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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 100 Cottages in Monticello with updated reviews, rates, and availability.

Lake Front Home with community boat ramp. Private, close to marinas and town.
Deck view. Another beautiful day on Lake Cumberland!

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.
This charming cozy cottage has a private hot tub, deck for fishing.
pond and fishing deck in back yard

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.
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Lake view from upper covered deck

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

10.0 out of 10, Exceptional, (33)
"I can’t stress enough how BEAUTIFUL the view is from both inside(huge windows) and outside(2 levels of deck viewing & seating)! Wonderfully decorated, and super comfy furnishings. Definitely recommend, and will be back! "
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!!
Pool

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
Lakefront side of home

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
Renovated Cottage! Overlooks Dale Hollow!
Back Deck

Renovated Cottage! Overlooks Dale Hollow!

10.0 out of 10, Exceptional, (61)
"Very nice place to stay! "
Renovated Cottage! Overlooks Dale Hollow!
Restful Rustic Farmhouse on Lake Cumberland
Exterior

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 2,891 total
includes taxes & fees
18 Feb - 19 Feb
Restful Rustic Farmhouse on Lake Cumberland
Lake Cumberland Eclectic Retreat: Fire Pit + Views
Russell Springs Vacation Rental | 3BR | 1.5BA | Stairs Required | 1,700 Sq Ft

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

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

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

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
Dale Hollow Cottage w/ Covered Porch & Lake Views!
Burkesville Vacation Rental | 2BR | 3BA | 1,900 Sq Ft | Steps Required to Enter

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

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 459
AED 1,158 total
includes taxes & fees
18 Feb - 19 Feb
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Lake Cumberland Lakeside Cabin
Miscellaneous

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
Country Cottage < 3 Mi to Dale Hollow Lake!
Byrdstown Vacation Rental | 2BR | 2BA | 1,360 Sq Ft | 2 Steps Required

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!
Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11
Exterior

Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11

Cumberland Lake House - 2 miles from Jamestown Marina - Sleeps 11
Pet-Friendly Byrdstown Cottage w/ Deck & Fire Pit!
Byrdstown Vacation Rental | 2BR | 1BA | 2,178 Sq Ft | Stairs Required

Pet-Friendly Byrdstown Cottage w/ Deck & Fire Pit!

8.8 out of 10, Excellent, (3)
"Enjoyed a low key holiday visiting family. Property was comfortable and clean and as described. Appreciated greatly that our two dogs were permitted to come. Would definitely rent again!! "
Pet-Friendly Byrdstown Cottage w/ Deck & Fire Pit!
Newly remodeled, handicap accessible overlooking pool , play area
Livingroom

Newly remodeled, handicap accessible overlooking pool , play area

10.0 out of 10, Exceptional, (6)
"We just returned from a weekend stay. Property was just as described and location was perfect for our boating trip at Conley Bottom. Would stay here again!"
Newly remodeled, handicap accessible overlooking pool , play area
Cottage w/ Deck & BBQ: 2 Mi to Dale Hollow Lake!
Monroe Vacation Rental | 3BR | 1BA | 1,326 Sq Ft | 3 Steps Required

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

10.0 out of 10, Exceptional, (22)
"The rental house was very clean and decor was updated. My adult daughters and myself enjoyed our stay at this property. The owner was very responsive to questions. Even though it’s 23 minutes from Sunset Marina, we discovered a boat ramp and swimming area on Dale Hollow Lake down the street from the house that was secluded and private. To improve our stay I recommend owner upgrade the two primary bedroom mattresses with box springs and hotel quality mattresses that have inner coil with memory...
Cottage w/ Deck & BBQ: 2 Mi to Dale Hollow Lake!
The Lakeside Escape Cumberland
Exterior

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

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Sweet Summertime!

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

10.0 out of 10, Exceptional, (104)
"We enjoyed sitting on the screened-in patio overlooking the river watching the falling leaves float to the ground. Watched a group of 15 wild turkeys make the way way past the property. their wwa"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
Pool

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

9.8 out of 10, Exceptional, (20)
"My family of nine and I had a great time and plenty of room. The views are incredible. The toys including pool table and foosball were used heavily. The hot tub was very comfortable and easy to use. There were a couple of unexpected bonuses including an extra refrigerator in the garage which was very helpful for all the food we needed for Thanksgiving, and secondly that they had two sets of washers and dryers which was very helpful for a large group. The second flat parking pad beyond the pool...
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna
This building has 3 units total.

Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna

9.6 out of 10, Exceptional, (5)
"We all had a great time celebrating our Mom, (Grandma, Great Grandma's) 92 Birthday. Kids had a great time playing all the fun "toys" available on the 1st Floor- overall a really great time. "
Cumberland Belle Lakehouse 9 bedrm, 20 bed, 7 bath, swimspa/hotub&sauna
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?
You can expect to pay between AED 459 and AED 1,653 per night for cottages in Monticello. Whatever your budget, a fantastic stay is only clicks away on Expedia. 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?
Booking a cottage in Monticello is as simple as working out your travel dates and picking your ideal place for a getaway in the outdoors. From chic retreats to inexpensive properties and cottages that offer perks like a pool, Expedia has something for all traveler styles. As for terrific deals? We’ve have them as well!
How can I find cheap cottages in Monticello?
The easiest way to track down cheap cottages in Monticello is with Expedia’s convenient filter tool. Tailor your search results by amenities, budget and star rating to take advantage of awesome prices with only a few clicks.