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Compare 115 Cottages in Monticello with updated reviews, rates, and availability.

JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.

10.0 out of 10, Exceptional, (162)
"It was nice subtle place."
JAMESTOWN Marina, LCKY. boat parking. pool table. 3 full baths. pet friendly.

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

10.0 out of 10, Exceptional, (34)
"Beautiful views of the lake, clean and comfortable beds. Overall perfect quiet retreat for me. Will be back again!"
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

This charming cozy cottage has a private hot tub, deck for fishing.

9.8 out of 10, Exceptional, (145)
"We would like to stay there again because of all the amenities the manager was very friendly"
This charming cozy cottage has a private hot tub, deck for fishing.

Lake Front Home with community boat ramp. Private, close to marinas and town.

9.6 out of 10, Exceptional, (214)
"We enjoyed our stay at this cute cabin with a great view located close to town. The hosts were excellent at communication and responded quickly. The deck is the focal point and is great for sitting out and admiring the water, enjoying an evening fire or cooking out dinner. My only complaint is in sleeping comfort. The bed in the main bedroom was so hard the first night that we switched to the other bedroom the second night. In that room, the bed was much better, but the window blind is too small...
Lake Front Home with community boat ramp. Private, close to marinas and town.

Dale Hollow Cottage w/ Covered Porch & Lake Views!

10.0 out of 10, Exceptional, (8)
"This house had everything we needed to enjoy our vacation at the lake. The important things for us on vacation is sleeping comfortably, a great view and the location close to the state park. We loved the back porch overlooking part of the lake and hills. The beds were very comfortable especially the king in the master. Great place to stay!"
Dale Hollow Cottage w/ Covered Porch & Lake Views!

COUNTRY PEACEFUL, FENCED YARD, FIRE PIT, HOT TUB, 100 meg internet, FIREPLACE

10.0 out of 10, Exceptional, (233)
"This was our second time staying at this charming and cozy place and we loved it just as much as we did the first time! We have family that we visit in the area and it’s a perfect base camp to come and visit, yet have our own space without imposing on family. We especially love the huge yard and the fact that it dog-friendly! "
COUNTRY PEACEFUL, FENCED YARD, FIRE PIT, HOT TUB, 100 meg internet, FIREPLACE

Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!! -#2

10.0 out of 10, Exceptional, (14)
"Cottage is right outside of Jamestown KY. You are close to lake Cumberland and also close to Jamestown. Cottage is beautiful and very spacious. Cottage comes with everything you could need during your stay. We will definitely be back! "
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!! -#2

Restful Rustic Farmhouse on Lake Cumberland

8.8 out of 10, Excellent, (5)
"We booked last minute and were suprised to find this availability. 9 adults and 3 children had plenty of room to spread out. We weren't there long enough to cook and enjoy all the house had to offer, so I can't comment on the amenities. Joe was gracious to let us check in a little early. Responsive to all msgs. Would definitely book again with the hope to stay longer next time!"
The price is AED 1,653
AED 2,863 total
includes taxes & fees
26 Mar - 27 Mar
Restful Rustic Farmhouse on Lake Cumberland

Cozy cabin minutes from Lake Cumberland with room for your boat.

10.0 out of 10, Exceptional, (19)
"Enjoyed the peace and quiet. Very clean and well maintained. Enjoyed watching the wildlife. "
Cozy cabin minutes from Lake Cumberland with room for your boat.

A true guest favorite! Super clean! Close to everything!

10.0 out of 10, Exceptional, (8)
"Rebecca went out of her way to make us feel comfortable. The house is clean and well stocked. Close to the lake. Perfect getaway!"
The price is AED 437
AED 927 total
includes taxes & fees
31 Mar - 1 Apr
A true guest favorite! Super clean! Close to everything!

Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!!

10.0 out of 10, Exceptional, (19)
"Will definitely stay here again "
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!!

Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm

10.0 out of 10, Exceptional, (143)
"My friend and I love this cottage! It’s comfortable, clean, well stocked, and the view is amazing. We will be back! Thank you!"
Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm

Newly renovated 3 bedroom cottage resort, pool, private boat dock

10.0 out of 10, Exceptional, (4)
"Very clean cabin. Great location. Check-in & check-out were super easy!"
Newly renovated 3 bedroom cottage resort, pool, private boat dock

Lake Cumberland Eclectic Retreat: Fire Pit + Views

10.0 out of 10, Exceptional, (14)
"We were very happy with the rental. Had everything we needed for our visit. It was very clean and the beds were comfortable. The check in process was smooth and the host was very communicative and accommodating. Great location Would stay here again. "
Lake Cumberland Eclectic Retreat: Fire Pit + Views

Renovated Cottage! Overlooks Dale Hollow!

10.0 out of 10, Exceptional, (61)
"Very nice place to stay! "
Renovated Cottage! Overlooks Dale Hollow!

Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

9.4 out of 10, Exceptional, (27)
"2nd year here; good location, very nice house, convenient for our needs. Drive is steep and can be slick, less able-bodied people may struggle with stairs to front or log steps to back door, interior is great. "
The price is AED 551
AED 1,267 total
includes taxes & fees
26 Mar - 27 Mar
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

Lake Cumberland Lakeside Cabin

10.0 out of 10, Exceptional, (1)
"Quick stay, in town for a baseball tournament, but it was a great cabin in a great location! Will return and stay again!"
Lake Cumberland Lakeside Cabin

Cottage at Lake Cumberland; 6m walk to water at Clearwater public boat ramp

10.0 out of 10, Exceptional, (5)
"We stayed here for a fishing tournament. The house was very clean and the hosts quickly communicated when we inquired about adding an additional night. We would definitely stay here again on future Lake Cumberland trips!"
Cottage at Lake Cumberland; 6m walk to water at Clearwater public boat ramp

Country Cottage < 3 Mi to Dale Hollow Lake!

9.2 out of 10, Wonderful, (30)
"We enjoyed our stay in this very clean and up-to-date cottage!! The outside porch was not very clean but liked having the gate so our small dog could enjoy it with us while we had our morning coffee!! Found it extremely difficult to get our pontoon in to unload!! Gates are not wide enough to manage getting boats in and out easily! "
Country Cottage < 3 Mi to Dale Hollow Lake!

The Lakeside Escape Cumberland

10.0 out of 10, Exceptional, (5)
"The house has plenty of space and was very comfortable, we really enjoyed the screened porch. Michelle is very helpful and friendly!"
The Lakeside Escape 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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Other property types in Monticello

This charming cozy cottage has a private hot tub, deck for fishing.

9.8 out of 10, Exceptional, (145)
"We would like to stay there again because of all the amenities the manager was very friendly"
This charming cozy cottage has a private hot tub, deck for fishing.

Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!

10.0 out of 10, Exceptional, (2)
"Excellent bang for your buck! Truly a wonderful stay and great for the price! I will DEFINITELY be trying to come back again! Stay with confidence! "
Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!

Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!

10.0 out of 10, Exceptional, (18)
"We had an amazing stay at Brando Bliss!! The hosts have thought of everything!! Very clean, plenty to do and spacious!! Would definitely book again!!"
The price is AED 617
AED 1,529 total
includes taxes & fees
26 Mar - 27 Mar
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!
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.

Frequently asked questions

How much do cottages in Monticello cost?
Cottages in Monticello range between AED 437 and AED 1,653 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.