A winding fence on a grassy hill with horses grazing.

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Monticello cottages

Terrace/patio

1. Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Jamestown
9.4 out of 10, Exceptional, (31 reviews)
"Great location, very comfortable, and pet friendly. We had friends at the campground behind the house, so it was great to walk over on the path in the back yard. We also checked out the state park and Lily Creek falls. Beautiful area!"
United States
Emily W.
The price is CA $279
CA $572 total
includes taxes & fees
Aug 10 - Aug 11
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Outdoor dining

2. NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky

NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky
Science Hill
9.0 out of 10, Wonderful, (2 reviews)
"Really nice property, quite and full of nature."
United States
Terry R.
The price is CA $134
CA $432 total
includes taxes & fees
Aug 13 - Aug 14
NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky
House (1 Bedroom) | Interior

3. Peaceful Russell Springs Home w/ Fire Pit & Pond!

Peaceful Russell Springs Home w/ Fire Pit & Pond!
2.0 star property
Russell Springs
The price is CA $159
CA $382 total
includes taxes & fees
Aug 21 - Aug 22
Peaceful Russell Springs Home w/ Fire Pit & Pond!
Exterior

4. Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Jamestown
10.0 out of 10, Exceptional, (15 reviews)
"Wonderful place to stay for a few days on the lake with family. "
United States
Lena R.
The price is CA $347
CA $698 total
includes taxes & fees
Sep 1 - Sep 2
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Outdoor dining

5. 4BR Lake Cumberland Cabin - Hot Tub, Fire Pit, Near Boat Ramps, Pet Friendly

4BR Lake Cumberland Cabin - Hot Tub, Fire Pit, Near Boat Ramps, Pet Friendly
Jamestown
9.6 out of 10, Exceptional, (9 reviews)
"This house was beautiful and perfect for what we needed. "
United States
Shavona M.
The price is CA $385
CA $735 total
includes taxes & fees
Sep 3 - Sep 4
4BR Lake Cumberland Cabin - Hot Tub, Fire Pit, Near Boat Ramps, Pet Friendly
Exterior

6. Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Jamestown
9.8 out of 10, Exceptional, (29 reviews)
"Excellent place to stay."
United States
Jason E.
The price is CA $417
CA $788 total
includes taxes & fees
Aug 10 - Aug 11
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Exterior

7. Restful Rustic Farmhouse on Lake Cumberland

Restful Rustic Farmhouse on Lake Cumberland
Jamestown
9.4 out of 10, Exceptional, (15 reviews)
"Our family had an amazing time at this vacation home! We had excellent communication with the owners and the place had everything we needed! Will definitely stay here again! Thank you for a wonderful holiday weekend!"
United States
Dana C.
The price is CA $612
CA $1,079 total
includes taxes & fees
Aug 17 - Aug 18
Restful Rustic Farmhouse on Lake Cumberland
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.
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Top Monticello Hotel Reviews

Cumberland Falls State Resort Park

Cumberland Falls State Resort Park

10/10 Excellent
"The cabin is older, but the beautiful view was definitely a highlight. Unfortunately, there was a wasp issue along the deck railing, which made it difficult to fully enjoy the outdoor space. The biggest downside was the lack of soundproofing between our cabin and the lock-off unit. The family next door had children who were screaming and had a hard time settling down that night. We could hear everything so clearly that it honestly felt like we were all staying in the same cabin. Better soundproofing would make a big difference."
Melissa 1-night trip
Posted 9 hours ago
Cumberland Falls State Resort Park

Find out more about Monticello

Monticello Cottages information

Number of reviews
101
Accommodation
145 Cottages
Lowest Price
CA $382
Highest Price
CA $1,079

Frequently asked questions

How much do cottages in Monticello cost?
Cottages in Monticello range between CA $382 and CA $1,079 per night. These retreats offer a chance to get in tune with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Monticello with Expedia?
Reserving a cottage in Monticello is as easy as entering your travel dates and selecting your ideal place for a getaway in nature. From high-end retreats to budget-friendly properties and cottages that come with perks like a pool, Expedia has something for all styles. As for unbeatable deals? We've have them as well!
How can I find cheap cottages in Monticello?
Expedia can help you easily track down cheap cottages in Monticello. To lock in your dream stay in just a few keystrokes, try out the filter tool to tailor your search results by budget, star rating and amenities.
What is there to do in Monticello near my cottage?
The perfect travel accessory is a well-planned itinerary. Lake Cumberland Winery is a wonderful spot to start your exploration of Monticello.

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