
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.

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.

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.

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.

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.

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*

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.

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.

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!

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.

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.

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.

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
Family-friendly home rentals with a hot tub

Cozy King Blue H2O Staycation , Pool & Hot Tub

Hamilton Forest Suite

Theater, heated pool/hot tub near HPU/Market

Relax at Beck & Call Sauna, Hot tub, mini-Gym

Hot Tub Hideaway, Cozy Home, Private Workspace

The Deacon Den Studio Basement in Winston-Salem

Hot Tub Hideaway

Cozy Cottage with Hot Tub
Family- and pet-friendly home rentals

“Home” on the Road!

The Fishbowl

⭐️ CASA MARIA ⭐️ ⛳️📚🏥 🏟🌮🐕 🏊♀️

Got Cabin Fever? - The Grumpy Ol-Goat

Suite Madison

Duke's Place - Tranquil Farmhouse Retreat

Studio 1BR near WFU

Log Cabin in the city
Family-friendly home rentals with a pool

Sanctuary – 1bedroom & 1bathroom

The Cave ~ An Adult Getaway with Luxe Amenities

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

The Best of Benjamin

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

Carolina Cowgirl Cottage

Pickleball, Basketball, Movie Theater, King Beds

Cozy and Convenient - Entire Townhome w/view!
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!
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