Discover a selection of 226 vacation rentals in Monticello, KY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $100 per night, and houses and cabins are popular options for a stay in Monticello. Either way, you'll find a rental for everyone's needs.
Destination guide

The remote city of Monticello awaits you

Enjoy the wineries and other features of Monticello. Well known for its lake, boating and fishing, this relaxing city won't disappoint. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.


Activities and attractions in and around Monticello

Are you hoping to find things to do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Monticello has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Lake Cumberland Winery (10.2 mi / 16.4 km)
  • Lake Cumberland Golf Club (17 mi / 27.4 km)
  • Waitsboro Hills Golf Course (19.4 mi / 31.3 km)
  • SomerSplash (24.7 mi / 39.8 km)
  • Dale Hollow Lake State Resort Park Golf Course (27.3 mi / 43.9 km)
Natural features

Exploring the natural features in Monticello

Whether you're an adventurous traveler or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Monticello. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Lake Cumberland State Resort Park (14.7 mi / 23.7 km)
  • Mountain View Park (17.6 mi / 28.3 km)
  • General Burnside State Park (18 mi / 28.9 km)
  • Pulaski County Park (20.1 mi / 32.3 km)
  • Split Bow Arch Overlook (20.7 mi / 33.2 km)
  • Bandy Creek Visitors Center (22.6 mi / 36.3 km)

How many vacation rentals are available around Monticello, KY?

Our 2020 property listings offer a large selection of 226 vacation rentals around Monticello. From 190 house rentals to 69 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Monticello?

Vrbo offers a large selection of vacation rentals near lovely places in Monticello. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Wayne County Historical Museum: 201 vacation rentals
  • Lake Cumberland Winery: 216 vacation rentals
  • Wayne County Hospital: 190 vacation rentals
  • Cumberland Falls: 79 vacation rentals
  • Lake Cumberland State Resort Park: 121 vacation rentals

But there are many other points of interest around Monticello listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Monticello?

Yes, of course. Vrbo has 190 Houses in Monticello. Our other popular types of vacation rentals in Monticello include:

  • Cabins: 69 rentals available
  • Cottages: 69 rentals available
  • Condos/Apartments: 18 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Monticello?

Yes, you can select your preferred vacation rental with pool among our 75 vacation rentals with pool available in Monticello. Please use our search bar to access the selection of vacation rentals available.