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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Monticello vacation rentals

A cozy living room with a sofa, coffee table, and a painting on the wall.

1. The Cozy Cabell Cottage

The Cozy Cabell Cottage
Monticello
9.8 out of 10, Exceptional, (58 reviews)
"Everything was great! Beautiful space, great layout and comfortable stay. One of the best places we have ever rented!"
United States
Whitley F.
$174 nightly
The price is $191
Nov 1 - Nov 2
Total with taxes and fees
The Cozy Cabell Cottage
A hot tub with a woman relaxing, surrounded by plants and candles, set on a wooden deck with a forest view.

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, (43 reviews)
"Had such an amazing time in this beautiful home. Will definitely be back!"
United States
Monika H.
$468 nightly
The price is $503
Nov 1 - Nov 2
Total with taxes and fees
Lake Access ~ King Ensuites w/ fireplaces~ Hot Tub~ Fire Pit~ Boat Ramp
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with bar stools.

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, (2 reviews)
"Clean house, pet friendly and our teens loved the game room"
United States
michelle d.
$235 nightly
The price is $259
Nov 1 - Nov 2
Total with taxes and fees
Lakeside Escape - Charming home centrally located on Lake Cumberland
A kitchen with a stainless steel refrigerator, a coffee maker, and a trash bin.

4. 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, (46 reviews)
"It was great"
United States
Joey A.
$179 nightly
The price is $198
Nov 3 - Nov 4
Total with taxes and fees
Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen
A modern kitchen with wooden cabinets, a dining table, and a bench. There is a living area with a sofa and a coffee table.

5. Lake Cumberland "Lake Daze Cabin" near Clearwater

Lake Cumberland "Lake Daze Cabin" near Clearwater
Nancy
9.2 out of 10, Wonderful, (7 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
$200 nightly
The price is $220
Oct 30 - Oct 31
Total with taxes and fees
Lake Cumberland "Lake Daze Cabin" near Clearwater
A cozy living room with a sofa, a coffee table, and a TV. There is a kitchen with wooden cabinets and a bar area.

6. Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland

Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland
Albany
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay. Easy access to lake. Was everything we hoped it would be."
United States
Eric G.
$292 nightly
The price is $322
Oct 30 - Oct 31
Total with taxes and fees
Country Comfort on Lake Cumberland!! 5 miles from Marina Rowena; Lake Cumberland
A hot tub with a view of a forested area.

7. Cozy 2-Bedroom Cabin Overlooking Beautiful Lake Cumberland

Cozy 2-Bedroom Cabin Overlooking Beautiful Lake Cumberland
Nancy
9.8 out of 10, Exceptional, (6 reviews)
"Very nice place "
United States
kashyap p.
$237 nightly
The price is $261
Nov 1 - Nov 2
Total with taxes and fees
Cozy 2-Bedroom Cabin Overlooking Beautiful Lake Cumberland
A porch with two wicker chairs, a wooden railing, and a patterned rug.

8. Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Jamestown
9.4 out of 10, Exceptional, (31 reviews)
"Great location, very comfortable, and pet friendly. We had friends at the campground behind the house, so it was great to walk over on the path in the back yard. We also checked out the state park and Lily Creek falls. Beautiful area!"
United States
Emily W.
$372 nightly
The price is $410
Oct 30 - Oct 31
Total with taxes and fees
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
A natural landscape with a clear water body, rocky shore, and dense forest.

9. Lovely 2-bedroom cabin with AC in peaceful Whitley City

Lovely 2-bedroom cabin with AC in peaceful Whitley City
Whitley City
10.0 out of 10, Exceptional, (1 review)
"Very nice stay and nice hosts!"
United States
Shelby T.
$257 nightly
The price is $283
Oct 30 - Oct 31
Total with taxes and fees
Lovely 2-bedroom cabin with AC in peaceful Whitley City
A wooden deck with a railing overlooking a forested area.

10. New Rustic Home Near State Dock

New Rustic Home Near State Dock
Jamestown
9.8 out of 10, Exceptional, (13 reviews)
"Have driven past many times and was excited to stay here!"
United States
Ashley D.
$320 nightly
The price is $353
Oct 30 - Oct 31
Total with taxes and fees
New Rustic Home Near State Dock
A cozy room with a floral sofa, a TV, and a sign that reads "Everglow Hollow".

11. 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, (7 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.
$228 nightly
The price is $252
Nov 2 - Nov 3
Total with taxes and fees
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups
A clear river with rocks, surrounded by trees and a grassy area.

12. Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay
Jamestown
10.0 out of 10, Exceptional, (224 reviews)
"Great place to stay close to the water. Everything was clean and the host was very prompt to respond to any message. I would totally stay again."
United States
Jeffrey W.
$365 nightly
The price is $402
Nov 1 - Nov 2
Total with taxes and fees
Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay
A serene landscape with a pond, trees, and a building in the background.

13. Lake Cumberland Pond View

Lake Cumberland Pond View
Russell Springs
10.0 out of 10, Exceptional, (2 reviews)
"This was a nice little getaway for me and my family nice and quiet place out in the country… the host was fabulous very friendly and was very communicative with us "
United States
Kevin K.
$366 nightly
The price is $404
Nov 2 - Nov 3
Total with taxes and fees
Lake Cumberland Pond View
A wooden cabin with a deck, surrounded by trees.

14. Lake Cumberland Cabin Getaway! Quick Local Lake Access!

Lake Cumberland Cabin Getaway! Quick Local Lake Access!
Russell Springs
10.0 out of 10, Exceptional, (13 reviews)
"Great wooded cabins stay near lake Cumberland"
United States
Emily N.
$377 nightly
The price is $416
Oct 30 - Oct 31
Total with taxes and fees
Lake Cumberland Cabin Getaway! Quick Local Lake Access!
A marina with boats docked, a pier extending into the water, and a building with a blue roof in the background.

15. Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Jamestown
9.8 out of 10, Exceptional, (31 reviews)
"Great place!"
United States
ashley k.
$456 nightly
The price is $503
Nov 1 - Nov 2
Total with taxes and fees
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
A compact kitchen with a black stove, white cabinets, a refrigerator, and a coffee maker.

16. 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, (35 reviews)
"The place offered everything we needed for 3 days stay."
United States
Jasmin B.
$182 nightly
The price is $201
Oct 30 - Oct 31
Total with taxes and fees
Newly renovated near Rowena, Grider and Wolf Creek Dam
A wooden cabin with a porch, a star emblem, and a 'No Shoes Nation' sign.

17. Cozy Cabin

Cozy Cabin
Burnside
9.2 out of 10, Wonderful, (14 reviews)
"It was an amazing stay very clean close to the river very relaxing"
United States
Jeremy C.
$195 nightly
The price is $214
Oct 30 - Oct 31
Total with taxes and fees
Cozy Cabin
A wooden interior with a wooden door, a wreath, a small table, and a vase of flowers.

18. Avery Acres

Avery Acres
Albany
9.6 out of 10, Exceptional, (7 reviews)
"Perfect location, very nice home,"
United States
Josh W.
$215 nightly
The price is $237
Nov 2 - Nov 3
Total with taxes and fees
Avery Acres
A covered outdoor seating area with chairs and a table, surrounded by a forested landscape.

19. Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Jamestown
9.6 out of 10, Exceptional, (20 reviews)
"Wonderful place to stay for a few days on the lake with family. "
United States
Lena R.
$456 nightly
The price is $503
Nov 1 - Nov 2
Total with taxes and fees
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
A boat with seating and a canopy, a dock with various boats, and a forested hillside in the background.

20. Cozy Lake Cumberland Lakeview Shangri-la

Cozy Lake Cumberland Lakeview Shangri-la
Burnside
9.8 out of 10, Exceptional, (27 reviews)
"House was clean and everything was just as described. We enjoyed our stay very much."
United States
Karin B.
$394 nightly
The price is $434
Nov 2 - Nov 3
Total with taxes and fees
Cozy Lake Cumberland Lakeview Shangri-la
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

Quality Inn & Suites Somerset

8/10 Good
"It's right next door to an Arby's."
Marian McClure 1-night trip
Posted 21 hours ago
Quality Inn & Suites 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 $259 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 Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions..

How many vacation rentals are there in Monticello?

With 47 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.