Jamestown Holiday Rentals

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Our top choices for Jamestown holiday rentals

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 NZ$554
includes taxes & fees
10 Feb - 11 Feb
Theater, heated pool/hot tub near HPU/Market

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 NZ$1,789
includes taxes & fees
16 Feb - 17 Feb
ZenCaza: Perfect Blend of Retreat and Getaway-Prime 5-Bed with Lux King Ensuite

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 NZ$479
includes taxes & fees
16 Feb - 17 Feb
King Beds Hot Tub Arcade Grill & Firepit

Exec Suite King Bed Hot Tub Gym Laundry

Exec Suite King Bed Hot Tub Gym Laundry
4.0 star property
Kernersville
The price is NZ$310
includes taxes & fees
10 Feb - 11 Feb
Exec Suite King Bed Hot Tub Gym Laundry

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 NZ$210
includes taxes & fees
10 Feb - 11 Feb
Walden Cabin Experience

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 NZ$382
includes taxes & fees
10 Feb - 11 Feb
Charming clean 3 bedroom house, big bedrooms with king beds in Greensboro

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 NZ$387
includes taxes & fees
10 Feb - 11 Feb
BRAND NEW 4-bedroom 3-bathroom "Cottage on Conrad"

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 NZ$371
includes taxes & fees
10 Feb - 11 Feb
Charming 3-bedroom cottage with AC, WiFi in serene Walnut Cove.

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 NZ$701
includes taxes & fees
22 Feb - 23 Feb
Bright & Elegant Home in High Point w/ Deck!

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 NZ$382
includes taxes & fees
17 Feb - 18 Feb
Quiet home in the Kernersville near Winston Salem, Greensboro, High Point

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 NZ$335
includes taxes & fees
22 Feb - 23 Feb
Modern/Retro 2br Condo by Exceptional Stays

{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 NZ$242
includes taxes & fees
10 Feb - 11 Feb
{Sunnyside Wilds} An Ideal Spot for Exploring Asheboro

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 NZ$385
includes taxes & fees
10 Feb - 11 Feb
Quietude Place · Stylish 2 Bedroom House with Full Kitchen near HPU

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 NZ$436
includes taxes & fees
14 Feb - 15 Feb
Quiet, newly renovated. Near everything!

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 NZ$433
includes taxes & fees
10 Feb - 11 Feb
Close to Downtown-Primary on Main-Fast Internet

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 NZ$465
includes taxes & fees
26 Feb - 27 Feb
Spacious 3BR/2BA Home-Fast WiFi, Smart TVs,Free Netflix,Furnished Patio- Pets OK

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 NZ$498
includes taxes & fees
10 Feb - 11 Feb
Heart of Downtown - Rooftop - Playstation 5

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 NZ$427
includes taxes & fees
10 Feb - 11 Feb
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
The price is NZ$788
includes taxes & fees
11 Feb - 12 Feb
Cozy Cottage: Nature-filled Winston-salem Retreat!

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 NZ$382
includes taxes & fees
12 Feb - 13 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

Find out more about Jamestown

Everything you need to know about Jamestown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jamestown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jamestown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jamestown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jamestown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jamestown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jamestown holiday rentals we have selected for you start as low as NZ$176 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jamestown rentals

At Expedia, we put the best Jamestown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jamestown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jamestown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jamestown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.