Jamestown Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

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
7.4 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 ￥31,774
￥55,903 total
includes taxes & fees
Apr 5 - Apr 6
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 ￥70,414
￥131,600 total
includes taxes & fees
Mar 31 - Apr 1
ZenCaza: Perfect Blend of Retreat and Getaway-Prime 5-Bed with Lux King Ensuite
Interior

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 ￥65,960
￥115,775 total
includes taxes & fees
Mar 30 - Mar 31
Cazenitah: The Ideal Getaway, Corporate 3BR in Prime Location and Neighborhood
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, (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 ￥14,227
￥33,217 total
includes taxes & fees
Mar 29 - Mar 30
Quaint 2 bed 1 bath cottage style home
Exterior

Got Cabin Fever? - Grumpy Ol' Goat

Got Cabin Fever? - Grumpy Ol' Goat
Pleasant Garden
8.8 out of 10, Excellent, (16 reviews)
"Charming cabin and the property/grounds overall was fantastic! Teri (host) was very welcoming and gracious. We will stay again, when back in the area to visit!"
United States
Travis T.
The price is ￥20,837
￥32,507 total
includes taxes & fees
Apr 4 - Apr 5
Got Cabin Fever? - Grumpy Ol' Goat
Fridge, microwave, oven, stovetop

Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
10.0 out of 10, Exceptional, (23 reviews)
"The property was clean, and comfortable in a nice neighborhood close to amenities."
United States
Maria H.
The price is ￥18,522
￥41,863 total
includes taxes & fees
Apr 1 - Apr 2
Quiet, newly renovated. Near everything!
House (3 Bedrooms) | Interior

Cozy Cottage: Nature-filled Winston-salem Retreat!

Cozy Cottage: Nature-filled Winston-salem Retreat!
3.0 star property
Winston-Salem
The price is ￥30,337
￥77,915 total
includes taxes & fees
Apr 19 - Apr 20
Cozy Cottage: Nature-filled Winston-salem Retreat!
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
9.6 out of 10, Exceptional, (8 reviews)
"It was perfect for our needs! Ty so much for a great place to stay!"
United States
Bobby
The price is ￥22,849
￥41,158 total
includes taxes & fees
Mar 29 - Mar 30
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem
2 bedrooms, iron/ironing board, WiFi, bed sheets

Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds

Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds
Winston-Salem
10.0 out of 10, Exceptional, (1 review)
The price is ￥15,169
￥39,233 total
includes taxes & fees
Mar 29 - Mar 30
Modern 2BR Retreat | 85” TV Ultra-Comfy king Beds
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 ￥15,967
￥21,955 total
includes taxes & fees
Apr 12 - Apr 13
Walden Cabin Experience
Business Apartment | Private kitchen | Fridge, microwave, stovetop, dishwasher

The Ardmore Executive Suite

The Ardmore Executive Suite
3.5 star property
Winston-Salem
6.0 out of 10, (3 reviews)
"Very clean and nice setup "
United States
Nicholas
The price is ￥11,542
￥25,067 total
includes taxes & fees
Apr 8 - Apr 9
The Ardmore Executive Suite
Exterior

⭐️CASA MARIA⭐️⛳️📚🏥🏟🌮🐕

⭐️CASA MARIA⭐️⛳️📚🏥🏟🌮🐕
Greensboro
9.6 out of 10, Exceptional, (35 reviews)
"Home was very clean with lots of "extras" provided. It was good place for our visit, especially with the fenced yard for our dog. Convenient location for restaurants, groceries, etc."
United States
Jamie K.
The price is ￥27,092
￥50,068 total
includes taxes & fees
Apr 4 - Apr 5
⭐️CASA MARIA⭐️⛳️📚🏥🏟🌮🐕
Interior

Newly renovated condo near PTI Airport.

Newly renovated condo near PTI Airport.
Greensboro
10.0 out of 10, Exceptional, (8 reviews)
"Place was great. Quiet neighborhood . Would definitely recommend this spot to friends."
United States
kim w.
The price is ￥21,555
￥43,566 total
includes taxes & fees
Mar 29 - Mar 30
Newly renovated condo near PTI Airport.
Outdoor dining

La Casita .

La Casita .
Winston-Salem
10.0 out of 10, Exceptional, (2 reviews)
"Overall a great place to stay. Super cozy! "
United States
Darren L.
The price is ￥10,858
￥28,510 total
includes taxes & fees
Mar 29 - Mar 30
La Casita .
Exterior

The Red Door Cabin

The Red Door Cabin
Winston-Salem
10.0 out of 10, Exceptional, (21 reviews)
"Perfect place to stay off the beaten path. Beautiful cabin for a weekend getaway. "
United States
John F.
The price is ￥25,388
￥41,318 total
includes taxes & fees
Apr 24 - Apr 25
The Red Door Cabin
1 bedroom

The Hot Tub Hideaway

The Hot Tub Hideaway
Winston-Salem
9.6 out of 10, Exceptional, (31 reviews)
"It was a good stay"
United States
Kim R.
The price is ￥25,388
￥42,040 total
includes taxes & fees
Apr 5 - Apr 6
The Hot Tub Hideaway
Exterior

Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.

Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
Winston-Salem
9.6 out of 10, Exceptional, (18 reviews)
"Wonderful stay! "
United States
Hannah J.
The price is ￥17,963
￥37,620 total
includes taxes & fees
Mar 29 - Mar 30
Log Cabin on Main St. In the ❤️ of Winston Salem. Sleeps 4 comfortably.
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)
"This was a great stay. The host always provides a nice clean stay, with wonderful amenities. I will definitely stay here again."
United States
Salena L.
The price is ￥16,833
￥39,862 total
includes taxes & fees
Apr 1 - Apr 2
Quietude Place · Stylish 2 Bedroom House with Full Kitchen near HPU
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
9.2 out of 10, Wonderful, (13 reviews)
"Such a cute little place that makes you feel like you are home! She has everything here you could have forgotten at home. Peaceful clean and conveniently located close to anything you need"
United States
Candis
The price is ￥20,118
￥35,285 total
includes taxes & fees
Mar 29 - Mar 30
Charming 3-bedroom cottage with AC, WiFi in serene Walnut Cove.
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 ￥16,095
￥40,829 total
includes taxes & fees
Apr 13 - Apr 14
Close to Downtown-Primary on Main-Fast Internet
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

Grandover Resort & Spa, a Wyndham Grand Hotel

Grandover Resort & Spa, a Wyndham Grand Hotel

6/10 Okay
"We've stayed at this resort many times as it is halfway between our winter home and our summer home. We love the golf and it's a great, well integrated place to stay. Unfortunately, for this stay, our room did not get any service for a two-night stay. (Getting into an unmade bed and not having refreshed towels felt odd.). Otherwise, staff were helpful and friendly. This hotel rarely disappoints, but this time did not meet our expectations."
Mike 2-night trip
Posted 5 hours ago
Grandover Resort & Spa, a Wyndham Grand 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 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 25 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.