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Holiday Homes in Jamestown

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Holiday Homes in Jamestown

Our top choices for Jamestown holiday homes

{Sunnyside Wilds} An Ideal Spot for Exploring Asheboro
Interior

{Sunnyside Wilds} An Ideal Spot for Exploring Asheboro

8.6 out of 10, Excellent, (86)
"House was very clean and had everything we needed for our stay. Was in a good location and was close to some very good restaurants. "
The price is AU$244
includes taxes & fees
3 Sept - 4 Sept
{Sunnyside Wilds} An Ideal Spot for Exploring Asheboro
Extreme Comfort 3BD/2BA Cozy Home Near Downtown, Colleges, Tanger, Coliseum
Fridge, microwave, oven, stovetop

Extreme Comfort 3BD/2BA Cozy Home Near Downtown, Colleges, Tanger, Coliseum

10.0 out of 10, Exceptional, (34)
"Wonderful stay! House was very clean and comfortable. Great communication with host and check in/check out was great. Would definitely recommend this property. "
The price is AU$473
includes taxes & fees
24 Aug - 25 Aug
Extreme Comfort 3BD/2BA Cozy Home Near Downtown, Colleges, Tanger, Coliseum
⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close
Terrace/patio

⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close

9.8 out of 10, Exceptional, (55)
"The property was cozy, clean, and a great location for what we needed. "
⭐️ Amelia’s Retreat ⭐️ @ Greensboro 🐕🏥🏙🏊‍♀️🛍🍔🥂 Close
Renowned historic home downtown/across from park
Fridge, microwave, oven, stovetop

Renowned historic home downtown/across from park

10.0 out of 10, Exceptional, (47)
"Beautiful "
Renowned historic home downtown/across from park
The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges.
Outdoor dining

The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges.

10.0 out of 10, Exceptional, (48)
"Conveniently located, clean, nice decorated,and all the comforts of home."
The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges.
Cozy golden gate cutie
Outdoor dining

Cozy golden gate cutie

9.8 out of 10, Exceptional, (17)
"Owner accessible and responsive… easy access to Greensboro downtown "
Cozy golden gate cutie
Charming 3-bedroom house in Winston-Salem with AC, WiFi
Exterior detail

Charming 3-bedroom house in Winston-Salem with AC, WiFi

10.0 out of 10, Exceptional, (1)
"One of the cleanest homes I’ve ever rented. The hostess was very attentive!"
Charming 3-bedroom house in Winston-Salem with AC, WiFi
Urban Woodland at High Point
Smart TV

Urban Woodland at High Point

10.0 out of 10, Exceptional, (13)
"My cousin and I stayed here with our kids to visit family. The house was great for our stay. We basically slept, but had all we needed. We would stay here again."
Urban Woodland at High Point
Family Fun Home 2 Bedroom 1 Bathroom close to Downtown Greensboro
Exterior detail

Family Fun Home 2 Bedroom 1 Bathroom close to Downtown Greensboro

10.0 out of 10, Exceptional, (13)
"Great property - enjoyed the amenities of the home and the location. The owners were quickly responsive which was nice and made all actions an easy fix. Will definitely book again! "
The price is AU$494
includes taxes & fees
24 Aug - 25 Aug
Family Fun Home 2 Bedroom 1 Bathroom close to Downtown Greensboro
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (45)
"Lovely space... super clean and cozy, close to everything in Winston-Salem but secluded enough. We will be definitely staying here again when we come back next year."
The price is AU$429
includes taxes & fees
25 Aug - 26 Aug
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Luxury Large Home - Family Home - Big Fenced Yard
Outdoor dining

Luxury Large Home - Family Home - Big Fenced Yard

10.0 out of 10, Exceptional, (12)
"Great"
Luxury Large Home - Family Home - Big Fenced Yard
Gorgeous Hot Tub 4BR: Ideal for Market, HPU & Family Fun!
Pool

Gorgeous Hot Tub 4BR: Ideal for Market, HPU & Family Fun!

8.8 out of 10, Excellent, (21)
"It was a great stay! Very clean and had everything we needed! Highly recommend!"
The price is AU$417
includes taxes & fees
1 Sept - 2 Sept
Gorgeous Hot Tub 4BR: Ideal for Market, HPU & Family Fun!
Theater, heated pool/hot tub near HPU/Market
Exterior

Theater, heated pool/hot tub near HPU/Market

2.0 star property
8.0 out of 10, Very good, (3)
"very clean and property owners very responsive and helpful… enjoyed my stay thank you"
The price is AU$531
includes taxes & fees
24 Aug - 25 Aug
Theater, heated pool/hot tub near HPU/Market
Updated 1BR cottage on private acre+ lot
Exterior

Updated 1BR cottage on private acre+ lot

10.0 out of 10, Exceptional, (8)
"I will love to recommend this home away from home. It’s very close to everything and a very peaceful stay. "
The price is AU$199
includes taxes & fees
26 Aug - 27 Aug
Updated 1BR cottage on private acre+ lot
BRAND NEW 3 Bedroom, 2.5 Bath House
Smart TV, books, video library

BRAND NEW 3 Bedroom, 2.5 Bath House

10.0 out of 10, Exceptional, (8)
"I stayed at the beautiful house for three nights in May 2025. It is clean beyond words. Completely spotless. The home is brand new and has everything you could possibly need. The furniture is comfortable (and lovely) and the beds are perfect. There is a high chair and pack n play for little ones. The kitchen has everything you could need and the owners left some thoughtful snacks for us on arrival. I have stayed at a lot of VRBO homes and other rentals by owner. This is the one of the nicest...
BRAND NEW 3 Bedroom, 2.5 Bath House
Greensboro 3bdrm/2ba w/ GAME ROOM
Terrace/patio

Greensboro 3bdrm/2ba w/ GAME ROOM

9.8 out of 10, Exceptional, (11)
"Great stay. Thanks so much!"
Greensboro 3bdrm/2ba w/ GAME ROOM
Modern Bungalow | Game Room | Fire Pit | Grill
Fridge, microwave, oven, stovetop

Modern Bungalow | Game Room | Fire Pit | Grill

10.0 out of 10, Exceptional, (3)
"This property was clean and neat. The house had everything we needed and was in a great location. We would stay here again. "
The price is AU$807
includes taxes & fees
24 Aug - 25 Aug
Modern Bungalow | Game Room | Fire Pit | Grill
3-bedroom house near Deep River, Wolfspeed, Toyota, & Zoo
Fridge, microwave, oven, stovetop

3-bedroom house near Deep River, Wolfspeed, Toyota, & Zoo

9.6 out of 10, Exceptional, (8)
"Such a beautiful house and very convenient for our trip to Asheboro. Perfect for our family to have a cozy place to stay while in town! "
3-bedroom house near Deep River, Wolfspeed, Toyota, & Zoo
Sunset Cottage: Charming 2-bdrm house w/ king bed in WinstonSalem; great locatio
Microwave, oven, stovetop, dishwasher

Sunset Cottage: Charming 2-bdrm house w/ king bed in WinstonSalem; great locatio

9.0 out of 10, Wonderful, (2)
Sunset Cottage: Charming 2-bdrm house w/ king bed in WinstonSalem; great locatio
Next to Downtown Greensboro 3 Bedroom / 2 Bathroom Bungalow
Fridge, microwave, oven, stovetop

Next to Downtown Greensboro 3 Bedroom / 2 Bathroom Bungalow

6.4 out of 10, (5)
"Great place. We will be back next year. Thank you"
Next to Downtown Greensboro 3 Bedroom / 2 Bathroom Bungalow
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

Proximity Hotel

Proximity Hotel

10/10 Excellent
"Great and customer focus. "
Anonymous traveller 2-night trip
Posted 16 hours ago
Proximity Hotel