
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.

Elegant 4 Bedroom Farmhouse Vintage and Modern
A stately home that's perfect for guest travels, families or small groups. This home offers elegance with rest and relaxation. Our spacious estate has large rooms with several areas to gather together or simply slip away for work or rest. A desk is located upstairs, giving the opportunity for work. There is a front porch area and an enclosed patio-perfect for quick meals or drinks in the evening. The grounds are covered with beautiful landscaping, rich with nature and walking areas. Visit us!

Fun for the whole family/central/views/comfort
You will be near the Furniture Market, downtown Winston-Salem & Greensboro offering a serene retreat with convenient access to key locations. This picturesque setting provides a tranquil escape, allowing visitors to enjoy the beauty of a lakeside environment. Being close to downtown Winston-Salem and Greensboro ensures easy access to urban amenities, cultural attractions, and a variety of entertainment options. You will have a perfect blend of relaxation and nearby proximity to urban areas.

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)

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.

<5min to HPU& Market *The Southern Escape
We are 𝐉𝐨𝐡𝐧𝐬𝐭𝐨𝐧 𝐄𝐬𝐜𝐚𝐩𝐞𝐬 and we welcome you to The Southern Escape! Originally The "C.C. Swain House" located in the popular historic district! 3 BR, 2.5 bath & wrap around porch offering TWO custom daybed swings and covered porch in the back w/TV. Conveniently located and walking distance to many restaurants such as Sweet Old Bills, Christina Gray’s, & craft brewery Brown Truck Brewery! Mins to HPU, HP Market, and Rockers Baseball Stadium

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

Cozy Condo - King Suites, Greensboro / High Point!

Roomy home w/2 full baths & screened porch.

Spacious Modern Home near Furniture Market

Poolside Retreat: Greensboro, High Point, Winston

Cozy 3-Bedroom home in Jamestown!
When is the best time to visit Jamestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,531 GYD | G$30,345 GYD | G$29,926 GYD | G$36,413 GYD | G$32,856 GYD | G$32,647 GYD | G$31,809 GYD | G$32,228 GYD | G$31,600 GYD | G$39,552 GYD | G$27,833 GYD | G$27,415 GYD |
| 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 G$8,371 GYD 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
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- Pilot Mountain State Park
- Morrow Mountain State Park
- Greensboro Science Center
- Wake Forest University
- Childress Vineyards
- Greensboro Coliseum Complex
- International Civil Rights Center & Museum
- Elon University
- Martinsville Speedway
- Cherry Treesort
- Reynolda Village Shops & Restaurants
- University Of North Carolina At Greensboro
- Occoneechee Mountain State Natural Area
- Guilford Courthouse National Military Park
- North Carolina Transportation Museum
- Greensboro Arboretum
- Tanger Family Bicentennial Garden
- Bailey Park
- High Point City Lake Park
- Uwharrie National Forest




