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Monticello Vacation Rentals

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In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Monticello vacation rentals

Interior
Serene Cottage on 18 Acres Close to Lake Cumberland

Serene Cottage on 18 Acres Close to Lake Cumberland

Serene Cottage on 18 Acres Close to Lake Cumberland
Monticello
10.0 out of 10, Exceptional, (3)
"Our whole stay was effortless! From communication with Jamie, property location, access and matching expectations as advertised. What a delight to, for once, not be unpleasantly surprised by VRBO. We will definitely consider this place in the future. "
United States
Kenneth C.
$273 nightly
The price is $276
Jan 9 - Jan 10
Total with taxes and fees
Serene Cottage on 18 Acres Close to Lake Cumberland
Exterior
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!

Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!

Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!
Monticello
10.0 out of 10, Exceptional, (32)
"This beautiful home is made for a wonderful family getaway. My family had an amazing time relaxing and reconnecting in this well-appointed retrear. Stephanie, the host, was very comminicative throughout our stay. "
United States
Joshua H.
$440 nightly
The price is $473
Jan 6 - Jan 7
Total with taxes and fees
Luxe Lake Barndo w/ 2 King Suites! Hot Tub, Fire Pit, 1/8 mile to boat ramp!
Microwave, dishwasher, coffee/tea maker, toaster
The Cozy Cabell Cottage

The Cozy Cabell Cottage

The Cozy Cabell Cottage
Monticello
9.8 out of 10, Exceptional, (52)
"The cottage is adorable. It is clean and well kept. It has everything you need. We only stayed two nights but it perfect for a longer stay. We enjoyed our stay completely. "
United States
Kim H.
$180 nightly
The price is $198
Feb 1 - Feb 2
Total with taxes and fees
The Cozy Cabell Cottage
Interior
Between the Lakes - Hidden Creek Schoolhouse

Between the Lakes - Hidden Creek Schoolhouse

Between the Lakes - Hidden Creek Schoolhouse
2.0 star property
Monticello
10.0 out of 10, Exceptional, (3)
"The space was so comfortable and cozy. Very quiet, great internet, responsive hosts. "
United States
Blair R.
Between the Lakes - Hidden Creek Schoolhouse
Exterior
Glamping Back in Time

Glamping Back in Time

Glamping Back in Time
3.0 star property
Jamestown
10.0 out of 10, Exceptional, (3)
"So novel and fun!"
United States
Sharon
$180 nightly
The price is $203
Jan 6 - Jan 7
Total with taxes and fees
Glamping Back in Time
Outdoor dining
Cozy 2-bedroom, 1.5 bath RV with outdoor kitchen, 3.5 miles from Wolf Creek Dam

Cozy 2-bedroom, 1.5 bath RV with outdoor kitchen, 3.5 miles from Wolf Creek Dam

Cozy 2-bedroom, 1.5 bath RV with outdoor kitchen, 3.5 miles from Wolf Creek Dam
Jamestown
10.0 out of 10, Exceptional, (3)
"We had the best stay.. will definitely try to just them again next year for our family reunion "
United States
Lisa B.
$170 nightly
The price is $187
Jan 11 - Jan 12
Total with taxes and fees
Cozy 2-bedroom, 1.5 bath RV with outdoor kitchen, 3.5 miles from Wolf Creek Dam
Interior
~Lady May~Glamping on DaleHollow<4 miles lake/golf

~Lady May~Glamping on DaleHollow<4 miles lake/golf

~Lady May~Glamping on DaleHollow<4 miles lake/golf
2.0 star property
Burkesville
$168 nightly
The price is $185
Jan 7 - Jan 8
Total with taxes and fees
~Lady May~Glamping on DaleHollow<4 miles lake/golf
Property grounds
Lazy Lake Days • Fast Wifi • Roku TV • Free Firewood

Lazy Lake Days • Fast Wifi • Roku TV • Free Firewood

Lazy Lake Days • Fast Wifi • Roku TV • Free Firewood
Alpine
10.0 out of 10, Exceptional, (2)
$176 nightly
The price is $196
Jan 6 - Jan 7
Total with taxes and fees
Lazy Lake Days • Fast Wifi • Roku TV • Free Firewood
Property grounds
Newly renovated near Rowena, Grider and Wolf Creek Dam

Newly renovated near Rowena, Grider and Wolf Creek Dam

Newly renovated near Rowena, Grider and Wolf Creek Dam
Albany
10.0 out of 10, Exceptional, (15)
"Perfect getaway near Lake Cumberland"
United States
ANDREW G.
$192 nightly
The price is $212
Jan 6 - Jan 7
Total with taxes and fees
Newly renovated near Rowena, Grider and Wolf Creek Dam
Exterior
Cordial chalet with a balcony to have coffee with the squirrels

Cordial chalet with a balcony to have coffee with the squirrels

Cordial chalet with a balcony to have coffee with the squirrels
2.0 star property
Somerset
9.8 out of 10, Exceptional, (17)
"Nice quiet neighborhood close to many amenities. Easy access to highways and river system."
United States
Rod K.
$144 nightly
The price is $159
Jan 6 - Jan 7
Total with taxes and fees
Cordial chalet with a balcony to have coffee with the squirrels
Interior
Cozy 2-bedroom cabin with WiFi, AC in welcoming Jamestown

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, (24)
"Great place to stay if you’re visiting Alvin C York or Big South Fork. Beautiful cabin with a relaxing pond"
United States
Shawn D.
$282 nightly
The price is $318
Jan 6 - Jan 7
Total with taxes and fees
Cozy 2-bedroom cabin with WiFi, AC in welcoming Jamestown
Property grounds
Cabin #4 Secluded and Quiet

Cabin #4 Secluded and Quiet

Cabin #4 Secluded and Quiet
Oneida
10.0 out of 10, Exceptional, (3)
"The cabin was BEAUTIFUL, clean and had the most amazing view. "
United States
LeeAnn B.
$174 nightly
The price is $195
Jan 8 - Jan 9
Total with taxes and fees
Cabin #4 Secluded and Quiet
Fridge, microwave, oven, stovetop
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

NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build
2.0 star property
Jamestown
9.4 out of 10, Exceptional, (13)
"Such a lovely property. Very cozy and inviting. We will definitely stay again."
United States
Jennifer S.
$322 nightly
The price is $354
Jan 6 - Jan 7
Total with taxes and fees
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build
Fridge, microwave, oven, stovetop
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 •

The Boathouse Bungalow • Dale Hollow Lake 1 Minute Away • Free Firewood • Pet-Friendly •
Alpine
10.0 out of 10, Exceptional, (5)
"Very clean and comfortable pet friendly cabin."
United States
Kirk W.
$176 nightly
The price is $196
Jan 6 - Jan 7
Total with taxes and fees
The Boathouse Bungalow • Dale Hollow Lake 1 Minute Away • Free Firewood • Pet-Friendly •
Exterior
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

cozy cabin in the woods in a relaxing area with wrap around porch rocking chairs
oneida
9.4 out of 10, Exceptional, (28)
"Quiet, clean and peaceful"
United States
Neil
$178 nightly
The price is $201
Jan 8 - Jan 9
Total with taxes and fees
cozy cabin in the woods in a relaxing area with wrap around porch rocking chairs
Terrace/patio
Cabin #1 Cozy and relaxing cabin near Big South Fork

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)
"Lovely clean cabin 15 minutes from trails. "
United States
Stephanie D.
$178 nightly
The price is $201
Jan 8 - Jan 9
Total with taxes and fees
Cabin #1 Cozy and relaxing cabin near Big South Fork
Terrace/patio
Whitetail Hollow- 2 bedroom 1 bath

Whitetail Hollow- 2 bedroom 1 bath

Whitetail Hollow- 2 bedroom 1 bath
Oneida
9.0 out of 10, Wonderful, (7)
"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.
$187 nightly
The price is $211
Jan 6 - Jan 7
Total with taxes and fees
Whitetail Hollow- 2 bedroom 1 bath
Outdoor dining
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.

The Honey Hut next to Big South Fork NRRA with AC, wifi, and horse stalls.
Allardt
9.8 out of 10, Exceptional, (10)
"Really enjoyed the stay and will likely be back."
United States
Mike W.
$131 nightly
The price is $146
Jan 7 - Jan 8
Total with taxes and fees
The Honey Hut next to Big South Fork NRRA with AC, wifi, and horse stalls.
Exterior
Luxury Dome • Hot Tub • Lake View • Near Marina

Luxury Dome • Hot Tub • Lake View • Near Marina

Luxury Dome • Hot Tub • Lake View • Near Marina
Albany
10.0 out of 10, Exceptional, (3)
"So Peaceful yet close to the Marinas, Byrdstown and Albany. A little hidden gem! The hosts were amazing and very responsive"
United States
Bryan B.
$240 nightly
The price is $265
Jan 6 - Jan 7
Total with taxes and fees
Luxury Dome • Hot Tub • Lake View • Near Marina
Interior
Romantic Cabarn w/ HotTub Lounge - Located on BSF!

Romantic Cabarn w/ HotTub Lounge - Located on BSF!

Romantic Cabarn w/ HotTub Lounge - Located on BSF!
Allardt
9.8 out of 10, Exceptional, (32)
"The cabarn and hot tub lounge were both very clean. It’s a beautiful place to stay. "
United States
Jamie V.
$173 nightly
The price is $195
Jan 8 - Jan 9
Total with taxes and fees
Romantic Cabarn w/ HotTub Lounge - Located on BSF!
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

Holiday Inn Express & Suites Somerset Central by IHG

Holiday Inn Express & Suites Somerset Central by IHG

10/10 Excellent
"."
Cassondra 1-night trip
Posted 5 days ago
Holiday Inn Express & Suites Somerset Central by IHG

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 $159 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 Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions. and 4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!.

How many vacation rentals are there in Monticello?

With 43 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 Fall Creek Recreation Area 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.