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Compare 108 Cottages in Monticello with updated reviews, rates, and availability.

Boating Mecca: Near Dale Hollow Lake & Golf!
Burkesville Vacation Rental | 2BR | 1BA | 1,350 Sq Ft | Step-Free Access

Boating Mecca: Near Dale Hollow Lake & Golf!

10.0 out of 10, Exceptional, (68)
"Wonderful stay. Home is very clean and comfortable in an excellent location. Half way point between Dale Hollow marina and Mikes Landing. Host provided home baked cookies that were delicious. Many extras with towels and provided cookware. Property is beatifu south a peaceful back deck that's perfect for quiet relaxation. "
Boating Mecca: Near Dale Hollow Lake & Golf!
A true guest favorite! Super clean! Close to everything!
Exterior

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!"
A true guest favorite! Super clean! Close to everything!
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, (144)
"Thank you for hosting us. Everything was great."
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, (31)
"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
Relaxing Lakefront Getaway Near Marina, Park, & Town
Lakefront side of home

Relaxing Lakefront Getaway Near Marina, Park, & Town

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!"
The price is AED 441
AED 964 total
includes taxes & fees
24 Dec - 25 Dec
Relaxing Lakefront Getaway Near Marina, Park, & Town
Cozy Cumberland Cottage
Covered deck overlooking the lake with view of Burnside Marina.

Cozy Cumberland Cottage

9.8 out of 10, Exceptional, (89)
"Me and My girlfriend stayed the weekend at Vickie’s cottage and left very relaxed! We visited Daniel Boone National Forest only 10 minutes away during our stay. We had an overall relaxing time at the cottage, enjoyed the fire, the view, and cozy bed. Thanks vickie for making it so comfy and enjoyable!"
Cozy Cumberland Cottage
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!
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
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, (13)
"This property was very beautiful, spacious, and clean. It was very comfortable for my family. The owner was very helpful and took care of any issues with great efficiency. "
Lake Cumberland Eclectic Retreat: Fire Pit + Views
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!!
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
Cozy cottage nestled in the woods bordering beautiful Lake Cumberland
Exterior

Cozy cottage nestled in the woods bordering beautiful Lake Cumberland

8.4 out of 10, Very Good, (15)
"The stay was good! The beds were so comfortable and my family enjoyed playing the games at night while we were calming down for bed. The cabin was clean and pretty well stocked. I would like to suggest a regular coffee pot as the Keirug coffee is very weak. "
Cozy cottage nestled in the woods bordering beautiful Lake Cumberland
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 551
AED 1,275 total
includes taxes & fees
5 Jan - 6 January 2025
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
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!
DHL Lake View Escape - 1 mi from Marina!
Your own Dale Hollow lake view escape

DHL Lake View Escape - 1 mi from Marina!

10.0 out of 10, Exceptional, (14)
"Was very pleased with everything at this house. Grandkids loved the game room and we loved our space in livingroom. Very close to Wisdom Dock and we had a slip, made experience even better. I'll be back for sure!"
DHL Lake View Escape - 1 mi from Marina!
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!
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
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!
Your idyllic getaway in the beautiful countryside of Somerset, Kentucky!
Exterior

Your idyllic getaway in the beautiful countryside of Somerset, Kentucky!

9.4 out of 10, Exceptional, (3)
"After booking this cottage for a family reunion weekend the check in process was sooo easy, the host gave us explicit instructions! We were delighted with the accommodation with only a few minor exceptions. First, the place was very tastefully decorated. The bedrooms were suited perfectly for guests, each having everything one could possibly need. The roomy kitchen had full sized appliances, including the coffee pot. The living room was a little bit cramped, but that allowed for easy...
Your idyllic getaway in the beautiful countryside of Somerset, Kentucky!
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

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!😍
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, (144)
"Thank you for hosting us. Everything was great."
This charming cozy cottage has a private hot tub, deck for fishing.
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Fall colors on the Bluff!

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!
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 441 and AED 551 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.