A winding fence on a grassy hill with horses grazing.

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Monticello cottages

Terrace/patio

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 €347
includes taxes & fees
29 Jul - 30 Jul
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
House (1 Bedroom) | Interior

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 €240
includes taxes & fees
24 Jul - 25 Jul
Peaceful Russell Springs Home w/ Fire Pit & Pond!
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, (15 reviews)
"Wonderful place to stay for a few days on the lake with family. "
United States
Lena R.
The price is €445
includes taxes & fees
27 Jul - 28 Jul
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Outdoor dining

NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky

NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky
Science Hill
8.0 out of 10, Very good, (1 review)
"Really nice property, quite and full of nature."
United States
Terry R.
The price is €272
includes taxes & fees
26 Jul - 27 Jul
NEW TO VRBO May 2026 Secluded Adult themed Cottage in Kentucky
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, (28 reviews)
"Excellent place to stay."
United States
Jason E.
The price is €498
includes taxes & fees
29 Jul - 30 Jul
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
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
9.6 out of 10, Exceptional, (9 reviews)
"This house was beautiful and perfect for what we needed. "
United States
Shavona M.
The price is €551
includes taxes & fees
13 Aug - 14 Aug
4BR Lake Cumberland Cabin - Hot Tub, Fire Pit, Near Boat Ramps, Pet Friendly
Exterior

Restful Rustic Farmhouse on Lake Cumberland

Restful Rustic Farmhouse on Lake Cumberland
Jamestown
9.4 out of 10, Exceptional, (14 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 €674
includes taxes & fees
17 Aug - 18 Aug
Restful Rustic Farmhouse on Lake Cumberland
House (3 Bedrooms) | Interior

2 Mi to Marina & Lake Cumberland! Newly Built Home

2 Mi to Marina & Lake Cumberland! Newly Built Home
3.0 star property
Somerset
The price is €388
includes taxes & fees
29 Jul - 30 Jul
2 Mi to Marina & Lake Cumberland! Newly Built Home
House (4 Bedrooms) | Front of property

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!
3.0 star property
Jamestown
The price is €758
includes taxes & fees
9 Aug - 10 Aug
Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!
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

Quality Inn & Suites Somerset Downtown

Quality Inn & Suites Somerset Downtown

8/10 Good
"The breakfast wasn't nearly as good as what we've had at other properties. They were out of OJ both days, no scrambled eggs, etc. Otherwise it was ok, not as nice as we were expecting since we were told they had done renovations."
Stephen 2-night trip
Posted 14 hours ago
Quality Inn & Suites Somerset Downtown

Find out more about Monticello

Monticello Cottages information

Number of reviews
98
Accommodation
148 Cottages
Lowest Price
€240
Highest Price
€758

Frequently asked questions

How much do cottages in Monticello cost?
Cottages in Monticello range between €240 and €758 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.