A winding fence on a grassy hill with horses grazing.

Monticello Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Monticello vacation rentals

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1. The Cozy Cabell Cottage

The Cozy Cabell Cottage
Monticello
9.8 out of 10, Exceptional, (56 reviews)
"Great clean place to stay with good parking. It was very quiet and felt safe as well. Would stay again. The host did an excellent job with making sure the place felt comfortable and convenient."
United States
tim w.
The price is ￥12,170
￥30,429 total
includes taxes & fees
Sep 8 - Sep 9
The Cozy Cabell Cottage
Property grounds

2. 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, (39 reviews)
"Had such an amazing time in this beautiful home. Will definitely be back!"
United States
Monika H.
The price is ￥26,478
￥82,389 total
includes taxes & fees
Aug 31 - Sep 1
Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp
Coffee/tea maker, fridge, microwave, oven

3. 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 ￥34,077
￥43,004 total
includes taxes & fees
Sep 8 - Sep 9
Lakeside Escape - Charming home centrally located on Lake Cumberland
Interior

4. 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)
"Great place for cheap!"
United States
Jamie M.
The price is ￥6,444
￥28,164 total
includes taxes & fees
Aug 31 - Sep 1
Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen
Smart TV

5. Lake Cumberland "Lake Daze Cabin" near Clearwater

Lake Cumberland "Lake Daze Cabin" near Clearwater
Nancy
9.0 out of 10, Wonderful, (6 reviews)
"Place was great for just our weekend boating. Nice parking area. Little challenging to find just because building hidden by the storage facility. Also pull out couch was messed up so sleeking 5 worked but 6 wouldn’t have."
United States
Trevor
The price is ￥19,886
￥35,076 total
includes taxes & fees
Sep 8 - Sep 9
Lake Cumberland "Lake Daze Cabin" near Clearwater
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

6. 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
9.8 out of 10, Exceptional, (7 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 ￥18,136
￥44,898 total
includes taxes & fees
Sep 8 - Sep 9
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups
Microwave, oven, stovetop, paper towels

7. 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, (28 reviews)
"Great place to stay, property is very well maintained. Ample parking for truck and boat, highly recommend, will stay here again. "
United States
Trent N.
The price is ￥12,886
￥32,271 total
includes taxes & fees
Aug 30 - Aug 31
Newly renovated near Rowena, Grider and Wolf Creek Dam
Terrace/patio

8. Cozy Cabin

Cozy Cabin
Burnside
9.2 out of 10, Wonderful, (14 reviews)
"It was an amazing stay very clean close to the river very relaxing"
United States
Jeremy C.
The price is ￥17,910
￥34,663 total
includes taxes & fees
Aug 27 - Aug 28
Cozy Cabin
Exterior

9. 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
9.6 out of 10, Exceptional, (10 reviews)
"The place is okay the cabin is nice but is dirty"
United States
Mohamed
The price is ￥18,773
￥30,692 total
includes taxes & fees
Sep 1 - Sep 2
CRISTY'S CABIN - cozy and quaint - where the deer and the ants play!
Dining

10. New Near Jamestown Dock - A

New Near Jamestown Dock - A
Jamestown
9.6 out of 10, Exceptional, (27 reviews)
"The place was perfect for what we needed. It's right next to Pepe's and Giovanni's, two of my favorite Cumberland restaurants. It was also just 22 minutes from State Park Marina. You can hear everything from every room; we all went to bed and woke up at the same time, so it didn't bother us. I also loved the AC units in each room."
United States
Jennifer
The price is ￥14,318
￥33,148 total
includes taxes & fees
Aug 29 - Aug 30
New Near Jamestown Dock - A
Smart TV, fireplace

11. NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build
Jamestown
9.2 out of 10, Wonderful, (19 reviews)
"Such a lovely property. Very cozy and inviting. We will definitely stay again."
United States
Jennifer S.
The price is ￥16,323
￥55,598 total
includes taxes & fees
Sep 2 - Sep 3
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build
Outdoor spa tub

12. Cozy 2-Bedroom Cabin Overlooking Beautiful Lake Cumberland

Cozy 2-Bedroom Cabin Overlooking Beautiful Lake Cumberland
Nancy
9.6 out of 10, Exceptional, (4 reviews)
"Very nice place "
United States
kashyap p.
The price is ￥25,454
￥42,090 total
includes taxes & fees
Aug 27 - Aug 28
Cozy 2-Bedroom Cabin Overlooking Beautiful Lake Cumberland
Coffee/tea maker, fridge, microwave, oven

13. Lake Cabin, Fishing Access, swimming, walk to lake, boat parking, fenced yard!

Lake Cabin, Fishing Access, swimming, walk to lake, boat parking, fenced yard!
Nancy
10.0 out of 10, Exceptional, (6 reviews)
"We loved our stay while at Cumberland. This is a great place to stay just as described. We will definitely book again. "
United States
Tricia H.
The price is ￥25,057
￥61,649 total
includes taxes & fees
Sep 8 - Sep 9
Lake Cabin, Fishing Access, swimming, walk to lake, boat parking, fenced yard!
Beach nearby, beach towels

14. 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, (7 reviews)
"Host was wonderful and the place was fantastic!"
United States
Oliver C.
The price is ￥19,900
￥50,194 total
includes taxes & fees
Aug 28 - Aug 29
Wolf Creek Crossing Lake House Beach & Boat Launch .5 miles at Jabez Landing
Interior

15. Avery Acres

Avery Acres
Albany
9.4 out of 10, Exceptional, (6 reviews)
"The host was awesome - excellent communication and customer service. The house was extremely clean, well equipped, and roomy. The bed was comfortable. We had everything that we needed! We will definitely stay at Avery Acres again. Recommend it!"
United States
Kandy F.
The price is ￥17,512
￥37,030 total
includes taxes & fees
Sep 1 - Sep 2
Avery Acres
Outdoor dining

16. Lake Cumberland Cabin

Lake Cumberland Cabin
Bronston
9.8 out of 10, Exceptional, (17 reviews)
"No complaints for this stay"
United States
Trisha E.
The price is ￥21,048
￥45,651 total
includes taxes & fees
Sep 5 - Sep 6
Lake Cumberland Cabin
Smart TV, fireplace

17. Hot Tub~Firepit~Riverfront~Near Lake Cumberland

Hot Tub~Firepit~Riverfront~Near Lake Cumberland
Jamestown
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and quiet. The beds were comfortable and the house was stocked with nice touches like laundry pods and coffee. I would definitely stay there again!"
United States
Christine V.
The price is ￥17,010
￥56,528 total
includes taxes & fees
Sep 3 - Sep 4
Hot Tub~Firepit~Riverfront~Near Lake Cumberland
Beach

18. Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay
Jamestown
10.0 out of 10, Exceptional, (213 reviews)
"We felt like we were at home! Very clean and comfortable home with everything we needed. Communication with the host was flawless. This was my families first trip to Lake Cumberland and it was everything we thought it would be. Beautiful lake! We will definitely be coming back and staying at the Hexagon cottage again."
United States
Joleen
The price is ￥23,211
￥64,374 total
includes taxes & fees
Sep 1 - Sep 2
Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay
Smart TV

19. Eagles Nest Lake Retreat

Eagles Nest Lake Retreat
Russell Springs
10.0 out of 10, Exceptional, (1 review)
"I'm no wordsmith but this place was nice and well put together. The host was very nice and the place was exactly what I needed"
United States
C W.
The price is ￥14,358
￥33,191 total
includes taxes & fees
Sep 3 - Sep 4
Eagles Nest Lake Retreat
Outdoor pool

20. 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, (135 reviews)
"Nice and quiet, house super clean. Like being at home away from home."
United States
Paul R.
The price is ￥12,743
￥55,965 total
includes taxes & fees
Aug 27 - Aug 28
Private Cottage at Lake Cumberland Resort- a gated lakefront Community
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

Comfort Inn Somerset - Lake Cumberland

Comfort Inn Somerset - Lake Cumberland

10/10 Excellent
"Room was clean ! Staff was amazing!"
Kristen 1-night trip
Posted 11 hours ago
Comfort Inn Somerset - Lake Cumberland

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 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?

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more: Visitors like this Monticello vacation home rental. It offers an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Other favorite homes for rent in Monticello are Sunshine Escape: Spacious 6BR Home w/ Outdoor Oasis & Fire Pit, Near Marina and Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions..

How many vacation rentals are there in Monticello?

With 47 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?

Cumberland River and Mill Springs Mill Park 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 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.