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

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 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 £348
includes taxes & fees
2 Nov - 3 Nov
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, (27 reviews)
"This property was perfect for our long weekend stay! Clean, convenient, and felt at home while there. Would stay again!!!!"
United States
Kelly
The price is £96
includes taxes & fees
12 Oct - 13 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 £124
includes taxes & fees
13 Oct - 14 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)
"This property was perfect for a stay with a boat very Clean comfortable place to stay in will definitely be back. Host had the house stocked very well and the brownies were very good!"
United States
Carrie H.
The price is £179
includes taxes & fees
22 Oct - 23 Oct
Mema and Pa’s Place
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.

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

The Officer-Chic 1 bedroom on the Historic Square
Livingston
The price is £131
includes taxes & fees
13 Oct - 14 Oct
The Officer-Chic 1 bedroom on the Historic Square
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.

6. 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 £163
includes taxes & fees
12 Oct - 13 Oct
Speakeasy-2 bedroom/2 bath- on the Downtown Square
A wooden cabin with a 'Welcome' sign, wicker furniture, and a hanging flower basket.

7. Hideaway 27

Hideaway 27
Helenwood
10.0 out of 10, Exceptional, (45 reviews)
"Great place to stay"
United States
Cheryl C.
The price is £180
includes taxes & fees
13 Oct - 14 Oct
Hideaway 27
A stone fire pit with a metal table and benches, surrounded by a grassy area with trees in the background.

8. 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 £242
includes taxes & fees
20 Oct - 21 Oct
Dale Hollow Lake Paradise - Family Friendly, Pet Friendly, Party Ready!
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.

9. 🌟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, (152 reviews)
"Loved the place, location and amenities. Will stay there again! The hosts were Wonderful, Thanks again."
United States
Robert
The price is £188
includes taxes & fees
16 Oct - 17 Oct
🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!
A living room with a sofa, a dining table with chairs, a potted plant, and a wall-mounted sign.

10. 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, (93 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 £189
includes taxes & fees
18 Oct - 19 Oct
Fairfield Glade condo with King size bed, pet friendly and WiFi
A hot tub on a wooden deck with a view of leafless trees and a small Christmas tree.

11. 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 £305
includes taxes & fees
1 Nov - 2 Nov
Woodland Nook
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 £185
includes taxes & fees
12 Oct - 13 Oct
2 bedroom 1.5 bath in Fairfield Glade near the community center!
A golf course with a well-maintained fairway, sand bunkers, and a clubhouse.

13. 🔚 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, (224 reviews)
"Much better than a hotel room! Amenities of staying at home. Comfortable and convenient to Fairfield Glades golf courses."
United States
David
The price is £186
includes taxes & fees
21 Oct - 22 Oct
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers
A wicker chair with a woven backrest and armrests, positioned in a room with a patterned rug and a window with blinds.

14. 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 £142
includes taxes & fees
12 Oct - 13 Oct
The Miller on the Livingston Square!
A wooden sign with the text "Fairfield Glade" surrounded by a garden with various plants and flowers.

15. 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, (216 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 £189
includes taxes & fees
18 Oct - 19 Oct
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!
A spacious living area with a pool table, a kitchen island with a dishwasher, and a dining area with a table and chairs.

16. Gorgeous Home in the Heart of Historic Downtown

Gorgeous Home in the Heart of Historic Downtown
Livingston
10.0 out of 10, Exceptional, (3 reviews)
"Great location and close to the shops we love to visit. The host was very helpful and easy to communicate with. We would definitely visit here again."
United States
Jason D.
The price is £181
includes taxes & fees
12 Oct - 13 Oct
Gorgeous Home in the Heart of Historic Downtown
A wooden interior with a wooden door, a wreath, a small table, and a vase of flowers.

17. 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 £180
includes taxes & fees
12 Oct - 13 Oct
Avery Acres
A wooden sign with the text "Fairfield Glade" surrounded by a garden with various plants and flowers.

18. 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, (188 reviews)
"Great stay as always! Will definitely be back soon!"
United States
Denise W.
The price is £186
includes taxes & fees
8 Nov - 9 Nov
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
A modern kitchen with a central island, bar stools, a fireplace, and a ceiling fan.

19. Relaxing Country Getaway, 3BR/2Bath

Relaxing Country Getaway, 3BR/2Bath
Stearns
10.0 out of 10, Exceptional, (13 reviews)
"Nice property, quiet neighborhood."
United States
Nathan F.
The price is £197
includes taxes & fees
12 Oct - 13 Oct
Relaxing Country Getaway, 3BR/2Bath
A cozy living room with a sofa, a coffee table, and a TV. There is a kitchen with wooden cabinets and a bar area.

20. Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland

Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland
Albany
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay. Easy access to lake. Was everything we hoped it would be."
United States
Eric G.
The price is £235
includes taxes & fees
12 Oct - 13 Oct
Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland
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

Red Roof Inn Crossville

Red Roof Inn Crossville

10/10 Excellent
"It was clean and comfortable"
Rachel 3-night trip
Posted 10 hours ago
Red Roof Inn Crossville

Find out more about Jamestown

Jamestown Holiday Homes information

Number of reviews
1,000
Accommodation
142 Holiday Homes
Lowest Price
£96
Highest Price
£348