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
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Monticello vacation rentals

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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.
$173 nightly
The price is $190
Jul 31 - Aug 1
Total with taxes and fees
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)
"Had such an amazing time in this beautiful home. Will definitely be back!"
United States
Monika H.
$615 nightly
The price is $661
Aug 4 - Aug 5
Total with taxes and fees
Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp
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.
$272 nightly
The price is $300
Aug 19 - Aug 20
Total with taxes and fees
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, (46 reviews)
"Clean,warm atmosphere, parking was easy with multiple vehicles. The pool was awesome "
United States
Kimberly K.
$971 nightly
The price is $1,070
Aug 10 - Aug 11
Total with taxes and fees
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
$169 nightly
The price is $187
Aug 10 - Aug 11
Total with taxes and fees
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
9.4 out of 10, Exceptional, (9 reviews)
"Clean, quiet and safe."
United States
Robin M.
$199 nightly
The price is $219
Jul 30 - Jul 31
Total with taxes and fees
Lake Cumberland "Idol Time Cabin" near Clearwater
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, (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.
$182 nightly
The price is $201
Jul 30 - Jul 31
Total with taxes and fees
Newly renovated near Rowena, Grider and Wolf Creek Dam
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
9.6 out of 10, Exceptional, (10 reviews)
"The place is okay the cabin is nice but is dirty"
United States
Mohamed
$181 nightly
The price is $200
Aug 2 - Aug 3
Total with taxes and fees
CRISTY'S CABIN - cozy and quaint - where the deer and the ants play!
Dining

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
$186 nightly
The price is $205
Jul 31 - Aug 1
Total with taxes and fees
New Near Jamestown Dock - A
2 bedrooms, iron/ironing board, WiFi (free), 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
9.8 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.
$243 nightly
The price is $268
Aug 3 - Aug 4
Total with taxes and fees
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups
Terrace/patio

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.
$195 nightly
The price is $214
Jul 30 - Jul 31
Total with taxes and fees
Cozy Cabin
2 bedrooms, WiFi (free)

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.
$183 nightly
The price is $201
Jul 30 - Jul 31
Total with taxes and fees
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)
"Very nice place "
United States
kashyap p.
$237 nightly
The price is $261
Jul 30 - Jul 31
Total with taxes and fees
Cozy 2-Bedroom Cabin Overlooking Beautiful Lake Cumberland
Interior

Avery Acres

Avery Acres
Albany
9.2 out of 10, Wonderful, (5 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.
$232 nightly
The price is $256
Jul 30 - Jul 31
Total with taxes and fees
Avery Acres
Coffee/tea maker, fridge, microwave, oven

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.
$352 nightly
The price is $388
Aug 2 - Aug 3
Total with taxes and fees
Lake Cabin, Fishing Access, swimming, walk to lake, boat parking, fenced yard!
Outdoor dining

Lake Cumberland Cabin

Lake Cumberland Cabin
Bronston
9.8 out of 10, Exceptional, (17 reviews)
"Great price,very clean"
United States
SUSIE O.
$256 nightly
The price is $283
Jul 30 - Jul 31
Total with taxes and fees
Lake Cumberland Cabin
Smart TV, fireplace

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
$237 nightly
The price is $261
Aug 18 - Aug 19
Total with taxes and fees
Modern Cabin on wooded 20 acres with scenic view
Smart TV, fireplace

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.
$331 nightly
The price is $364
Aug 25 - Aug 26
Total with taxes and fees
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build
Terrace/patio

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.
$133 nightly
The price is $146
Jul 30 - Jul 31
Total with taxes and fees
Charming 1-bedroom fish shack in Somerset with WiFi and AC
Exterior

Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland

Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland
Jamestown
10.0 out of 10, Exceptional, (3 reviews)
"Nice place with boat ramp."
United States
Josh S.
$302 nightly
The price is $332
Jul 30 - Jul 31
Total with taxes and fees
Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland
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

Courtyard by Marriott Somerset

Courtyard by Marriott Somerset

10/10 Excellent
"Beautiful setting - well off the road - Very nice, clean and comfortable - of course, fantastic beds"
Dianna 3-night trip
Posted 2 days ago
Courtyard by Marriott Somerset

Find out more about Monticello

Everything you need to know about Monticello vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Monticello vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monticello vacation 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 low season months. For more hustle and bustle, you may prefer to visit Monticello in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $300 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Monticello rentals

At Expedia, we put the best Monticello vacation 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 vacation.

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.

Explore a world of travel with Expedia

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 4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View! and Lakeside Escape - Charming home centrally located on Lake Cumberland.

How many vacation rentals are there in Monticello?

With 46 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.