Book Holiday Homes in Monticello
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Featured Holiday Homes in Monticello

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍

Boating Mecca: Near Dale Hollow Lake & Golf!

3 bdrm/2 full bath home 1.5 miles from Wolf Creek Marina, Lake Cumberland

Cumberland Lake House

Lake house with boat ramp access across the street & tons of boat parking space.

Lake Days & Starry Nights – Your Perfect Getaway Awaits

White Oak Cottage - Resort Pool, Boat Slip

Cozy 1-bedroom house in charming Allardt with AC, WiFi

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.
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 | 332 Holiday Homes |
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Lowest Price | NZ$221 |
Highest Price | NZ$1,099 |
Popular accommodation | 6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍, Boating Mecca: Near Dale Hollow Lake & Golf!, 3 bdrm/2 full bath home 1.5 miles from Wolf Creek Marina, Lake Cumberland, Cumberland Lake House, Lake house with boat ramp access across the street & tons of boat parking space., Lake Days & Starry Nights – Your Perfect Getaway Awaits, White Oak Cottage - Resort Pool, Boat Slip, Cozy 1-bedroom house in charming Allardt with AC, WiFi, LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY. |
Top trending hotels in Monticello

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍

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

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

Best Western Lake Cumberland Inn
More ways to explore Monticello
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^Subject to availability and chosen travel dates.