
Vacation rentals in Jamestown
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Top-rated vacation rentals in Jamestown
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Private Lux Suite, Patio, Gazebo, Sauna, FenceYard
Ideal for couples, families, or long stays, this private entry, fenced yard luxury suite features a full kitchen, spacious living room, and modern full W/D bathroom. Unwind in your own sauna (opt), relax in the gazebo, or enjoy the patio, hammock or the basketball court. Includes washer/dryer, visitor parking, and large SmartTVs in every room+fast fiber optic WiFi. Just 10 minutes from Grandover Resort, restaurants, golf, with quick Hwy access—comfort, privacy, and convenience in one retreat

The Cave ~ Adult Getaway with Luxe Amenities
Tucked away in the peaceful Sedgefield PGA community of Greensboro, The Cave is a 2-bedroom, 1-bath poolside suite designed for relaxation & comfort. This serene grown-up getaway boasts luxury amenities including exclusive use of our private seasonal (summer) pool, indoor & outdoor theaters, Brunswick pool table, bar/ kitchenette, & more. Enjoy personalized service & a prime location—just minutes from top dining, shopping, golf courses, entertainment venues, sports arenas, & universities.

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.

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.

Jamestown Retreat
Located in Jamestown, NC This apartment brings a subtle calming sensation, in the busy region of Guilford County! With an added work station, you can even take the time to focus on tasks and get your work done. Shopping and dining: • Wendover Avenue (3 min) • Palladium Center (7 min) • Downtown GSO (12 min) Travel accommodations: Amtrak Station (10 min) GSO Airport (13 min) To Do: Bicentennial Greenway (5 min) Castle McCulloch (10 min) First Horizon Arena (10 min)

Louise Suite
*Dr. Nido Qubein rented a room in this house while attending HPU and starting his first business 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, Basil Cafe, Children's Museum, Monkee’s and Wynnie’s boutiques, and many other shops and restaurants!

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!

Jamestown Cottage
Great location, immaculately clean, well maintained, and tastefully decorated in a light pallet with natural, organic accessories. 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. Fully stocked kitchen with many accessories plus an outdoor grilling area and water feature. High speed fiber optic wi-fi and Spectrum cable.

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.

Mountain View Retreat
The Mountain View Retreat is the perfect place for those who want to enjoy a combination of luxury and the rustic outdoors. Located on 63 acres near Lexington and Thomasville, the Retreat is an easy drive from many of the major cities in central North Carolina. An ideal spot for couples or solo travelers looking for a place to relax, unwind, enjoy nature, and have a weekend away in the country. 20% weekly/30% monthly discounts.
Popular amenities for Jamestown vacation rentals
Other great vacation rentals in Jamestown

The Jamestown Retreat

Historic Home with King Bed

2 Bd/2Ba High-rise Condo in Downtown High Point

Fenced Yard, Clean, Mins from HPU & Market

2 Bedroom townhouse in High Point The Graduate

Spacious Modern Home near Furniture Market

Theater, heated pool/hot tub near HPU/Market

Lakeside | Eco-Friendly | Self Checkin
When is the best time to visit Jamestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,054 ZAR | R2,441 ZAR | R2,408 ZAR | R2,930 ZAR | R2,644 ZAR | R2,627 ZAR | R2,559 ZAR | R2,593 ZAR | R2,543 ZAR | R3,182 ZAR | R2,239 ZAR | R2,206 ZAR |
| Avg. temp | 4°C | 6°C | 10°C | 15°C | 20°C | 24°C | 26°C | 25°C | 22°C | 16°C | 10°C | 6°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Jamestown?
Jamestown has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Jamestown?
Experience the best of Jamestown with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Jamestown?
Four-legged friends are welcome in Jamestown. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Jamestown?
Yes! Work meets play with ease at over 40 vacation rentals in Jamestown featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Jamestown have air conditioning?
Absolutely! We offer over 50 house rentals with air conditioning in Jamestown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Jamestown have a kitchen?
Absolutely! We offer over 50 house rentals with a kitchen in Jamestown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Jamestown have wifi?
Absolutely! We offer over 50 house rentals with wifi in Jamestown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Jamestown have free parking?
Absolutely! We offer over 50 house rentals with free parking in Jamestown. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Jamestown

Total vacation rentals
Explore 70 vacation rentals in Jamestown

Nightly prices starting at
Jamestown vacation rentals start at R674 ZAR per night before taxes and fees

Verified guest reviews
Over 2,680 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Jamestown vacation 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!
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- North Carolina Zoo
- Hanging Rock State Park
- Wet'n Wild Emerald Pointe Water Park
- Pilot Mountain State Park
- Morrow Mountain State Park
- Greensboro Science Center
- Wake Forest University
- Greensboro Coliseum Complex
- Childress Vineyards
- International Civil Rights Center & Museum
- Elon University
- Martinsville Speedway
- Reynolda Village Shops & Restaurants
- Guilford Courthouse National Military Park
- Cherry Treesort
- University Of North Carolina At Greensboro
- Occoneechee Mountain State Natural Area
- Bailey Park
- Tanger Family Bicentennial Garden
- Greensboro Arboretum
- North Carolina Transportation Museum
- High Point City Lake Park
- Uwharrie National Forest




