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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Jamestown holiday rentals

Exterior
King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.0 star property
Winston-Salem
8.0 out of 10, Very good, (1)
"House was clean and amenities were good. House is in a great location. Be aware that there is another rental unit downstairs that may have other parties occuppying."
United States
Elizabeth
The price is 3.349.303 ₫
7.734.363 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
King Beds Hot Tub Arcade Grill & Firepit
In-room dining
Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade
4.0 star property
Winston-Salem
8.0 out of 10, Very good, (1)
"The house was very clean, comfortable, and nicely maintained, which we really appreciated during our stay. However, there were two downsides to be aware of. First, after booking, the owner asked us to pay an extra money for cleaning fee, even though it was not clearly listed in the Expedia booking details. I chose not to argue since I didn’t want to ruin our family trip, but future guests should expect additional charges. Second, privacy was an issue the owner lives in the basement, and it felt...
United States
Rami
The price is 4.170.830 ₫
8.095.519 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Heated Pool King Bed Jacuzzi Bath Arcade
BBQ/picnic Area
Exec Suite King Bed Hot Tub Gym Laundry

Exec Suite King Bed Hot Tub Gym Laundry

Exec Suite King Bed Hot Tub Gym Laundry
4.0 star property
Kernersville
The price is 5.595.439 ₫
8.296.547 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Exec Suite King Bed Hot Tub Gym Laundry
House (3 Bedrooms) | Interior
Bright & Elegant Home in High Point w/ Deck!

Bright & Elegant Home in High Point w/ Deck!

Bright & Elegant Home in High Point w/ Deck!
3.0 star property
High Point
The price is 3.210.552 ₫
11.099.036 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Bright & Elegant Home in High Point w/ Deck!
Fridge, microwave, oven, stovetop
Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub

Arcade Kid Friendly Firepit Grill HotTub
3.5 star property
Winston-Salem
The price is 4.578.984 ₫
11.753.251 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Arcade Kid Friendly Firepit Grill HotTub
Exterior
The Ardmore Executive Suite

The Ardmore Executive Suite

The Ardmore Executive Suite
3.5 star property
Winston-Salem
6.0 out of 10, (3)
"Very clean and nice setup "
United States
Nicholas
The price is 3.970.715 ₫
6.461.733 ₫ total
includes taxes & fees
26 Dec - 27 Dec
The Ardmore Executive Suite
Children’s activities
Kernersville Hot Tub Pool Arcade Gym Wifi Coffee

Kernersville Hot Tub Pool Arcade Gym Wifi Coffee

Kernersville Hot Tub Pool Arcade Gym Wifi Coffee
3.0 star property
Kernersville
6.0 out of 10, (4)
"The house was very nice. Very well kept up. Enjoyed the atmosphere. Hope to stay there again. Great experience. 😃"
United States
Troy
Kernersville Hot Tub Pool Arcade Gym Wifi Coffee
House | Terrace/patio
Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub
3.5 star property
Winston-Salem
The price is 3.978.979 ₫
11.048.930 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Winston Sleeps 16 - 2 Kitchens Hot Tub
Seasonal outdoor pool, pool umbrellas, pool loungers
KingBed Hot Tub BBQ Games Hypoallergenic

KingBed Hot Tub BBQ Games Hypoallergenic

KingBed Hot Tub BBQ Games Hypoallergenic
3.5 star property
Kernersville
4.8 out of 10, (3)
"We ended up not staying because after i booked they listed all the fees. You have to check in by 8 pm but is listed as 2:30am and there is a $20 per person per day fee to use the pool. And you have to give a 48 hr notice to even use the pool and i booked last minute so that would have been a waste too. To use the hot tub its $100 extra but that is the only thing listed before you book. It would not have been worth the 3.5 hr drive we were going to make. "
United States
Tiffany
The price is 3.421.080 ₫
5.839.520 ₫ total
includes taxes & fees
26 Dec - 27 Dec
KingBed Hot Tub BBQ Games Hypoallergenic
House (3 Bedrooms) | Interior
Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
The price is 4.184.244 ₫
11.969.043 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Cozy Cottage: Nature-filled Winston-salem Retreat!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Jamestown Hotel Reviews

Proximity Hotel

Proximity Hotel

10/10 Excellent
"Excellent room, great front desk staff. Food was delicious "
Corey 1-night trip
Posted 21 hours ago
Proximity Hotel

Frequently asked questions

Can I find holiday rentals in Jamestown?

Yes, there are holiday rentals in Jamestown close to High Point City Lake Park, or you can select a more secluded option if you're looking for a relaxing stay. Jamestown is known for its shopping and restaurants.

How many holiday rentals are there in Jamestown?

With 22 Expedia holiday rentals, you're guaranteed to find just the right place for your Jamestown stay.

What’s there to see and do in Jamestown?

While exploring the area, visit family-friendly sights like High Point City Lake Park, or get outside and enjoy nature at Guilford Courthouse National Military Park. Other places in town to visit include Castle McCulloch and World's Largest Highboy Dresser.

What’s a holiday rental in Jamestown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jamestown. Holiday rentals feature extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips or small group gatherings.