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
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Monticello vacation rentals

TV, books

The Cozy Cabell Cottage

The Cozy Cabell Cottage
Monticello
9.8 out of 10, Exceptional, (54 reviews)
"Everything was very clean and well maintained. The host was very clear in what was needed when checking out. Everything was easy to find and we had no issues!"
United States
Ellie R.
The price is CA $109
CA $270 total
includes taxes & fees
Jul 6 - Jul 7
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, (36 reviews)
"Had such an amazing time in this beautiful home. Will definitely be back!"
United States
Monika H.
The price is CA $388
CA $942 total
includes taxes & fees
Jul 6 - Jul 7
Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp
Fridge, microwave, oven, stovetop

Lakeside Escape - Charming home centrally located on Lake Cumberland

Lakeside Escape - Charming home centrally located on Lake Cumberland
Monticello
The price is CA $426
CA $537 total
includes taxes & fees
Jul 29 - Jul 30
Lakeside Escape - Charming home centrally located on Lake Cumberland
Smart TV, fireplace, foosball

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, (110 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.
4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!
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)
"Perfect getaway near Lake Cumberland"
United States
ANDREW G.
The price is CA $115
CA $288 total
includes taxes & fees
Jul 6 - Jul 7
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
10.0 out of 10, Exceptional, (6 reviews)
"Title says it all ill be staying again "
United States
Stan G.
The price is CA $178
CA $285 total
includes taxes & fees
Jul 6 - Jul 7
CRISTY'S CABIN - cozy and quaint - where the deer and the ants play!
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 CA $74
CA $271 total
includes taxes & fees
Jul 19 - Jul 20
Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen
Terrace/patio

Cozy Cabin

Cozy Cabin
Burnside
9.0 out of 10, Wonderful, (12 reviews)
"It was an amazing stay very clean close to the river very relaxing"
United States
Jeremy C.
The price is CA $160
CA $308 total
includes taxes & fees
Jul 6 - Jul 7
Cozy Cabin
Dining

New Near Jamestown Dock - A

New Near Jamestown Dock - A
Jamestown
9.8 out of 10, Exceptional, (24 reviews)
"Great stay"
United States
Rob W.
The price is CA $128
CA $294 total
includes taxes & fees
Jul 9 - Jul 10
New Near Jamestown Dock - A
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, (19 reviews)
"Great little house! Loved our stay!"
United States
shellyrhae C.
The price is CA $132
CA $179 total
includes taxes & fees
Jul 8 - Jul 9
Cozy 1-bedroom house in charming Allardt with AC, WiFi
Terrace/patio

The Honey Hut next to Big South Fork NRRA with AC, wifi, and horse stalls.

The Honey Hut next to Big South Fork NRRA with AC, wifi, and horse stalls.
Allardt
9.8 out of 10, Exceptional, (16 reviews)
"Really enjoyed the stay and will likely be back."
United States
Mike W.
The price is CA $135
CA $223 total
includes taxes & fees
Jul 6 - Jul 7
The Honey Hut next to Big South Fork NRRA with AC, wifi, and horse stalls.
Private kitchen

Cozy, private, 1-bedroom cabin in Monroe, near Livingston, Dale Hollow Lake

Cozy, private, 1-bedroom cabin in Monroe, near Livingston, Dale Hollow Lake
Monroe
The price is CA $110
CA $179 total
includes taxes & fees
Jul 20 - Jul 21
Cozy, private, 1-bedroom cabin in Monroe, near Livingston, Dale Hollow Lake
Exterior

Whitetail Hollow- 2 bedroom 1 bath

Whitetail Hollow- 2 bedroom 1 bath
Oneida
9.2 out of 10, Wonderful, (9 reviews)
"Amazing cabin super clean, very cozy "
United States
Hunter P.
The price is CA $163
CA $298 total
includes taxes & fees
Jul 6 - Jul 7
Whitetail Hollow- 2 bedroom 1 bath
Property grounds

Secluded Honeymoon Cabin-Hot tub

Secluded Honeymoon Cabin-Hot tub
Jamestown
10.0 out of 10, Exceptional, (4 reviews)
"Nice cabin"
United States
Kevin S.
The price is CA $155
CA $311 total
includes taxes & fees
Jul 9 - Jul 10
Secluded Honeymoon Cabin-Hot tub
Interior

Romantic Cabarn w/ HotTub Lounge - Located on BSF!

Romantic Cabarn w/ HotTub Lounge - Located on BSF!
Allardt
9.8 out of 10, Exceptional, (35 reviews)
"The outdoor seating area with tv and hot tub was amazing! "
United States
Daniel F.
The price is CA $135
CA $300 total
includes taxes & fees
Jul 13 - Jul 14
Romantic Cabarn w/ HotTub Lounge - Located on BSF!
Interior

Cozy 2-bedroom cabin with WiFi, AC in welcoming Jamestown

Cozy 2-bedroom cabin with WiFi, AC in welcoming Jamestown
Jamestown
10.0 out of 10, Exceptional, (31 reviews)
"Wonderful, quaint space perfect for our small family! "
United States
Bianca F.
The price is CA $213
CA $458 total
includes taxes & fees
Jul 13 - Jul 14
Cozy 2-bedroom cabin with WiFi, AC in welcoming Jamestown
Outdoor dining

Charming cabin retreat: cozy, scenic, and perfect for a relaxing getaway!

Charming cabin retreat: cozy, scenic, and perfect for a relaxing getaway!
London
9.4 out of 10, Exceptional, (31 reviews)
"Great cabin! We had a couple of issues, but the owners were very quick to fix them. "
United States
Christina F.
The price is CA $270
CA $513 total
includes taxes & fees
Jul 22 - Jul 23
Charming cabin retreat: cozy, scenic, and perfect for a relaxing getaway!
Exterior

Cordial chalet with a balcony to have coffee with the squirrels

Cordial chalet with a balcony to have coffee with the squirrels
Somerset
9.8 out of 10, Exceptional, (21 reviews)
"Beautiful house in a nice location. Very clean also"
United States
Julia
The price is CA $211
CA $267 total
includes taxes & fees
Jul 6 - Jul 7
Cordial chalet with a balcony to have coffee with the squirrels
Terrace/patio

2 bedroom 1 bath cabin

2 bedroom 1 bath cabin
Oneida
9.2 out of 10, Wonderful, (35 reviews)
"Very isolated and quiet Some of the blinds on the windows are broken and the light in the bedroom on the rt is not working. Beutiful country "
United States
cynthia B.
The price is CA $153
CA $294 total
includes taxes & fees
Jul 19 - Jul 20
2 bedroom 1 bath cabin
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 CA $118
CA $398 total
includes taxes & fees
Jul 6 - Jul 7
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

Quality Inn & Suites Somerset Downtown

Quality Inn & Suites Somerset Downtown

10/10 Excellent
"It’s not a fancy hotel at all. But the beds and pillows were great. Also the lighting in bathroom. If you can get past the athestics, it’s not bad for money. I’m a hotel snob and my first time staying."
Mari 1-night trip
Posted 10 hours ago
Quality Inn & Suites Somerset Downtown

Find out more about Monticello

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Monticello. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!: Visitors like this Monticello vacation home rental. It is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 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 balcony, a hot tub, and foosball so you can immerse yourself in your vacation. Other favorite homes for rent in Monticello are 6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more and Our Escape~ 4 bedrooms ~ Lake Cumberland ~ Beaver Creek Marina ~ Boating Fishing.

How many vacation rentals are there in Monticello?

With 45 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 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, Lake Cumberland Winery and Conley Bottom Marina 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.