Monticello Vacation Rentals

Compare 6 vacation rentals.
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Make Monticello your next getaway

Monticello, KY vacation rentals

Explore Monticello house rentals, and more

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House rentals

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Explore more vacation rental amenities in Monticello

Water view | Waterfront | A/C | Washer/dryer | Balcony | Ping-pong table | Mountain view | Snowbird-friendly

Monticello vacation rentals for every getaway

Popular
Dog-friendly Internet Lake view
Family Home w/ Deck, 2 Mi to Lake Cumberland
2 Bed | 2 Bath | Sleeps 7

Family Home w/ Deck, 2 Mi to Lake Cumberland - Monticello, KY

$159 avg / night
(excludes fees and taxes)
5.0 (3)
Lake Cumberland Home w/ Deck + Water Access!
4 Bed | 3 Bath | Sleeps 10

Lake Cumberland Home w/ Deck + Water Access! - Monticello, KY

$212 avg / night
(excludes fees and taxes)
5.0 (1)
Monticello Home w/ Deck & Fire Pit < 1 Mi to Water
3 Bed | 2 Bath | Sleeps 8

Monticello Home w/ Deck & Fire Pit < 1 Mi to Water - Monticello, KY

$195 avg / night
(excludes fees and taxes)
Lake & Boat Launch Access: Modern Monticello Home
4 Bed | 3 Bath | Sleeps 10

Lake & Boat Launch Access: Modern Monticello Home - Monticello, KY

$558 avg / night
(excludes fees and taxes)
Monticello Home w/ Multi-Level Deck on 2 Acres!
3 Bed | 2 Bath | Sleeps 8

Monticello Home w/ Multi-Level Deck on 2 Acres! - Monticello, KY

$375 avg / night
(excludes fees and taxes)
4.86 (14)

View 1 more homes

Recent Monticello vacation rental reviews

We really enjoyed our stay at this cute bungalow! It was cozy, clean, and conveniently located—just a quick 10-minute drive to either Conley Bottom or Monticello. The street was quiet and peaceful, perfect for a relaxing getaway. Would definitely stay again!
Amber . | Jul 2025
A close 10 minute drive to Conley Bottom Marina. The property had everything we needed.
Jennifer . | Jul 2024
This rental is beautiful. This was our second time staying here. And it didn’t disappoint. The view is beautiful and you can see it from the living room and two of the bedrooms. The furniture is comfortable with lots of spaces to sit and read, play games, eat, etc. Everything you need to cook a meal is available. And plenty of dishes so you’re not always eating on paper plates. We will absolutely visit again.
Danielle . | Mar 2024
Monticello Frequently Asked Questions

Yes. 8 of our Monticello vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Monticello vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Monticello team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Monticello, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

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