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Search Cottages in Monticello

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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

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

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

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

10.0 out of 10, Exceptional, (164)
"I love the property the house wasn't just a house. It was home away from home. I would highly recommend family vacations here."
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
Miscellaneous

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

10.0 out of 10, Exceptional, (37)
"Our family really enjoyed this place!"
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.
Property grounds

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

9.8 out of 10, Exceptional, (147)
"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.
Interior

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

9.6 out of 10, Exceptional, (216)
"The location was perfect and the description was on point, A beautiful view of the lake and Linda was an amazing host, beautiful relaxing long weekend, we definitely will come back."
Lake Front Home with community boat ramp. Private, close to marinas and town.
Dale Hollow Cottage w/ Covered Porch & Lake Views!
Fridge, microwave, stovetop, dishwasher

Dale Hollow Cottage w/ Covered Porch & Lake Views!

9.8 out of 10, Exceptional, (10)
"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!
LAKE CUMBERLAND, FENCED YARD, FIRE PIT, HOT TUB, 100 meg internet, FIREPLACE
Outdoor spa tub

LAKE CUMBERLAND, FENCED YARD, FIRE PIT, HOT TUB, 100 meg internet, FIREPLACE

10.0 out of 10, Exceptional, (236)
"The house was absolutely perfect for us. The dogs LOVED the backyard, and everything we could have possibly needed was already there. The cleanest VRBO i have ever stayed at, looked like it was just built! The host is super easy to get ahold of, she lives right across the street incase you need anything."
LAKE CUMBERLAND, FENCED YARD, FIRE PIT, HOT TUB, 100 meg internet, FIREPLACE
Restful Rustic Farmhouse on Lake Cumberland
Terrace/patio

Restful Rustic Farmhouse on Lake Cumberland

8.8 out of 10, Excellent, (5)
"Nice place. Grill is awesome. Need to clean the gutters but besides that it was perfect for our large group."
The price is AEDĀ 1,653
AEDĀ 2,891 total
includes taxes & fees
3 May - 4 May
Restful Rustic Farmhouse on Lake Cumberland
Cozy cabin minutes from Lake Cumberland with room for your boat.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (19)
"Another great stay at this property ."
Cozy cabin minutes from Lake Cumberland with room for your boat.
A true guest favorite! Super clean! Close to everything!
Terrace/patio

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

10.0 out of 10, Exceptional, (8)
"Very clean and all amenities set up perfectly for our stay. Made a perfect middle ground for visiting mammoth caves and cumberland falls."
A true guest favorite! Super clean! Close to everything!
Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm
Outdoor dining

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

10.0 out of 10, Exceptional, (144)
"We enjoyed our stay at this location, Everything was clean an in order."
Serene Lakefront Retreat: Close to Marina, Park, & Downtown Charm
Completely remodeled 3 bedroom cottage resort boat dock pool, firepit, game-room
Fridge, microwave, oven, stovetop

Completely remodeled 3 bedroom cottage resort boat dock pool, firepit, game-room

10.0 out of 10, Exceptional, (4)
"Very clean cabin. Great location. Check-in & check-out were super easy!"
Completely remodeled 3 bedroom cottage resort boat dock pool, firepit, game-room
Renovated Cottage! Overlooks Dale Hollow!
Fridge, microwave, oven, stovetop

Renovated Cottage! Overlooks Dale Hollow!

9.8 out of 10, Exceptional, (60)
"Very comfortable and cozy holiday getaway. Gorgeous view of the lake and peaceful setting. "
Renovated Cottage! Overlooks Dale Hollow!
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.

9.4 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 AEDĀ 680
AEDĀ 1,437 total
includes taxes & fees
6 May - 7 May
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
Cottage at Lake Cumberland; 6m walk to water at Clearwater public boat ramp
Miscellaneous

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!
Exterior

Country Cottage < 3 Mi to Dale Hollow Lake!

9.2 out of 10, Wonderful, (30)
"great spot- easy and convenient. Having two bathrooms was the best and everything was clean upon arrival."
Country Cottage < 3 Mi to Dale Hollow Lake!
The Lakeside Escape Cumberland
Interior

The Lakeside Escape Cumberland

10.0 out of 10, Exceptional, (5)
"Wonderful property, well managed, great location."
The Lakeside Escape Cumberland
Cozy cottage nestled in the woods bordering beautiful Lake Cumberland
Property grounds

Cozy cottage nestled in the woods bordering beautiful Lake Cumberland

8.4 out of 10, Very Good, (16)
"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
Newly remodeled, handicap accessible overlooking pool , play area
Fridge, microwave, oven, stovetop

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!
Beach

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

10.0 out of 10, Exceptional, (23)
"Great stay!"
Cottage w/ Deck & BBQ: 2 Mi to Dale Hollow Lake!
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!
Outdoor spa tub

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

10.0 out of 10, Exceptional, (106)
"Pleasant quiet area to stay"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!
Outdoor spa tub

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

10.0 out of 10, Exceptional, (19)
"Perfect location, clean and the host are friendly and very responsive. "
The price is AEDĀ 1,061
AEDĀ 2,115 total
includes taxes & fees
4 May - 5 May
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!
Lake Cumberland Luxury #2! Amazing Lake views, hot tub, fire pit!
Terrace/patio

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!
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.