A winding fence on a grassy hill with horses grazing.

Monticello Holiday Rentals

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Our top choices for Monticello holiday rentals

1. The Cozy Cabell Cottage

The Cozy Cabell Cottage
Monticello
9.8 out of 10, Exceptional, (56 reviews)
"This was the perfect place to stay for our weekend fishing trip, everything was very clean and overall a great experience."
United States
Austin S.
The price is AU$276
includes taxes & fees
4 Aug - 5 Aug
The Cozy Cabell Cottage

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, (38 reviews)
"Had such an amazing time in this beautiful home. Will definitely be back!"
United States
Monika H.
The price is AU$836
includes taxes & fees
31 Aug - 1 Sept
Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

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 AU$425
includes taxes & fees
18 Aug - 19 Aug
Lakeside Escape - Charming home centrally located on Lake Cumberland

4. 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, (46 reviews)
"Clean,warm atmosphere, parking was easy with multiple vehicles. The pool was awesome "
United States
Kimberly K.
6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more

5. 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 AU$267
includes taxes & fees
10 Aug - 11 Aug
Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen

6. New Near Jamestown Dock - A

New Near Jamestown Dock - A
Jamestown
9.6 out of 10, Exceptional, (26 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 AU$300
includes taxes & fees
4 Aug - 5 Aug
New Near Jamestown Dock - A

7. 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 AU$318
includes taxes & fees
4 Aug - 5 Aug
Lake Cumberland "Lake Daze Cabin" near Clearwater

8. 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, (26 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 AU$289
includes taxes & fees
8 Aug - 9 Aug
Newly renovated near Rowena, Grider and Wolf Creek Dam

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 AU$291
includes taxes & fees
6 Aug - 7 Aug
CRISTY'S CABIN - cozy and quaint - where the deer and the ants play!

10. 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, (6 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 AU$385
includes taxes & fees
4 Aug - 5 Aug
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups

11. Cozy Cabin

Cozy Cabin
Burnside
9.2 out of 10, Wonderful, (13 reviews)
"It was an amazing stay very clean close to the river very relaxing"
United States
Jeremy C.
The price is AU$314
includes taxes & fees
4 Aug - 5 Aug
Cozy Cabin

12. 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)
"Great location."
United States
Donald S.
The price is AU$316
includes taxes & fees
9 Aug - 10 Aug
Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky

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 AU$541
includes taxes & fees
4 Aug - 5 Aug
Lake Cabin, Fishing Access, swimming, walk to lake, boat parking, fenced yard!

14. Modern Cabin on wooded 20 acres with scenic view

Modern Cabin on wooded 20 acres with scenic view
Nancy
9.8 out of 10, Exceptional, (13 reviews)
"We love our stay at the cabin it was peaceful and perfect."
United States
Maria
The price is AU$371
includes taxes & fees
18 Aug - 19 Aug
Modern Cabin on wooded 20 acres with scenic view

15. 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)
"Very nice place "
United States
kashyap p.
The price is AU$376
includes taxes & fees
4 Aug - 5 Aug
Cozy 2-Bedroom Cabin Overlooking Beautiful Lake Cumberland

16. Calming 1-bedroom yellow door house close to lake with Wi-Fi, AC

Calming 1-bedroom yellow door house close to lake with Wi-Fi, AC
Somerset
10.0 out of 10, Exceptional, (15 reviews)
"10/10 Great place. Definitely would stay here again."
United States
Pascal C.
The price is AU$257
includes taxes & fees
4 Aug - 5 Aug
Calming 1-bedroom yellow door house close to lake with Wi-Fi, AC

17. 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 AU$398
includes taxes & fees
4 Aug - 5 Aug
Peaceful Russell Springs Home w/ Fire Pit & Pond!

18. 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, (18 reviews)
"Such a lovely property. Very cozy and inviting. We will definitely stay again."
United States
Jennifer S.
The price is AU$514
includes taxes & fees
25 Aug - 26 Aug
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

19. Lake Cumberland Cabin

Lake Cumberland Cabin
Bronston
9.8 out of 10, Exceptional, (17 reviews)
"Great price,very clean"
United States
SUSIE O.
The price is AU$408
includes taxes & fees
4 Aug - 5 Aug
Lake Cumberland Cabin

20. Charming 1-bedroom fish shack in Somerset with WiFi and AC

Charming 1-bedroom fish shack in Somerset with WiFi and AC
Somerset
9.8 out of 10, Exceptional, (16 reviews)
"Property was perfect for our needs, very close to restaurants and shops. Very well maintained Would absolutely stay again.."
United States
David W.
The price is AU$211
includes taxes & fees
5 Aug - 6 Aug
Charming 1-bedroom fish shack in Somerset with WiFi and AC
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

Find out more about Monticello

Everything you need to know about Monticello holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Monticello holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monticello holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Monticello holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monticello. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monticello holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Monticello holiday rentals we have selected for you start as low as AU$291 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Monticello rentals

At Expedia, we put the best Monticello holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Monticello rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monticello holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monticello. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 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 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.