Family-friendly holiday rentals in Jamestown

5 out of 5 average rating, 141 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.

5 out of 5 average rating, 231 reviews

An open dining area features a large wooden table surrounded by several chairs. Natural light enters through a sizable window, illuminating a cozy living space with a comfortable sofa and a fireplace. The room is designed with a neutral color palette and elegant furnishings.

Home in Starmount Forest

Charming Newly Renovated Starmount Forest Home

Starmount Forest is a quiet upscale neighborhood in the heart of Greensboro. Located just half a mile from upscale dinning and shopping In Friendly Center. This Spacious 2300 sq ft home features an inviting open floor plan with a large kitchen, den, living room and sunroom. The Kitchen is fully equipped with stainless appliance and everything you need to cook your favorite meal. New Furnishings throughout, master bath boasts large walk in shower, and every bedroom is equipped with a smart TV.

4.97 out of 5 average rating, 428 reviews

A warm, inviting sleeping area is featured with a spacious bed adorned with a multicolored quilt. Nearby, a small table and chairs are positioned under a window, allowing natural light to illuminate the space. Framed artwork and floral curtains enhance the decor.

Guesthouse in Greensboro

Stylish Hamilton Lakes Studio Facing Park/Trails

Private keyless entry to 2nd floor garage studio apartment in prestigious Hamilton Lakes. Space is one large room with a kitchen w/bar next to living area. Sleeps 4 (2 under 18) with queen bed, a twin and a sofa; 42" TV, SMART bluray, WIFI, NETFLIX, toaster oven, coffee maker, microwave, fridge, full bathroom with walk-in shower; washer/dryer in garage. Three miles of trails start across the street; 5 minute walk to the lake/playground. 3rd & 4th guests (must be under age 18) $20 each/night.

4.99 out of 5 average rating, 134 reviews

A modern kitchen features sleek cabinetry and stainless steel appliances. A central island with barstools provides a casual dining space. Natural light enters through frosted glass doors, enhancing the bright and airy environment. A decorative plant sits atop the island, adding a touch of greenery.

Guesthouse in Greensboro

Sunset Hills Carriage House! King Bed

Industrial Chić Abode in Beautiful Sunset Hills! Close to Everything with all the comforts of home. The Carriage House offers a private self contained guesthouse located behind our house ( 485 sq ft studio ) Safe upscale neighboorhood. Comfy King Bed! We have a pullout Queen sofa bed available for extra guests! 2 car max, NO SMOKING OR PETS! Walkable to UNCG and 2 minutes from everywhere you want to be! Close to Lindley Park favorites at the corner, UNCG, Downtown and Greensboro Coliseum.

A bright living area features a navy couch with colorful accent pillows, complemented by a round coffee table at its center. Two windows bring in natural light, and artwork adorns the walls. A light fixture hangs from the ceiling, and a decorative plant adds a touch of greenery.

4.94 out of 5 average rating, 229 reviews

Centrally Located Rainfall Shower Modern Utopia

A calming retreat, conveniently located just a couple of minutes walk from the Greensboro Coliseum, Greensboro Aquatic Center, UNCG, "The Corner" at Sunset Hills, and lively Spring Garden Street. A slightly longer stroll or a short drive will get you to Greensboro College and Downtown Greensboro, where you will find many of the town's favorite local bars and restaurants. This is the perfect place to experience what Greensboro has to offer, from great schools to awesome events and nightlife.

4.97 out of 5 average rating, 118 reviews

Tree Haven

Escape to a peaceful, wooded retreat in this unique 2 bedroom/1 bath space nested under the hosts’ residence in Greensboro, NC. Enjoy a private driveway and entrance, and a covered porch with a swing. Ideal for work or play, the space features fast internet, a smart TV, a well appointed kitchenette, custom woodwork for a modern rustic feel, and a backyard with a fire pit for relaxing evenings. This tranquil hideaway offers space, comfort, and privacy in a quiet residential neighborhood.

4.99 out of 5 average rating, 169 reviews

A bright studio apartment features a cozy sleeping area with a queen-sized bed and skylight above. A round dining table and chairs are positioned near a small kitchenette, which includes a mini fridge. Natural light fills the space through angled windows.

Apartment in Greensboro

Tranquility Retreat

Welcome to Tranquility, a studio apt. with Tesla EV charging station. Our cozy (perfect for 1-2 guests), ~300 sq ft well appointed studio is located above a detached garage (with an ultra quiet garage opener) w/separate entrance on the same property as our single family home in Old Irving Park in Greensboro. Enjoy complete privacy in a safe, quiet, wooded setting and still be close to restaurants and shopping. Ample parking in the driveway or on the street. We're pet friendly too!

4.9 out of 5 average rating, 210 reviews

A charming cottage exterior presents a welcoming front porch adorned with two rocking chairs. A decorative star hangs above the door, framed by vibrant shutters. Lush greenery and flower beds surround the entrance, complemented by a clear blue sky and scattered clouds.

Cottage in Greensboro

⭐️ CASA MARIA ⭐️ ⛳️📚🏥 🏟🌮🐕 🏊‍♀️

Casa Maria is the cottage of my dreams , it is a combination of some of my favorite looks, feels and activities all under one roof. I would best describe the cottage as a cozy , laid back and charming home with a flare for entertainment and relaxation . Casa Maria is located in the heart of Greensboro, with its one of a kind sunset views. This modern farm house is perfect for individuals , couples or families hoping to experience all that Greensboro has to offer. Permit #24-508

The spacious living area features a comfortable queen bed, a leather sofa, and an armchair. A desk with an ergonomic chair and a TV is visible. Natural light streams in through multiple windows, alongside artwork and decorative elements on the walls.

4.95 out of 5 average rating, 106 reviews

A Suite Get-A-Way Your Home Away from Home

LOCATION-LOCATION-LOCATION Located in Greensboro at Jamestown/Sedgefield Very convenient to High Point/Furniture Market, Winston-Salem, Burlington & all Piedmont Triad area venues and 18 Universities & Colleges. Only minutes to: Interstates: I-85, I-40, I-73, I-74, I-785, I-840, and Highways: 421, 29, 70, 220, 311. Comfortable guest suite/apartment with 600+ sq. feet of living space, private entrance, patio, and parking A perfect home away from home!

4.96 out of 5 average rating, 170 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, well maintained, and tastefully decorated in a light pallet with natural, organic accessories. 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 and water feature. High speed fiber optic wi-fi and Spectrum cable.

The exterior of a classic brick home is displayed, featuring a wide front porch with white columns. Two rocking chairs are positioned on either side, while a neatly maintained lawn surrounds the house. Large windows brighten the façade, offering a welcoming appearance.

4.85 out of 5 average rating, 116 reviews

Large Downstairs Space

Our older home is between Greensboro and High Point close to the great little village of Jamestown. The living space is downstairs: two bedrooms, a great room with small fridge, microwave, dining area and living area. There is a private bath. We are close to shopping centers and super places to eat and relax. Nice people of all ages and from all backgrounds are welcome in our home. Well behaved pets are allowed. Ask about our pet sitting services.

Guest suite in High Point

4.89 out of 5 average rating, 411 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.

Popular amenities for Jamestown family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.91 out of 5 average rating, 269 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 !

The living area features large, arched windows allowing abundant natural light, complemented by a cozy sectional sofa arranged around a central coffee table. A flat-screen TV is mounted above the fireplace. A staircase leads to the upper level, visible in the background.

4.96 out of 5 average rating, 102 reviews

7 BR on PGA Tour’s Sedgefield CC range Hot Tub

4.89 out of 5 average rating, 336 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, 107 reviews

Hamilton Forest Suite

4.91 out of 5 average rating, 190 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

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, 104 reviews

Unsought discoveries await you! Serendipity

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.

4.94 out of 5 average rating, 108 reviews

Hot Tub Hideaway, Cozy Home, Private Workspace

Tiny home in Winston-Salem

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.

4.91 out of 5 average rating, 101 reviews

Hot Tub Hideaway

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 106 reviews

A serene view of Lake Brandt is captured, surrounded by bare trees and grassy areas. The calm water reflects the clear blue sky, providing a sense of tranquility in the countryside setting.

Apartment in Summerfield

Lakeside Stay - Dog Friendly w/ Kitchenette

4.93 out of 5 average rating, 190 reviews

A spacious living room is furnished with a dark sectional sofa and a green accent chair. A wooden coffee table centers the space, surrounded by a patterned rug. Bright artwork featuring a cow hangs on the wall, with a window providing natural light.

Guesthouse in Greensboro

The Bright Spot - Walk to Downtown Greensboro

Apartment in College Hill

An open living area features a modern sofa with patterned throw pillows and a large, colorful wall hanging. A round coffee table sits on a textured rug. Bookshelves filled with decorative boxes and various items add character to the space, complemented by natural light from nearby windows.

4.95 out of 5 average rating, 581 reviews

The Fishbowl

4.89 out of 5 average rating, 169 reviews

A cozy living room features a light gray sofa adorned with patterned pillows, complemented by a vintage-style armchair upholstered in floral fabric. A round coffee table made from natural wood slices sits in the center, and a blue area rug adds a pop of color to the hardwood floor.

Apartment in Greensboro

2bd 1ba on Walker Ave. | 1 mi to Coliseum, GAC

4.97 out of 5 average rating, 128 reviews

The image depicts a charming single-family home with blue siding situated on a well-maintained lawn. Trees and shrubs surround the house, contributing to a serene atmosphere. A driveway is visible in front, allowing easy access to the property.

Home in High Point

High Point Hideaway

A modern kitchen features white cabinetry and a large island with seating for three. Stainless steel appliances and a stylish backsplash enhance the functional layout. Natural light fills the space through a window, highlighting the sleek countertops and inviting atmosphere.

4.96 out of 5 average rating, 147 reviews

The Bent Oak Retreat

4.97 out of 5 average rating, 110 reviews

A mid-century modern velvet chair in a warm yellow hue is positioned near a window, allowing natural light to illuminate the space. A patterned throw pillow adds texture, while a geometric area rug complements the chair's design. A lamp on a side table enhances the cozy atmosphere.

Home in Glenwood

2Bed/2Bath - Near Coliseum & GAC

4.99 out of 5 average rating, 137 reviews

The modern farmhouse exterior features a stepped roof with a metal finish, complemented by inviting covered porches. Lush greenery and ornamental plants line the pathway, while a broad grassy area extends, providing a serene connection to nature.

Home in Lexington

Duke's Place - Tranquil Farmhouse Retreat

Family-friendly home rentals with a pool

4.77 out of 5 average rating, 60 reviews

An overhead view captures the spacious outdoor area featuring a heated pool, surrounded by lounge chairs. A stone fire-pit is positioned in the corner, while the large lawn area offers ample space for outdoor activities. The house, with a well-defined layout, complements the inviting landscape.

Home in Jamestown

Hot tub | Fire-pit | Pool Table | Heated Pool

4.9 out of 5 average rating, 463 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

A spacious entertainment area features a pool table in the foreground, with colorful balls arranged on the felt. In the background, a large screen displays a welcome message, surrounded by comfortable seating and soft lighting from modern fixtures.

4.95 out of 5 average rating, 137 reviews

The Cave ~ Adult Getaway with Luxe Amenities

4.91 out of 5 average rating, 114 reviews

The front entrance of the townhouse is framed by vibrant flowers, showcasing red blooms against a backdrop of lush greenery. The inviting façade features a welcoming porch with two large windows, along with neat brick and siding detailing, creating a charming first impression.

Townhouse in Greensboro

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

4.96 out of 5 average rating, 57 reviews

A bright living area features a comfortable gray sofa with decorative pillows, a light-colored rug, and a wooden coffee table. Large glass doors lead to a peaceful outdoor space, while a small side table and an armchair add to the inviting atmosphere.

Condo in Greensboro

The Best of Benjamin

4.93 out of 5 average rating, 82 reviews

A patio area features dark outdoor furniture arranged on a stone surface, providing a comfortable spot for relaxation. A grill is positioned nearby, ready for outdoor cooking. Lush green grass and trees frame the yard, adding to the serene outdoor setting.

Townhouse in Greensboro

Modern Luxury Home (Towel Warmers, Wi-Fi, Coffee)

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, 449 reviews

Studio 1BR near WFU