Book Holiday Homes in Monticello
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Featured Holiday Homes in Monticello

Lake Retreat at Lake Cumberland Resort

Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!

Boating Mecca: Near Dale Hollow Lake & Golf!

Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!

Hideaway 27

Little blue house on the lake

Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view

Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip

6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
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 | 320 Holiday Homes |
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Lowest Price | NZ$241 |
Highest Price | NZ$826 |
Popular accommodation | Lake Retreat at Lake Cumberland Resort, Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!, Boating Mecca: Near Dale Hollow Lake & Golf!, Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!, Hideaway 27, Little blue house on the lake, Pool / Grill, Dale Hollow Lake and nearby Sunset Marina with Mountain view, Dale Hollow Cabin Next To State Park With Free Fire Pit & COVERED Boat Slip, 6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍 |
More accommodations in Monticello
Top trending hotels in Monticello

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

Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!

Best Western Lake Cumberland Inn

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
More ways to explore Monticello
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^Subject to availability and chosen travel dates.