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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Jamestown cottages

A two-story building with a balcony, a covered outdoor seating area, and a small dock.

1. 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, (224 reviews)
"Appreciate how easy it is to commute with the owner and the house is always very clean. This is our 4th stay here!"
United States
Jennifer S.
The price is ￥23,106
￥64,083 total
includes taxes & fees
Nov 9 - Nov 10
Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay
A wooden deck with a table and chairs, surrounded by a wooden railing and a view of a forested area.

2. 4BR Charming Cabin Retreat | Hot Tub, Fire Pit

4BR Charming Cabin Retreat | Hot Tub, Fire Pit
Jamestown
9.8 out of 10, Exceptional, (11 reviews)
"This house was beautiful and perfect for what we needed. "
United States
Shavona M.
The price is ￥31,536
￥65,807 total
includes taxes & fees
Nov 12 - Nov 13
4BR Charming Cabin Retreat | Hot Tub, Fire Pit
A covered porch with a blue exterior, a bright green door, and a seating area with a sofa and two side tables.

3. 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.
The price is ￥31,696
￥61,672 total
includes taxes & fees
Nov 9 - Nov 10
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
A cabin surrounded by dense forest, with a gravel path leading to it.

4. 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.
The price is ￥39,462
￥75,649 total
includes taxes & fees
Nov 9 - Nov 10
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
A single-story house with a covered porch, a small deck, and a front yard.

5. 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, (32 reviews)
"Great place!"
United States
ashley k.
The price is ￥39,462
￥75,649 total
includes taxes & fees
Nov 10 - Nov 11
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
A large, two-story house with a wrap-around porch, surrounded by lush green trees.

6. 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.
The price is ￥71,950
￥119,326 total
includes taxes & fees
Nov 9 - Nov 10
Restful Rustic Farmhouse on Lake Cumberland
A stainless steel Cuisinart grill with four burners, a side burner, and a built-in oven, set against a wooden deck with a view of a leaf-covered park.

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

Peaceful Russell Springs Home w/ Fire Pit & Pond!
2.0 star property
Russell Springs
The price is ￥18,067
￥43,427 total
includes taxes & fees
Nov 13 - Nov 14
Peaceful Russell Springs Home w/ Fire Pit & Pond!
A red rocking chair on a porch with a view of a green landscape.

8. Grandma's Cottage at Garrison Farmstead near Columbia and Greensburg KY

Grandma's Cottage at Garrison Farmstead near Columbia and Greensburg KY
Greensburg
10.0 out of 10, Exceptional, (11 reviews)
"Lovely place; clean and spacious. More cost effective than a hotel for our family."
United States
Darin B.
The price is ￥59,430
￥80,378 total
includes taxes & fees
Nov 9 - Nov 10
Grandma's Cottage at Garrison Farmstead near Columbia and Greensburg KY
Exterior

9. Upscale Cottage Rental for Families near Russell Creek in Greensburg, Kentucky

Upscale Cottage Rental for Families near Russell Creek in Greensburg, Kentucky
Greensburg
The price is ￥55,165
￥64,176 total
includes taxes & fees
Nov 9 - Nov 10
Upscale Cottage Rental for Families near Russell Creek in Greensburg, Kentucky
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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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.

See all hotels in Jamestown
A sunset over a calm body of water with a bridge silhouetted against the sky.

Top reviews in Jamestown

A covered outdoor area with a wooden deck, wicker furniture, and a view of a forested landscape.
Timber Pointe Resort

Timber Pointe Resort

Timber Pointe Resort
Jamestown

10/10 Excellent

Great place to stay! Will definitely stay again.
United States
Tabitha
Reviewed March 25, 2025
Timber Pointe Resort

Frequently Asked Questions

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We think that a vacay should be a piece of cake, so if you're chasing cottages in Jamestown at an affordable price, Expedia has got your back. Stick to the budget and opt for a wallet-friendly option far from the rush of the city, or splurge on a 5-star cottage to spoil your loved ones.

How can I find cheap cottages in Jamestown?

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What is there to do in Jamestown near my cottage?

The ultimate travel accessory is a well-thought-out travel plan. Lake Cumberland State Resort Park is a great place to start your sightseeing in Jamestown.