Photo by Lisa Klein

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Featured Cottages in Monticello

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
View from property
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
10.0 out of 10, Exceptional, 12 reviews
"This house exceeded our expectations."
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!! -#2
Exterior
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!! -#2
10.0 out of 10, Exceptional, 10 reviews
"Lily Creek is absolutely beautiful. Deana goes way above and beyond anything I have experienced with vrbo rentals. The home was clean, the kitchen had everything we needed, and the living spaces were comfortable and spacious. It is minutes away from Jamestown Marina, which is perfect for easy ramp access. We absolutely hope to return next summer!"
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!! -#2
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Exterior
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
10.0 out of 10, Exceptional, 5 reviews
"Property owner was very helpful, cabin was clean and had everything we needed. Great location!"
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Boating Mecca: Near Dale Hollow Lake & Golf!
Terrace/patio
Boating Mecca: Near Dale Hollow Lake & Golf!
10.0 out of 10, Exceptional, 60 reviews
"We have stayed at this property twice now. It is very clean and comfortable. Host is awesome. Delicious homemade cookies and plenty of snacks are provided as well and kitchen and bath amenities that are not typically provided. Very close to golf course and lake. We plan on making this stay an annual event."
Boating Mecca: Near Dale Hollow Lake & Golf!
Peaceful Bronston Getaway w/ Fire Pit & Lake Views
Interior
Peaceful Bronston Getaway w/ Fire Pit & Lake Views
3.0 star property
Peaceful Bronston Getaway w/ Fire Pit & Lake Views
Lake Front Home with community boat ramp. Private, close to marinas and town.
Dining
Lake Front Home with community boat ramp. Private, close to marinas and town.
9.6 out of 10, Exceptional, 200 reviews
"Our stay at this lovely cottage was peaceful, quiet and serene. Great view of the lake and very comfortable cottage, well appoinhted. Conveniently located near Somerset and Burnside."
Lake Front Home with community boat ramp. Private, close to marinas and town.
Relaxing Lakefront Getaway Near Marina, Park, & Town
Property grounds
Relaxing Lakefront Getaway Near Marina, Park, & Town
10.0 out of 10, Exceptional, 137 reviews
"Great location! Beautiful scenery! And an A Frame!!"
Relaxing Lakefront Getaway Near Marina, Park, & Town
DHL Lake View Escape - 1 mi from Marina!
Fridge, microwave, oven, stovetop
DHL Lake View Escape - 1 mi from Marina!
10.0 out of 10, Exceptional, 13 reviews
"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!
A TRUE GUEST FAVORITE! Close to everything! Supplied with all you need!
Property grounds
A TRUE GUEST FAVORITE! Close to everything! Supplied with all you need!
10.0 out of 10, Exceptional, 6 reviews
"Very clean and all amenities set up perfectly for our stay. Made a perfect middle ground for visiting mammoth caves and cumberland falls."
The price is NZ$416
includes taxes & fees
24 June - 25 June
24 Jun - 25 Jun
A TRUE GUEST FAVORITE! Close to everything! Supplied with all you need!
The Blue Heron Farm Cottage ~ Big South Fork ~ Relax on Five Private Acres!
2 bedrooms, WiFi, bed sheets
The Blue Heron Farm Cottage ~ Big South Fork ~ Relax on Five Private Acres!
10.0 out of 10, Exceptional, 1 review
"Beautiful cottage. Very clean and nicely decorate!!! Just as described in listing. We loved the front porch and rear seating areas. It was bigger than we expected too. Easy check in and check out. Host very responsive."
The Blue Heron Farm Cottage ~ Big South Fork ~ Relax on Five Private Acres!
Pet-Friendly Byrdstown Cottage w/ Deck & Fire Pit!
High chair, cookware/dishes/utensils
Pet-Friendly Byrdstown Cottage w/ Deck & Fire Pit!
Pet-Friendly Byrdstown Cottage w/ Deck & Fire Pit!
Cozy Cumberland Cottage
Property grounds
Cozy Cumberland Cottage
9.8 out of 10, Exceptional, 84 reviews
"We couldn't have asked for anything more from this rental. The property was above and beyond our expectations. The property owner was awesome and helped us out in every way. It is a beautiful and quiet neighborhood. The cabin was spotless and well stocked. We will definitely be going back in the fall"
Cozy Cumberland Cottage
Renovated Cottage! Overlooks Dale Hollow!
Microwave, oven, stovetop, dishwasher
Renovated Cottage! Overlooks Dale Hollow!
10.0 out of 10, Exceptional, 50 reviews
"Great stay, awesome back deck with view, and great internet service."
Renovated Cottage! Overlooks Dale Hollow!
The Lakeside Escape Cumberland
Terrace/patio
The Lakeside Escape Cumberland
10.0 out of 10, Exceptional, 2 reviews
"Great property. The pictures did not do justice to the driveway though. There is a lot of parking there and easy to get boats in and out. We had 2 larger boats and vehicles plus another larger vehicle with 2 jet skis and there wasn’t an issue at all. Was great. Will stay again if we come back."
The Lakeside Escape Cumberland
Lake Cumberland Eclectic Retreat: Fire Pit + Views
Cookware/dishes/utensils
Lake Cumberland Eclectic Retreat: Fire Pit + Views
9.8 out of 10, Exceptional, 10 reviews
"House is perfect proximity to the lake! House was gorgeous, clean and the perfect get away!"
Lake Cumberland Eclectic Retreat: Fire Pit + Views
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!!
Exterior
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!!
10.0 out of 10, Exceptional, 10 reviews
"Great set up for larger group!"
Luxury Cottage with pool, Less than 2 miles from Jamestown Marina!!
Cozy cottage nestled in the woods bordering beautiful Lake Cumberland
Property grounds
Cozy cottage nestled in the woods bordering beautiful Lake Cumberland
8.2 out of 10, Very good, 14 reviews
"Everything was as described. Clean, close to everything, easily accessible and comfortable."
Cozy cottage nestled in the woods bordering beautiful Lake Cumberland
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Smart TV
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
9.8 out of 10, Exceptional, 24 reviews
"Not good for a boat in the driveway"
The price is NZ$664
includes taxes & fees
23 June - 24 June
23 Jun - 24 Jun
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Country Cottage < 3 Mi to Dale Hollow Lake!
Exterior
Country Cottage < 3 Mi to Dale Hollow Lake!
9.4 out of 10, Exceptional, 24 reviews
"Really enjoyed our stay! It was extremely clean and we wanted for nothing. Will definitely stay again."
Country Cottage < 3 Mi to Dale Hollow Lake!
Dale Hollow Cottage w/ Covered Porch & Lake Views!
Fridge, microwave, stovetop, dishwasher
Dale Hollow Cottage w/ Covered Porch & Lake Views!
10.0 out of 10, Exceptional, 4 reviews
"Beautiful property and the host thought of every detail a guest might need. Thank you for a wonderful stay!"
Dale Hollow Cottage w/ Covered Porch & Lake Views!
Don't see what you're looking for?
See all available properties in Monticello
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.

Other property types in Monticello

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Property grounds
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
10.0 out of 10, Exceptional, 88 reviews
"The house was very clean and stocked with most of what we needed for our stay. The kids enjoyed the basement area as well as the games in the garage, perfect addition! We enjoyed the views and had morning coffee out on the screened in porch! Very nice home and really enjoyed our stay!"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
Property grounds
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
10.0 out of 10, Exceptional, 33 reviews
"Nice property with great location to boat ramp. Cabin is very well organized and layed out"
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
Private Lake Cumberland Lodge with Breathtaking Views, Sleeps 20+
Interior
Private Lake Cumberland Lodge with Breathtaking Views, Sleeps 20+
9.8 out of 10, Exceptional, 7 reviews
"The home is beautiful! Our kids and grandkids stayed at the home ages 0-61 there were 16 of us. We had an awesome time. The house was plenty big enough for everyone. The kitchen is well equipped. We enjoyed the hot tub also. Brett was very easy to work with and answered all my questions."
Private Lake Cumberland Lodge with Breathtaking Views, Sleeps 20+
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.

Monticello Cottages information

Number of reviews
Accommodation
 Cottages
Lowest Price
Highest Price

Recent Reviews in Monticello
Expedia verified reviews

Courtyard by Marriott Somerset

Courtyard by Marriott Somerset

5/5 Excellent
"We had a wonderful stay they accommodated our 8u softball team and the girls all had a great time in the pool. Our bed was very comfortable and the pillows were wonderful. Amazing showers! Staff was very friendly."
A verified traveller stayed at Courtyard by Marriott Somerset
Posted 4 days ago
Courtyard by Marriott Somerset