Jamestown Vacation Rentals

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Our top choices for Jamestown vacation rentals

3.0 star property
$456 nightly
The price is $488
Mar 15 - Mar 16
Total with taxes and fees
Cozy Cottage: Nature-filled Winston-salem Retreat!
4.0 star property
$198 nightly
The price is $223
Mar 22 - Mar 23
Total with taxes and fees
Exec Suite King Bed Hot Tub Gym Laundry
4.0 star property
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
$1,525 nightly
The price is $1,723
Mar 21 - Mar 22
Total with taxes and fees
Heated Pool King Bed Jacuzzi Bath Arcade

Residence in Winston-Salem

The Ardmore Executive Suite
3.5 star property
6.0 out of 10, (3 reviews)
"Very clean and nice setup "
United States
Nicholas
$154 nightly
The price is $174
Apr 8 - Apr 9
Total with taxes and fees
The Ardmore Executive Suite
3.5 star property
$461 nightly
The price is $521
Mar 15 - Mar 16
Total with taxes and fees
Arcade Kid Friendly Firepit Grill HotTub
3.0 star property
6.0 out of 10, (4 reviews)
"The house was very nice. Very well kept up. Enjoyed the atmosphere. Hope to stay there again. Great experience. 😃"
United States
Troy
$425 nightly
The price is $480
Mar 15 - Mar 16
Total with taxes and fees
Kernersville Hot Tub Pool Arcade Gym Wifi Coffee
4.0 star property
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
$255 nightly
The price is $288
Mar 22 - Mar 23
Total with taxes and fees
King Beds Hot Tub Arcade Grill & Firepit
3.5 star property
4.8 out of 10, (3 reviews)
"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
$193 nightly
The price is $218
Mar 14 - Mar 15
Total with taxes and fees
KingBed Hot Tub BBQ Games Hypoallergenic
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 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 $155 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.

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?

Theater, heated pool/hot tub near HPU/Market: Visitors give good reviews to this Jamestown vacation home rental, which offers a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub.

How many vacation rentals are there in Jamestown?

With 24 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 Guilford Courthouse National Military Park. 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.