Monticello Cottages

Name: Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Price range: $477 total

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Cottages in Monticello

NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky

Science Hill KY

$310 nightly

$342 total

Nov 6 - Nov 7

Total with taxes and fees

Located in Science Hill, this cottage is in a rural location, within a 15-minute drive of Cave Hill Vineyard and Science Hill Baseball Park.

Hot Tub

Kitchen

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

monticello KY

When you stay at this cottage in Monticello, you'll be on the waterfront, within a 15-minute walk of Lake Cumberland Winery and Lake Cumberland.

Pool

Hot Tub

ROMANTIC HOT TUB, FIRE PLACE, FENCED YARD, FIRE PIT, 100 meg WIFI, CUMBERLAND

Somerset KY

Located in Somerset, this cottage is in the mountains, within a 10-minute drive of Flashback Theater Company and Rosewood Neighborhood Park.

Hot Tub

Kitchen

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

Somerset KY

Located in Somerset, this cottage is on a lake, a 1-minute drive from Lake Cumberland and 7 minutes from Firebrook Community Park.

Kitchen

Pet friendly

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

Jamestown KY

With a stay at this cottage in Jamestown, you'll be on a lake, just a 1-minute walk from Lake Cumberland and 7 minutes by foot from Cumberland River.

Kitchen

Washer

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

Jamestown KY

$433 nightly

$477 total

Nov 8 - Nov 9

Total with taxes and fees

With a stay at this cottage in Jamestown, you'll be a 2-minute walk from Lake Cumberland and 8 minutes by foot from Cumberland River.

Hot Tub

Kitchen

Restful Rustic Farmhouse on Lake Cumberland

Jamestown KY

Free Cancellation

With a stay at this cottage in Jamestown, you'll be on a lake, a 3-minute walk from Lake Cumberland and a 4-minute drive from The Links Resort Golf Course.

Hot Tub

Kitchen

Red Cozy Cottage 1-bedroom cottage in charming Oneida, TN

Oneida TN

Located in Oneida, this cottage is within a 5-minute drive of Big South Fork Medical Center and Oneida City Park.

Kitchen

Air conditioning

Unwind Near the Lake Fire Pit Marina Nearby

Bronston KY

With a stay at this cottage in Bronston, you'll be steps from Lake Cumberland and a 2-minute drive from Cumberland River.

Kitchen

Washer

Lake Cumberland Home w/ Hot Tub & Game Room

Bronston KY

With a stay at this cottage in Bronston, you'll be within a 5-minute walk of Cumberland River and Lake Cumberland.

Kitchen

Washer

Cumberland Blue- Cozy, Rustic Cottage Near Lake Cumberland

Jamestown KY

When you stay at this cottage in Jamestown, you'll be within a 10-minute drive of Judicial Center Fountain Park and The Park at Jamestown Square.

Kitchen

Washer

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

Jamestown KY

$433 nightly

$477 total

Nov 8 - Nov 9

Total with taxes and fees

Located in Jamestown, this cottage is a 1-minute drive from Lake Cumberland and 6 minutes from Jamestown Marina.

Hot Tub

Kitchen

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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.