A winding fence on a grassy hill with horses grazing.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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 AED 419
AED 1,006 total
includes taxes & fees
2 Oct - 3 Oct
Peaceful Russell Springs Home w/ Fire Pit & Pond!
A two-story building with a balcony, a covered outdoor seating area, and a small dock.

2. 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, (219 reviews)
"We felt like we were at home! Very clean and comfortable home with everything we needed. Communication with the host was flawless. This was my families first trip to Lake Cumberland and it was everything we thought it would be. Beautiful lake! We will definitely be coming back and staying at the Hexagon cottage again."
United States
Joleen
The price is AED 559
AED 1,515 total
includes taxes & fees
12 Oct - 13 Oct
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.

3. 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 AED 735
AED 1,498 total
includes taxes & fees
6 Oct - 7 Oct
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
A cabin surrounded by dense forest, with a gravel path leading to it.

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
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 AED 915
AED 1,846 total
includes taxes & fees
4 Oct - 5 Oct
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
A wooden deck with a table and chairs, surrounded by a wooden railing and a view of a forested area.

5. 4BR Charming Cabin Retreat | Hot Tub, Fire Pit

4BR Charming Cabin Retreat | Hot Tub, Fire Pit
Jamestown
9.6 out of 10, Exceptional, (10 reviews)
"This house was beautiful and perfect for what we needed. "
United States
Shavona M.
The price is AED 709
AED 1,575 total
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.

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, (31 reviews)
"Great location. Host was nice and very attentive."
United States
Amber R.
The price is AED 915
AED 1,846 total
includes taxes & fees
4 Oct - 5 Oct
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 AED 1,682
AED 2,928 total
includes taxes & fees
7 Oct - 8 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
9.8 out of 10, Exceptional, (7 reviews)
"Really nice property, quite and full of nature."
United States
Terry R.
The price is AED 496
AED 1,320 total
includes taxes & fees
5 Oct - 6 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

Red Roof Inn Somerset, KY

Red Roof Inn Somerset, KY

8/10 Good
"Clean room , a little dated no outlets in room available for cell phone charging. Enjoyed the hike to the old train tunnels."
JEFFREY L. 1-night trip
Posted 2 days ago
Red Roof Inn Somerset, KY

Frequently asked questions

How much do cottages in Monticello cost?
Cottages in Monticello range between AED 1,006 and AED 2,928 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.