviews

A well-appointed bedroom features a spacious bed with soft linens and decorative pillows. Two nightstands with lamps flank the bed. A cozy armchair and small table are positioned nearby. Light filters through a large window, illuminating the room's soothing blue walls.

Apartment in High Point

2 bedroom condo in High Point-Uptown/Downtown

Historic condo in the heart of High Point, 2nd floor stair access. Children 12 and over welcome. Walk to High Point Univ., HPFM, Baseball Stadium, Children’s Museum, Restaurants, Breweries, JH Adams Inn, Greenway, Pickleball Courts, Library, Farmers Market and more. Stroll along historic tree lined, shady streets. Oak Hollow Lake is just 5 minutes away or City Lake Park in Jamestown. Winston Salem and Greensboro are just 20 minutes away. 20 minute drive to the airport. Walk to Amtrak Station.

4.99 out of 5 average rating, 134 reviews

Farm stay in High Point

Private Farm Retreat w/ Horses, Pond & Trails

Enjoy the serene atmosphere and beautiful views at Willow View Farm's cozy & spacious stablehouse. Explore the property and find grazing horses, a meandering stream, a stocked pond, and trail through the woods. The outdoor space includes a large deck with grill and picnic table under the trees. This stablehouse is conveniently located near Willow Creek Golf Course and is a short drive to HPU (13 min), downtown High Point (13 min), downtown Winston-Salem (20 min), and GSO/PTI airport (30 min).

4.95 out of 5 average rating, 174 reviews

A cozy living area is highlighted by a light-toned sofa and a decorative coffee table, both featuring neutral accessories. A charming lamp stands near the seating, and a small holiday display is presented on the table, adding a festive touch to the organized space.

Cottage in Jamestown

Jamestown Cottage

Great location, immaculately clean, and tastefully decorated in a natural, light pallet. I would call it a romantic cottage. The back yard offers privacy, fire pit, and water feature. Walk to Jamestown's trendy restaurants and downtown entertainment. Adjacent to 33 acres of undeveloped land that delivers nature's serenity. Rest well on the luxury hybrid mattress. Fully stocked kitchen with many accessories plus an outdoor grilling area. High speed fiber optic wi-fi to get away and work.

5 out of 5 average rating, 129 reviews

Loft in High Point

Modern & Urban-Heart of HPU/Market/Social District

Enjoy a stylish experience in this trendy, centrally-located urban condo. Walk around the Social District/breweries/shops and .8 mile to HPU. Exposed duct work, loft ceilings & downtown views. Secured building with parking. Bedroom - King size bed & convertible twin bed Main room - Queen size sofa sleeper Perfect for HPU visitors and walking distance to Truist Stadium/Stock & Grain Food Hall/Congdon Yards/Cafes/Breweries/Furniture Mart. An ideal location for those visiting High Point!

A bright dining area showcases a round wooden table surrounded by white chairs, complemented by soft lighting from an overhead fixture. A cozy nook with cushions is visible to the right, while large windows adorned with light curtains allow natural light to flood the space.

4.91 out of 5 average rating, 285 reviews

1940s Stunner. Pets Welcome. Prime HPU Location!

Welcome to Emoryview II, our lovingly restored 1940’s home in High Point! Located in a safe, quiet, and picturesque neighborhood, we're a quick drive to everything. We're minutes from Main St, giving you easy access to dining, bars, HPU, Furniture Market (only 2 miles away!), and the highway. We're fully equipped with all the amenities of home, making us an excellent choice for business travel, visiting family, college visits, weddings, and other events that bring you to the area.

The entrance features a stone pathway leading up to a welcoming porch, flanked by shrubbery and potted plants. A blue flag with 'High Point' is displayed, and the front door is painted in a vibrant blue, adding a pop of color to the brick façade.

4.97 out of 5 average rating, 199 reviews

Louise Suite

*Dr. Nido Qubein rented a room in this house while attending HPU and starting his first business This newly renovated house is nestled in the middle of High Point. You can walk to restaurants, bars, shopping, and other attractions including the ballpark, children's museum, farmers market, and more! 5 min walk to Sweet Old Bills, 83 Custom Shop, Brown Truck brewery, Basil Cafe, Children's Museum, Monkee’s and Wynnie’s boutiques, and many other shops and restaurants!

The kitchen features a central island with woven seating, complemented by sleek white cabinetry and quartz countertops. A modern hood vent sits above the stove, accented by minimalist shelving displaying decorative items. Natural light filters through a window, enhancing the warm, inviting atmosphere.

4.99 out of 5 average rating, 135 reviews

<5min to HPU& Market *The Southern Escape

We are 𝐉𝐨𝐡𝐧𝐬𝐭𝐨𝐧 𝐄𝐬𝐜𝐚𝐩𝐞𝐬 and we welcome you to The Southern Escape! Originally The "C.C. Swain House" located in the popular historic district! 3 BR, 2.5 bath & wrap around porch offering TWO custom daybed swings and covered porch in the back w/TV. Conveniently located and walking distance to many restaurants such as Sweet Old Bills, Christina Gray’s, & craft brewery Brown Truck Brewery! Mins to HPU, HP Market, and Rockers Baseball Stadium

Guest suite in High Point

4.89 out of 5 average rating, 422 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.

A spacious living area features a decorative fireplace, a large flat-screen TV mounted above, and comfortable seating on a neutral-toned sofa. A rustic wooden coffee table sits on a blue area rug, enhancing the inviting atmosphere. Access to the kitchen is visible in the background.

4.96 out of 5 average rating, 117 reviews

Home on Sunset: Warm, Relaxed, Family Ready

Welcome to the Home on Sunset, a relaxing coastal farmhouse themed home in the prestigious and safe Emerywood neighborhood. This home can comfortably sleep up to 10 guests and offers 4 bedrooms and 2.5 baths with flat screen TVs in each bedroom including a 65' flat screen TV in the living room with complimentary Netflix. Minutes to High Point University, HP Furniture Market, High Point Country Club and the new Rockers Baseball Stadium.

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.

4.94 out of 5 average rating, 216 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.

Popular amenities for High Point 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, 424 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

4.91 out of 5 average rating, 278 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 !

4.9 out of 5 average rating, 343 reviews

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

Cozy King Blue H2O Staycation , Pool & Hot Tub

Guest suite in Hamilton Forest

A spacious living area is characterized by natural light from large windows. A comfortable sofa is paired with a wooden coffee table, surrounded by a plant and decorative items on shelves. An adjacent kitchenette is equipped with appliances and counter space for meal preparation.

4.84 out of 5 average rating, 111 reviews

Hamilton Forest Suite

4.91 out of 5 average rating, 191 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

4.98 out of 5 average rating, 107 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

4.95 out of 5 average rating, 112 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 New Irving Park

Hot Tub Hideaway, Cozy Home, Private Workspace

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

4.91 out of 5 average rating, 104 reviews

Hot Tub Hideaway

Family- and pet-friendly home rentals

Superhost

A spacious outdoor gazebo is shown, featuring comfortable seating arrangements and decorative cushions. Soft lighting is provided by pendant fixtures, enhancing the atmosphere for relaxation. The area is well-defined by a stylish rug and surrounded by wooden fencing for privacy.

4.86 out of 5 average rating, 110 reviews

Furniture Market 5 min, HPU 2 min, Private Patio

4.91 out of 5 average rating, 191 reviews

A welcoming living area features a couch adorned with various cushions in soft colors. A nautical-themed wall hanging, including a ship's wheel and wooden oars, adds a coastal charm. Natural light enters through the windows, enhancing the tranquil ambiance.

Home in Lexington

Lakefront Getaway with Private Dock – 2BR Retreat

4.92 out of 5 average rating, 621 reviews

Tiny home in Asheboro

1 Bed Cabin - Postcard Cabins Asheboro

Bungalow in Brice Street Area

A living room scene features a comfortable seating arrangement with two armchairs and a couch, arranged around a circular coffee table. A decorative vase with flowers occupies the center table, while a flat-screen TV is mounted above a white brick fireplace. Natural light streams through the large windows.

4.98 out of 5 average rating, 192 reviews

The Refuge: Private Office, Close to Downtown

4.97 out of 5 average rating, 254 reviews

An inviting kitchen and dining area are showcased, featuring a round dining table surrounded by upholstered chairs. A window seat with decorative pillows is visible, and a modern light fixture hangs overhead. The kitchen offers stainless steel appliances and light cabinetry, contributing to an open and airy space.

Bungalow in High Point

Historic Walker House Adj. to JH Adams Inn

5 out of 5 average rating, 13 reviews

Hygge High Point: Historic Comfort Retreat

4.96 out of 5 average rating, 142 reviews

The exterior of a 1924 Craftsman bungalow is set against a backdrop of lush greenery. A wooden fence surrounds the property, complemented by trees and manicured lawns. A front porch with multiple steps adds charm to the rustic design, inviting guests to enjoy the peaceful surroundings.

Bungalow in Greensboro

Country Oasis in the City - Best of Both Worlds

4.97 out of 5 average rating, 241 reviews

The kitchen features modern cabinets with a sleek design and stainless steel appliances. A spacious dining table is set with black chairs, while a floral arrangement adds a touch of color. Natural light floods in through the window, enhancing the warm ambiance.

Home in Asheboro

Countryside Escape

Family-friendly home rentals with a pool

Apartment in Winston-Salem

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.

4.9 out of 5 average rating, 472 reviews

Sanctuary – 1bedroom & 1bathroom

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.

4.95 out of 5 average rating, 137 reviews

Adult Getaway @ The Cave • Luxe Amenities •

4.91 out of 5 average rating, 115 reviews

Townhouse in Greensboro

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

The Little House #4

Townhouse in Greensboro

4.9 out of 5 average rating, 21 reviews

Bridford & Co.

Guest house 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, 458 reviews

Studio 1BR near WFU

4.92 out of 5 average rating, 85 reviews

The exterior of a three-story townhome is presented, featuring a mix of siding colors with green shutters. A prominent bay window adds character, while a small, landscaped front yard leads to a paved walkway and an attached single-car garage.

Townhouse in High Point

Cozy and Convenient - Entire Townhome w/view!

A stylish living room features a spacious black sectional sofa, accented with colorful throw pillows. A sleek coffee table sits on a soft area rug, with light streaming through large windows. The adjoining dining area, visible in the background, includes a wooden table and chairs.