Family-friendly holiday rentals in Jamestown

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 50 holiday rentals in Jamestown

  • Nightly prices starting at

    Jamestown holiday rentals start at $119 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,100 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Jamestown holiday rentals include Wi-Fi 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!

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
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.
Home in High Point
4.98 out of 5 average rating, 112 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.

Top Guest favourite
Home in Jamestown
4.95 out of 5 average rating, 135 reviews

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.

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, 149 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 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
4.95 out of 5 average rating, 445 reviews

Arya’s cottage with a loft & jacuzzi

Adults only, 18&older. No smoking or vaping allowed inside or on premises. Up to 2 dogs welcome for an additional fee. Peaceful cottage, centrally-located on an active equestrian farm with rv sites as well. From your loft bedroom overlook beautiful rolling pastures with horses and goats. See our beautiful horses in training or take a stroll on our walking trails or through the woods on the 41 acres, read a book, sit around your fire pit, soak in the private jacuzzi, or head 6 miles to downtown.

Top Guest favourite
Loft in High Point
5 out of 5 average rating, 138 reviews

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!

Top Guest favourite
Guest suite in Greensboro
4.97 out of 5 average rating, 148 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.

Top Guest favourite
An outdoor area features a stone-faced cabin surrounded by lush greenery. Bright teal chairs are arranged around a circular fire pit, offering a cozy setting for gatherings. A wooden deck attached to the cabin provides additional space for relaxation or outdoor meals.
Earthen home in Staley
5 out of 5 average rating, 114 reviews

The House in the Hill

Escape to our underground house, a hidden gem surrounded by woods. Ideal for 2-4 guests but can sleep up to 6, it blends tranquility with modern comfort. Inside, a well-designed space includes a full kitchen, cozy living area, and full bathroom with laundry. The charming sunroom offers panoramic views, creating a unique experience for a romantic retreat or peaceful family getaway. Check out our guidebook as there are numerous attractions just a stone's throw away from the property.

Top Guest favourite
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.
Home in High Point
4.91 out of 5 average rating, 287 reviews

Prime High Point Location! Fast Wifi. Comfy Beds.

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.

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, 182 reviews

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. Well stocked kitchen with many accessories. High speed fiber optic wi-fi. Best suited for a couple, or 2 guests.

Top Guest favourite
The two-story cottage showcases a rustic design with green and red accents, nestled among lush oak trees. A gravel drive leads to the entrance, which is framed by greenery. Sunlight filters through the surrounding foliage, creating a peaceful and serene environment.
Farm stay in Julian
4.99 out of 5 average rating, 216 reviews

Amelia Farms; Relaxing Retreat on 30+ Acres

This 2-bedroom, 1-bathroom cottage is nestled amidst a canopy of oak trees, offering peace and tranquility. **Please note:** The pasture is currently empty. We are pet-friendly (with a fee; some restrictions apply. Please see below for details). The property features a ¾-mile wooded trail winding past century-old barns and through a mature hardwood forest. Enjoy easy access to Greensboro, Burlington, Liberty, Asheboro, High Point, and the new Toyota plant.

Guest favourite
Guest suite in High Point
4.89 out of 5 average rating, 438 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.

Guest favourite
The living room features a cozy sofa and an additional chair, complemented by natural light filtering through diamond-shaped windows. A round wooden coffee table occupies the center, with decorative elements arranged on top. Exposed wooden beams and a sleek ceiling fan enhance the modern rustic aesthetic.
Home in High Point
4.83 out of 5 average rating, 234 reviews

CasaBlanca: 2BR Cozy Modern Clean in HPU location!

Welcome to your cozy, newly renovated (July 2024) rustic-modern farmhouse! Nestled in a quiet, charming neighborhood just minutes from top High Point attractions—10 min to HPU & Furniture Market, 4 min to N. Main St., 9 min to Oak Hollow Lake & Golf. Enjoy a fully updated kitchen with granite countertops, tile backsplash, new cabinets & appliances. Relax and feel at home in this peaceful gem in the heart of High Point, NC!

Popular amenities for Jamestown family-friendly rentals