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

Search Jamestown Holiday Resorts

Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13
No exact matches found, but these alternatives could be just right

Recommended hotels in Jamestown

A marina with multiple docks and covered boat slips, surrounded by dense forest.

1. Timber Pointe Resort

Timber Pointe Resort
2.0 star property
Jamestown
9.2 out of 10, Wonderful, (50 reviews)
"I absolutely love this place it's so relaxing and the people were excellent I recommend"
United States
Monica
$108 nightly
The price is $119
Oct 18 - Oct 19
Total with taxes and fees
Timber Pointe Resort
A bedroom with a bed, nightstands, a TV, and a wall-mounted shelf.

2. Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky

Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky
Jamestown
8.4 out of 10, Very good, (15 reviews)
"Place was very clean and had everything we needed for our weekend stay!"
United States
Jessica R.
$164 nightly
The price is $181
Nov 2 - Nov 3
Total with taxes and fees
Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky
A modern kitchen with white cabinets, a dining table with chairs, and a living area with a sofa and a TV.

3. New Near Jamestown Dock - A

New Near Jamestown Dock - A
Jamestown
9.6 out of 10, Exceptional, (32 reviews)
"The place was perfect for what we needed. It's right next to Pepe's and Giovanni's, two of my favorite Cumberland restaurants. It was also just 22 minutes from State Park Marina. You can hear everything from every room; we all went to bed and woke up at the same time, so it didn't bother us. I also loved the AC units in each room."
United States
Jennifer
$186 nightly
The price is $205
Oct 17 - Oct 18
Total with taxes and fees
New Near Jamestown Dock - A
A wooden deck with two wicker chairs, a door with a welcome mat, and potted plants.

4. The Dock House Lake Retreat – Family-Friendly with Private River Access

The Dock House Lake Retreat – Family-Friendly with Private River Access
Jamestown
9.0 out of 10, Wonderful, (7 reviews)
"Very enjoyable!"
United States
Richard H.
$216 nightly
The price is $238
Nov 3 - Nov 4
Total with taxes and fees
The Dock House Lake Retreat – Family-Friendly with Private River Access
A modern kitchen with white cabinets, a wooden countertop, and a dining area with a table and chairs.

5. 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.
$240 nightly
The price is $264
Oct 16 - Oct 17
Total with taxes and fees
Cozy Lake Time Retreat
A covered deck with wooden chairs and a grill, overlooking a forested area and a body of water.

6. Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!

Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!
Jamestown
9.6 out of 10, Exceptional, (15 reviews)
"Great cabin in the woods. Beautiful decor and comfortable beds. Loved staying here!"
United States
Colleen
$404 nightly
The price is $445
Oct 18 - Oct 19
Total with taxes and fees
Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!
A clear river with rocks, surrounded by trees and a grassy area.

7. Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay
Jamestown
10.0 out of 10, Exceptional, (222 reviews)
"We felt like we were at home! Very clean and comfortable home with everything we needed. Communication with the host was flawless. This was my families first trip to Lake Cumberland and it was everything we thought it would be. Beautiful lake! We will definitely be coming back and staying at the Hexagon cottage again."
United States
Joleen
Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay
A modern kitchen with white cabinets, granite countertops, stainless steel appliances, and a large island with bar stools.

8. 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, (24 reviews)
"Amazing stay! House is very clean with lovely decor! Will stay here again for sure!!"
United States
Jennifer L.
$357 nightly
The price is $394
Oct 16 - Oct 17
Total with taxes and fees
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
A spacious loft with a modern kitchen, a dining area, and a staircase leading to an upper level.

9. 4BR Charming Cabin Retreat | Hot Tub, Fire Pit

4BR Charming Cabin Retreat | Hot Tub, Fire Pit
Jamestown
9.6 out of 10, Exceptional, (10 reviews)
"This house was beautiful and perfect for what we needed. "
United States
Shavona M.
$407 nightly
The price is $418
Oct 20 - Oct 21
Total with taxes and fees
4BR Charming Cabin Retreat | Hot Tub, Fire Pit
A lodge with a wooden deck, a covered dining area, and a staircase leading to the entrance.

10. Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland

Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland
Jamestown
10.0 out of 10, Exceptional, (4 reviews)
"Nice place with boat ramp."
United States
Josh S.
$308 nightly
The price is $339
Oct 19 - Oct 20
Total with taxes and fees
Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland
A room with two chairs and a small table on a wooden floor, with windows allowing natural light.

11. 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.
$242 nightly
The price is $267
Oct 20 - Oct 21
Total with taxes and fees
The Lodge Lake Retreat – Family-Friendly with Private River Access
A lodge with a covered deck, outdoor seating, and a fire pit.

12. Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table

Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table
Jamestown
10.0 out of 10, Exceptional, (1 review)
"Great location with river and very clean. Please note this is shared 3 units and not a stand alone unit like the rest. Needs a new coffee maker and a small skillet but otherwise very well stocked"
United States
Anonymous traveler
$306 nightly
The price is $337
Oct 21 - Oct 22
Total with taxes and fees
Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table
A living room with a television, leather sofa, and a ceiling fan.

13. B - New near Jamestown Dock

B - New near Jamestown Dock
Jamestown
9.6 out of 10, Exceptional, (27 reviews)
"Great place to stay, property is very well maintained. Ample parking for truck and boat, highly recommend, will stay here again. "
United States
Trent N.
$186 nightly
The price is $205
Oct 18 - Oct 19
Total with taxes and fees
B - New near Jamestown Dock
A porch with two wicker chairs, a wooden railing, and a patterned rug.

14. Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Jamestown
9.4 out of 10, Exceptional, (31 reviews)
"Great location, very comfortable, and pet friendly. We had friends at the campground behind the house, so it was great to walk over on the path in the back yard. We also checked out the state park and Lily Creek falls. Beautiful area!"
United States
Emily W.
$372 nightly
The price is $410
Oct 16 - Oct 17
Total with taxes and fees
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
A wooden deck with a railing overlooking a forested area.

15. New Rustic Home Near State Dock

New Rustic Home Near State Dock
Jamestown
9.8 out of 10, Exceptional, (13 reviews)
"Have driven past many times and was excited to stay here!"
United States
Ashley D.
$320 nightly
The price is $353
Oct 19 - Oct 20
Total with taxes and fees
New Rustic Home Near State Dock
A cozy cabin interior with a wooden staircase, a living area with a sofa and coffee table, a kitchen with white cabinets and appliances, and a welcome sign on the wall.

16. NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build
Jamestown
9.4 out of 10, Exceptional, (21 reviews)
"Such a lovely property. Very cozy and inviting. We will definitely stay again."
United States
Jennifer S.
$352 nightly
The price is $388
Oct 19 - Oct 20
Total with taxes and fees
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build
A marina with boats docked, a pier extending into the water, and a building with a blue roof in the background.

17. Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Jamestown
9.8 out of 10, Exceptional, (31 reviews)
"Great location. Host was nice and very attentive."
United States
Amber R.
$456 nightly
The price is $503
Oct 18 - Oct 19
Total with taxes and fees
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
A wooden cabin interior with a dining area, sofa, fireplace, and a TV mounted on the wall.

18. Hot Tub~Firepit~Riverfront~Near Lake Cumberland

Hot Tub~Firepit~Riverfront~Near Lake Cumberland
Jamestown
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and quiet. The beds were comfortable and the house was stocked with nice touches like laundry pods and coffee. I would definitely stay there again!"
United States
Christine V.
$337 nightly
The price is $370
Oct 20 - Oct 21
Total with taxes and fees
Hot Tub~Firepit~Riverfront~Near Lake Cumberland
A covered outdoor seating area with chairs and a table, surrounded by a forested landscape.

19. Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Jamestown
9.6 out of 10, Exceptional, (20 reviews)
"Wonderful place to stay for a few days on the lake with family. "
United States
Lena R.
$456 nightly
The price is $503
Oct 18 - Oct 19
Total with taxes and fees
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
A white house with a porch and a staircase.

20. Restful Rustic Farmhouse on Lake Cumberland

Restful Rustic Farmhouse on Lake Cumberland
Jamestown
9.6 out of 10, Exceptional, (17 reviews)
"Wonderful home and great stay with great amenities and close to the lake."
United States
Grant A.
$728 nightly
The price is $803
Oct 19 - Oct 20
Total with taxes and fees
Restful Rustic Farmhouse 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

Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!

Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!

10/10 Excellent
"Jared was the best host. Property was clean and inviting with all the amenities"
Douglas S. 3-night trip
Posted 2 days ago
Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!

Find out more about Jamestown

Jamestown Holiday Park Resorts information

Number of reviews
332
Accommodation
1 Holiday Park Resorts
Lowest Price
$119
Highest Price
$803

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