Jamestown Holiday Rentals

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Our top choices for Jamestown holiday rentals

Brand New House <5 min to HPU & Market

Brand New House <5 min to HPU & Market
High Point
9.8 out of 10, Exceptional, (14 reviews)
"CLEAN, STOCKED, BEDS VERY COMFORTABLE, GREAT LOCATION TO MARKET "
United States
Katherine E.
The price is NZ$860
includes taxes & fees
13 May - 14 May
Brand New House <5 min to HPU & Market

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)
"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.
The price is NZ$655
includes taxes & fees
14 May - 15 May
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, (11 reviews)
"Excellent stay for graduation."
United States
Stewart C.
The price is NZ$1,599
includes taxes & fees
25 May - 26 May
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 NZ$1,191
includes taxes & fees
13 May - 14 May
Cazenitah: The Ideal Getaway, Corporate 3BR in Prime Location and Neighborhood

Updated 1BR cottage on private acre+ lot

Updated 1BR cottage on private acre+ lot
Winston-Salem
10.0 out of 10, Exceptional, (24 reviews)
"The property was excellent for the price and extremely quiet. The only recommendation I would make is if a stackable washer and dryer was added that would be wonderful."
United States
Jim
The price is NZ$306
includes taxes & fees
12 June - 13 June
Updated 1BR cottage on private acre+ lot

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.
The price is NZ$212
includes taxes & fees
13 May - 14 May
Walden Cabin Experience

La Casita .

La Casita .
Winston-Salem
10.0 out of 10, Exceptional, (3 reviews)
"Overall a great place to stay. Super cozy! "
United States
Darren L.
The price is NZ$315
includes taxes & fees
20 May - 21 May
La Casita .

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, (58 reviews)
"Charming place and welcoming host. Loved the large table, so ideal for all our game nights."
United States
Danae M.
Spacious 3BR/2BA Home-Fast WiFi, Smart TVs,Free Netflix,Furnished Patio- Pets OK

Quiet, newly renovated. Near everything!

Quiet, newly renovated. Near everything!
Winston-Salem
10.0 out of 10, Exceptional, (27 reviews)
"The property was clean, and comfortable in a nice neighborhood close to amenities."
United States
Maria H.
The price is NZ$439
includes taxes & fees
19 May - 20 May
Quiet, newly renovated. Near everything!

Quaint 2 bed 1 bath cottage style home

Quaint 2 bed 1 bath cottage style home
Kernersville
9.0 out of 10, Wonderful, (44 reviews)
"We had a great stay! The cottage is super cute and everything thing we needed while visiting family. We didn't have any issues, and Kevin was responsive to a couple of questions. We will definitely stay here again if we have the chance!"
United States
Sue W.
The price is NZ$340
includes taxes & fees
13 May - 14 May
Quaint 2 bed 1 bath cottage style home

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 NZ$430
includes taxes & fees
25 May - 26 May
Charming 2-bedroom cabin with WiFi in brilliant Winston-Salem

The Red Door Cabin

The Red Door Cabin
Winston-Salem
10.0 out of 10, Exceptional, (23 reviews)
"Very clean and secluded but still close to the city. Thank you"
United States
Michael S.
The price is NZ$411
includes taxes & fees
13 May - 14 May
The Red Door Cabin

Little Brick House in Liberty

Little Brick House in Liberty
Liberty
10.0 out of 10, Exceptional, (1 review)
"This little red brick house was amazing! We stayed there a couple of days while attending my grandsons wedding at a venue close by. Ashley, the host was very accommodating and professional. She communicated well and in a timely manner. The house was very clean and quite cozy. We were very comfortable there. We had everything we needed. She even provided dog treats for my Maltese. I would highly recommend this place."
United States
Anonymous traveller
The price is NZ$478
includes taxes & fees
25 May - 26 May
Little Brick House in Liberty

Got Cabin Fever? - Grumpy Ol' Goat

Got Cabin Fever? - Grumpy Ol' Goat
Pleasant Garden
8.8 out of 10, Excellent, (16 reviews)
"Cozy cabin and a wonderful farm to tour. We thoroughly enjoyed our stay. "
United States
matthew r.
The price is NZ$341
includes taxes & fees
23 May - 24 May
Got Cabin Fever? - Grumpy Ol' Goat

Modern Charm & Garden View

Modern Charm & Garden View
Greensboro
9.4 out of 10, Exceptional, (24 reviews)
"Everything worked well - appliances, heat, hot water. Very convenient location."
United States
Brad A.
The price is NZ$659
includes taxes & fees
18 May - 19 May
Modern Charm & Garden View

Spacious Townhouse In High Point Near HPU & Furniture Market

Spacious Townhouse In High Point Near HPU & Furniture Market
High Point
9.0 out of 10, Wonderful, (12 reviews)
"Very nice and clean townhome in a decent neighborhood of High Point. Convenient for our son's graduation!"
United States
Jeffrey
The price is NZ$498
includes taxes & fees
13 May - 14 May
Spacious Townhouse In High Point Near HPU & Furniture Market

Cozy 1-bedroom building "out back" in downtown Asheboro, NC. Great location.

Cozy 1-bedroom building "out back" in downtown Asheboro, NC. Great location.
Asheboro
10.0 out of 10, Exceptional, (2 reviews)
"Very nice home I definitely would book again !!"
United States
Arianna H.
The price is NZ$190
includes taxes & fees
2 June - 3 June
Cozy 1-bedroom building "out back" in downtown Asheboro, NC. Great location.

Charming 1 bedroom 1926 apt in historic Lindley Park is close to everything.

Charming 1 bedroom 1926 apt in historic Lindley Park is close to everything.
Lindley Park
10.0 out of 10, Exceptional, (23 reviews)
"Cozy spot for our son to stay when in town for the holiday. Walking distance to great park and fun restaurants "
United States
Kristy B.
The price is NZ$312
includes taxes & fees
17 May - 18 May
Charming 1 bedroom 1926 apt in historic Lindley Park is close to everything.

Close to Downtown-Primary on Main-Fast Internet

Close to Downtown-Primary on Main-Fast Internet
Greensboro
9.6 out of 10, Exceptional, (41 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 NZ$434
includes taxes & fees
25 May - 26 May
Close to Downtown-Primary on Main-Fast Internet

The Hot Tub Hideaway

The Hot Tub Hideaway
Winston-Salem
9.6 out of 10, Exceptional, (32 reviews)
"It was a good stay"
United States
Kim R.
The price is NZ$449
includes taxes & fees
18 May - 19 May
The Hot Tub Hideaway
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, 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 NZ$174 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?

Modern Villa w Pool, Hot Tub & Games!: This holiday home rental outside of Jamestown offers a balcony, a garden and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Jamestown?

With 24 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 Oak Hollow Lake. Other places in town to visit include Castle McCulloch and World's Largest Highboy Dresser.

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.