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Our top choices for Jamestown vacation homes

The Bourbon House

The Bourbon House
Jamestown
10.0 out of 10, Exceptional, (9 reviews)
"Owner was so friendly and helpful, and the property was clean and fresh on arrival! "
United States
Anonymous traveler
The price is ¥17,867
¥37,962 total
includes taxes & fees
May 11 - May 12
The Bourbon House

Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
Jamestown
10.0 out of 10, Exceptional, (19 reviews)
"Amazing stay! House is very clean with lovely decor! Will stay here again for sure!!"
United States
Jennifer L.
The price is ¥25,324
¥61,521 total
includes taxes & fees
May 10 - May 11
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

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, (1 review)
"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 ¥19,540
¥41,186 total
includes taxes & fees
May 21 - May 22
The Lodge Lake Retreat – Family-Friendly with Private River Access

Cozy Lake Time Retreat

Cozy Lake Time Retreat
Jamestown
10.0 out of 10, Exceptional, (1 review)
"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 ¥17,586
¥41,273 total
includes taxes & fees
May 9 - May 10
Cozy Lake Time Retreat

Great place to gather near Lake Cumberland

Great place to gather near Lake Cumberland
Jamestown
10.0 out of 10, Exceptional, (10 reviews)
"Very clean, large & spacious rooms comfortable for us and our friends to stay."
United States
Melissa M.
The price is ¥35,172
¥73,928 total
includes taxes & fees
May 9 - May 10
Great place to gather near Lake Cumberland

Cumberland River School House

Cumberland River School House
Jamestown
The price is ¥26,262
¥57,293 total
includes taxes & fees
May 21 - May 22
Cumberland River School House

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.
Jamestown
10.0 out of 10, Exceptional, (169 reviews)
"The location and the host is awesome. "
United States
Soumyojyoti A.
The price is ¥46,896
¥105,638 total
includes taxes & fees
May 19 - May 20
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

Walking distance to bar & restaurants, cool laid-back vibe with pool table!

Walking distance to bar & restaurants, cool laid-back vibe with pool table!
Jamestown
The price is ¥39,080
¥78,409 total
includes taxes & fees
May 21 - May 22
Walking distance to bar & restaurants, cool laid-back vibe with pool table!

Charming A-frame with Lake Cumberland Views

Charming A-frame with Lake Cumberland Views
Jamestown
4.0 out of 10, (1 review)
"Very dated unit. One bath towel & one hand towel provided for 3 people. No local or network tv. Driv-way to unit was described as 4 wheel drive needed but walking down a most steep loose gravel drive with coolers, belongings, etc is dangerous for many. Very very overpriced unit. "
United States
Hank A.
The price is ¥28,138
¥64,795 total
includes taxes & fees
May 21 - May 22
Charming A-frame with Lake Cumberland Views

The Cozy Cabell Cottage

The Cozy Cabell Cottage
Monticello
9.8 out of 10, Exceptional, (52 reviews)
"Everything was very clean and well maintained. The host was very clear in what was needed when checking out. Everything was easy to find and we had no issues!"
United States
Ellie R.
The price is ¥11,958
¥29,899 total
includes taxes & fees
May 9 - May 10
The Cozy Cabell Cottage

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
10.0 out of 10, Exceptional, (3 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 ¥11,555
¥31,523 total
includes taxes & fees
May 11 - May 12
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups

Boating Mecca: Near Dale Hollow Lake & Golf!

Boating Mecca: Near Dale Hollow Lake & Golf!
Burkesville
10.0 out of 10, Exceptional, (93 reviews)
"super clean with everything you need for a great stay...super friendly hosts!!!"
United States
Barney H.
The price is ¥10,630
¥29,884 total
includes taxes & fees
May 10 - May 11
Boating Mecca: Near Dale Hollow Lake & Golf!

Mema and Pa’s Place

Mema and Pa’s Place
Byrdstown
10.0 out of 10, Exceptional, (16 reviews)
"Property was clean and quiet. "
United States
Jeremy F.
The price is ¥21,103
¥34,733 total
includes taxes & fees
May 9 - May 10
Mema and Pa’s Place

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, (10 reviews)
"The property worked perfectly for our stay!"
United States
Lewis T.
The price is ¥17,938
¥52,000 total
includes taxes & fees
May 10 - May 11
The Cumberland Collective~The Hideaway~<6mi to lake/golf. Great for families!

Comfortable & Elegant Home

Comfortable & Elegant Home
Columbia
10.0 out of 10, Exceptional, (12 reviews)
"Very clean just as listed would stay again."
United States
David W.
The price is ¥15,476
¥33,511 total
includes taxes & fees
May 11 - May 12
Comfortable & Elegant Home

The Little Brown Cottage is a 1950's, two bedroom cottage in town with one bath.

The Little Brown Cottage is a 1950's, two bedroom cottage in town with one bath.
Russell Springs
10.0 out of 10, Exceptional, (3 reviews)
"We loved the Little Brown Cottage. It's not far from a grocery and places to eat. We had visited to attend a grandson's wedding. This home had all things we needed plus there are games and puzzles for families to use. "
United States
Judith H.
The price is ¥14,069
¥33,432 total
includes taxes & fees
May 13 - May 14
The Little Brown Cottage is a 1950's, two bedroom cottage in town with one bath.

Entire Home in Russell Springs, KY

Entire Home in Russell Springs, KY
Russell Springs
The price is ¥14,850
¥33,086 total
includes taxes & fees
May 9 - May 10
Entire Home in Russell Springs, KY

Modern 4BR Retreat~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

Modern 4BR Retreat~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp
Monticello
10.0 out of 10, Exceptional, (34 reviews)
"This beautiful home is made for a wonderful family getaway. My family had an amazing time relaxing and reconnecting in this well-appointed retrear. Stephanie, the host, was very comminicative throughout our stay. "
United States
Joshua H.
The price is ¥24,606
¥79,069 total
includes taxes & fees
May 11 - May 12
Modern 4BR Retreat~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

Avery Acres

Avery Acres
Albany
8.8 out of 10, Excellent, (3 reviews)
"The host was awesome - excellent communication and customer service. The house was extremely clean, well equipped, and roomy. The bed was comfortable. We had everything that we needed! We will definitely stay at Avery Acres again. Recommend it!"
United States
Kandy F.
Avery Acres

Newly Renovated House near Lake.

Newly Renovated House near Lake.
Albany
10.0 out of 10, Exceptional, (1 review)
"My husband & I stayed for 4 nights for a fishing trip. It was very nice & clean. The property owner was very nice and answered quickly when we had questions. There was plenty of room for parking since we were pulling our pontoon. It is less than 10 miles to Wolf Creek Dam on Lake Cumberland & a short drive to Wolf River Marina on Dale Hollow Lake! Would definitely stay again! "
United States
Daneh C.
The price is ¥17,586
¥46,271 total
includes taxes & fees
May 11 - May 12
Newly Renovated House near Lake.
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

Find out more about Jamestown

Jamestown Vacation Homes information

Number of reviews
412
Accommodation
188 Vacation Homes
Lowest Price
¥29,884
Highest Price
¥105,638