Compare Monticello Vacation Rentals

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Monticello Rentals

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more

Monticello KY
13.38 mi from city center
$1,074 nightly
The price is $1,184 total per night
$1,184 total
Aug 10 - Aug 11
Total with taxes and fees
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and laundry facilities. Other amenities at this family-friendly vacation home include a garden and barbecue grills.
Pool
Hot Tub
This charming cozy cottage has a private hot tub, deck for fishing.

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

monticello KY
7.67 mi from city center
Guests of this cottage enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include a garden and barbecue grills.
Pool
Hot Tub
Lakeside Escape - Charming home centrally located on Lake Cumberland

Lakeside Escape - Charming home centrally located on Lake Cumberland

Monticello KY
9.4 mi from city center
$267 nightly
The price is $294 total per night
$294 total
Aug 17 - Aug 18
Total with taxes and fees
At this vacation home, guests have access to an arcade/game room, laundry facilities, and a garden. This family-friendly vacation home also has barbecue grills.
Kitchen
Washer
Lake Bluff Paradise on Lake Cumberland. Game room and seasonal hot tub!

Lake Bluff Paradise on Lake Cumberland. Game room and seasonal hot tub!

Monticello KY
13.34 mi from city center
Guests of this vacation home enjoy a hot tub, an arcade/game room, and laundry facilities. This family-friendly vacation home also has barbecue grills.
Hot Tub
Kitchen
Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!!

Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!!

Monticello KY
8.41 mi from city center
At this apartment, guests have access to features like local meal delivery service. This apartment building also has barbecue grills.
Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.

Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.

Monticello KY
7.62 mi from city center
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Cozy Cabin Located in gated resort near Lake Cumberland. Pool & boat ramp onsite

Cozy Cabin Located in gated resort near Lake Cumberland. Pool & boat ramp onsite

Burnside KY
15.47 mi from city center
Guests of this cabin enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a garden.
Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings

Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings

Nancy KY
9.87 mi from city center
At this cabin, guests have access to features like laundry facilities. This smoke-free cabin also has barbecue grills.
Kitchen
Washer
Lake Front Home with community boat ramp. Private, close to marinas and town.

Lake Front Home with community boat ramp. Private, close to marinas and town.

Somerset KY
14.69 mi from city center
At this cottage, guests have access to barbecue grills.
Kitchen
Pet friendly
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

Jamestown KY
13.01 mi from city center
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!

Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!

Russell Springs KY
21.02 mi from city center
Guests staying at this cabin have access to barbecue grills and a garden.
Romantic Cabarn w/ HotTub Lounge - Located on BSF!

Romantic Cabarn w/ HotTub Lounge - Located on BSF!

Allardt TN
29.21 mi from city center
$192 nightly
The price is $217 total per night
$217 total
Aug 11 - Aug 12
Total with taxes and fees
Guests staying at this cabin enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Monticello Large Group Rentals

How to Book Vacation Rentals in Monticello



🏠 What is the best price for Monticello vacation rentals?

Monticello vacation rentals range in price, starting at $217 per night.


🏠 What types of vacation rentals in Monticello can I rent?

Orbitz offers a wide range of Monticello rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Monticello condo rentals.


🏠 Is it free to cancel my Monticello vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Monticello vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Monticello. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Monticello?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Monticello apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Monticello?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Monticello package deals will get you even more savings.