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

Jamestown Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Jamestown vacation 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 CA $209
CA $684 total
includes taxes & fees
Nov 17 - Nov 18
Secluded 2BD with a loft; Cabin w/ Hot Tub & River/Lake Access. Free use of two kayaks and one stand-up paddleboard.
A rustic cabin with a stone foundation, wooden deck, and a metal roof.

2. 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)
"Beautiful property! I’ll definitely book again!"
United States
Anonymous traveller
The price is CA $334
CA $763 total
includes taxes & fees
Nov 1 - Nov 2
Riverside Retreat Near Dale Hollow Lake-Firepit-Hiking-Fall Foliage
A white building with a porch, surrounded by greenery and trees.

3. 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 CA $209
CA $334 total
includes taxes & fees
Oct 25 - Oct 26
Mema and Pa’s Place
A living room with a sectional sofa, a coffee table, and a patterned rug.

4. 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 CA $90
CA $214 total
includes taxes & fees
Nov 4 - Nov 5
The Mason Apartment-Cozy Getaway
A wooden cabin with a 'Welcome' sign, wicker furniture, and a hanging flower basket.

5. Hideaway 27

Hideaway 27
Helenwood
10.0 out of 10, Exceptional, (45 reviews)
"Great place to stay"
United States
Cheryl C.
The price is CA $152
CA $346 total
includes taxes & fees
Oct 29 - Oct 30
Hideaway 27
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.

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

The Officer-Chic 1 bedroom on the Historic Square
Livingston
The price is CA $106
CA $232 total
includes taxes & fees
Nov 2 - Nov 3
The Officer-Chic 1 bedroom on the Historic Square
A hot tub on a wooden deck with a view of leafless trees and a small Christmas tree.

7. 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 CA $309
CA $578 total
includes taxes & fees
Nov 20 - Nov 21
Woodland Nook
A spacious living area with a pool table, a kitchen island with a dishwasher, and a dining area with a table and chairs.

8. 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 CA $133
CA $321 total
includes taxes & fees
Oct 25 - Oct 26
Gorgeous Home in the Heart of Historic Downtown
A stone fire pit with a metal table and benches, surrounded by a grassy area with trees in the background.

9. 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)
"Had a great time. Really excellent vacation experience."
United States
Jessica R.
The price is CA $177
CA $446 total
includes taxes & fees
Oct 26 - Oct 27
Dale Hollow Lake Paradise - Family Friendly, Pet Friendly, Party Ready!
A kitchen with a sink, cabinets, and a dining area with a table and chairs.

10. 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, (38 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.
The price is CA $134
CA $337 total
includes taxes & fees
Oct 25 - Oct 26
2 bedroom 1.5 bath in Fairfield Glade near the community center!
A modern living room with a grey sofa, a coffee table, and a kitchen in the background.

11. 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 CA $120
CA $284 total
includes taxes & fees
Oct 25 - Oct 26
Speakeasy-2 bedroom/2 bath- on the Downtown Square
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.

12. 🌟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)
"Loved the place, location and amenities. Will stay there again! The hosts were Wonderful, Thanks again."
United States
Robert
The price is CA $140
CA $347 total
includes taxes & fees
Oct 25 - Oct 26
🌟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.

13. 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, (94 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 CA $140
CA $349 total
includes taxes & fees
Oct 26 - Oct 27
Fairfield Glade condo with King size bed, pet friendly and WiFi
A spacious kitchen with a wooden ceiling, large windows, and a central island.

14. 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 CA $957
CA $1,691 total
includes taxes & fees
Oct 31 - Nov 1
Bigfoots Lodge by the Lake - Dale Hollow Cabin with Sauna, Fire Pit, and Game Room
A neatly made bed with patterned pillows, a bedside lamp, and a view into the bathroom.

15. 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 CA $98
CA $241 total
includes taxes & fees
Nov 1 - Nov 2
The Miller on the Livingston Square!
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.

16. 🔚 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 CA $140
CA $349 total
includes taxes & fees
Oct 26 - Oct 27
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers
A landscaped area with trees and a stone pathway.

17. 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, (219 reviews)
"Host was great!!Property could use some updating, but good value."
United States
Kathy H.
The price is CA $140
CA $347 total
includes taxes & fees
Oct 25 - Oct 26
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!
A wooden interior with a wooden door, a wreath, a small table, and a vase of flowers.

18. 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 CA $162
CA $331 total
includes taxes & fees
Oct 26 - Oct 27
Avery Acres
A cozy living room with a sofa, a coffee table, and a TV. There is a kitchen with wooden cabinets and a bar area.

19. 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 CA $218
CA $452 total
includes taxes & fees
Oct 28 - Oct 29
Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland
A living room with a sofa, a coffee table, a TV, and a sliding glass door with blinds.

20. 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, (189 reviews)
"Great stay as always! Will definitely be back soon!"
United States
Denise W.
The price is CA $140
CA $351 total
includes taxes & fees
Nov 10 - Nov 11
END UNIT✨Fairfield Glade -Wilshire townhome w/king bed; WiFI, & TV in bedroom
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 & Suites Monterey I-40

Quality Inn & Suites Monterey I-40

10/10 Excellent
"Nice overnight stay."
Jill 1-night trip
Posted 1 day ago
Quality Inn & Suites Monterey I-40

Find out more about Jamestown

Jamestown Vacation Homes information

Number of reviews
1,045
Accommodation
136 Vacation Homes
Lowest Price
CA $214
Highest Price
CA $1,691

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