Photo by Lisa Klein

Monticello holiday homes

We found 98 holiday rentals — enter your dates for availability

Discover a selection of 43 homes and other holiday rentals in Monticello that are perfect for your trip. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as a garden and pool. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Monticello

Showing deals for:25 Jul - 1 Aug

Image gallery for Lake Lover's Paradise! 3 Bed/2 Bath, Walk to Lake on Lake Cumberland!

Terrace/patio
9.4 out of 10 rating
Exceptional
(31 reviews)

Lake Lover's Paradise! 3 Bed/2 Bath, Walk to Lake on Lake Cumberland!

Nancy, KY

8% off
Price is NZ$2,519
NZ$360 per night
includes taxes & fees
Lake Lover's Paradise! 3 Bed/2 Bath, Walk to Lake on Lake Cumberland!

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The secluded area of Monticello awaits your stay

Enjoy the wineries and other features of Monticello. This relaxing city is known for its lake, boating and fishing. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Monticello

Are you searching for attractions to visit while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Monticello has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Lake Cumberland Winery (7.9 mi / 12.6 km)
  • Natural Arch Scenic Area (15.9 mi / 25.6 km)
  • SomerSplash (23.3 mi / 37.5 km)
  • Dale Hollow Lake State Resort Park Golf Course (27.4 mi / 44 km)
  • Collier Ridge Trail (26.1 mi / 42 km)
  • The Links Resort Golf Course (14.7 mi / 23.7 km)

Exploring the natural features in Monticello

Whether you're looking for adventure or just want to take in the scenery, Monticello is a great spot to appreciate mother nature. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Lake Cumberland State Resort Park (12.7 mi / 20.4 km)
  • Wolf Creek National Fish Hatchery (16.7 mi / 26.9 km)
  • Pulaski County Park (18.4 mi / 29.6 km)
  • Yahoo Falls (18.5 mi / 29.8 km)
  • Pickett State Park (19.1 mi / 30.7 km)
  • Pogue Creek Canyon State Natural Area (20.6 mi / 33.1 km)

Frequently asked questions

What is the best area to stay in Monticello when booking a holiday home?
One of the most in-demand neighbourhoods to get a Monticello holiday home is Mill Springs. When you lock in your holiday property, you’ll have the whole place to yourselves. This means you don’t have to share it with anybody other than your group.
What is the most popular type of holiday home accommodation in Monticello?
Based on our data, houses are the most popular holiday home type in Monticello. But that goes without saying, everyone’s idea of an awesome trip can differ. Bookabach has holiday homes of all sizes, shapes and budgets, so you’re bound to find your perfect match.
How much does it cost to rent a holiday home in Monticello?
Length of stay, season and property type are some factors that can influence the price of a holiday home. Simply add your dates of travel to find your dream escape. From cosy country cottages to expansive luxury villas, all Bookabach holiday homes offer terrific value.
How much does it cost to rent a beach house in Monticello?
The average price for a holiday home by the beach in Monticello will depend on when you’ll be there and the type and size of property you want. You can find prices easily and quickly on Bookabach by entering your preferred travel dates. Then make use of the filter tool to select the number of bedrooms and amenities that you need, like air conditioning, WiFi and a hot tub.
Are there pet-friendly holiday homes in Monticello?
Yes. There are. You’ll have a choice of three holiday homes that cater to pets in Monticello. Lots of our pet-friendly holiday homes even come with an outdoor area for your four-legged friend to have fun in, dog beds, complimentary treats and proximity to parks or green space. Apply the “Pets allowed” filter to find your place on Bookabach.
What are popular home amenities in Monticello?
A firepit, a garden and a lake view rank as the most popular home amenities in Monticello. Whether you’re planning to travel solo, with a partner or as a family, Bookabach can help you find a holiday home that fits your style with all the options you need.
Are there large group holiday homes in Monticello?
Yes, there are three holiday homes in Monticello that can host five or more people. From family reunions to special occasions, these stays have ample space to gather with the people you love.
Are there holiday homes in Monticello that welcome kids?
With three family-friendly holiday properties to choose from in Monticello, there’s never been a better time to introduce the kids to the magic of travel. Check our “Properties good for families” filter to browse stays loaded with amenities perfect for holidaying families, such as extra bedrooms, private pools, entertainment units and bunk beds.
What are the top attractions for families in Monticello?
Wayne County Historical Museum will keep the kids amused during your Monticello holiday. This family-friendly attraction is situated near the centre.
How can I find holiday homes with air conditioning in Monticello?
You can choose from three Bookabach holiday homes with air conditioning in Monticello giving you that cooling breeze and extra touch of comfort. Enter your dates of travel and then make use of our filter tool to look for properties with air conditioning.
How old do you have to be to rent a holiday home in Monticello?
The minimum age can differ across properties on Bookabach, so be sure to look at the rules of the holiday home in Monticello you’re considering. But typically, it’s 16, 18 or 21.
How long can I rent a holiday home in Monticello for?
The amount of time you can book a Monticello holiday home for is up to the property. Just tap in your travel dates to see options offering longer term stays. They include all the things you need to make your extended break more enjoyable and comfortable, like kitchens and air conditioning. Some Bookabach holiday homes may also offer discounted weekly or monthly prices, so you can stick around for longer for less.

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