Lake Cumberland Winery

Choose two or more items and save on your trip:

Lodging Near Lake Cumberland Winery

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

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

monticello
When you stay at this cottage in Monticello, you'll be on the waterfront, within a 15-minute walk of Lake Cumberland Winery and Conley Bottom Marina.
We had an excellent time there
"We would like to stay there again because of all the amenities the manager was very friendly"

Reviewed on 13 Jan. 2025

This charming cozy cottage has a private hot tub, deck for fishing.
Lake Cumberland vacation home, overlooking private fishing pond

Lake Cumberland vacation home, overlooking private fishing pond

Monticello
Located in Monticello, this chalet is on the waterfront, within a 5-minute drive of Conley Bottom Marina and Lake Cumberland Winery.
Steve the host was very accommodating...
"Check-in was easy and the house was clean and in order. We would stay here again!"

Reviewed on 1 Apr. 2025

Lake Cumberland vacation home, overlooking private fishing pond
1-Mile from Conley Bottom's ramp

1-Mile from Conley Bottom's ramp

Monticello
Located in Monticello, this vacation home is on a lake, within a 5-minute drive of Cumberland River and Conley Bottom Marina.
Return to the lake
"Awesome time again on Cumberland. My son and I truly like this listing!"

Reviewed on 14 Oct. 2024

1-Mile from Conley Bottom's ramp
Don't see what you're looking for?
See all available properties in Lake Cumberland Winery
View all properties
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.