A winding fence on a grassy hill with horses grazing.

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Monticello cottages

A two-story building with a balcony, a covered outdoor seating area, and a small dock.

1. Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay
Jamestown
10.0 out of 10, Exceptional, (224 reviews)
"Great place to stay close to the water. Everything was clean and the host was very prompt to respond to any message. I would totally stay again."
United States
Jeffrey W.
The price is CA $191
CA $550 total
includes taxes & fees
Nov 3 - Nov 4
Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay
A covered porch with a blue exterior, a bright green door, and a seating area with a sofa and two side tables.

2. 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 $544 total
includes taxes & fees
Nov 1 - Nov 2
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
A stainless steel Cuisinart grill with four burners, a side burner, and a built-in oven, set against a wooden deck with a view of a leaf-covered park.

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 $383 total
includes taxes & fees
Nov 5 - Nov 6
Peaceful Russell Springs Home w/ Fire Pit & Pond!
A wooden deck with a table and chairs, surrounded by a wooden railing and a view of a forested area.

4. 4BR Charming Cabin Retreat | Hot Tub, Fire Pit

4BR Charming Cabin Retreat | Hot Tub, Fire Pit
Jamestown
9.8 out of 10, Exceptional, (11 reviews)
"This house was beautiful and perfect for what we needed. "
United States
Shavona M.
The price is CA $277
CA $579 total
includes taxes & fees
Nov 30 - Dec 1
4BR Charming Cabin Retreat | Hot Tub, Fire Pit
A cabin surrounded by dense forest, with a gravel path leading to it.

5. 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
9.6 out of 10, Exceptional, (20 reviews)
"Wonderful place to stay for a few days on the lake with family. "
United States
Lena R.
The price is CA $348
CA $667 total
includes taxes & fees
Nov 1 - Nov 2
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
A single-story house with a covered porch, a small deck, and a front yard.

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, (32 reviews)
"Great place!"
United States
ashley k.
The price is CA $348
CA $667 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
A large, two-story house with a wrap-around porch, surrounded by lush green trees.

7. Restful Rustic Farmhouse on Lake Cumberland

Restful Rustic Farmhouse on Lake Cumberland
Jamestown
9.6 out of 10, Exceptional, (17 reviews)
"Wonderful home and great stay with great amenities and close to the lake."
United States
Grant A.
The price is CA $647
CA $1,068 total
includes taxes & fees
Nov 1 - Nov 2
Restful Rustic Farmhouse on Lake Cumberland
A wooden deck with a hot tub, a table, and chairs, surrounded by trees.

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

NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky
Science Hill
9.6 out of 10, Exceptional, (10 reviews)
"Really nice property, quite and full of nature."
United States
Terry R.
The price is CA $189
CA $478 total
includes taxes & fees
Nov 1 - Nov 2
NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky
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

8/10 Good
"Beautiful area comfortable beds with spacious cabins. The cabins are 2 per building like a duplex and you can hear everything in the other cabin. And as most state parks do, they won’t let you in a minute early."
Carolyn 1-night trip
Posted 1 day ago
Cumberland Falls State Resort Park

Find out more about Monticello

Monticello Cottages information

Number of reviews
313
Accommodation
140 Cottages
Lowest Price
CA $383
Highest Price
CA $1,068

Frequently asked questions

How much do cottages in Monticello cost?
Cottages in Monticello range between CA $383 and CA $1,068 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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