A windmill with a red door, surrounded by a stone wall and a grassy field.

Jamestown Vacation Rentals

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Jamestown vacation rentals

Pool

Theater, heated pool/hot tub near HPU/Market

Theater, heated pool/hot tub near HPU/Market
Jamestown
7.6 out of 10, Good, (9 reviews)
"A wonderful place for dogs, kids, and easy access to city life in a family neighborhood which is quiet and quaint. The hot tub is great!"
United States
Shareshten S.
$397 nightly
The price is $427
Jul 7 - Jul 8
Total with taxes and fees
Theater, heated pool/hot tub near HPU/Market
Exterior

StudioRes by Marriott Greensboro Airport

StudioRes by Marriott Greensboro Airport
3.0 star property
Greensboro
9.8 out of 10, Exceptional, (6 reviews)
"Rooms were clean and modern. There are good stuff near by such as top golf or stores less than 5 minutes."
United States
Andres
$76 nightly
The price is $86
Jul 12 - Jul 13
Total with taxes and fees
StudioRes by Marriott Greensboro Airport
Studio | Bathroom | Shower, hair dryer, towels, soap

Exec Suite King Bed Hot Tub Gym Laundry

Exec Suite King Bed Hot Tub Gym Laundry
4.5 star property
Kernersville
$139 nightly
The price is $158
Jul 7 - Jul 8
Total with taxes and fees
Exec Suite King Bed Hot Tub Gym Laundry
Smart TV

Quaint 2 bed 1 bath cottage style home

Quaint 2 bed 1 bath cottage style home
Kernersville
9.0 out of 10, Wonderful, (46 reviews)
"Nice little home that served its purpose for the weekend. Will recommend. "
United States
Claude L.
$190 nightly
The price is $214
Jun 30 - Jul 1
Total with taxes and fees
Quaint 2 bed 1 bath cottage style home
4 bedrooms, hypo-allergenic bedding, in-room safe, blackout drapes

Heated Pool King Bed Jacuzzi Bath Arcade

Heated Pool King Bed Jacuzzi Bath Arcade
4.5 star property
Winston-Salem
8.0 out of 10, Very Good, (1 review)
"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
$286 nightly
The price is $323
Jul 9 - Jul 10
Total with taxes and fees
Heated Pool King Bed Jacuzzi Bath Arcade
Fridge, microwave, oven, stovetop

Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
9.8 out of 10, Exceptional, (29 reviews)
"Very nice comfortable place that is dog friendly, loved the back porch. Host was very responsive to communication."
United States
Rachel S.
$228 nightly
The price is $258
Jun 30 - Jul 1
Total with taxes and fees
Quiet, newly renovated. Near everything!
House | Private kitchen | Fridge, microwave, oven, stovetop

King Beds Hot Tub Arcade Grill & Firepit

King Beds Hot Tub Arcade Grill & Firepit
4.5 star property
Winston-Salem
9.4 out of 10, Exceptional, (3 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
$250 nightly
The price is $282
Jun 30 - Jul 1
Total with taxes and fees
King Beds Hot Tub Arcade Grill & Firepit
Private kitchen

Little Brick House in Liberty

Little Brick House in Liberty
Liberty
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic and cute place to stay. Very comfortable and cozy. Would definitely come back again."
United States
Cynthia
$271 nightly
The price is $297
Jul 7 - Jul 8
Total with taxes and fees
Little Brick House in Liberty
Outdoor dining

La Casita .

La Casita .
Winston-Salem
10.0 out of 10, Exceptional, (6 reviews)
"Overall a great place to stay. Super cozy! "
United States
Darren L.
$168 nightly
The price is $189
Jul 3 - Jul 4
Total with taxes and fees
La Casita .
Property grounds

Walden Cabin Experience

Walden Cabin Experience
Stokesdale
10.0 out of 10, Exceptional, (27 reviews)
"Wonderful family, memorable visit.Highly recommend "
United States
Vicky Z.
$115 nightly
The price is $127
Jul 1 - Jul 2
Total with taxes and fees
Walden Cabin Experience
House | Terrace/patio

Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston Sleeps 16 - 2 Kitchens Hot Tub
4.0 star property
Winston-Salem
$391 nightly
The price is $442
Jun 30 - Jul 1
Total with taxes and fees
Winston Sleeps 16 - 2 Kitchens Hot Tub
Interior

Remodeled duplex near coliseum

Remodeled duplex near coliseum
Holden Farms
9.0 out of 10, Wonderful, (15 reviews)
"Great home , would stay again and recommend to anyone."
United States
gary f.
$233 nightly
The price is $263
Jun 30 - Jul 1
Total with taxes and fees
Remodeled duplex near coliseum
Interior

Close to Downtown-Primary on Main-Fast Internet

Close to Downtown-Primary on Main-Fast Internet
Greensboro
9.6 out of 10, Exceptional, (44 reviews)
"Yes, clean and nice. Enjoyed the house"
United States
Philip D.
$245 nightly
The price is $261
Jul 6 - Jul 7
Total with taxes and fees
Close to Downtown-Primary on Main-Fast Internet
TV

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

Spacious 2bd/1bth +80" TV Movie Room
Lindley Park
9.2 out of 10, Wonderful, (17 reviews)
"Great setting and close access. Very comfortable rooms and super clean!"
United States
Laura W.
$212 nightly
The price is $239
Jul 2 - Jul 3
Total with taxes and fees
Spacious 2bd/1bth +80" TV Movie Room
Dining

Newly renovated home away from home downtown High Point.

Newly renovated home away from home downtown High Point.
High Point
10.0 out of 10, Exceptional, (123 reviews)
"Beds were extremely comfortable!!!"
United States
Meredith S.
$194 nightly
The price is $219
Jun 30 - Jul 1
Total with taxes and fees
Newly renovated home away from home downtown High Point.
Interior

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, (8 reviews)
"Great location for the event we were in town for. Property lived up to expectations. I will stay there again if I am in town again."
United States
Chad L.
$233 nightly
The price is $263
Jul 1 - Jul 2
Total with taxes and fees
Perfect Lindley Park location - Minutes from GAC, Coliseum, Restaurants and Pubs
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, (64 reviews)
"Great place! Everything was clean and wonderful! "
United States
eranthe b.
$273 nightly
The price is $308
Jul 2 - Jul 3
Total with taxes and fees
Spacious 3BR/2BA Home-Fast WiFi, Smart TVs,Free Netflix,Furnished Patio- Pets OK
TV

Modern Charm & Garden View sleeps 6

Modern Charm & Garden View sleeps 6
Greensboro
9.4 out of 10, Exceptional, (26 reviews)
"Everything worked well - appliances, heat, hot water. Very convenient location."
United States
Brad A.
$326 nightly
The price is $367
Jun 30 - Jul 1
Total with taxes and fees
Modern Charm & Garden View sleeps 6
Exterior

Entire Condo in the Heart of Downtown Greensboro!

Entire Condo in the Heart of Downtown Greensboro!
Downtown Greensboro
9.8 out of 10, Exceptional, (77 reviews)
"Enjoyed my stay will be back again."
United States
Taurice N.
Entire Condo in the Heart of Downtown Greensboro!
Terrace/patio

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
9.8 out of 10, Exceptional, (54 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.
$241 nightly
The price is $273
Jun 30 - Jul 1
Total with taxes and fees
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
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

Wyndham Garden Greensboro

Wyndham Garden Greensboro

10/10 Excellent
"Room was great and parking was easy!"
Jessica 1-night trip
Posted 6 hours ago
Wyndham Garden Greensboro

Find out more about Jamestown

Everything you need to know about Jamestown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jamestown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jamestown vacation 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 low season months. For more hustle and bustle, you may prefer to visit Jamestown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $86 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jamestown rentals

At Expedia, we put the best Jamestown vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Jamestown?

Yes, there are vacation rentals in Jamestown close to High Point City Lake Park, or you can go with a more secluded option if you're looking for extra privacy while you relax. Jamestown is known for its shopping and restaurants.

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

Modern Villa w Pool, Hot Tub & Games!: This vacation home rental outside of Jamestown offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

How many vacation rentals are there in Jamestown?

With 22 Expedia vacation rentals, you're sure 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 Oak Hollow Lake. Other places in town to visit include Castle McCulloch and Mendenhall Homeplace.

What’s a vacation rental in Jamestown like?

Vacation rentals are privately owned properties you can book for a long or short time in Jamestown. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip.