Jamestown Vacation Rentals

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Our top choices for Jamestown vacation 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)
"Very responsive host. Property was exactly as pictured, adorable, and in a great neighborhood. The hot tub was DIVINE. "
United States
Courtney S.
The price is CA $257
CA $467 total
includes taxes & fees
Feb 11 - Feb 12
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 CA $905
CA $1,516 total
includes taxes & fees
Feb 9 - Feb 10
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 CA $167
CA $394 total
includes taxes & fees
Feb 16 - Feb 17
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 CA $135
CA $255 total
includes taxes & fees
Feb 9 - Feb 10
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 CA $123
CA $173 total
includes taxes & fees
Feb 8 - Feb 9
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 CA $111
CA $316 total
includes taxes & fees
Feb 8 - Feb 9
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, (7 reviews)
"Wow!! What a great home. It was immaculate...the beds were so comfortable. I was there for market. Long days and to come to this wonderful home was just what was needed. I highly recommend it. The host lives just up the hill and available if I needed anything. I didn't because everything was already perfect. I woul d certainly stay again!! "
United States
suellen s.
The price is CA $128
CA $322 total
includes taxes & fees
Feb 8 - Feb 9
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 CA $172
CA $307 total
includes taxes & fees
Feb 8 - Feb 9
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 CA $167
CA $577 total
includes taxes & fees
Feb 23 - Feb 24
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 CA $142
CA $321 total
includes taxes & fees
Feb 9 - Feb 10
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 CA $217
CA $278 total
includes taxes & fees
Feb 8 - Feb 9
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, (93 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 CA $96
CA $199 total
includes taxes & fees
Feb 23 - Feb 24
{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, (16 reviews)
"Very Nice. Overall great experience. "
United States
Lucas H.
The price is CA $130
CA $322 total
includes taxes & fees
Feb 8 - Feb 9
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 CA $159
CA $363 total
includes taxes & fees
Feb 8 - Feb 9
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 CA $139
CA $361 total
includes taxes & fees
Feb 8 - Feb 9
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 CA $144
CA $361 total
includes taxes & fees
Feb 17 - Feb 18
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 CA $175
CA $422 total
includes taxes & fees
Feb 11 - Feb 12
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 CA $196
CA $356 total
includes taxes & fees
Feb 8 - Feb 9
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 CA $242
CA $648 total
includes taxes & fees
Feb 12 - Feb 13
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 CA $133
CA $318 total
includes taxes & fees
Feb 8 - Feb 9
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Jamestown. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 World's Largest Highboy Dresser.

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.