A winding fence on a grassy hill with horses grazing.

Monticello Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Monticello holiday rentals

TV, books

The Cozy Cabell Cottage

The Cozy Cabell Cottage
Monticello
9.8 out of 10, Exceptional, (54 reviews)
The price is HK$600
HK$1,500 total
includes taxes & fees
25 Jul - 26 Jul
The Cozy Cabell Cottage
Property grounds

Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp
Monticello
10.0 out of 10, Exceptional, (38 reviews)
The price is HK$1,793
HK$4,725 total
includes taxes & fees
22 Jul - 23 Jul
Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp
Smart TV, fireplace, table football

4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!

4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!
Monticello
9.6 out of 10, Exceptional, (111 reviews)
"Our stay was a perfect getaway for my family to celebrate our mothers birthday. The host was extremely helpful with anything we needed during our stay and the property is extremely beautiful with plenty activities to do. We will definitely recommend this place to anyone visiting the area or just wants great views of the lake and privacy."
United States
Ramir E.
The price is HK$2,646
HK$5,061 total
includes taxes & fees
22 Jul - 23 Jul
4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!
Coffee/tea maker, fridge, microwave, oven

Lakeside Escape - Charming home centrally located on Lake Cumberland

Lakeside Escape - Charming home centrally located on Lake Cumberland
Monticello
10.0 out of 10, Exceptional, (1 review)
"Clean house, pet friendly and our teens loved the game room"
United States
michelle d.
The price is HK$1,866
HK$2,308 total
includes taxes & fees
12 Aug - 13 Aug
Lakeside Escape - Charming home centrally located on Lake Cumberland
Interior

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

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more
Monticello
9.8 out of 10, Exceptional, (45 reviews)
"Clean,warm atmosphere, parking was easy with multiple vehicles. The pool was awesome "
United States
Kimberly K.
The price is HK$5,018
HK$8,298 total
includes taxes & fees
10 Aug - 11 Aug
6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more
Interior

Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen

Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen
Nancy
9.4 out of 10, Exceptional, (41 reviews)
"This is a basic very small cabin along a winding country road. There are outdoor chairs to sit in, but no view other than the road and neighbors--so use this as a tiny place to stay if you want to read or watch TV, or to visit the marina 4 miles farther down the road."
United States
Norman
The price is HK$393
HK$1,471 total
includes taxes & fees
26 Jul - 27 Jul
Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen
Smart TV

Lake Cumberland "Idol Time Cabin" near Clearwater

Lake Cumberland "Idol Time Cabin" near Clearwater
Nancy
9.8 out of 10, Exceptional, (8 reviews)
"Clean, quiet and safe."
United States
Robin M.
The price is HK$980
HK$1,720 total
includes taxes & fees
16 Aug - 17 Aug
Lake Cumberland "Idol Time Cabin" near Clearwater
Exterior

CRISTY'S CABIN - cozy and quaint - where the deer and the ants play!

CRISTY'S CABIN - cozy and quaint - where the deer and the ants play!
Burnside
10.0 out of 10, Exceptional, (8 reviews)
"Title says it all ill be staying again "
United States
Stan G.
The price is HK$980
HK$1,564 total
includes taxes & fees
25 Jul - 26 Jul
CRISTY'S CABIN - cozy and quaint - where the deer and the ants play!
2 bedrooms, iron/ironing board, free WiFi, bed sheets

LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups

LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups
Faubush
9.6 out of 10, Exceptional, (5 reviews)
"Everglow Hollow was great! We stayed for a long weekend and it was the perfect place to relax, while not being too far away from Lake Cumberland. Host also responded to questions right away and were very helpful. "
Canada
Morgan P.
The price is HK$831
HK$2,075 total
includes taxes & fees
20 Aug - 21 Aug
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups
Marina

Cozy Lake Cumberland Lakeview Shangri-la

Cozy Lake Cumberland Lakeview Shangri-la
Burnside
9.6 out of 10, Exceptional, (24 reviews)
"It was great we used it for a place to rest didnt get to stay as long as we was wanting to "
United States
Jared M.
The price is HK$1,517
HK$3,392 total
includes taxes & fees
27 Jul - 28 Jul
Cozy Lake Cumberland Lakeview Shangri-la
Dining

New Near Jamestown Dock - A

New Near Jamestown Dock - A
Jamestown
9.8 out of 10, Exceptional, (24 reviews)
"Fully equipped kitchen. Very convenient to town. "
United States
Jerry W.
The price is HK$706
HK$1,616 total
includes taxes & fees
27 Jul - 28 Jul
New Near Jamestown Dock - A
Microwave, oven, stovetop, paper towels

Newly renovated near Rowena, Grider and Wolf Creek Dam

Newly renovated near Rowena, Grider and Wolf Creek Dam
Albany
9.6 out of 10, Exceptional, (24 reviews)
"Love this cabin and location. We will always check its availability first!"
United States
Tammy R.
The price is HK$635
HK$1,573 total
includes taxes & fees
27 Jul - 28 Jul
Newly renovated near Rowena, Grider and Wolf Creek Dam
Beach nearby, beach towels

Wolf Creek Crossing Lake House Beach & Boat Launch .5 miles at Jabez Landing

Wolf Creek Crossing Lake House Beach & Boat Launch .5 miles at Jabez Landing
Nancy
10.0 out of 10, Exceptional, (6 reviews)
"Host was wonderful and the place was fantastic!"
United States
Oliver C.
The price is HK$1,372
HK$2,965 total
includes taxes & fees
17 Aug - 18 Aug
Wolf Creek Crossing Lake House Beach & Boat Launch .5 miles at Jabez Landing
Interior

Cozy 1-bedroom house in charming Allardt with AC, WiFi

Cozy 1-bedroom house in charming Allardt with AC, WiFi
Allardt
10.0 out of 10, Exceptional, (20 reviews)
"Very quiet and clean!"
United States
Amanda J
The price is HK$741
HK$1,005 total
includes taxes & fees
22 Jul - 23 Jul
Cozy 1-bedroom house in charming Allardt with AC, WiFi
Terrace/patio

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

Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Jamestown
9.4 out of 10, Exceptional, (31 reviews)
"Great location, very comfortable, and pet friendly. We had friends at the campground behind the house, so it was great to walk over on the path in the back yard. We also checked out the state park and Lily Creek falls. Beautiful area!"
United States
Emily W.
The price is HK$1,568
HK$3,215 total
includes taxes & fees
19 Aug - 20 Aug
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Smart TV, fireplace, ping pong

5-bedroom vacation home with private slip, just 10 minutes from the marina

5-bedroom vacation home with private slip, just 10 minutes from the marina
Somerset
9.6 out of 10, Exceptional, (31 reviews)
"This was perfect for my son's wedding weekend. Plenty of room, wonderful view, & very clean."
United States
Melissa W.
The price is HK$5,880
HK$8,392 total
includes taxes & fees
2 Aug - 3 Aug
5-bedroom vacation home with private slip, just 10 minutes from the marina
2 bedrooms, free WiFi

Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky

Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky
Jamestown
8.8 out of 10, Excellent, (13 reviews)
The price is HK$875
HK$1,570 total
includes taxes & fees
22 Jul - 23 Jul
Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky
Outdoor spa tub

Cozy 2-Bedroom Cabin Overlooking Beautiful Lake Cumberland

Cozy 2-Bedroom Cabin Overlooking Beautiful Lake Cumberland
Nancy
10.0 out of 10, Exceptional, (3 reviews)
The price is HK$1,254
HK$2,040 total
includes taxes & fees
3 Aug - 4 Aug
Cozy 2-Bedroom Cabin Overlooking Beautiful Lake Cumberland
Outdoor pool

Private Cottage at Lake Cumberland Resort- a gated lakefront Community

Private Cottage at Lake Cumberland Resort- a gated lakefront Community
Burnside
9.4 out of 10, Exceptional, (133 reviews)
The price is HK$1,404
HK$3,735 total
includes taxes & fees
27 Jul - 28 Jul
Private Cottage at Lake Cumberland Resort- a gated lakefront Community
Terrace/patio

Peaceful Russell Springs Home w/ Fire Pit & Pond!

Peaceful Russell Springs Home w/ Fire Pit & Pond!
Russell Springs
9.6 out of 10, Exceptional, (7 reviews)
"Very nice clean comfortable place and setting. "
United States
Delmar B.
The price is HK$651
HK$2,187 total
includes taxes & fees
22 Jul - 23 Jul
Peaceful Russell Springs Home w/ Fire Pit & Pond!
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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Top Monticello Hotel Reviews

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

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

10/10 Excellent
"The host was available with quick responses to any question or concern one might have."
Paula W. 4-night trip
Posted 19 hours ago
6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more

Find out more about Monticello

Search for holiday rentals in Monticello on Expedia! You can easily find your home rentals, villas, holiday apartments in Monticello using one of the methods below:

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Look no further and take a look at our great range of rental properties in Monticello!

Frequently asked questions

Can I find a holiday rental in Monticello?

Yes, there are holiday rentals close to the most popular sights in Monticello, or you can select a more 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 holiday rentals that Monticello has to offer?

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more: This highly rated holiday home rental in Monticello offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Other favourite homes for rent in Monticello are 4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View! and Sunshine Escape: Spacious 6BR Home w/ Outdoor Oasis & Fire Pit, Near Marina.

How many holiday rentals are there in Monticello?

With 45 Expedia holiday rentals, you're guaranteed to find just the right place for your Monticello stay.

What’s there to see and do in Monticello?

Cumberland River and Big Island are a couple of scenic spots to enjoy the outdoors, whereas Wayne County Historical Museum is one of the cultural attractions. While here, Conley Bottom Marina and Lake Cumberland Winery are other places worth a visit.

What’s a holiday rental in Monticello like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monticello. Holiday rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family trips.