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Compare 80 Cottages in Jamestown with updated reviews, rates, and availability.

JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.

10.0 out of 10, Exceptional, (164)
"I love the property the house wasn't just a house. It was home away from home. I would highly recommend family vacations here."
JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

10.0 out of 10, Exceptional, (37)
"Our family really enjoyed this place!"
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

This charming cozy cottage has a private hot tub, deck for fishing.

9.8 out of 10, Exceptional, (147)
"We would like to stay there again because of all the amenities the manager was very friendly"
This charming cozy cottage has a private hot tub, deck for fishing.

Lake Front Home with community boat ramp. Private, close to marinas and town.

9.6 out of 10, Exceptional, (216)
"The location was perfect and the description was on point, A beautiful view of the lake and Linda was an amazing host, beautiful relaxing long weekend, we definitely will come back."
Lake Front Home with community boat ramp. Private, close to marinas and town.

Dale Hollow Cottage w/ Covered Porch & Lake Views!

9.8 out of 10, Exceptional, (10)
"Beautiful property and the host thought of every detail a guest might need. Thank you for a wonderful stay!"
Dale Hollow Cottage w/ Covered Porch & Lake Views!

Restful Rustic Farmhouse on Lake Cumberland

8.8 out of 10, Excellent, (5)
"Nice place. Grill is awesome. Need to clean the gutters but besides that it was perfect for our large group."
Restful Rustic Farmhouse on Lake Cumberland

Cozy cabin minutes from Lake Cumberland with room for your boat.

10.0 out of 10, Exceptional, (19)
"Another great stay at this property ."
Cozy cabin minutes from Lake Cumberland with room for your boat.

A true guest favorite! Super clean! Close to everything!

10.0 out of 10, Exceptional, (8)
"Very clean and all amenities set up perfectly for our stay. Made a perfect middle ground for visiting mammoth caves and cumberland falls."
A true guest favorite! Super clean! Close to everything!

Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm

10.0 out of 10, Exceptional, (144)
"We enjoyed our stay at this location, Everything was clean an in order."
Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm

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

9.4 out of 10, Exceptional, (27)
"2nd year here; good location, very nice house, convenient for our needs. Drive is steep and can be slick, less able-bodied people may struggle with stairs to front or log steps to back door, interior is great. "
The price is SARĀ 694
SARĀ 1,468 total
includes taxes & fees
3 May - 4 May
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

Cottage at Lake Cumberland; 6m walk to water at Clearwater public boat ramp

10.0 out of 10, Exceptional, (5)
"We stayed here for a fishing tournament. The house was very clean and the hosts quickly communicated when we inquired about adding an additional night. We would definitely stay here again on future Lake Cumberland trips!"
Cottage at Lake Cumberland; 6m walk to water at Clearwater public boat ramp

Newly remodeled, handicap accessible overlooking pool , play area

10.0 out of 10, Exceptional, (6)
"We just returned from a weekend stay. Property was just as described and location was perfect for our boating trip at Conley Bottom. Would stay here again!"
Newly remodeled, handicap accessible overlooking pool , play area

Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11

Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11

Pet-Friendly Somerset Cottage Near Boat Ramps!

8.4 out of 10, Very Good, (6)
"Will be back in 2025. Gotta find an area to swim and bank fish. House was cute and fully loaded. All you need is clothes and food.Nice the firewood was there. Campground hostswere really mice "
Pet-Friendly Somerset Cottage Near Boat Ramps!

Everglow Hollow- Adorable Tiny House near Lake Cumberland, KY. Pet Friendly!

9.6 out of 10, Exceptional, (4)
"Very quiet and clean. The place was small, yet roomy. We used it for a lake trip and it was perfect for us. Host was friendly and helped out with some issues in booking. Would be happy to stay here again."
Everglow Hollow- Adorable Tiny House near Lake Cumberland, KY. Pet Friendly!

Hidden Woods Cottage - Jamestown, Boat Parking & Pet friendly

10.0 out of 10, Exceptional, (2)
"My family and I had such an unforgettable time at Hidden Woods. Even better than the photos, the cottage was comfortable and had everything we needed. The host was great. We can’t wait to come back."
Hidden Woods Cottage - Jamestown, Boat Parking & Pet friendly

Secluded Jamestown Cabin w/ Fire Pit!

3.0 star property
Secluded Jamestown Cabin w/ Fire Pit!

Family Home w/ Deck, 2 Mi to Lake Cumberland

3.0 star property
10.0 out of 10, Exceptional, (1)
"Much better than a hotel, they have everything that we need. It was comfortable and private. A home away from home."
Family Home w/ Deck, 2 Mi to Lake Cumberland

Somerset Cabin, Close to Lake Access!

3.0 star property
Somerset Cabin, Close to Lake Access!

'ledge Lodge' Burkesville Getaway: Pool & Views!

3.0 star property
'ledge Lodge' Burkesville Getaway: Pool & Views!
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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Other property types in Jamestown

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

10.0 out of 10, Exceptional, (132)
"We have an amazing stay ! Loved the property ! The view is amazing and the house fit our needs perfectly ! Would highly recommend "
The price is SARĀ 833
SARĀ 2,171 total
includes taxes & fees
4 May - 5 May
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY

JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.

10.0 out of 10, Exceptional, (164)
"I love the property the house wasn't just a house. It was home away from home. I would highly recommend family vacations here."
JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

10.0 out of 10, Exceptional, (37)
"Our family really enjoyed this place!"
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
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.