Holiday Rentals in Jamestown

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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
7.4 out of 10, Good, (8 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 €281
includes taxes & fees
1 Mar - 2 Mar
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.
ZenCaza: Perfect Blend of Retreat and Getaway-Prime 5-Bed with Lux King Ensuite

Cazenitah: The Ideal Getaway, Corporate 3BR in Prime Location and Neighborhood

Cazenitah: The Ideal Getaway, Corporate 3BR in Prime Location and Neighborhood
Jamestown
10.0 out of 10, Exceptional, (1 review)
"Betty’s place is very good. At the last minute, I had to find a new location for a birthday dinner To host some family members. The house is much bigger than we thought it would have been. It has all the amenities that you could ask for. Betty was easy to communicate with and her home is extremely clean and comfortable."
United States
Rehshetta W.
The price is €605
includes taxes & fees
1 Mar - 2 Mar
Cazenitah: The Ideal Getaway, Corporate 3BR in Prime Location and Neighborhood

Quaint 2 bed 1 bath cottage style home

Quaint 2 bed 1 bath cottage style home
Kernersville
9.0 out of 10, Wonderful, (43 reviews)
"Nice house. Comfortable. Host was easy to talk to. Will stay again if in the area."
United States
Greg C.
The price is €174
includes taxes & fees
1 Mar - 2 Mar
Quaint 2 bed 1 bath cottage style home

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 €120
includes taxes & fees
30 Mar - 31 Mar
Walden Cabin Experience

MAGNOLIA Charming 2-bedroom farmhouse in lovely Summerfield, NC with AC, WiFi.

MAGNOLIA Charming 2-bedroom farmhouse in lovely Summerfield, NC with AC, WiFi.
Summerfield
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful home close to what we needed.Laura was very responsive and generous with allowing us early entry due to a funeral we had to attend"
United States
Patricia J.
The price is €260
includes taxes & fees
1 Mar - 2 Mar
MAGNOLIA Charming 2-bedroom farmhouse in lovely Summerfield, NC with AC, WiFi.

Got Cabin Fever? - The Pretty Petunia

Got Cabin Fever? - The Pretty Petunia
Pleasant Garden
9.0 out of 10, Wonderful, (9 reviews)
"Perfect location away from it all - charming "
United States
Philippa R.
The price is €176
includes taxes & fees
12 Mar - 13 Mar
Got Cabin Fever? - The Pretty Petunia

4-bedroom house in lovely High Point with AC, fitness room

4-bedroom house in lovely High Point with AC, fitness room
Deep River
The price is €152
includes taxes & fees
1 Mar - 2 Mar
4-bedroom house in lovely High Point with AC, fitness room

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)
"Charming place and welcoming host. Loved the large table, so ideal for all our game nights."
United States
Danae M.
The price is €226
includes taxes & fees
1 Mar - 2 Mar
Spacious 3BR/2BA Home-Fast WiFi, Smart TVs,Free Netflix,Furnished Patio- Pets OK

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 €205
includes taxes & fees
1 Mar - 2 Mar
Quietude Place · Stylish 2 Bedroom House with Full Kitchen near HPU

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 €222
includes taxes & fees
28 Feb - 1 Mar
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

Perfect Lindley Park location - Minutes from GAC, Coliseum, Restaurants and Pubs

Perfect Lindley Park location - Minutes from GAC, Coliseum, Restaurants and Pubs
Lindley Park
10.0 out of 10, Exceptional, (4 reviews)
"All was good! We enjoyed our stay and would stay here again. Thanks"
United States
Greg R.
The price is €210
includes taxes & fees
2 Mar - 3 Mar
Perfect Lindley Park location - Minutes from GAC, Coliseum, Restaurants and Pubs

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Winston-Salem
10.0 out of 10, Exceptional, (50 reviews)
"We had a very relaxing stay here. The hot tub was lovely and the property was very close to a lot of shopping/restaurants. "
United States
Taylor E.
The price is €230
includes taxes & fees
1 Mar - 2 Mar
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

Fun hangout; Perfect Location; Walk to Coliseum

Fun hangout; Perfect Location; Walk to Coliseum
Greensboro
9.0 out of 10, Wonderful, (10 reviews)
"It was a great getaway and filled with many things to do inside and outside. It was very relaxing and we enjoyed our stay."
United States
Ginger J.
The price is €194
includes taxes & fees
4 Mar - 5 Mar
Fun hangout; Perfect Location; Walk to Coliseum

The Red Door Cabin

The Red Door Cabin
Winston-Salem
10.0 out of 10, Exceptional, (19 reviews)
"Very peaceful "
United States
MARLON B.
The price is €228
includes taxes & fees
1 Mar - 2 Mar
The Red Door Cabin

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 €225
includes taxes & fees
22 Mar - 23 Mar
Close to Downtown-Primary on Main-Fast Internet

The Hot Tub Hideaway

The Hot Tub Hideaway
Winston-Salem
9.6 out of 10, Exceptional, (31 reviews)
"Cozy getaway with a wonderful hot tub, situated in nature. "
United States
Patrick G.
The price is €228
includes taxes & fees
1 Mar - 2 Mar
The Hot Tub Hideaway

Little White House Studio w/ Full Kitchen

Little White House Studio w/ Full Kitchen
Old Irving Park
9.2 out of 10, Wonderful, (19 reviews)
"Great location!"
United States
Susan R.
The price is €180
includes taxes & fees
1 Mar - 2 Mar
Little White House Studio w/ Full Kitchen

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.
Modern/Retro 2br Condo by Exceptional Stays

3 bed 2 bath single level home in Kernersville

3 bed 2 bath single level home in Kernersville
Kernersville
9.6 out of 10, Exceptional, (37 reviews)
"Clean, comfortable and safe location. "
United States
mtcornwell
The price is €244
includes taxes & fees
7 Mar - 8 Mar
3 bed 2 bath single level home in Kernersville
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, apart-hotels, 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 €155 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 23 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 Mendenhall Homeplace.

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.