A winding fence on a grassy hill with horses grazing.

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Check prices for these dates

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

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 AU$390
includes taxes & fees
25 Oct - 26 Oct
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 AU$565
includes taxes & fees
24 Oct - 25 Oct
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 AU$538
includes taxes & fees
3 Nov - 4 Nov
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 AU$590
includes taxes & fees
27 Oct - 28 Oct
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 AU$691
includes taxes & fees
25 Oct - 26 Oct
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 AU$707
includes taxes & fees
26 Oct - 27 Oct
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 AU$1,117
includes taxes & fees
26 Oct - 27 Oct
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 AU$500
includes taxes & fees
26 Oct - 27 Oct
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 2 hours ago
Comfort Inn Somerset - Lake Cumberland

Find out more about Monticello

Monticello Cottages information

Number of reviews
344
Accommodation
144 Cottages
Lowest Price
AU$390
Highest Price
AU$1,117

Frequently asked questions

How much do cottages in Monticello cost?
You'll pay between AU$390 and AU$1,117 per night for cottages in Monticello. Whatever your budget, an awesome stay is only a click or two away on Expedia. This price was 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.
What is there to do in Monticello near my cottage?
The ultimate travel accessory is a well-planned schedule. Lake Cumberland Winery is a top place to kick-start your exploration of Monticello.