Photo by Lisa Klein

Monticello Vacation Rentals

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Vacation Rentals in Monticello

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

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.
Property grounds

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!
Outdoor spa tub

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!
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
Outdoor dining

The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)

10.0 out of 10, Exceptional, (39)
"My wife and I enjoyed our two night stay at The Little Hideaway. The hosts were top notch and the cabin had everything that we needed for our getaway."
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!! ATV trail to lake!
Outdoor dining

Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!! ATV trail to lake!

10.0 out of 10, Exceptional, (38)
"Very nice relaxing "
Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!! ATV trail to lake!
Lake Cumberland vacation home, overlooking private fishing pond
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Lake Cumberland vacation home, overlooking private fishing pond

10.0 out of 10, Exceptional, (78)
"We enjoyed our stay. The fishing pond was a disappointment. Fountain would help keep the water moving and may need to be stocked with fish. "
Lake Cumberland vacation home, overlooking private fishing pond
LOG Cabin, 5 miles from town, but very country setting
Terrace/patio

LOG Cabin, 5 miles from town, but very country setting

9.6 out of 10, Exceptional, (84)
"Veru nice ..clean .. in a quite area .. overall good. "
LOG Cabin, 5 miles from town, but very country setting
Lakefront Cabin: Private Water Access, Boat Parking, Lake View & Wi-Fi
Property grounds

Lakefront Cabin: Private Water Access, Boat Parking, Lake View & Wi-Fi

9.8 out of 10, Exceptional, (208)
"This property is very clean beautiful and comfortable "
Lakefront Cabin: Private Water Access, Boat Parking, Lake View & Wi-Fi
Cumberland River Cabin Rental
Fridge, microwave, oven, stovetop

Cumberland River Cabin Rental

10.0 out of 10, Exceptional, (279)
"Our family of 5, with our dog, has stayed three or four times at it has always been a great experience. We’ll be back!"
Cumberland River Cabin Rental
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, (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.
Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!
Property grounds

Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!

10.0 out of 10, Exceptional, (226)
"It was a great time and a great place. "
Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!
Little blue house on the lake
Interior

Little blue house on the lake

9.4 out of 10, Exceptional, (9)
"Place was great! Place was clean upon arrival with great communication with property owner. Would definitely recommend! Thanks for the stay!"
Little blue house on the lake
Birdsong cabin
Property grounds

Birdsong cabin

9.6 out of 10, Exceptional, (22)
"Forgot our pillow and go log out of the tv, they went above and beyond to return it and log us out. Super fast response . "
Birdsong cabin
Perfect Lake House on Lake Cumberland
Exterior

Perfect Lake House on Lake Cumberland

10.0 out of 10, Exceptional, (6)
"We enjoyed our stay. The house was beautiful and well equipped. Enjoyed the pool table and air hockey downstairs. We would definitely stay again!!"
Perfect Lake House on Lake Cumberland
Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings
Property grounds

Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings

9.6 out of 10, Exceptional, (169)
"Had a perfect stay at this lovely cabin. It was clean well equipped with great beds and tons of outdoor living space. We will return."
Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings
⚓ Anchored on Lakeshore ⚓ 2 BR/2BA Lakeview Home <1/4 Mile to Public Boat Ramp
Terrace/patio

⚓ Anchored on Lakeshore ⚓ 2 BR/2BA Lakeview Home <1/4 Mile to Public Boat Ramp

10.0 out of 10, Exceptional, (12)
"This property was immaculate and tastefully done - bright, airy and open. It suited me and my friend perfectly. There house was well-enough equipped and we did prepare some lavish meals. The deck was great and the neighborhood was particularly quiet. I would suggest some reading lights at each bed and a small chest of drawers for each room - somewhere to set your suitcase while there. The only other thing was the sound on the TV was not good - perhaps consider an upgrade in a speaker system. The...
⚓ Anchored on Lakeshore ⚓ 2 BR/2BA Lakeview Home <1/4 Mile to Public Boat Ramp
Beautiful secluded cabin - Fall Colors!- sleeps 12, fire pit, fishing pond
Outdoor dining

Beautiful secluded cabin - Fall Colors!- sleeps 12, fire pit, fishing pond

9.2 out of 10, Wonderful, (153)
"The cabin was amazing. The land is beautiful. The backyard view was stunning especially in the morning. It had all the amenities that we needed for our family stay and a lot of well thought extras. The host was very easy to work with and very responsive. We appreciated everything it had to offer! Will definitely stay again and would highly recommend! "
Beautiful secluded cabin - Fall Colors!- sleeps 12, fire pit, fishing pond
LAKE FRONT CABIN with Large Deck.
Smart TV

LAKE FRONT CABIN with Large Deck.

10.0 out of 10, Exceptional, (29)
"We had a great experience with this stay! The cabin was immaculate! Had what we needed and not too much! The property manager communicated all information needed and was so gracious!!! "
LAKE FRONT CABIN with Large Deck.
Private Cottage at Lake Cumberland Resort- a gated lakefront Community
Outdoor pool

Private Cottage at Lake Cumberland Resort- a gated lakefront Community

9.4 out of 10, Exceptional, (119)
"Plenty of room. "
Private Cottage at Lake Cumberland Resort- a gated lakefront Community
Cozy Cabin Located in gated resort near Lake Cumberland. Pool & boat ramp onsite
Outdoor spa tub

Cozy Cabin Located in gated resort near Lake Cumberland. Pool & boat ramp onsite

9.4 out of 10, Exceptional, (146)
"Had more amenities available than I am used to in a VRBO. Highly appreciated as there are no stores close. Family and I all enjoyed our stay. Beautiful area"
Cozy Cabin Located in gated resort near Lake Cumberland. Pool & boat ramp onsite
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 types of properties in Monticello you may be interested in

Best Western Lake Cumberland Inn
Indoor pool

Best Western Lake Cumberland Inn

2.5 star property
9.0 out of 10, Wonderful, (301)
"Great stay"
The price is CA $151
CA $166 total
includes taxes & fees
Dec 30 - Dec 31
Best Western Lake Cumberland Inn
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, (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!
Outdoor spa tub

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

Can I find a vacation rental in Monticello?

Yes, we offer vacation rentals close to top points of interest in Monticello, or you can choose a secluded option if you're looking for a relaxing stay. Discover why Monticello is known for its marina and lakeside. Make sure you have time to check out the basketball games and wineries during your trip.

What are some of the best vacation rentals that Monticello has to offer?

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!: Visitors like this Monticello vacation home rental. It is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a spa tub. Our travelers also rate 6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍 as a favorite home for rent in Monticello.

How many vacation rentals are there in Monticello?

With 44 Expedia vacation rentals, you're sure to find just the right place for your Monticello stay.

What’s there to see and do in Monticello?

Daniel Boone National Forest and Cumberland River are a couple of scenic spots to enjoy the outdoors, whereas Wayne County Historical Museum is one of the cultural attractions. While here, Lake Cumberland Winery and Pickett State Forest are other places worth a visit.

What’s a vacation rental in Monticello like?

A vacation rental is a private property you can book for several days or longer in Monticello. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for small groups.