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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Monticello cottages

Exterior

NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky

NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky
Science Hill
The price is £249
includes taxes & fees
18 May - 19 May
NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky
House (1 Bedroom) | Front of property

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 £205
includes taxes & fees
18 May - 19 May
Peaceful Russell Springs Home w/ Fire Pit & Pond!
Terrace/patio

Guest Favorite! Super Clean! Close to Everything!

Guest Favorite! Super Clean! Close to Everything!
Jamestown
10.0 out of 10, Exceptional, (9 reviews)
"Very clean and all amenities set up perfectly for our stay. Made a perfect middle ground for visiting mammoth caves and cumberland falls."
United States
Brice L.
The price is £178
includes taxes & fees
18 May - 19 May
Guest Favorite! Super Clean! Close to Everything!
Exterior

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)
"The owners were great the whole process"
United States
Brandon B.
The price is £299
includes taxes & fees
18 May - 19 May
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Outdoor dining

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
9.2 out of 10, Wonderful, (5 reviews)
"This house was beautiful and perfect for what we needed. "
United States
Shavona M.
The price is £359
includes taxes & fees
28 May - 29 May
4BR Lake Cumberland Cabin - Hot Tub, Fire Pit, Near Boat Ramps, Pet Friendly
Exterior

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, (13 reviews)
"Wonderful place to stay for a few days on the lake with family. "
United States
Lena R.
The price is £423
includes taxes & fees
19 May - 20 May
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Exterior

Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
Jamestown
10.0 out of 10, Exceptional, (201 reviews)
"The firepit was awesome and the pool table was wonderful. We enjoyed our stay and will rent again of availability."
United States
april m.
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
Exterior

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, (26 reviews)
"Excellent place to stay."
United States
Jason E.
The price is £423
includes taxes & fees
21 May - 22 May
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Exterior

Restful Rustic Farmhouse on Lake Cumberland

Restful Rustic Farmhouse on Lake Cumberland
Jamestown
9.2 out of 10, Wonderful, (12 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 £506
includes taxes & fees
19 May - 20 May
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

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍

10/10 Excellent
"Great place to stay with family! Quiet place with nice amenities."
Nathan B. 3-night trip
Posted 4 days ago
6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍

Find out more about Monticello

Monticello Cottages information

Number of reviews
280
Accommodation
118 Cottages
Lowest Price
£178
Highest Price
£506

Frequently asked questions

How much do cottages in Monticello cost?
Cottages in Monticello range between £178 and £506 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.