Monticello Vacation Rentals

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Our top choices for Monticello vacation rentals

The Cozy Cabell Cottage

The Cozy Cabell Cottage
Monticello
9.8 out of 10, Exceptional, (52 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 ¥12,215
¥30,540 total
includes taxes & fees
Apr 8 - Apr 9
The Cozy Cabell Cottage

Modern 4BR Retreat~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

Modern 4BR Retreat~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp
Monticello
10.0 out of 10, Exceptional, (34 reviews)
"Stephanie and Kevan are the best hosts! The house is amazing: clean, modern, welcoming, roomy, and well-stocked - absolutely never been disappointed and we've stayed multiple times. Communication is 5-star. My all-time favorite place to stay."
United States
Cathy P.
The price is ¥25,134
¥80,765 total
includes taxes & fees
Apr 21 - Apr 22
Modern 4BR Retreat~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp

Lakeside Escape - Charming home centrally located on Lake Cumberland

Lakeside Escape - Charming home centrally located on Lake Cumberland
Monticello
The price is ¥31,471
¥38,742 total
includes taxes & fees
Apr 8 - Apr 9
Lakeside Escape - Charming home centrally located on Lake Cumberland

Glamping Back in Time

Glamping Back in Time
Jamestown
10.0 out of 10, Exceptional, (3 reviews)
"So novel and fun!"
United States
Sharon
The price is ¥21,555
¥32,444 total
includes taxes & fees
Apr 23 - Apr 24
Glamping Back in Time

Camper with a view - Perfect for a cozy getaway 2 Min to Lake

Camper with a view - Perfect for a cozy getaway 2 Min to Lake
Nancy
The price is ¥14,211
¥20,947 total
includes taxes & fees
May 2 - May 3
Camper with a view - Perfect for a cozy getaway 2 Min to Lake

Newly renovated near Rowena, Grider and Wolf Creek Dam

Newly renovated near Rowena, Grider and Wolf Creek Dam
Albany
9.8 out of 10, Exceptional, (17 reviews)
"Perfect getaway near Lake Cumberland"
United States
ANDREW G.
The price is ¥12,933
¥31,860 total
includes taxes & fees
Apr 11 - Apr 12
Newly renovated near Rowena, Grider and Wolf Creek Dam

The Boathouse Bungalow • Dale Hollow Lake 1 Minute Away • Free Firewood • Pet-Friendly •

The Boathouse Bungalow • Dale Hollow Lake 1 Minute Away • Free Firewood • Pet-Friendly •
Alpine
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and comfortable pet friendly cabin."
United States
Kirk W.
The price is ¥12,574
¥31,316 total
includes taxes & fees
Apr 10 - Apr 11
The Boathouse Bungalow • Dale Hollow Lake 1 Minute Away • Free Firewood • Pet-Friendly •

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, (132 reviews)
"This cabin suited our needs and was a very nice place to stay"
United States
Jeff H.
The price is ¥9,772
¥52,314 total
includes taxes & fees
Apr 9 - Apr 10
Private Cottage at Lake Cumberland Resort- a gated lakefront Community

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

Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky
Jamestown
9.0 out of 10, Wonderful, (8 reviews)
"Nice location- property manager was bery nice and responsive"
United States
Stephen
The price is ¥11,975
¥25,523 total
includes taxes & fees
Apr 12 - Apr 13
Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky

Eagles Ridge 3 bedroom cabin near Big South Fork

Eagles Ridge 3 bedroom cabin near Big South Fork
onieda
9.0 out of 10, Wonderful, (30 reviews)
"The cabin is very nice. Love the raparound porch."
United States
David K.
The price is ¥21,555
¥43,099 total
includes taxes & fees
Apr 8 - Apr 9
Eagles Ridge 3 bedroom cabin near Big South Fork

Lake Lovers Lodge Dale Hollow Lake Allons TN Near Willow Grove/Lily Dale Resorts

Lake Lovers Lodge Dale Hollow Lake Allons TN Near Willow Grove/Lily Dale Resorts
Allons
9.0 out of 10, Wonderful, (37 reviews)
"Wonderful cabin to stay in while on a fishing trip to Dale Hollow Lake. Neighborhood is very quiet and secluded. We enjoy it almost every year. Great place to unwind and relax."
United States
James H.
The price is ¥19,959
¥45,438 total
includes taxes & fees
Apr 8 - Apr 9
Lake Lovers Lodge Dale Hollow Lake Allons TN Near Willow Grove/Lily Dale Resorts

cozy cabin in the woods in a relaxing area with wrap around porch rocking chairs

cozy cabin in the woods in a relaxing area with wrap around porch rocking chairs
oneida
9.4 out of 10, Exceptional, (28 reviews)
"Quiet, clean and peaceful"
United States
Neil
The price is ¥17,244
¥32,017 total
includes taxes & fees
Apr 21 - Apr 22
cozy cabin in the woods in a relaxing area with wrap around porch rocking chairs

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 ¥17,244
¥33,026 total
includes taxes & fees
Apr 21 - Apr 22
2 bedroom 1 bath cabin

Boating Mecca: Near Dale Hollow Lake & Golf!

Boating Mecca: Near Dale Hollow Lake & Golf!
Burkesville
10.0 out of 10, Exceptional, (91 reviews)
"super clean with everything you need for a great stay...super friendly hosts!!!"
United States
Barney H.
The price is ¥12,774
¥32,928 total
includes taxes & fees
Apr 12 - Apr 13
Boating Mecca: Near Dale Hollow Lake & Golf!

Romantic Cabarn w/ HotTub Lounge - Located on BSF!

Romantic Cabarn w/ HotTub Lounge - Located on BSF!
Allardt
9.8 out of 10, Exceptional, (32 reviews)
"The outdoor seating area with tv and hot tub was amazing! "
United States
Daniel F.
The price is ¥19,400
¥38,206 total
includes taxes & fees
Apr 21 - Apr 22
Romantic Cabarn w/ HotTub Lounge - Located on BSF!

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 ¥17,963
¥33,885 total
includes taxes & fees
Apr 8 - Apr 9
Cozy Cabin

Whitetail Hollow- 2 bedroom 1 bath

Whitetail Hollow- 2 bedroom 1 bath
Oneida
9.2 out of 10, Wonderful, (9 reviews)
"This is not the typical Tourist cabin. It is a great place to stay to get away from everything. Very secluded but close to town if you need something. Will definitely reserve again in the future."
United States
Thomas B.
The price is ¥18,362
¥33,612 total
includes taxes & fees
Apr 8 - Apr 9
Whitetail Hollow- 2 bedroom 1 bath

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, (5 reviews)
"Title says it all ill be staying again "
United States
Stan G.
The price is ¥19,959
¥31,684 total
includes taxes & fees
Apr 8 - Apr 9
CRISTY'S CABIN - cozy and quaint - where the deer and the ants play!

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, (14 reviews)
"Really enjoyed the stay and will likely be back."
United States
Mike W.
The price is ¥13,652
¥23,354 total
includes taxes & fees
Apr 21 - Apr 22
The Honey Hut next to Big South Fork NRRA with AC, wifi, and horse stalls.

Cabin #1 Cozy and relaxing cabin near Big South Fork

Cabin #1 Cozy and relaxing cabin near Big South Fork
Oneida
9.6 out of 10, Exceptional, (13 reviews)
"Lovely clean cabin 15 minutes from trails. "
United States
Stephanie D.
The price is ¥17,244
¥32,017 total
includes taxes & fees
Apr 21 - Apr 22
Cabin #1 Cozy and relaxing cabin near Big South Fork
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

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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 Lake Bluff Paradise on Lake Cumberland. Game room and seasonal hot tub!.

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, 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.