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Family-friendly vacation rentals in Jamestown

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 50 vacation rentals in Jamestown

  • Nightly prices starting at

    Jamestown vacation rentals start at G$14,653 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,170 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Jamestown vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Jamestown rentals

  • 4.8 Average rating

    Jamestown stays are highly rated by guests—averaging 4.8 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 favorite
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, 113 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 favorite
Home in Jamestown
4.95 out of 5 average rating, 139 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 favorite
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, 151 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 favorite
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
4.99 out of 5 average rating, 178 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.

Top guest favorite
Loft in High Point
4.99 out of 5 average rating, 143 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 favorite
Guest suite in Greensboro
4.98 out of 5 average rating, 160 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 favorite
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, 188 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 favorite
Tiny home in Jamestown
4.96 out of 5 average rating, 517 reviews

Gorgeous tiny house .

PLEASE READ BEFORE BOOKING Maximum Occupancy: 2 GUESTS (Including Children) check in is at 4:00 PM. Check out at 11:00 AM. Enjoy a simple, peaceful stay in our centrally located tiny house. We're just 15 minutes from UNC Greensboro, High Point University, the Greensboro Coliseum, Four Seasons Mall, Friendly Center, Piedmont Triad International Airport (GSO) and both Downtown Greensboro and High Point. Downtown Jamestown and Greensboro topgolf only 5 minutes away.

Top guest favorite
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, 222 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.

Top guest favorite
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.
Guest suite in Greensboro
4.96 out of 5 average rating, 117 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!

Top guest favorite
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, 122 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.

Superhost
Home in High Point
4.87 out of 5 average rating, 131 reviews

Bright High Point Home | Lake Access | BBQ

Relax in this spacious home in 𝗛𝗶𝗴𝗵 𝗣𝗼𝗶𝗻𝘁,𝗡𝗖 just minutes from High Point University and the Furniture Market. Perfect for families, groups and pets, it features a fully fenced backyard, fire pit, two cozy dens with 55” Smart TVs and a fully equipped kitchen. Thoughtful touches, ample parking and family-friendly amenities make this stylish retreat ideal for a memorable 𝗛𝗶𝗴𝗵 𝗣𝗼𝗶𝗻𝘁 stay. ☀ Fast Wi-Fi ☀ BBQ Grill ☀ Lake Access ☀ Patio

Popular amenities for Jamestown family-friendly rentals