Family-friendly vacation rentals in Jamestown

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Jamestown

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favourite
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
5 out of 5 average rating, 133 reviews

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.

Top guest favourite
The living area features wooden walls, a large window with French doors opening to a terrace, and comfortable seating. A stylish armchair and coffee tables are present, while a 55-inch TV is mounted on the wall. Soft light is provided by table lamps.
Loft in Greensboro
4.95 out of 5 average rating, 701 reviews

Stylish Hamilton Lakes Loft w/Terrace & Park View

Private 2-level Mid-Century style loft in quiet and prestigious family neighborhood w/separate entrance & large private terrace overlooking parkland. The Loft is at one end of our MCM ranch. Upstairs Loft sleeps 3. Large lower level includes living & dining area, 55" smart TV, microwave, mini fridge, toaster oven, coffee bar, and full bath w/walk-in shower. Three miles of trails start across the street; 5-minute walk to Lake Hamilton. Third & 4th guests (must be under 18) are $30 each per night.

Top guest favourite
A modern living area features a stylish sofa adorned with patterned pillows, accompanied by a classic armchair and a round coffee table. The kitchenette is visible in the background, showcasing a bar with seating and sleek appliances, while natural light floods through the sliding glass doors.
Guest suite in Green Valley
4.97 out of 5 average rating, 188 reviews

Clean, modern, renovated in-home apartment

The Flat at Friendly is a renovated 700 sf lower level apartment of a mid-century home-- an easy 4 minute walk to Friendly Center; Greensboro's premier shopping, dining and entertainment destination which neighbors The O'Henry and Proximity Hotels. Features a stylish living room, modern kitchenette, new bathroom and queen bedroom. Keyless entry makes check-in and check-out easy. 5G WIFI Network. Walk to two of the area's most visited outdoor attractions: the Bog Garden and Bicentennial Garden.

Top guest favourite
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.
Condo in High Point
4.88 out of 5 average rating, 221 reviews

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.

Guest favourite
A spacious living room features a light-colored sectional sofa adorned with decorative pillows. A coffee table sits centrally on a patterned area rug, while a wall-mounted television is visible across from the seating. Soft lighting from the ceiling fan creates a relaxed atmosphere.
Guest suite in High Point
4.89 out of 5 average rating, 384 reviews

2-Bedroom Unit with Free Parking In High Point.

Separate Enterane with Full furnished 2 Bedroom (Queen Bed) Basment with a complete 1 Bath, Living Room, Gaming area ( With Pool Table ) and sitting area at the backyard with firepit, including 2 car Parking Spaces. Amenities Included. 1. Coffee Machine 2. MicroWave 3. InDoor Pool Table 4. Iron with Table 5. Mini Fridge with Water 6. Disposable Plates and Cups 7. PS4 8. Netflix 9. Music System Note: *This Space has No Kitchen and use of Swimmming pool located at this property is not allowed*

Top guest favourite
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
4.98 out of 5 average rating, 113 reviews

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.

Guest favourite
A spacious outdoor area features a large deck with seating, surrounded by lush trees. A gravel path leads towards the house, which includes a cozy porch. Two adirondack chairs are positioned nearby, providing a relaxing spot to enjoy nature.
Tiny homes in Greensboro
4.81 out of 5 average rating, 181 reviews

Cozy Peacefull Tiny home Getaway for your hideaway

Warm and inviting, this Tiny house offers every home comfort despite its diminutive dimensions .We believe in an environment of inclusivity and diversity where everyone is meant to feel welcome. Designed for romantic or small family getaway essentials are perfectly positioned for ease of access to the local attractions as well as privacy. This property is convenient to attend UNCG, Downtown, and many of the local bars/restaurants in downtown and health care/travel employees.

Guest favourite
The living area features a bright, light-toned sofa with decorative pillows and an orange armchair. A coffee table holds various books, while a silver refrigerator and table lamp complete the space. Warm wood flooring enhances the cozy atmosphere.
Condo in Greensboro
4.88 out of 5 average rating, 121 reviews

2 Bed,1 Bath w/King: Enjoy Downtown/Coliseum/GAC

Welcome to downtown Greensboro, NC! From your Airbnb in the Dunleath Historic Neighborhood, you’ll be just moments from the Tanger Performing Arts Center for a live show, First National Bank Field to cheer on the Grasshoppers, and steps from the Downtown Greenway. Enjoy delicious meals at nearby restaurants, explore LeBauer Park, unique local shops, and the farmers market, and soak in Greensboro’s vibrant charm. Your adventure starts here—make yourself at home!

Top guest favourite
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
4.96 out of 5 average rating, 163 reviews

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.

Top guest favourite
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.
Guest suite in Greensboro
4.85 out of 5 average rating, 112 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.

Top guest favourite
A vibrant outdoor garden area features lush greenery and blooming flowers. Comfortable seating is provided with two chairs positioned on a stone patio. A charming garden studio is visible in the background, partially covered by climbing plants, creating a serene environment.
Guesthouse in Greensboro
4.97 out of 5 average rating, 1,291 reviews

A charmer! Great spot near downtown.

A sunny garden studio in peaceful Fisher Park historic neighborhood that's an easy walk to downtown, restaurants/breweries, baseball stadium. Perfect location. Private with a separate entrance. One queen bed. Wifi. Plenty of on street parking. The kitchenette area has a microwave, coffee pot (I provide coffee/tea & water cooler), mini fridge w/ sm freezer. Private outdoor garden area with table, chairs & umbrella.

Superhost
A comfortable living area features a dark gray sectional sofa adorned with patterned cushions. A wooden coffee table occupies the center space, complementing the sleek 65-inch television mounted on the wall. Light filters in through a window covered by patterned curtains.
Condo in Archdale
4.81 out of 5 average rating, 190 reviews

Home Away From Home Condominium in High Point

Enjoy a home away from home at this beautiful newly furnished condominium. Complete with a 65 inch Samsung TV in living room and 55 inch TCL TV in the bed room. Enjoy a amazing night stay with memory foam mattress in each of the 3 beds. The kitchen is fully stocked for any cooking needs. Working from home? The workstation will make you feel productive as can be. This is a very friendly neighborhood.

Popular amenities for Jamestown family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Jamestown

  • Total vacation rentals

    Explore 40 vacation rentals in Jamestown

  • Nightly prices starting at

    Jamestown vacation rentals start at $98 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,020 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Jamestown vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Jamestown rentals

  • 4.9 Average rating

    Jamestown stays are highly rated by guests—averaging 4.9 out of 5!