Vacation rentals in Jamestown

4.95 out of 5 average rating, 142 reviews

The Woodfern House | 7BR, 4.5BA | Sleeps 21

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.

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Guest suite in Greensboro

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.

ValueFamilyDecor

4.97 out of 5 average rating, 182 reviews

4.97 out of 5 average rating, 94 reviews

An outdoor fire pit is surrounded by several Adirondack chairs, set against the backdrop of a modern Scandinavian home. The structure features large windows and a spacious deck, illuminated by soft lighting under a dusk sky, with lush trees framing the scene.

Home in Greensboro

Poplar House

Enjoy a stylish experience at this centrally-located home. Minutes to everything in Greensboro, High Point and Jamestown. Located in the prestigious Sedgefield Community. This is a modern Scandinavian new-build with all the vibes. This home has 4 bedrooms & a small private nursery. A fully stocked kitchen for you and your crew, cozy hang out spaces indoors and out. Relax in a private back yard with a fire pit or enjoy a moment with friends and family on one of multiple decks.

ValueFamilyBathroom

A single-story ranch house with a welcoming front porch. Surrounding greenery includes mature trees and well-maintained shrubs. A spacious lawn is visible, providing a serene outdoor environment. A car is parked in the driveway, indicating easy access to the home.

4.98 out of 5 average rating, 222 reviews

Downtown Jamestown, quiet, clean and spacious!

Location is key! A block from quaint Jamestown's food and entertainment 5 miles from Furniture Market, 4 miles from HPU, 8 miles from downtown Greensboro or coliseum area and less than 20 miles from Winston. Adorable ranch, recently updated and has all the comforts of home. Pet friendly with fully fenced backyard. Both business travelers and families will enjoy the safe , quiet neighborhood. It is walking distance to dining, coffee shop, bakery, entertainment, parks and trails.

ValueLocationAccess

4.96 out of 5 average rating, 193 reviews

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

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.

LocationFamilyHospitality

4.89 out of 5 average rating, 140 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.

LocationFamilySleep quality

4.92 out of 5 average rating, 355 reviews

Guesthouse in Jamestown

Beautiful Duplex

PLEASE READ BEFORE BOOKING Maximum Occupancy: 2 GUESTS (Including Children) check in is at 3:00 PM. Check out at 10:00 AM. Enjoy a simple, peaceful stay in our centrally located duplex . 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.

LocationFamilyAccuracy

4.95 out of 5 average rating, 108 reviews

The living area features large, arched windows allowing abundant natural light, complemented by a cozy sectional sofa arranged around a central coffee table. A flat-screen TV is mounted above the fireplace. A staircase leads to the upper level, visible in the background.

Home in Greensboro

7 BR on PGA Tour’s Sedgefield CC range Hot Tub

3 story, 7 BR house 250 yards from Sedegefield’s clubhouse overlooking the historic driving range. 2020 kitchen renovation. 2021 back deck expansion with brand new hot tub cleaned after each guest. Modern house complete with pool table, ping pong table, & game room. Your kids will love it. Master bathroom has jacuzzi tub. Twin over Full bunks in two rooms means there are 10 beds for use. 5 car limit. Additional parking available nearby upon request.

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Guest suite in High Point

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.

LocationFamilyBathroom

4.9 out of 5 average rating, 467 reviews

A charming Craftsman home, built in 1928, is surrounded by a lush lawn and mature trees. The front porch, adorned with a welcoming heart decoration, features white railings and overlooks vibrant shrubs. An American flag stands proudly in the front yard, enhancing the tranquil setting.

4.93 out of 5 average rating, 235 reviews

Like living in the country, but right in town...

Your family will be close to everything when you stay at this centrally-located place. Downtown and High Point University are only a 5 minute drive. Newly refurbished Craftsman home dates back to 1928, with all new kitchen appliances, washer/dryer, and new HVAC system. Home sits on a nice wooded 1.5 acre lot, away from the road. All the comforts of home - plus a wonderful front porch to relax on and enjoy the scenery.

LocationValueParks

4.99 out of 5 average rating, 166 reviews

Suite Madison

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.

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Superhost

4.87 out of 5 average rating, 142 reviews

Bright High Point Home | Lake Access | BBQ

Spacious 𝗛𝗶𝗴𝗵 𝗣𝗼𝗶𝗻𝘁, 𝗡𝗖 retreat conveniently located near High Point University and the Furniture Market. Perfect for families, groups, and pets, featuring a fenced yard, cozy fire pit, two Smart TV dens, and a fully equipped kitchen. Enjoy a comfortable, convenient stay with everything you need to relax and make lasting memories. ☀ Lake Access ☀ BBQ Grill ☀ Fast Wi-Fi ☀ Patio

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Popular amenities for Jamestown vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Jamestown

4.96 out of 5 average rating, 70 reviews

Guesthouse in Jamestown

Couples Nest

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Guest suite in Greensboro

A single-story home with a brick exterior is surrounded by a spacious lawn. The front porch features a few steps leading up to the entrance. Lush trees provide shade and greenery in the background, enhancing the serene outdoor environment.

5 Mins to Sedgefield Golf, 2 bedroom guest unit

LocationFamilyHospitality

5.0 out of 5 average rating, 21 reviews

4.94 out of 5 average rating, 49 reviews

Tranquil Jamestown culdesac home

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Superhost

An overhead view captures the spacious outdoor area featuring a heated pool, surrounded by lounge chairs. A stone fire-pit is positioned in the corner, while the large lawn area offers ample space for outdoor activities. The house, with a well-defined layout, complements the inviting landscape.

4.74 out of 5 average rating, 68 reviews

Hot tub | Fire-pit | Pool Table | Heated Pool

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Superhost

Guesthouse in Jamestown

Peaceful duplex

FamilyLocationAccuracy

4.84 out of 5 average rating, 57 reviews

4.97 out of 5 average rating, 74 reviews

The exterior of the townhouse is showcased, featuring a welcoming entrance framed by lush greenery. The brick facade is complemented by landscaped shrubs and small trees. A winding driveway leads up to the front, creating an inviting approach in a peaceful neighborhood setting.

Townhouse in Jamestown

Luxury Townhome, Spacious, High Point/Greensboro

FamilyLocationQuiet

4.94 out of 5 average rating, 16 reviews

The Tour-it House/2 bed walk to downtown/greenway

ValueLocationWalkability

A modern living area features a spacious gray sofa with decorative pillows. A large flat-screen television is mounted on the wall, complemented by a dark wooden TV stand with decorative items. A round wooden coffee table sits on a woven rug, and a sleek kitchen bar with three stools is visible in the background.