
Holiday houses in Jamestown
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Top-rated holiday rentals in Jamestown
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2 bedroom condo in High Point-Uptown/Downtown
Historic condo in the heart of High Point, 2nd floor stair access. Children 12 and over welcome. Walk to High Point Univ., HPFM, Baseball Stadium, Children’s Museum, Restaurants, Breweries, JH Adams Inn, Greenway, Pickleball Courts, Library, Farmers Market and more. Stroll along historic tree lined, shady streets. Oak Hollow Lake is just 5 minutes away or City Lake Park in Jamestown. Winston Salem and Greensboro are just 20 minutes away. 20 minute drive to the airport. Walk to Amtrak Station.

Charming Newly Renovated Starmount Forest Home
Starmount Forest is a quiet upscale neighborhood in the heart of Greensboro. Located just half a mile from upscale dinning and shopping In Friendly Center. This Spacious 2300 sq ft home features an inviting open floor plan with a large kitchen, den, living room and sunroom. The Kitchen is fully equipped with stainless appliance and everything you need to cook your favorite meal. New Furnishings throughout, master bath boasts large walk in shower, and every bedroom is equipped with a smart TV.

The Woodfern House
This home features 7 bedrooms, 4.5 baths and sleeps 21. Two master suites with private baths. Enough space for the whole fam! New appliances in open, fully-equipped kitchen. XL living room with 65” smart TV. Screened-in porch offers an outdoor table with seating for 8 in addition to the dining room. 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, 12 mi to PTI. Walking distance to restaurants, bakery, brewery, nightlife and shopping.

Sunset Hills Carriage House! King Bed
Industrial Chić Abode in Beautiful Sunset Hills! Close to Everything with all the comforts of home. The Carriage House offers a private self contained guesthouse located behind our house ( 485 sq ft studio ) Safe upscale neighboorhood. Comfy King Bed! We have a pullout Queen sofa bed available for extra guests! 2 car max, NO SMOKING OR PETS! Walkable to UNCG and 2 minutes from everywhere you want to be! Close to Lindley Park favorites at the corner, UNCG, Downtown and Greensboro Coliseum.

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.

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.

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)

Cozy Apartment in Peaceful Archdale
Enjoy a warm cozy stay at this 2 bed 1 bath apartment. Available is a 55 inch TV with Netflix available on the comfort of new couches. All the bed are equipped with 10 inch memory foam mattress that make for the absolute best night sleep. High speed google wifi along with a work station makes all your work from home needs a breeze. Fully stocked kitchen for all your cooking needs. Entire coffee station to create the ultimate brew. I hope my place treats you well!

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

Adorable Spacious Studio w/ Full Kitchen near HPU
We are the Shoemakers and we welcome you to our private, peaceful Serenity Studio (FAST INTERNET). Born in 1938, updated in 2020 with 1 BR & 1 full bath. Privately tucked away in plain sight, central to High Point, HPU, HP Furniture Market, HP Med Ctr, Jamestown, Greensboro, Winston-Salem & PTI Airport. Serenity Studio is above Quietude Place & Tranquility Cottage is about 100 feet away & groups can rent all 3. Discounts for weekly & monthly stays.
Popular amenities for Jamestown holiday rentals
Other great holiday rentals in Jamestown

Cozy House on the Hill single bed

The Jamestown Retreat

The Cottage Hill

Cozy Apartment off Guilford college!

Home in Greensboro

Jamestown Hideaway

Modern 4BR w/ King Suite

Happy Place
When is the best time to visit Jamestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $210 NZD | $250 NZD | $246 NZD | $300 NZD | $271 NZD | $269 NZD | $262 NZD | $265 NZD | $260 NZD | $293 NZD | $257 NZD | $258 NZD |
| 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 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 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.
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.
What are the most popular amenities for House Rentals in Jamestown?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with wifi, over 50 homes with free parking, over 50 homes with a kitchen, over 50 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
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 free parking?
Absolutely! We offer over 50 house rentals with free parking 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.
Quick stats about holiday rentals in Jamestown

Total holiday rentals
Explore 70 holiday rentals in Jamestown

Nightly prices starting at
Jamestown holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 2,640 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Jamestown holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Wet'n Wild Emerald Pointe Water Park
- Hanging Rock State Park
- Pilot Mountain State Park
- Morrow Mountain State Park
- Sedgefield Country Club
- Dan Nicholas Park
- Meadowlands Golf Club
- Greensboro Science Center
- Old Town Club
- Divine Llama Vineyards
- Starmount Forest Country Club
- Olde Homeplace Golf Club
- International Civil Rights Center & Museum
- Gillespie Golf Course
- Childress Vineyards
- Autumn Creek Vineyards
- Guilford Courthouse National Military Park




