Monticello Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Monticello hotels

Vacation Rentals in Monticello

Lake Days & Starry Nights – Your Perfect Getaway Awaits

Burnside KY

With a stay at this vacation home in Burnside, you'll be on a lake, and 9.1 mi (14.7 km) from Cumberland River and 9.7 mi (15.6 km) from Burnside Marina.

Pool

Hot Tub

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

Jamestown KY

$527 nightly

$581 total

May 3 - May 4

Total with taxes and fees

When you stay at this vacation home in Jamestown, you'll be on the waterfront, within a 5-minute drive of The Park at Jamestown Square and Jamestown City Hall.

Kitchen

Washer

Welcome to the your budget friendly stop right off the highway 27.

Somerset KY

$111 nightly

$122 total

May 4 - May 5

Total with taxes and fees

Located in Somerset, this vacation home is within a 5-minute drive of Cumberland River and Somerset Mall.

Kitchen

Washer

4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!

Monticello KY

Located in Monticello, this vacation home is on a lake, within a 15-minute drive of Cumberland River and Burnside Library.

Pool

Hot Tub

Ellie's Place-"Wow, this is nice!"

Burnside KY

With a stay at this vacation home in Burnside, you'll be on a lake, and 10 mi (16.1 km) from Burnside Marina and 10.3 mi (16.6 km) from Burnside Library.

Pool

Hot Tub

Amazing 5BR House with Lake & Mountain Views in Gated Resort

Burnside KY

With a stay at this vacation home in Burnside, you'll be on a lake, and 9.7 mi (15.5 km) from Cumberland River and 9.9 mi (16 km) from Burnside Marina.

Pool

Kitchen

Charming 1-bedroom fish shack in Somerset with WiFi and AC

Somerset KY

With a stay at this vacation home in Somerset, you'll be within a 10-minute drive of Trinity Park and Veterans Memorial Park.

Kitchen

Washer

Cumberland Lake House

Nancy KY

When you stay at this vacation home in Nancy, you'll be 7 minutes by car from Cumberland Point Recreation Area.

Kitchen

Washer

“Red’s House” located in Oneida city limits

Oneida TN

With a stay at this vacation home in Oneida, you'll be within a 5-minute drive of Big South Fork Medical Center and Oneida City Park.

Kitchen

Washer

Cozy modern farmhouse w/ garage- Only 5 miles to Lake Cumberland!

Monticello KY

With a stay at this vacation home in Monticello, you'll be within a 15-minute drive of Mill Springs Mill Park and Burnside Library.

Kitchen

Washer

Dale Hollow Retreat: Boat Parking-Fire Pit

Burkesville KY

Located in Burkesville, this vacation home is a 5-minute drive from Dale Hollow Lake State Park and 6 minutes from Dale Hollow Lake State Resort Park Golf Course.

Kitchen

Washer

Lakeside Hideaway II - lakefront with hot tub / walk to boat ramp

Burnside KY

With a stay at this vacation home in Burnside, you'll be on the waterfront, and 10.5 mi (17 km) from Cumberland River and 11.1 mi (17.9 km) from Burnside Marina.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Monticello

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.