Holiday Homes in Jamestown

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Check prices for these dates

Our top choices for Jamestown holiday homes

1. Cozy Lake Time Retreat

Cozy Lake Time Retreat
Jamestown
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful house. Everything was an extremely wonderful stay. Only note of caution if you pull a boat watch getting in the driveway motor drug a little but was able to pull across the road and raise motor and got in just fine."
United States
Matthew G.
The price is AU$352
includes taxes & fees
16 Nov - 17 Nov
Cozy Lake Time Retreat

2. Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina
Jamestown
10.0 out of 10, Exceptional, (186 reviews)
"House was perfect for our family vacation! Such a beautiful lake. Suzanne was very helpful and took great care of us."
United States
Gina T.
The price is AU$945
includes taxes & fees
16 Nov - 17 Nov
Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina

3. The Lodge Lake Retreat – Family-Friendly with Private River Access

The Lodge Lake Retreat – Family-Friendly with Private River Access
Jamestown
10.0 out of 10, Exceptional, (5 reviews)
"Th place was extremely clean, check in was simple and easy, the listing was exactly as described. The sheets on the bed were amazing and the beds were comfortable "
United States
Dillon R.
The price is AU$368
includes taxes & fees
11 Nov - 12 Nov
The Lodge Lake Retreat – Family-Friendly with Private River Access

4. Eagles Nest Lake Retreat

Eagles Nest Lake Retreat
Russell Springs
10.0 out of 10, Exceptional, (5 reviews)
"I'm no wordsmith but this place was nice and well put together. The host was very nice and the place was exactly what I needed"
United States
C W.
The price is AU$288
includes taxes & fees
16 Nov - 17 Nov
Eagles Nest Lake Retreat

5. Peaceful Russell Springs Home w/ Fire Pit & Pond!

Peaceful Russell Springs Home w/ Fire Pit & Pond!
Russell Springs
9.6 out of 10, Exceptional, (9 reviews)
"Very nice clean comfortable place and setting. "
United States
Delmar B.
The price is AU$383
includes taxes & fees
13 Nov - 14 Nov
Peaceful Russell Springs Home w/ Fire Pit & Pond!

6. Cozy 1-bedroom house near lake Cumberland

Cozy 1-bedroom house near lake Cumberland
Faubush
The price is AU$275
includes taxes & fees
29 Nov - 30 Nov
Cozy 1-bedroom house near lake Cumberland

7. LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups

LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups
Faubush
9.8 out of 10, Exceptional, (7 reviews)
"Everglow Hollow was great! We stayed for a long weekend and it was the perfect place to relax, while not being too far away from Lake Cumberland. Host also responded to questions right away and were very helpful. "
Canada
Morgan P.
The price is AU$333
includes taxes & fees
16 Nov - 17 Nov
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups

8. Lake Cumberland Pond View

Lake Cumberland Pond View
Russell Springs
10.0 out of 10, Exceptional, (2 reviews)
"This was a nice little getaway for me and my family nice and quiet place out in the country… the host was fabulous very friendly and was very communicative with us "
United States
Kevin K.
The price is AU$546
includes taxes & fees
11 Nov - 12 Nov
Lake Cumberland Pond View

9. Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp
Monticello
10.0 out of 10, Exceptional, (43 reviews)
"The house was beautiful! Everything was great and exactly as described! We had a great family weekend!"
United States
Lindsey R.
The price is AU$875
includes taxes & fees
17 Nov - 18 Nov
Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

10. Wolf Creek Crossing Lake House Beach & Boat Launch .5 miles at Jabez Landing

Wolf Creek Crossing Lake House Beach & Boat Launch .5 miles at Jabez Landing
Nancy
10.0 out of 10, Exceptional, (11 reviews)
"The property was amazing and very peaceful I really loved it until next time"
United States
Brittany S.
The price is AU$442
includes taxes & fees
7 Dec - 8 Dec
Wolf Creek Crossing Lake House Beach & Boat Launch .5 miles at Jabez Landing

11. 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$329
includes taxes & fees
11 Nov - 12 Nov
Avery Acres

12. Main St Monticello-Lake Cumberland Shenanigans

Main St Monticello-Lake Cumberland Shenanigans
Monticello
The price is AU$207
includes taxes & fees
24 Nov - 25 Nov
Main St Monticello-Lake Cumberland Shenanigans

13. Lakeside Escape - Charming home centrally located on Lake Cumberland

Lakeside Escape - Charming home centrally located on Lake Cumberland
Monticello
10.0 out of 10, Exceptional, (2 reviews)
"Clean house, pet friendly and our teens loved the game room"
United States
michelle d.
The price is AU$353
includes taxes & fees
24 Nov - 25 Nov
Lakeside Escape - Charming home centrally located on Lake Cumberland

14. 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
9.4 out of 10, Exceptional, (3 reviews)
"Great place to stay. Easy access to lake. Was everything we hoped it would be."
United States
Eric G.
The price is AU$432
includes taxes & fees
11 Nov - 12 Nov
Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland

15. Comfortable & Elegant Home

Comfortable & Elegant Home
Columbia
10.0 out of 10, Exceptional, (20 reviews)
"Perfect spot to stay while visiting Columbia. Super comfortable, clean, and well stocked. We will stay here again any chance we get!"
United States
Stacy C.
The price is AU$300
includes taxes & fees
16 Nov - 17 Nov
Comfortable & Elegant Home

16. Large family home w dinning by Lindsey Wilson

Large family home w dinning by Lindsey Wilson
Columbia
9.0 out of 10, Wonderful, (8 reviews)
"Great place"
United States
Jim S.
The price is AU$331
includes taxes & fees
11 Nov - 12 Nov
Large family home w dinning by Lindsey Wilson

17. Million Dollar View! Large Lakehouse Over-Looking Lee's Ford Marina

Million Dollar View! Large Lakehouse Over-Looking Lee's Ford Marina
Somerset
9.8 out of 10, Exceptional, (97 reviews)
"The home was lovely and the view was spectacular. My family and I had a wonderful weekend there. "
United States
Tammy B.
The price is AU$788
includes taxes & fees
8 Dec - 9 Dec
Million Dollar View! Large Lakehouse Over-Looking Lee's Ford Marina

18. Frank's Bird House | Lake Views + Game Room

Frank's Bird House | Lake Views + Game Room
Pulaski County
10.0 out of 10, Exceptional, (2 reviews)
"The house was clean and very comfortable and was as described well in ad and has great privacy will definitely be back"
United States
Shawn T.
The price is AU$673
includes taxes & fees
11 Nov - 12 Nov
Frank's Bird House | Lake Views + Game Room

19. The Cumberland Collective~The Hideaway~<6mi to lake/golf. Great for families!

The Cumberland Collective~The Hideaway~<6mi to lake/golf. Great for families!
Burkesville
10.0 out of 10, Exceptional, (15 reviews)
"Perfect place to get away."
United States
Bill M.
The price is AU$558
includes taxes & fees
2 Dec - 3 Dec
The Cumberland Collective~The Hideaway~<6mi to lake/golf. Great for families!

20. 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 AU$450
includes taxes & fees
12 Nov - 13 Nov
Dale Hollow Lake Paradise - Family Friendly, Pet Friendly, Party Ready!
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.

Learn more about Jamestown

Lake Cumberland's crystal waters invite boating and fishing just minutes from Jamestown's charming town square. Rent a pontoon at Jamestown Marina or explore nearby Wolf Creek Dam, where rangers offer tours of the massive hydroelectric project.

A sunset over a calm body of water with a bridge silhouetted against the sky.