Jamestown Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Jamestown holiday rentals

Pool

Theater, heated pool/hot tub near HPU/Market

Theater, heated pool/hot tub near HPU/Market
Jamestown
8.0 out of 10, Very good, (7 reviews)
"Owner was easy to communicate with and very responsive. House is older, so if you are expecting top of the line this isn't your place, but if you want a great location, space for a large family with pets, and entertainment this your spot."
United States
MC S.
The price is HK$1,469
HK$2,633 total
includes taxes & fees
12 Feb - 13 Feb
Theater, heated pool/hot tub near HPU/Market
Interior

ZenCaza: Perfect Blend of Retreat and Getaway-Prime 5-Bed with Lux King Ensuite

ZenCaza: Perfect Blend of Retreat and Getaway-Prime 5-Bed with Lux King Ensuite
Jamestown
10.0 out of 10, Exceptional, (10 reviews)
"Excellent stay for graduation."
United States
Stewart C.
The price is HK$5,170
HK$8,667 total
includes taxes & fees
16 Feb - 17 Feb
ZenCaza: Perfect Blend of Retreat and Getaway-Prime 5-Bed with Lux King Ensuite
Private kitchen

King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.0 star property
Winston-Salem
9.0 out of 10, Wonderful, (2 reviews)
"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 HK$957
HK$2,253 total
includes taxes & fees
17 Feb - 18 Feb
King Beds Hot Tub Arcade Grill & Firepit
Bathroom

Exec Suite King Bed Hot Tub Gym Laundry

Exec Suite King Bed Hot Tub Gym Laundry
4.0 star property
Kernersville
The price is HK$664
HK$1,337 total
includes taxes & fees
12 Feb - 13 Feb
Exec Suite King Bed Hot Tub Gym Laundry
Property grounds

Walden Cabin Experience

Walden Cabin Experience
Stokesdale
10.0 out of 10, Exceptional, (25 reviews)
"Wonderful family, memorable visit.Highly recommend "
United States
Vicky Z.
The price is HK$703
HK$989 total
includes taxes & fees
15 Feb - 16 Feb
Walden Cabin Experience
Living area

Charming clean 3 bedroom house, big bedrooms with king beds in Greensboro

Charming clean 3 bedroom house, big bedrooms with king beds in Greensboro
Greensboro
10.0 out of 10, Exceptional, (4 reviews)
"It was nice and quiet I would totally stay here again."
United States
Manuela G.
The price is HK$633
HK$1,771 total
includes taxes & fees
15 Feb - 16 Feb
Charming clean 3 bedroom house, big bedrooms with king beds in Greensboro
Exterior

BRAND NEW 4-bedroom 3-bathroom "Cottage on Conrad"

BRAND NEW 4-bedroom 3-bathroom "Cottage on Conrad"
Lexington
10.0 out of 10, Exceptional, (8 reviews)
"Highly recommendWe travel a lot and have stayed in many hotels, resorts, Vrbo and the like type of places. This house was as close to home as we’ve experienced. Clean, comfortable and lots of extras you would never expect. Whenever we come to the area, this will be the first place we will try and stay. (I only comment on great or horrible trips. This was great)"
United States
MARIANNE G.
The price is HK$733
HK$1,829 total
includes taxes & fees
15 Feb - 16 Feb
BRAND NEW 4-bedroom 3-bathroom "Cottage on Conrad"
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Charming 3-bedroom cottage with AC, WiFi in serene Walnut Cove.

Charming 3-bedroom cottage with AC, WiFi in serene Walnut Cove.
Walnut Cove
9.0 out of 10, Wonderful, (12 reviews)
"Great stay, and just a short walk across the street to The Hillbilly Hideaway for a great breakfast!"
United States
Chris S.
The price is HK$985
HK$1,745 total
includes taxes & fees
12 Feb - 13 Feb
Charming 3-bedroom cottage with AC, WiFi in serene Walnut Cove.
Interior

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 HK$953
HK$3,296 total
includes taxes & fees
23 Feb - 24 Feb
Bright & Elegant Home in High Point w/ Deck!
2 bedrooms, desk, iron/ironing board, travel cot

Quiet home in the Kernersville near Winston Salem, Greensboro, High Point

Quiet home in the Kernersville near Winston Salem, Greensboro, High Point
Kernersville
10.0 out of 10, Exceptional, (66 reviews)
"Great place and greatly stocked house with all necessities, would stay here again! "
United States
Daphne C.
The price is HK$809
HK$1,798 total
includes taxes & fees
18 Feb - 19 Feb
Quiet home in the Kernersville near Winston Salem, Greensboro, High Point
Terrace/patio

Modern/Retro 2br Condo by Exceptional Stays

Modern/Retro 2br Condo by Exceptional Stays
High Point
10.0 out of 10, Exceptional, (6 reviews)
"Owner was great. "
United States
Todd F.
The price is HK$1,243
HK$1,577 total
includes taxes & fees
22 Feb - 23 Feb
Modern/Retro 2br Condo by Exceptional Stays
Interior

{Sunnyside Wilds} An Ideal Spot for Exploring Asheboro

{Sunnyside Wilds} An Ideal Spot for Exploring Asheboro
Asheboro
8.6 out of 10, Excellent, (95 reviews)
"Highly recommend, we have stayed here twice in the last couple years, only had one minor issue and the owner responded in under a minute and it was resolved. Bed was super comfortable and definitely beats a traditional hotel."
United States
Terry R.
The price is HK$547
HK$1,138 total
includes taxes & fees
12 Feb - 13 Feb
{Sunnyside Wilds} An Ideal Spot for Exploring Asheboro
Fridge, microwave, oven, stovetop

Quietude Place · Stylish 2 Bedroom House with Full Kitchen near HPU

Quietude Place · Stylish 2 Bedroom House with Full Kitchen near HPU
High Point
10.0 out of 10, Exceptional, (17 reviews)
"Very Nice. Overall great experience. "
United States
Lucas H.
The price is HK$742
HK$1,786 total
includes taxes & fees
12 Feb - 13 Feb
Quietude Place · Stylish 2 Bedroom House with Full Kitchen near HPU
Fridge, microwave, oven, stovetop

Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
10.0 out of 10, Exceptional, (22 reviews)
"We loved this beautiful and clean unit! We stayed in the area for a wedding and it was perfect to fit many guests. Would stay again if we found ourselves back in the area. "
United States
Kate S.
The price is HK$907
HK$2,005 total
includes taxes & fees
14 Feb - 15 Feb
Quiet, newly renovated. Near everything!
Interior

Close to Downtown-Primary on Main-Fast Internet

Close to Downtown-Primary on Main-Fast Internet
Greensboro
9.4 out of 10, Exceptional, (39 reviews)
"Cute and cozy, great location, host was accessible and made sure we were taken care of, would recommend to anyone wanting a home away from home!"
Canada
Vanina W.
The price is HK$796
HK$2,061 total
includes taxes & fees
12 Feb - 13 Feb
Close to Downtown-Primary on Main-Fast Internet
Smart TV

Spacious 3BR/2BA Home-Fast WiFi, Smart TVs,Free Netflix,Furnished Patio- Pets OK

Spacious 3BR/2BA Home-Fast WiFi, Smart TVs,Free Netflix,Furnished Patio- Pets OK
Greensboro
10.0 out of 10, Exceptional, (53 reviews)
"The home was comfortable and very clean. We enjoyed our stay."
United States
Melissa P.
The price is HK$703
HK$1,903 total
includes taxes & fees
12 Feb - 13 Feb
Spacious 3BR/2BA Home-Fast WiFi, Smart TVs,Free Netflix,Furnished Patio- Pets OK
Fridge, microwave, oven, stovetop

Heart of Downtown - Rooftop - Playstation 5

Heart of Downtown - Rooftop - Playstation 5
Downtown Greensboro
10.0 out of 10, Exceptional, (9 reviews)
"Great property, location, and very responsive host!"
United States
Scott S.
The price is HK$1,001
HK$2,414 total
includes taxes & fees
12 Feb - 13 Feb
Heart of Downtown - Rooftop - Playstation 5
Smart TV, fireplace

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
Winston-Salem
9.4 out of 10, Exceptional, (6 reviews)
"It was perfect for our needs! Ty so much for a great place to stay!"
United States
Bobby
The price is HK$1,118
HK$2,015 total
includes taxes & fees
12 Feb - 13 Feb
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
Interior

Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
The price is HK$1,383
HK$3,705 total
includes taxes & fees
12 Feb - 13 Feb
Cozy Cottage: Nature-filled Winston-salem Retreat!
2 bedrooms, iron/ironing board, WiFi, bed sheets

Cozy 2bd/1bth +80" TV Movie Room

Cozy 2bd/1bth +80" TV Movie Room
Lindley Park
9.6 out of 10, Exceptional, (4 reviews)
"Great setting and close access. Very comfortable rooms and super clean!"
United States
Laura W.
The price is HK$758
HK$1,780 total
includes taxes & fees
16 Feb - 17 Feb
Cozy 2bd/1bth +80" TV Movie Room
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
"Room was super clean and quiet"
David 2-night trip
Posted 2 days ago
Proximity Hotel

Find out more about Jamestown

Search for holiday rentals in Jamestown on Expedia! You can easily find your home rentals, villas, holiday apartments in Jamestown using one of the methods below:

  • View our selection of featured holiday rentals in Jamestown
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  • Enter your travel dates to view the best deals on holiday rentals in Jamestown while they last

Look no further and take a look at our great range of rental properties in Jamestown!

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.

What are some of the best holiday rentals that Jamestown has to offer?

Theater, heated pool/hot tub near HPU/Market: This highly rated holiday home rental in Jamestown offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

How many holiday rentals are there in Jamestown?

With 24 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.