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Holiday Rentals in Monticello

"Was a great stay. Nice place, deck over a pond. Owner was great communication. highly recommend."

"We enjoyed sitting on the screened-in patio overlooking the river watching the falling leaves float to the ground. Watched a group of 15 wild turkeys make the way way past the property. their wwa"

"Overall we enjoyed our stay here, bummed that the pool was not open as it showed in the description of the house and was the main reason for choosing the location. If it is closed for the season, list it as such. The view is great! "

"My wife and I enjoyed our two night stay at The Little Hideaway. The hosts were top notch and the cabin had everything that we needed for our getaway."

"Very nice relaxing "

3 bedrooms, iron/ironing board, free WiFi, bed sheets

"We enjoyed our stay. The fishing pond was a disappointment. Fountain would help keep the water moving and may need to be stocked with fish. "

"It was a great time and a great place. "

"Enjoyed the quaint, rustic, atmosphere in the wood like setting. Wonderful to be away from the hustle and bustle of back home. Manager was wonderful!!! Attentive to all of our needs. Highly recommend this campsite to anyone who is looking for a peaceful retreat! "

"We enjoyed our stay at this cute cabin with a great view located close to town. The hosts were excellent at communication and responded quickly. The deck is the focal point and is great for sitting out and admiring the water, enjoying an evening fire or cooking out dinner. My only complaint is in sleeping comfort. The bed in the main bedroom was so hard the first night that we switched to the other bedroom the second night. In that room, the bed was much better, but the window blind is too small...

"Three guys down for a fishing trip. The house and property were great. Being right on the river with ramp access was relaxing and convenient. "

"We enjoyed our stay. The house was beautiful and well equipped. Enjoyed the pool table and air hockey downstairs. We would definitely stay again!!"

"Had a perfect stay at this lovely cabin. It was clean well equipped with great beds and tons of outdoor living space. We will return."

"This property was immaculate and tastefully done - bright, airy and open. It suited me and my friend perfectly. There house was well-enough equipped and we did prepare some lavish meals. The deck was great and the neighborhood was particularly quiet. I would suggest some reading lights at each bed and a small chest of drawers for each room - somewhere to set your suitcase while there. The only other thing was the sound on the TV was not good - perhaps consider an upgrade in a speaker system. The...

"Plenty of room. "

"This was a perfect setting for our annual guys trip. The cabin was clean and well stocked. Great views in a peaceful location."

"We stayed for a long weekend with our teens. Nice area, plenty of space for our family, good WiFi and things to do. We found the musty odor of the home unpleasant, that isn't totally uncommon with rentals and the change of seasons. Unfortunately we were only able to use the hot tub once before it started to have issues. Andrew was very attentive to our concerns but it did spoil some of our fun. Andrew was a good host!"

"I can’t stress enough how BEAUTIFUL the view is from both inside(huge windows) and outside(2 levels of deck viewing & seating)! Wonderfully decorated, and super comfy furnishings. Definitely recommend, and will be back! "

"Such an amazing place to enjoy time with family!"

"Veru nice ..clean .. in a quite area .. overall good. "

"We had a great experience with this stay! The cabin was immaculate! Had what we needed and not too much! The property manager communicated all information needed and was so gracious!!! "

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Other types of properties in Monticello you may be interested in

"Great stay"

includes taxes & fees

5 Dec - 6 Dec

"Was a great stay. Nice place, deck over a pond. Owner was great communication. highly recommend."

"We enjoyed sitting on the screened-in patio overlooking the river watching the falling leaves float to the ground. Watched a group of 15 wild turkeys make the way way past the property. their wwa"

Find out more about Monticello

Everything you need to know about Monticello holiday rentals

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

Monticello holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monticello holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Monticello holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Monticello rentals

At Expedia, we put the best Monticello holiday 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 holiday.

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.

Recent reviews of Monticello properties

5/5 Excellent

"Very clean and friendly"

A verified traveller stayed at Hampton Inn Somerset

Posted 1 day ago

This charming cozy cottage has a private hot tub, deck for fishing.

5/5 Excellent

easy relax

"Was a great stay. Nice place, deck over a pond. Owner was great communication. highly recommend."

A verified traveller from Connersville, IN USA stayed at This charming cozy cottage has a private hot tub, deck for fishing.

Posted 3 weeks ago

Frequently asked questions

Can I find a holiday rental in Monticello?

Yes, there are holiday rentals close to the most popular sights in Monticello, or you can select a more 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 holiday rentals that Monticello has to offer?

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!: This highly rated holiday home rental in Monticello is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. Our travellers also rate 6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍 as a favourite home for rent in Monticello.

How many holiday rentals are there in Monticello?

With 45 Expedia holiday rentals, you're guaranteed to find just the right place for your Monticello stay.

What’s there to see and do in Monticello?

Daniel Boone National Forest and Cumberland River are a couple of scenic spots to enjoy the outdoors, whereas Wayne County Historical Museum is one of the cultural attractions. In the wider area, you’ll find Lake Cumberland Winery and Lake Cumberland State Resort Park.

What’s a holiday rental in Monticello like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monticello. Holiday rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family trips.

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Holiday Rentals in Monticello

Check Monticello holiday rental availability

Holiday Rentals in Monticello

This charming cozy cottage has a private hot tub, deck for fishing.

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍

The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)

Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!! ATV trail to lake!

Lake Cumberland vacation home, overlooking private fishing pond

Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!

Birdsong cabin

Lake Front Home with community boat ramp. Private, close to marinas and town.

Cumberland River Cabin Rental

Perfect Lake House on Lake Cumberland

Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings

⚓ Anchored on Lakeshore ⚓ 2 BR/2BA Lakeview Home <1/4 Mile to Public Boat Ramp

Private Cottage at Lake Cumberland Resort- a gated lakefront Community

Lakefront Cabin: Private Water Access, Boat Parking, Lake View & Wi-Fi

Lake Retreat at Lake Cumberland Resort

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

Lakeside Hideaway II - lakefront with hot tub / walk to boat ramp

LOG Cabin, 5 miles from town, but very country setting

LAKE FRONT CABIN with Large Deck.

Other types of properties in Monticello you may be interested in

Best Western Lake Cumberland Inn

This charming cozy cottage has a private hot tub, deck for fishing.

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

Find out more about Monticello

Recent reviews of Monticello properties

Hampton Inn Somerset

Comfort Inn Somerset

Red Roof Inn Somerset, KY

Quality Inn & Suites Somerset

Courtyard by Marriott Somerset

Holiday Inn Express & Suites Somerset Central, an IHG Hotel

Cumberland Falls State Resort Park

Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!! ATV trail to lake!

This charming cozy cottage has a private hot tub, deck for fishing.

Frequently asked questions