An aerial view of a coastal area with a lighthouse, a parking lot, and a rocky shoreline.

Holiday Homes in Jamestown

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Jamestown holiday homes

Coffee/tea maker, fridge, microwave, oven

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, (20 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
31 Jul - 1 Aug
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
Interior

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 €236
includes taxes & fees
22 Jul - 23 Jul
Cozy Lake Time Retreat
Interior

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 €401
includes taxes & fees
25 Jul - 26 Jul
Great place to gather near Lake Cumberland
Property grounds

Charming A-frame with Lake Cumberland Views

Charming A-frame with Lake Cumberland Views
Jamestown
7.0 out of 10, Good, (2 reviews)
"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 €324
includes taxes & fees
22 Jul - 23 Jul
Charming A-frame with Lake Cumberland Views
Coffee/tea maker, fridge, microwave, oven

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, (3 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 €231
includes taxes & fees
26 Jul - 27 Jul
The Lodge Lake Retreat – Family-Friendly with Private River Access
Terrace/patio

Peaceful Russell Springs Home w/ Fire Pit & Pond!

Peaceful Russell Springs Home w/ Fire Pit & Pond!
Russell Springs
9.6 out of 10, Exceptional, (7 reviews)
The price is €253
includes taxes & fees
22 Jul - 23 Jul
Peaceful Russell Springs Home w/ Fire Pit & Pond!
Smart TV

Eagles Nest Lake Retreat

Eagles Nest Lake Retreat
Russell Springs
10.0 out of 10, Exceptional, (1 review)
"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 €186
includes taxes & fees
22 Jul - 23 Jul
Eagles Nest Lake Retreat
TV, books

The Cozy Cabell Cottage

The Cozy Cabell Cottage
Monticello
9.8 out of 10, Exceptional, (54 reviews)
"This was the perfect place to stay for our weekend fishing trip, everything was very clean and overall a great experience."
United States
Austin S.
The price is €171
includes taxes & fees
24 Jul - 25 Jul
The Cozy Cabell Cottage
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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
9.6 out of 10, Exceptional, (5 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 €245
includes taxes & fees
28 Jul - 29 Jul
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups
Property grounds

Lake Cumberland Pond View

Lake Cumberland Pond View
Russell Springs
10.0 out of 10, Exceptional, (1 review)
"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 €364
includes taxes & fees
22 Jul - 23 Jul
Lake Cumberland Pond View
Beach nearby, beach towels

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, (6 reviews)
"Host was wonderful and the place was fantastic!"
United States
Oliver C.
The price is €316
includes taxes & fees
19 Aug - 20 Aug
Wolf Creek Crossing Lake House Beach & Boat Launch .5 miles at Jabez Landing
Property grounds

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, (38 reviews)
"Had such an amazing time in this beautiful home. Will definitely be back!"
United States
Monika H.
The price is €528
includes taxes & fees
22 Jul - 23 Jul
Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp
Interior

Avery Acres

Avery Acres
Albany
9.2 out of 10, Wonderful, (5 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.
The price is €228
includes taxes & fees
26 Jul - 27 Jul
Avery Acres
Smart TV

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 €288
includes taxes & fees
22 Jul - 23 Jul
Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland
Coffee/tea maker, fridge, microwave, oven

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, (1 review)
The price is €257
includes taxes & fees
11 Aug - 12 Aug
Lakeside Escape - Charming home centrally located on Lake Cumberland
Interior

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 €264
includes taxes & fees
3 Aug - 4 Aug
Newly Renovated House near Lake.
Living area

Comfortable & Elegant Home

Comfortable & Elegant Home
Columbia
10.0 out of 10, Exceptional, (15 reviews)
"Very clean just as listed would stay again."
United States
David W.
The price is €211
includes taxes & fees
23 Jul - 24 Jul
Comfortable & Elegant Home
TV, offices

Large family home w dinning by Lindsey Wilson

Large family home w dinning by Lindsey Wilson
Columbia
9.0 out of 10, Wonderful, (7 reviews)
"Like being home. Great place to stay"
United States
Marilyn K.
The price is €192
includes taxes & fees
22 Jul - 23 Jul
Large family home w dinning by Lindsey Wilson
Coffee/tea maker, fridge, microwave, oven

Boating Mecca: Near Dale Hollow Lake & Golf!

Boating Mecca: Near Dale Hollow Lake & Golf!
Burkesville
10.0 out of 10, Exceptional, (94 reviews)
"A great place to stay. We will plan to stay again. "
United States
Rachel C.
The price is €246
includes taxes & fees
18 Aug - 19 Aug
Boating Mecca: Near Dale Hollow Lake & Golf!
Exterior

On-Water 20 - Pet Friendly Floating House on Lake Cumberland

On-Water 20 - Pet Friendly Floating House on Lake Cumberland
Russell Springs
The price is €876
includes taxes & fees
23 Jul - 24 Jul
On-Water 20 - Pet Friendly Floating House on Lake Cumberland
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

Timber Pointe Resort

Timber Pointe Resort

10/10 Excellent
"This was our second time staying here and we’ll be back. The rooms are clean and comfortable. The resort is very close to both Jamestown Marina and Lily Creek boat ramp, if you are there to hang out at Lake Cumberland."
Tracy 3-night trip
Posted 19 hours ago
Timber Pointe Resort

Find out more about Jamestown

Jamestown Holiday Homes information

Number of reviews
263
Accommodation
259 Holiday Homes
Lowest Price
€171
Highest Price
€876