Jamestown Holiday Packages

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Book your Jamestown holiday

Wotif will help you save some bucks!

We can bundle your flights and hotels into a simple package.

So you can see even more in Jamestown with the extra funds!

Your savings could reach if you lock in a package. Exactly how do you do this? Just mix and match from more than 550 airlines and 665,000 properties.

Some of the most competitive deals on the market are on Wotif. So request your annual leave, dig out your passport and get going!

Jamestown Accommodation

The Lake Cumberland State Resort Park is the only listed property in Jamestown. Book now and bag the best room.

Car Hire in Jamestown

Enterprise is the nearest car rental company to Lake Cumberland Regional Airport. Hop into a cab to 103 Magnolia Ave, and you'll be hitting the highway in no time.

Holidays to Jamestown

Planning a getaway in Jamestown? Yay! Adventure and fun times are on the cards. But how about learning a few details about this wonderful destination before you fly off?

Jamestown is a short commute from two major cities. Monticello is 30 kilometres to the southeast, while Somerset is 50 kilometres away to the east.

Some 2 000 people call this part of Lake Cumberland home. So, if you're looking for some new pals, you won't have too many dramas.

Top Jamestown hotels

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

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

Jamestown KY
The price is AU$882 per night from 27 May to 28 May
AU$882
27 May - 28 May
includes taxes & fees
Sunset Ridge-Sleeps 16-Panoramic Lake Cumberland Views-3 Decks-Jamestown Marina: Family-friendly holiday home with free WiFi and parking. Located on a lake.
"House was perfect for our large family. Kitchen had everything you would need for cooking. The house was very clean the large decks off the back over looking the lake is where we spent most of our time. we will definitely stay here again"

Reviewed on 17 May 2026

Opens in a new windowLAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

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

Jamestown KY
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking : Cottage with WiFi and parking. Located on a lake.
"Perfect stay, once again! We love this place. Beautiful views, everything included and wonderful/responsive host!"

Reviewed on 7 Apr 2026

Opens in a new windowNEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

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

Jamestown KY
The price is AU$797 per night from 27 May to 28 May
AU$797
27 May - 28 May
includes taxes & fees
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
"We had a wonderful stay here! There are two single bed rooms, and one room with two full (queen possibly?) bunk beds. So 6 big beds all together and the couch pulls out as well. Check in and check out instructions were clear. There were corn hole boards and bags available. The hot tub was great, ..."

Reviewed on 30 Oct 2025

Opens in a new windowCozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
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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.