Family-friendly vacation rentals in Jamestown

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.

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.

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.

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.

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.

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.

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

Beautiful two story home in a great location! Just two miles from shopping, restaurants, TopGolf, and the interstate. Home includes three bedrooms with smart TVs and private bathroom for each. Also included is a workout room with a Sauna, treadmill and free weights. Outdoor space is plentiful! Front porch has a swing and rocking chairs. The deck includes a six person Hot tub, fire table and plenty of seating. Backyard has a fire pit and room for activity.

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.

Madison Suite

This newly renovated house is nestled in the middle of High Point. You can walk to restaurants, bars, shopping, and other attractions including the ballpark, children's museum, farmers market, and more! 5 min walk to Sweet Old Bills, 83 Custom Shop, Brown Truck brewery, Monkee’s and Wynnie’s boutiques, and many other shops and restaurants! This special place is close to everything, making it easy to plan your visit.

Adorable 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, and both Downtown Greensboro and High Point. Downtown Jamestown is only 5 minutes away.

The Greene Cottage - near Coliseum and Downtown

Feel right at home during your stay at The Greene Cottage! The home is centrally located close to The Coliseum, UNCG, and downtown. What was once a derelict structure has been renovated top to bottom and furnished full of antiques and beautiful artwork. We want to set your stay apart by including all of the little luxuries you may miss while traveling. We can't wait to host you!

In-Law Suite w/Private Entrance & Off-St. Parking

RENOVATED (2024)In-Law Suite of a private home with private entrance and your own parking spot in our driveway close to the entrance. Located in a quiet family residential area on a small lake but close to great shopping and restaurants at Friendly Shopping Center, the Greensboro Coliseum and Aquatic Center and Area Colleges. Great walking/running trail one block away.