A winding fence on a grassy hill with horses grazing.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Monticello cottages

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.

1. 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 ￥17,867
￥42,947 total
includes taxes & fees
Oct 24 - Oct 25
Peaceful Russell Springs Home w/ Fire Pit & Pond!
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 ￥31,346
￥64,273 total
includes taxes & fees
Oct 25 - Oct 26
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
A two-story building with a balcony, a covered outdoor seating area, and a small dock.

3. 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 ￥21,159
￥61,337 total
includes taxes & fees
Nov 3 - Nov 4
Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay
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 ￥29,199
￥66,487 total
includes taxes & fees
Oct 27 - Oct 28
4BR Charming Cabin Retreat | Hot Tub, Fire Pit
A single-story house with a covered porch, a small deck, and a front yard.

5. 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, (31 reviews)
"Great place!"
United States
ashley k.
The price is ￥39,026
￥78,788 total
includes taxes & fees
Oct 25 - Oct 26
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
A cabin surrounded by dense forest, with a gravel path leading to it.

6. 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 ￥39,026
￥78,788 total
includes taxes & fees
Oct 25 - Oct 26
Harbor Hideway is a cozy, romantic gem minutes away from 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 ￥73,663
￥126,128 total
includes taxes & fees
Oct 26 - Oct 27
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 ￥21,159
￥56,326 total
includes taxes & fees
Oct 26 - Oct 27
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

Comfort Inn Somerset - Lake Cumberland

Comfort Inn Somerset - Lake Cumberland

10/10 Excellent
"Breakfast was excellent! Room was clean and comfortable."
Kena 1-night trip
Posted 18 hours ago
Comfort Inn Somerset - Lake Cumberland

Find out more about Monticello

Monticello Cottages information

Number of reviews
344
Accommodation
144 Cottages
Lowest Price
￥42,947
Highest Price
￥126,128

Frequently asked questions

How much do cottages in Monticello cost?
Cottages in Monticello range between ￥42,947 and ￥126,128 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.