Holiday Homes in Jamestown

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Our top choices for Jamestown holiday 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 traveller
The price is €205
includes taxes & fees
29 Apr - 30 Apr
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 €329
includes taxes & fees
21 Apr - 22 Apr
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 €182
includes taxes & fees
19 Apr - 20 Apr
The Lodge Lake Retreat – Family-Friendly with Private River Access

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, (167 reviews)
"The balcony view was spectacular each and every level I was very hesitant on doing a review cause more people may find this gem but overall this place was heaven, very quiet and super peacefully. "
United States
Rneecia P.
The price is €468
includes taxes & fees
20 Apr - 21 Apr
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

Cozy Lake Time Retreat

Cozy Lake Time Retreat
Jamestown
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 €394
includes taxes & fees
19 Apr - 20 Apr
Great place to gather near Lake Cumberland

Charming A-frame with Lake Cumberland Views

Charming A-frame with Lake Cumberland Views
Jamestown
The price is €315
includes taxes & fees
19 Apr - 20 Apr
Charming A-frame with Lake Cumberland Views

Cumberland River School House

Cumberland River School House
Jamestown
The price is €308
includes taxes & fees
19 Apr - 20 Apr
Cumberland River School House

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

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 €173
includes taxes & fees
20 Apr - 21 Apr
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups

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 €165
includes taxes & fees
22 Apr - 23 Apr
The Cozy Cabell Cottage

Boating Mecca: Near Dale Hollow Lake & Golf!

Boating Mecca: Near Dale Hollow Lake & Golf!
Burkesville
10.0 out of 10, Exceptional, (91 reviews)
"super clean with everything you need for a great stay...super friendly hosts!!!"
United States
Barney H.
The price is €175
includes taxes & fees
20 Apr - 21 Apr
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.
Mema and Pa’s Place

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 €185
includes taxes & fees
20 Apr - 21 Apr
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 €183
includes taxes & fees
19 Apr - 20 Apr
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 €183
includes taxes & fees
20 Apr - 21 Apr
Entire Home in Russell Springs, KY

The Sleepover is a tiny house with 1 bedroom and 1 bath

The Sleepover is a tiny house with 1 bedroom and 1 bath
Russell Springs
The price is €154
includes taxes & fees
19 Apr - 20 Apr
The Sleepover is a tiny house with 1 bedroom and 1 bath

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 €288
includes taxes & fees
19 Apr - 20 Apr
The Cumberland Collective~The Hideaway~<6mi to lake/golf. Great for families!

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 €422
includes taxes & fees
21 Apr - 22 Apr
Modern 4BR Retreat~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

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, (3 reviews)
"Host was wonderful and the place was fantastic!"
United States
Oliver C.
The price is €287
includes taxes & fees
19 Apr - 20 Apr
Wolf Creek Crossing Lake House Beach & Boat Launch .5 miles at Jabez Landing
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

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Jamestown Holiday Homes information

Number of reviews
405
Accommodation
174 Holiday Homes
Lowest Price
€165
Highest Price
€468