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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Jamestown holiday homes

A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

1. Charming 3-bedroom house with AC in peaceful Jamestown

Charming 3-bedroom house with AC in peaceful Jamestown
Jamestown
The price is €258
includes taxes & fees
8 Nov - 9 Nov
Charming 3-bedroom house with AC in peaceful Jamestown
A two-story cabin with a balcony, surrounded by trees.

2. 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 €402
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 modern living room with a grey sofa, a coffee table, and a kitchen in the background.

3. 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 €183
includes taxes & fees
3 Nov - 4 Nov
Speakeasy-2 bedroom/2 bath- on the Downtown Square
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.

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

The Officer-Chic 1 bedroom on the Historic Square
Livingston
The price is €140
includes taxes & fees
2 Nov - 3 Nov
The Officer-Chic 1 bedroom on the Historic Square
A stone fire pit with a fire, surrounded by Adirondack chairs, set on a stone patio with a view of a river and trees.

5. Riverside Retreat Near Dale Hollow Lake-Firepit-Hiking-Fall Foliage

Riverside Retreat Near Dale Hollow Lake-Firepit-Hiking-Fall Foliage
Byrdstown
10.0 out of 10, Exceptional, (64 reviews)
"We really enjoyed our stay here. Exactly what we were looking for. We hope to return!"
United States
Teri C.
The price is €426
includes taxes & fees
2 Nov - 3 Nov
Riverside Retreat Near Dale Hollow Lake-Firepit-Hiking-Fall Foliage
A white building with a porch, surrounded by greenery and trees.

6. Mema and Pa’s Place

Mema and Pa’s Place
Byrdstown
10.0 out of 10, Exceptional, (25 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 €199
includes taxes & fees
2 Nov - 3 Nov
Mema and Pa’s Place
A living room with a sectional sofa, a coffee table, and a patterned rug.

7. The Mason Apartment-Cozy Getaway

The Mason Apartment-Cozy Getaway
Livingston
10.0 out of 10, Exceptional, (8 reviews)
"This was our second time staying here and it was just as perfect as the first. "
United States
Kristy K.
The price is €129
includes taxes & fees
4 Nov - 5 Nov
The Mason Apartment-Cozy Getaway
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 €342
includes taxes & fees
2 Nov - 3 Nov
Woodland Nook
A wooden cabin with a 'Welcome' sign, wicker furniture, and a hanging flower basket.

9. Hideaway 27

Hideaway 27
Helenwood
10.0 out of 10, Exceptional, (46 reviews)
"Great place to stay"
United States
Cheryl C.
The price is €206
includes taxes & fees
2 Nov - 3 Nov
Hideaway 27
A stone fire pit with a metal table and benches, surrounded by a grassy area with trees in the background.

10. 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, (203 reviews)
"Had a great time. Really excellent vacation experience."
United States
Jessica R.
The price is €286
includes taxes & fees
5 Nov - 6 Nov
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.

11. 🌟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, (153 reviews)
"Great stay!"
United States
Crystal S.
The price is €222
includes taxes & fees
2 Dec - 3 Dec
🌟Updated Fairfield Glade Condo 🌟w/King Size bed, pet friendly, Wifi, & more!
A kitchen with white cabinets, a stainless steel dishwasher, and a window with blinds.

12. Farmhouse in Livingston

Farmhouse in Livingston
Livingston
10.0 out of 10, Exceptional, (30 reviews)
"Stay was great, rural setting and very relaxing. Property was clean and host was accommodating."
United States
Dan S.
The price is €227
includes taxes & fees
2 Nov - 3 Nov
Farmhouse in Livingston
A spacious living area with a pool table, a kitchen island with a dishwasher, and a dining area with a table and chairs.

13. 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 €201
includes taxes & fees
4 Nov - 5 Nov
Gorgeous Home in the Heart of Historic Downtown
A cozy living room with a brown leather sofa, a wooden coffee table, and a beige armchair. There is a sliding glass door leading to a patio area with a view of trees and a lawn.

14. 🔚 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 €228
includes taxes & fees
5 Nov - 6 Nov
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers
A living room with a sofa, a dining table with chairs, a potted plant, and a wall-mounted sign.

15. 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, (96 reviews)
"Nice, clean, great location. A little old but well maintained. Access to the many Fairfield Glade amenities with the provided guest pass was great."
United States
Dale R.
The price is €228
includes taxes & fees
2 Nov - 3 Nov
Fairfield Glade condo with King size bed, pet friendly and WiFi
A neatly made bed with patterned pillows, a bedside lamp, and a view into the bathroom.

16. 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 €148
includes taxes & fees
8 Nov - 9 Nov
The Miller on the Livingston Square!
A kitchen with a sink, cabinets, and a dining area with a table and chairs.

17. 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, (39 reviews)
"This was the perfect stay for a long golf weekend. Host Gabby was exceptional with her communication and was very helpful in making our stay a good one. Will definitely try and book this again for our golf trip next year. Top notch."
United States
Ryan B.
2 bedroom 1.5 bath in Fairfield Glade near the community center!
A landscaped area with trees and a stone pathway.

18. 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
9.4 out of 10, Exceptional, (220 reviews)
"Host was great!!Property could use some updating, but good value."
United States
Kathy H.
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!
A living room with a sofa, a coffee table, a TV, and a sliding glass door with blinds.

19. 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, (190 reviews)
"Great stay as always! Will definitely be back soon!"
United States
Denise W.
The price is €228
includes taxes & fees
8 Nov - 9 Nov
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
A spacious kitchen with a wooden ceiling, large windows, and a central island.

20. Bigfoots Lodge by the Lake - Dale Hollow Cabin with Sauna, Fire Pit, and Game Room

Bigfoots Lodge by the Lake - Dale Hollow Cabin with Sauna, Fire Pit, and Game Room
Byrdstown
The price is €1,096
includes taxes & fees
15 Nov - 16 Nov
Bigfoots Lodge by the Lake - Dale Hollow Cabin with Sauna, Fire Pit, and Game Room
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
"It’s an alright place to stay. Nothing of serious note"
Zachary 1-night trip
Posted 1 day ago
Quality Inn Crossville Near Cumberland Mountain State Park

Find out more about Jamestown

Jamestown Holiday Homes information

Number of reviews
1,082
Accommodation
136 Holiday Homes
Lowest Price
€129
Highest Price
€1,096