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Monticello holiday lettings

We found 100 holiday rentals — enter your dates for availability

Select from 43 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.

Holiday rentals with weekly discounts - Monticello

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Image gallery for Spacious House on the Water - Lake Cumberland

Front of the cabin.
10 out of 10, Exceptional, (43 reviews)
Exceptional
(43 reviews)

Spacious House on the Water - Lake Cumberland

Monticello, KY

8% off
Price is £2,107
for 7 nights, 1 cabin
£301 per night
includes taxes & fees
Spacious House on the Water - 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, 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)
  • 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 rental?
When considering a holiday rental in Monticello, Kentucky, the best area to stay is the vicinity around Lake Cumberland. This picturesque region is renowned for its stunning natural beauty and outdoor recreational opportunities. With a variety of properties available, including charming cabins and spacious lakeside homes, visitors can easily find accommodations to suit their needs.
How much does it cost to rent a holiday home in Monticello?
Prices for holiday rentals in Monticello vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Monticello to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Monticello holiday house rentals?
You can find great discounts on house rentals in Monticello on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Monticello?
In Monticello, holiday houses are the most popular type of accommodation, with around 43 available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios, making them ideal for families and groups. Additionally, there are approximately 11 cottages, which offer a charming, rustic feel and are often located near serene natural surroundings. For those seeking a more great experience, several cabins, mobile homes, and chalets can also be found, providing varied options for different tastes and preferences.
Are there any family house rentals in Monticello?
In Monticello, Kentucky, there are numerous family-friendly house rentals available, offering around 50 options for visitors. This charming town is situated near Lake Cumberland, making it an excellent choice for families looking to enjoy water activities and outdoor adventures. Many of the properties feature spacious living areas, fully equipped kitchens, and outdoor spaces suitable for barbecues or family gatherings.
Can I rent a holiday home with a pool or hot tub in Monticello?
In Monticello, Kentucky, there are several holiday homes available for rent that feature pools and hot tubs, with around 11 options to choose from. This picturesque area is known for its scenic beauty, with Lake Cumberland nearby, providing opportunities for outdoor activities. Many of these rentals come with amenities such as private swimming pools, hot tubs, spacious outdoor patios, and fully equipped kitchens, making them ideal for both relaxation and entertaining.
Can I find long-stay holiday rentals in Monticello?
A long-stay holiday rental in Monticello is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Monticello?
In Monticello, Kentucky, there are several pet-friendly house rentals available for those looking to enjoy a getaway with their furry companions. The area offers a range of holiday homes equipped with amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can roam freely. Many properties also feature modern conveniences like Wi-Fi and laundry facilities, making your stay comfortable.
Are there any remote work holiday rentals in Monticello?
In Monticello, Kentucky, there are numerous remote work-friendly holiday rentals available, with around 64 options for travellers seeking a suitable workspace. Many of these properties are equipped with essential amenities such as high-speed Wi-Fi, dedicated desks, and comfortable desk chairs, ensuring an efficient work environment. Some rentals even feature laptop workspaces and computer monitors, making them ideal for those needing to stay productive while enjoying a getaway. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Monticello holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Monticello with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Monticello?
In Monticello, popular holiday rental amenities include kitchens equipped with essential appliances such as microwaves and refrigerators, which allow guests to prepare their own meals during their stay. Many rentals also provide cookware, dishware, and utensils, making it convenient for travellers to enjoy home-cooked meals.
When is the best time to visit Monticello for a holiday rental?
The best time to visit Monticello for a holiday rental is during the vibrant summer months, specifically from June to August. This peak season draws travellers, eager to experience the beautiful lakes and outdoor recreation opportunities that the area has to offer. With warm temperatures averaging in the high 20s Celsius, it's an ideal time for swimming, boating, and hiking in the nearby Daniel Boone National Forest.

July stands out as the most popular month, bustling with activities and events that create a lively atmosphere. Whether you're exploring the scenic trails or relaxing by the water, Monticello comes alive with the spirit of summer.

If you're looking for a more budget-friendly time to visit, consider October. During this month, you can enjoy the stunning autumn foliage and experience a quieter, more peaceful side of Monticello. The crisp air and beautiful fall colours provide a lovely backdrop for leisurely walks and scenic drives.
How early should I book a Monticello holiday rental?
Book your Monticello holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Monticello home rental booking on Vrbo?
To find Monticello holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Monticello holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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