Photo by Roger Younce

Jamestown Holiday Rentals

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Holiday Rentals in Jamestown

Charming and Cozy Bedroom in Shared Home

10.0 out of 10, Exceptional, (3)
"host extremely responsive. possible pot linger odor. kit adequate. easy access to downtown greensboro."
The price is AU$157
includes taxes & fees
16 Feb - 17 Feb
Charming and Cozy Bedroom in Shared Home

Triad Haven - Heated Pool, Fire-Pit, Pool Table, King Beds

9.6 out of 10, Exceptional, (8)
"Owners were amazing to my group of friends. "
Triad Haven - Heated Pool, Fire-Pit, Pool Table, King Beds

Pool, hot tub, and theater near HPU and Furniture Market.

2.0 star property
8.0 out of 10, Very good, (1)
"Over all, we had a great stay."
The price is AU$924
includes taxes & fees
16 Feb - 17 Feb
Pool, hot tub, and theater near HPU and Furniture Market.

Beautiful apt Downtown perfect for long term stays

8.4 out of 10, Very good, (26)
"The room was cute and clean. The plumbing in the bathroom was needing to be replaced but was functional. Overall it was fine for the couple of nights I was there.."
The price is AU$237
includes taxes & fees
6 Feb - 7 Feb
Beautiful apt Downtown perfect for long term stays

Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

10.0 out of 10, Exceptional, (25)
"great spot to stay for a getaway. Hot tub, heat lamps, grill all worked well. Place had plenty of dog amenities. Could use a kitchen restock "
The price is AU$375
includes taxes & fees
10 Feb - 11 Feb
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!

The Farmhouse Retreat near Furniture Mkt and HPU

9.6 out of 10, Exceptional, (39)
"We came to watch our son play basketball for HPU. Couldn’t have asked for a better location to go back and forth (even walked a few times). Close to many amenities for groceries etc. We were able to do a load of laundry and the keyless entry made it easy for everyone to come and go. Totally coming back next year! "
The price is AU$566
includes taxes & fees
16 Feb - 17 Feb
The Farmhouse Retreat near Furniture Mkt and HPU

Cozy guest suite in Winston Salem

9.4 out of 10, Exceptional, (106)
"Fine stay"
Cozy guest suite in Winston Salem

Beautiful, Spacious 4 Bedroom Home one Block from High Point University

2.0 star property
10.0 out of 10, Exceptional, (5)
"The home was very welcoming and friendly. The host was very quick to respond and make us feel welcome. Although we had a short stay, we enjoyed it very much. It had all the amenities we needed and if we are back in the area we will stay here again!"
The price is AU$487
includes taxes & fees
17 Feb - 18 Feb
Beautiful, Spacious 4 Bedroom Home one Block from High Point University

Tranquility Retreat - Serene Setting

10.0 out of 10, Exceptional, (155)
"We have visited this property several times over the years. We are always excited to find it available when we want to visit with the kids and grandkids! Just perfect!! "
Tranquility Retreat - Serene Setting

3 bedrooms 7min from downtown, college and hospital

10.0 out of 10, Exceptional, (1)
"We will only rent thru virbo, other company’s can’t compare. You can always tell when you open the door. Immaculate… would stay again definitely and probably as we travel. Thank you owner for letting us in your home. Nice and helpful neighbors…. Don’t even hesitate staying here. Orlando"
The price is AU$314
includes taxes & fees
5 Feb - 6 Feb
3 bedrooms 7min from downtown, college and hospital

Cottage at Lake Jeanette - 2 min from Greensboro Science Center

9.8 out of 10, Exceptional, (48)
"My husband and I (and our PomChi) travelled to Greensboro to visit family and celebrate the holidays early. The house is so much nicer in person- I didn’t realize how big it was. It’s in a great neighborhood close to everything. I felt very safe. My pup absolutely loved the huge fenced in backyard. Communication with our host was perfect. I can’t wait for our next trip - we loved this house."
Cottage at Lake Jeanette - 2 min from Greensboro Science Center

Cozy Townhome in a Great Location

9.8 out of 10, Exceptional, (21)
"My family and I spent Christmas in a stranger’s home but it never felt unfamiliar. This house felt like home. We thank you for allowing us to stay in your home for the holidays."
Cozy Townhome in a Great Location

Quaint 2 bed 1 bath cottage style home

9.0 out of 10, Wonderful, (32)
"The house is beautiful! Everything we needed was right at our disposal. The only suggestion is to use scrubbing bubbles soap and scum remover on the shower Liners after every gt"
The price is AU$338
includes taxes & fees
5 Feb - 6 Feb
Quaint 2 bed 1 bath cottage style home

Updated High Point Retreat w/ Pool & Backyard

10.0 out of 10, Exceptional, (15)
"The home is spacious and close to the main attractions in High Point. The large kitchen table was probably my favorite aspect of the house. It accommodated our large family."
Updated High Point Retreat w/ Pool & Backyard

Got Cabin Fever? - Grumpy Ol' Goat

9.0 out of 10, Wonderful, (7)
"Very peaceful "
The price is AU$358
includes taxes & fees
6 Feb - 7 Feb
Got Cabin Fever? - Grumpy Ol' Goat

Close to Downtown-Primary on Main-Fast Internet

9.6 out of 10, Exceptional, (27)
"This house was so cute and the perfect space for our family of five! Conveniently located to lots of things, it allowed us to explore Greensboro. Would stay again! "
The price is AU$357
includes taxes & fees
3 Mar - 4 Mar
Close to Downtown-Primary on Main-Fast Internet

Hot Tub - Chefs Kitchen-Fenced Yard- Historic Home

10.0 out of 10, Exceptional, (19)
"We had the most amazing Christmas at the Cinderella House in Greensboro! This beautifully restored old house was full of charm and character, making it the perfect setting for a cozy holiday with my sisters, daughter, and our pets. We had all the comforts we needed for a memorable family getaway. The location was fantastic—quiet and peaceful but still close to everything we wanted to do in Greensboro. The only small issue was the electronic lock, but Maddie instantly took care of it. The home...
The price is AU$743
includes taxes & fees
17 Feb - 18 Feb
Hot Tub - Chefs Kitchen-Fenced Yard- Historic Home

Shalimar Estates @ Emerywood and Downtown/HPU

9.6 out of 10, Exceptional, (9)
"I picked this place for me and my friends to all come together to celebrate my birthday; we live all over the place, so High Point was a good halfway point for us all. The home was gorgeous and very spacious! There wasn't a moment where we felt like there weren't enough things to do. It was an amazing place and there's a lot of care put into this home."
The price is AU$1,723
includes taxes & fees
4 Mar - 5 Mar
Shalimar Estates @ Emerywood and Downtown/HPU

Pet-Friendly Greensboro Vacation Rental!

10.0 out of 10, Exceptional, (24)
"I was there for a few days. We have the chance to see the snow and my dog was really happy. The backyard is huge and really nice specially if you have a dog.Nice place to spend a couple days "
Pet-Friendly Greensboro Vacation Rental!

Bright, colorful home near Market & HPU

9.6 out of 10, Exceptional, (9)
"The home had enough space for everyone. Host response was fast. Very nice home."
The price is AU$485
includes taxes & fees
11 Feb - 12 Feb
Bright, colorful home near Market & HPU
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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Other types of properties in Jamestown you may be interested in

Sheraton Greensboro at Four Seasons

3.5 star property
8.8 out of 10, Excellent, (1016)
"While we stayed only main entrance open and the revolving door shut down along with other entrances. Made loading and unloading luggage tough and it was cold and windy and bell man didn’t offer to help until after we loaded everything up and get it in through the regular doors into the lobby. Don’t need you now. Other than that place was nice. "
The price is AU$199
includes taxes & fees
2 Mar - 3 Mar
Sheraton Greensboro at Four Seasons

Marriott Greensboro Downtown

4.0 star property
8.4 out of 10, Very good, (1002)
"Perfect location to enjoy events at Tanger Theater."
The price is AU$325
includes taxes & fees
8 Feb - 9 Feb
Marriott Greensboro Downtown

DoubleTree by Hilton Greensboro Airport

4.0 star property
8.8 out of 10, Excellent, (253)
"The room was nice and clean. The staff was helpful and friendly."
The price is AU$183
includes taxes & fees
10 Feb - 11 Feb
DoubleTree by Hilton Greensboro Airport
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.

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?

Charming and Cozy Bedroom in Shared Home: This highly rated holiday home rental in Jamestown offers a garden, a selection of books and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Another good choice for your trip to Jamestown is Triad Haven - Heated Pool, Fire-Pit, Pool Table, King Beds.

How many holiday rentals are there in Jamestown?

With 23 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 Mendenhall Homeplace.

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.