A natural rock formation over a calm river surrounded by dense greenery.

Holiday Homes in Jamestown

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Jamestown holiday homes

A two-story cabin with a balcony, surrounded by trees.

1. Secluded 2BD with a loft; Cabin w/ Hot Tub & River/Lake Access. Free use of two kayaks and one stand-up paddleboard.

Secluded 2BD with a loft; Cabin w/ Hot Tub & River/Lake Access. Free use of two kayaks and one stand-up paddleboard.
Jamestown
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay with our family of 5! The host was very attentive and the cabin had nearly everything we could've needed or wanted."
United States
A P.
The price is AU$678
includes taxes & fees
28 Oct - 29 Oct
Secluded 2BD with a loft; Cabin w/ Hot Tub & River/Lake Access. Free use of two kayaks and one stand-up paddleboard.
A cozy room with a flat-screen TV, a fireplace, and a bookshelf.

2. Cozy 1-bedroom house in charming Allardt with AC, WiFi

Cozy 1-bedroom house in charming Allardt with AC, WiFi
Allardt
10.0 out of 10, Exceptional, (24 reviews)
"Very quiet and clean!"
United States
Amanda J
The price is AU$178
includes taxes & fees
30 Sept - 1 Oct
Cozy 1-bedroom house in charming Allardt with AC, WiFi
A living room with a sectional sofa, a coffee table, and a patterned rug.

3. The Mason Apartment-Cozy Getaway

The Mason Apartment-Cozy Getaway
Livingston
10.0 out of 10, Exceptional, (7 reviews)
"This was our second time staying here and it was just as perfect as the first. "
United States
Kristy K.
The price is AU$232
includes taxes & fees
30 Sept - 1 Oct
The Mason Apartment-Cozy Getaway
A white building with a porch, surrounded by greenery and trees.

4. Mema and Pa’s Place

Mema and Pa’s Place
Byrdstown
10.0 out of 10, Exceptional, (24 reviews)
"Wonderful home, minutes from Sunset marina. Quiet setting and plenty of parking. Host is great and even let us check in a little early. Love everything about this property."
United States
Vicki
The price is AU$343
includes taxes & fees
6 Oct - 7 Oct
Mema and Pa’s Place
A wicker chair with a woven backrest and armrests, positioned in a room with a patterned rug and a window with blinds.

5. The Miller on the Livingston Square!

The Miller on the Livingston Square!
Livingston
8.0 out of 10, Very good, (2 reviews)
"They need a new sofa and cooking pans."
United States
Terry G.
The price is AU$260
includes taxes & fees
1 Oct - 2 Oct
The Miller on the Livingston Square!
A wooden cabin with a 'Welcome' sign, wicker furniture, and a hanging flower basket.

6. Hideaway 27

Hideaway 27
Helenwood
10.0 out of 10, Exceptional, (45 reviews)
"Great place to stay"
United States
Cheryl C.
The price is AU$358
includes taxes & fees
5 Oct - 6 Oct
Hideaway 27
A stone fire pit with a metal table and benches, surrounded by a grassy area with trees in the background.

7. Dale Hollow Lake Paradise - Family Friendly, Pet Friendly, Party Ready!

Dale Hollow Lake Paradise - Family Friendly, Pet Friendly, Party Ready!
Byrdstown
9.8 out of 10, Exceptional, (201 reviews)
"Cute place! Great view! Easy check in & out! We had a great visit with family!"
United States
Elisa N.
The price is AU$454
includes taxes & fees
30 Sept - 1 Oct
Dale Hollow Lake Paradise - Family Friendly, Pet Friendly, Party Ready!
A hot tub on a wooden deck with a view of leafless trees and a small Christmas tree.

8. Woodland Nook

Woodland Nook
Alpine
8.8 out of 10, Excellent, (3 reviews)
"The road getting to cabin was treacherous and difficult to find so definetly get good directions from host. Also the steps going up to second level is straight up like a ladder and very narrow just fyi. Cabin is decorated pretty and was very clean. "
United States
Anonymous traveller
The price is AU$572
includes taxes & fees
30 Sept - 1 Oct
Woodland Nook
A golf course with a well-maintained fairway, sand bunkers, and a clubhouse.

9. 🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers

🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers
Crossville
9.4 out of 10, Exceptional, (222 reviews)
"Convenient for visiting in Fairfield Glade"
United States
Carolyn
The price is AU$356
includes taxes & fees
4 Oct - 5 Oct
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers
A room with a sliding glass door leading to an outdoor deck. Inside, there is a dark-colored sofa with a cushion, a small table with a tissue box, and a lamp. The deck has a grill and outdoor chairs.

10. 🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!

🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!
Crossville
9.6 out of 10, Exceptional, (151 reviews)
"Loved the place, location and amenities. Will stay there again! The hosts were Wonderful, Thanks again."
United States
Robert
The price is AU$356
includes taxes & fees
4 Oct - 5 Oct
🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!
A living room with a brick wall, a round coffee table, a sofa, a dining area with a table and chairs, a fireplace, and a clock on the wall.

11. The Officer-Chic 1 bedroom on the Historic Square

The Officer-Chic 1 bedroom on the Historic Square
Livingston
The price is AU$239
includes taxes & fees
6 Oct - 7 Oct
The Officer-Chic 1 bedroom on the Historic Square
A residential area with multiple detached houses, a well-maintained lawn, and a row of trees.

12. 2 bedroom 1.5 bath in Fairfield Glade near the community center!

2 bedroom 1.5 bath in Fairfield Glade near the community center!
Crossville
9.2 out of 10, Wonderful, (37 reviews)
"The property met our needs for the one night."
United States
Kelli C.
The price is AU$346
includes taxes & fees
12 Oct - 13 Oct
2 bedroom 1.5 bath in Fairfield Glade near the community center!
A wooden sign with the text "Fairfield Glade" surrounded by a garden with various plants and flowers.

13. Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!

Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!
Crossville
9.6 out of 10, Exceptional, (215 reviews)
"The condo was clean, location was great. Communication with owner was very easy and always a quick response."
United States
Margaret S.
The price is AU$356
includes taxes & fees
4 Oct - 5 Oct
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!
A living room with a sofa, a dining table with chairs, a potted plant, and a wall-mounted sign.

14. Fairfield Glade condo with King size bed, pet friendly and WiFi

Fairfield Glade condo with King size bed, pet friendly and WiFi
Crossville
9.4 out of 10, Exceptional, (91 reviews)
"loved the location, out of the busy area but close enough to go where we had planned. nice quiet area"
United States
Kim W.
The price is AU$356
includes taxes & fees
4 Oct - 5 Oct
Fairfield Glade condo with King size bed, pet friendly and WiFi
A wooden sign with the text "Fairfield Glade" surrounded by a garden with various plants and flowers.

15. END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom

END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
Crossville
9.4 out of 10, Exceptional, (187 reviews)
"Great stay as always! Will definitely be back soon!"
United States
Denise W.
The price is AU$356
includes taxes & fees
6 Oct - 7 Oct
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
A kitchen with a marble countertop, a stainless steel sink, and a dining area with a wooden table and chairs.

16. Wolf River Getaway-close to dock

Wolf River Getaway-close to dock
Highway
Wolf River Getaway-close to dock
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a small trash can.

17. 2-bedroom house in peaceful Hilham with WiFi, AC

2-bedroom house in peaceful Hilham with WiFi, AC
Hilham
10.0 out of 10, Exceptional, (11 reviews)
"Communication was wonderful with this host. "
United States
Christy C.
The price is AU$416
includes taxes & fees
30 Sept - 1 Oct
2-bedroom house in peaceful Hilham with WiFi, AC
A bathroom with a wooden vanity, a copper sink, and a mirror above it. There is a towel hanging on the wall and a shelf with jars and a plant.

18. Speakeasy-2 bedroom/2 bath- on the Downtown Square

Speakeasy-2 bedroom/2 bath- on the Downtown Square
Livingston
10.0 out of 10, Exceptional, (5 reviews)
"Would definitely recommend and stay here again!"
United States
Jennifer S.
The price is AU$295
includes taxes & fees
30 Sept - 1 Oct
Speakeasy-2 bedroom/2 bath- on the Downtown Square
A wooden interior with a wooden door, a wreath, a small table, and a vase of flowers.

19. Avery Acres

Avery Acres
Albany
9.6 out of 10, Exceptional, (7 reviews)
"Perfect location, very nice home,"
United States
Josh W.
The price is AU$338
includes taxes & fees
11 Oct - 12 Oct
Avery Acres
A modern kitchen with a central island, bar stools, a fireplace, and a ceiling fan.

20. Relaxing Country Getaway, 3BR/2Bath

Relaxing Country Getaway, 3BR/2Bath
Stearns
10.0 out of 10, Exceptional, (12 reviews)
"Nice property, quiet neighborhood."
United States
Nathan F.
The price is AU$372
includes taxes & fees
30 Sept - 1 Oct
Relaxing Country Getaway, 3BR/2Bath
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

Quality Inn Crossville Near Cumberland Mountain State Park

Quality Inn Crossville Near Cumberland Mountain State Park

10/10 Excellent
"This place is old but well maintained.Staff was helpful. It was great for a short stay. All went well."
Timothy 1-night trip
Posted 5 hours ago
Quality Inn Crossville Near Cumberland Mountain State Park

Find out more about Jamestown

Jamestown Holiday Homes information

Number of reviews
1,230
Accommodation
142 Holiday Homes
Lowest Price
AU$178
Highest Price
AU$678