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Sep 5 - Sep 7
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Sep 19 - Sep 21
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Oct 17 - Oct 19
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Nov 14 - Nov 16

Cottages in Monticello

Our top choices for Monticello cottages

Family-friendly Lake Cumberland Vacation Rental
Interior

Family-friendly Lake Cumberland Vacation Rental

3.0 star property
8.6 out of 10, Excellent, (4)
"It was a beautiful Home! We enjoyed our stay very much. The owners were kind and responded quickly with any questions we may have had. Definitely plan on returning! "
Family-friendly Lake Cumberland Vacation Rental
4 Mi to Cumberland River: Cabin w/ Deck & Fire Pit
House (2 Bedrooms) | Interior

4 Mi to Cumberland River: Cabin w/ Deck & Fire Pit

3.0 star property
10.0 out of 10, Exceptional, (1)
"Better than the photos! Clean, on the water, great amenity options as well as spacious porch. I will stay here again in the future!"
4 Mi to Cumberland River: Cabin w/ Deck & Fire Pit
Burnside Vacation Rental, Walk to Lake Cumberland!
House (4 Bedrooms) | Interior

Burnside Vacation Rental, Walk to Lake Cumberland!

3.0 star property
Burnside Vacation Rental, Walk to Lake Cumberland!
River-view Somerset Home: Large Deck, Fire Pit!
House (3 Bedrooms) | Front of property

River-view Somerset Home: Large Deck, Fire Pit!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful home and location, owner caring and responsive. Even decorated for my celebration 🎉"
River-view Somerset Home: Large Deck, Fire Pit!
Cottage w/ Deck & Bbq: 2 Mi to Dale Hollow Lake!
Cottage (3 Bedrooms) | Interior

Cottage w/ Deck & Bbq: 2 Mi to Dale Hollow Lake!

3.0 star property
Cottage w/ Deck & Bbq: 2 Mi to Dale Hollow Lake!
Quiet & Private Cabin ~ 5 Mi to Dale Hollow Lake!
House (2 Bedrooms) | Interior

Quiet & Private Cabin ~ 5 Mi to Dale Hollow Lake!

3.0 star property
Quiet & Private Cabin ~ 5 Mi to Dale Hollow Lake!
Lake Cumberland Area Cabin - 4 Mi. to Lake!
Dining

Lake Cumberland Area Cabin - 4 Mi. to Lake!

3.0 star property
Lake Cumberland Area Cabin - 4 Mi. to Lake!
Lake Cumberland Resort Cabin w/ Community Perks!
House (3 Bedrooms) | Front of property

Lake Cumberland Resort Cabin w/ Community Perks!

3.0 star property
Lake Cumberland Resort Cabin w/ Community Perks!
Somerset Cabin, Close to Lake Access!
Exterior

Somerset Cabin, Close to Lake Access!

3.0 star property
Somerset Cabin, Close to Lake Access!
Quiet Somerset Retreat - Near Lake Cumberland
Property grounds

Quiet Somerset Retreat - Near Lake Cumberland

3.0 star property
9.0 out of 10, Wonderful, (2)
"Conveniently located near all i had planned. Nice house cozy . A few things need fixed but good otherwise "
Quiet Somerset Retreat - Near Lake Cumberland
Albany Home < 1 Mi to Dale Hollow Lake!
House (3 Bedrooms) | Interior

Albany Home < 1 Mi to Dale Hollow Lake!

3.0 star property
Albany Home < 1 Mi to Dale Hollow Lake!
Russell Springs Getaway, 10 Mi to Lake Cumberland!
House (3 Bedrooms) | Interior

Russell Springs Getaway, 10 Mi to Lake Cumberland!

3.0 star property
Russell Springs Getaway, 10 Mi to Lake Cumberland!
Woodsy Kentucky Escape w/ Game Room & Lake Access!
Interior

Woodsy Kentucky Escape w/ Game Room & Lake Access!

3.0 star property
Woodsy Kentucky Escape w/ Game Room & Lake Access!
2 Mi to Lake Cumberland: Family-friendly Retreat!
Interior

2 Mi to Lake Cumberland: Family-friendly Retreat!

3.0 star property
2 Mi to Lake Cumberland: Family-friendly Retreat!
Lake Cumberland Home w/ Deck + Water Access!
House (4 Bedrooms) | Interior

Lake Cumberland Home w/ Deck + Water Access!

3.0 star property
Lake Cumberland Home w/ Deck + Water Access!
Peaceful Jamestown Retreat w/ Sauna!
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Peaceful Jamestown Retreat w/ Sauna!

3.0 star property
Peaceful Jamestown Retreat w/ Sauna!
Family Home w/ Deck, 2 Mi to Lake Cumberland
House (2 Bedrooms) | Interior

Family Home w/ Deck, 2 Mi to Lake Cumberland

3.0 star property
10.0 out of 10, Exceptional, (1)
"Much better than a hotel, they have everything that we need. It was comfortable and private. A home away from home."
Family Home w/ Deck, 2 Mi to Lake Cumberland
Monticello Home w/ Deck & Fire Pit < 1 Mi to Water
House (3 Bedrooms) | Interior

Monticello Home w/ Deck & Fire Pit < 1 Mi to Water

3.0 star property
10.0 out of 10, Exceptional, (1)
"It’s hard to travel with a pet and a family of 6, this was perfect for us and made our week very enjoyable and comfortable. The lake house is decorated very cute and the furniture is very nice. It is clean and inviting. The host communicated to ensure we were happy. Great experience. "
Monticello Home w/ Deck & Fire Pit < 1 Mi to Water
Peaceful Whitley City Cabin on 10 Wooded Acres!
Interior

Peaceful Whitley City Cabin on 10 Wooded Acres!

3.0 star property
Peaceful Whitley City Cabin on 10 Wooded Acres!
Home Near Dale Hollow Lake: Deck & Fire Pit
Interior

Home Near Dale Hollow Lake: Deck & Fire Pit

3.0 star property
Home Near Dale Hollow Lake: Deck & Fire Pit
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
"Old school cool"
Christopher 1-night trip
Posted 4 days ago
Cumberland Falls State Resort Park

Frequently asked questions

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