Book Holiday Homes in Monticello

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Monticello Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Monticello vacation homes are the perfect way for you to wing it.

Holiday houses in Monticello let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Monticello in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Monticello adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Monticello with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Monticello vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Monticello Holiday Homes essential information

Accommodation
Holiday Homes
Lowest Price
AU$228
Highest Price
AU$228
Popular accommodation
This charming cozy cottage has a private hot tub, deck for fishing., Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!, Best Western Lake Cumberland Inn, Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna

Top trending hotels in Monticello

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.
This charming cozy cottage has a private hot tub, deck for fishing.
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

Monticello
Located in Monticello, this vacation home is on the waterfront, within a 15-minute drive of Cumberland River and Burnside Library.
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Best Western Lake Cumberland Inn

Best Western Lake Cumberland Inn

2.5 out of 5
2030 E Highway 90, Monticello, KY
Fully refundableReserve now, pay when you stay
The price is AU$228 per night from 8 Apr to 9 Apr
AU$228
includes taxes & fees
8 Apr - 9 Apr
Located in Monticello, Best Western Lake Cumberland Inn is a 4-minute drive from Wayne County Historical Museum and 6 minutes from Wayne County Hospital.
Best Western Lake Cumberland Inn
Save an average of 15% on thousands of hotels when you're signed in
Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna

Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna

Monticello
With a stay at this vacation home in Monticello, you'll be on a lake, and 8.2 mi (13.2 km) from Wayne County Historical Museum and 8.6 mi (13.9 km) from Wayne ...
Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.