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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 ﺩ.ﺇ 257 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
Home in Jamestown
4.95 out of 5 average rating, 140 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
The living room features a vibrant marbled mural accent wall alongside a 55" HD smart TV displaying a cozy fireplace scene. Orange armchairs are paired with a navy blue sofa, with a gold coffee table in the center. Soft curtains frame the window, allowing natural light to fill the space.
Home in Greensboro
4.97 out of 5 average rating, 122 reviews

Comfy 1 lvl close 2 everything 11 mins 2 Coliseum

Perfectly located in the ❤️ of Greensboro. 2 min from over 20 restaurants, entertainment & major shopping chains. 14 min to DT. 15 min to A&T, UNCG. 20 min to Furniture Market l. 13 min to PTI Airport. 11 min to Greensboro Coliseum. This modern style 3-br 2 bath home has a living room, updated eat in kitchen, luxury appliances, washer & dryer, a large master br & a nice backyard for relaxing. So, whether you're on a family vacation, girl's/guys trip, UNCG or A&T homecoming this home is for you!

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, 153 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.

Guest favorite
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, 460 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 favorite
Guest suite in Greensboro
4.98 out of 5 average rating, 162 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 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, 299 reviews

Pet-Friendly High Point Stay with Fenced Backyard!

Perfect for couples, small families, business travelers, and HPU visitors, Emeryview II offers comfort, convenience, and a prime High Point location. Our cozy 2-bedroom, 1-bath home features a fully equipped kitchen, comfortable living area, fast WiFi, driveway parking for 2 cars, and a fenced backyard. Whether you're visiting High Point University, attending Furniture Market, or exploring the Triad, you'll enjoy easy access to downtown High Point and the area's top destinations.

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, 190 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.

Guest favorite
A colorful children's room features a bunk bed with a twin upper bed and a full lower bed, both made up with light-colored linens. A mural of mountains and trees adorns the wall. A decorative teepee sits on a patterned rug beside soft seating options.
Home in High Point
4.89 out of 5 average rating, 135 reviews

Stylish Comfy Home Centrally Located to Triad Area

This is a great place for your next getaway. Whether you’re in town for a family reunion, visiting a child @college, a business group, or wedding , this home is a great place to stay! Great stylish place! You’ll love this space with it's four bedrooms. One of which is perfect for children but can accommodate one/two adults as well. The house is located in a quiet neighborhood close to great restaurants, shopping, Greensboro and Winston Salem. Perfect for your next trip.

Top guest favorite
Tiny home in Jamestown
4.96 out of 5 average rating, 519 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 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
Guest suite in High Point
4.9 out of 5 average rating, 456 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.

Top guest favorite
Home in High Point
4.96 out of 5 average rating, 123 reviews

Cozy Cottage In The Heart Of High Point!

Cozy Home In The Heart of High Point. So Convenient To Restaurants, Shopping, HPU, Children’s Museum, Furniture Market & Local Events. Three Bedrooms, 2 Full Baths, Spacious Living Rooms, 2 Dining Areas. Private Covered Patio with Gas Grill. Safe Neighborhood Just Minutes To The Heart Of High Point's Dining, Pubs, Rocker's Baseball & HPU! Home To The Largest Furniture Store In The World Plus Dozens Of Unique Stores Close By.

Popular amenities for Jamestown family-friendly rentals