A winding fence on a grassy hill with horses grazing.

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

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 AED 735
AED 1,506 total
includes taxes & fees
16 Aug - 17 Aug
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
House (1 Bedroom) | Interior

2. 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
21 Aug - 22 Aug
Peaceful Russell Springs Home w/ Fire Pit & Pond!
Exterior

3. 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 AED 915
AED 1,846 total
includes taxes & fees
1 Sep - 2 Sep
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Outdoor dining

4. 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 AED 999
AED 1,931 total
includes taxes & fees
3 Sep - 4 Sep
4BR Lake Cumberland Cabin - Hot Tub, Fire Pit, Near Boat Ramps, Pet Friendly
Outdoor dining

5. 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, (4 reviews)
"Really nice property, quite and full of nature."
United States
Terry R.
The price is AED 353
AED 1,138 total
includes taxes & fees
16 Aug - 17 Aug
NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky
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 AED 1,098
AED 2,065 total
includes taxes & fees
17 Aug - 18 Aug
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 AED 1,612
AED 2,814 total
includes taxes & fees
17 Aug - 18 Aug
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
"Beautiful views and the rafting under the falls was amazing"
Susan 2-night trip
Posted 12 hours ago
Cumberland Falls State Resort Park

Frequently asked questions

How much do cottages in Monticello cost?
Cottages in Monticello range between AED 1,006 and AED 2,814 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.