Compare Monticello Vacation Rentals

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Monticello Rentals

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 barbecue grills and a garden.
Pool
Hot Tub
4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!

4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!

Monticello KY
13.44 mi from city center
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and laundry facilities. This family-friendly vacation home also has barbecue grills.
Pool
Hot Tub
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
Lake house with boat ramp access across the street & tons of boat parking space.

Lake house with boat ramp access across the street & tons of boat parking space.

Monticello KY
9.58 mi from city center
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Modern 4BR Retreat~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

Modern 4BR Retreat~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

Monticello KY
8.75 mi from city center
$426 nightly
The price is $457 total per night
$457 total
Mar 15 - Mar 16
Total with taxes and fees
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and a water dispenser. Other amenities at this family-friendly vacation home include barbecue grills and a garden.
Hot Tub
Kitchen
Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!

Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!

Monticello KY
13.6 mi from city center
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and a garden. This smoke-free vacation home also has barbecue grills.
Hot Tub
Kitchen
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, a garden, and barbecue grills.
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.
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
$195 nightly
The price is $215 total per night
$215 total
Mar 15 - Mar 16
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Welcome to Charming Get-A-Way – Your Ultimate Escape!

Welcome to Charming Get-A-Way – Your Ultimate Escape!

Burnside KY
15.52 mi from city center
Guests staying at this cabin enjoy a hot tub, laundry facilities, and barbecue grills.
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
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

Jamestown KY
13 mi from city center
$320 nightly
The price is $353 total per night
$353 total
Mar 16 - Mar 17
Total with taxes and fees
At this cottage, guests have access to an arcade/game room, laundry facilities, and a garden. This family-friendly cottage also has barbecue grills.
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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 $174 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.