Photo by Lisa Klein

Monticello holiday lettings

We found 94 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 49 homes, 10 cottages and other holiday rentals in Monticello to find one that's 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.

Find spaces that suit your style

  • Peace of mind
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  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, 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:

  • Dale Hollow Lake State Resort Park Golf Course (27.4 mi / 44 km)
  • Lake Cumberland Winery (7.9 mi / 12.6 km)
  • SomerSplash (23.3 mi / 37.5 km)
  • Natural Arch Scenic Area (15.9 mi / 25.6 km)
  • Collier Ridge Trail (26.1 mi / 42 km)
  • White Oak Overlook (26.1 mi / 42 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)
  • Big South Fork National River and Recreation Area (27.2 mi / 43.7 km)
  • Dale Hollow Lake State Park (27.7 mi / 44.5 km)
  • Cumberland Falls (27.9 mi / 44.9 km)
  • Cumberland Falls State Park (28.8 mi / 46.4 km)
  • Wolf Creek National Fish Hatchery (16.7 mi / 26.9 km)

Frequently asked questions

What is the best area to stay in Monticello when booking a holiday rental?

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 rental accommodation in Monticello?

Based on our data, houses are the most popular holiday rental type in Monticello. But that goes without saying, everyone's idea of an awesome trip can differ. Vrbo 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 rental 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 Vrbo holiday rentals offer terrific value.

How much does it cost to rent a beach house in Monticello?

The average price for a holiday rental 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 Vrbo 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 rentals in Monticello?

Yes. There are. You'll have a choice of three holiday rentals that cater to pets in Monticello. Lots of our pet-friendly holiday rentals 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 Vrbo.

What are popular rental amenities in Monticello?

A firepit, a garden and a lake view rank as the most popular rental amenities in Monticello. Whether you're planning to travel solo, with a partner or as a family, Vrbo can help you find a holiday home that fits your style with all the options you need.

Are there large group holiday rentals in Monticello?

Yes, there are three holiday rentals 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 rentals 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 rentals with air conditioning in Monticello?

You can choose from three Vrbo holiday rentals 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 rental in Monticello?

The minimum age can differ across properties on Vrbo, 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 rental in Monticello for?

The amount of time you can book a Monticello holiday rental 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 Vrbo holiday homes may also offer discounted weekly or monthly prices, so you can stick around for longer for less.

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