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Monticello Holiday Rentals

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Holiday Rentals in Monticello

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Property grounds
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
10.0 out of 10, Exceptional, 88 reviews
"The house was very clean and stocked with most of what we needed for our stay. The kids enjoyed the basement area as well as the games in the garage, perfect addition! We enjoyed the views and had morning coffee out on the screened in porch! Very nice home and really enjoyed our stay!"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
Property grounds
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
10.0 out of 10, Exceptional, 33 reviews
"Nice property with great location to boat ramp. Cabin is very well organized and layed out"
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
Private Lake Cumberland Lodge with Breathtaking Views, Sleeps 20+
Interior
Private Lake Cumberland Lodge with Breathtaking Views, Sleeps 20+
9.8 out of 10, Exceptional, 7 reviews
"The home is beautiful! Our kids and grandkids stayed at the home ages 0-61 there were 16 of us. We had an awesome time. The house was plenty big enough for everyone. The kitchen is well equipped. We enjoyed the hot tub also. Brett was very easy to work with and answered all my questions."
Private Lake Cumberland Lodge with Breathtaking Views, Sleeps 20+
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Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!! Free kayak rental!!
Property grounds
Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!! Free kayak rental!!
10.0 out of 10, Exceptional, 32 reviews
"One of the best trips. The place was clean. Holly thought of everything."
Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!! Free kayak rental!!
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
View from property
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
10.0 out of 10, Exceptional, 11 reviews
"A great place for family or large groups. We each had our own bedroom. It is very well stocked even had laundry detergent. The pool and hot tub was a big hit with everyone. Would definitely stay here again."
The price is AU$1,706
per night
16 July - 17 July
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
Birdsong cabin
Property grounds
Birdsong cabin
9.6 out of 10, Exceptional, 10 reviews
"No words to describe the beauty of the land and property. Clean. Respectful. Serene. Welcoming. Peaceful. Pure Mountain Magic. I will definitely return and our hostess Amanda was amazing!"
Birdsong cabin
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
View from property
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
10.0 out of 10, Exceptional, 12 reviews
"This house exceeded our expectations."
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
LOG Cabin, 5 miles from town, but very country setting
Property grounds
LOG Cabin, 5 miles from town, but very country setting
9.6 out of 10, Exceptional, 72 reviews
"We really enjoyed our stay this past weekend. We hauled a vehicle for the cruise in and had plenty of room for the truck and trailer. Our ONLY negative was that the carpet was a bit worn in places, but the place was so clean and comfortable. Thanks for a great stay!"
LOG Cabin, 5 miles from town, but very country setting
Perfect Lake House on Lake Cumberland
Exterior
Perfect Lake House on Lake Cumberland
10.0 out of 10, Exceptional, 1 review
"The home was exactly as pictured online. It was immaculately clean and owner was very responsive, even reaching out to us to simply make sure we were comfortable. There are areas to be together as a large group in the house and the layout also provides plenty of privacy with 8 separate bedrooms. We had an amazing stay and will definitely stay here again next year."
Perfect Lake House on Lake Cumberland
Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!
Private kitchen
Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!
9.8 out of 10, Exceptional, 58 reviews
"The property surrounding this cabin is lovely and the cabin itself was clean and comfortable. We would definitely recommend it for a family vacation."
Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!
Lake Front Home with community boat ramp. Private, close to marinas and town.
Dining
Lake Front Home with community boat ramp. Private, close to marinas and town.
9.6 out of 10, Exceptional, 200 reviews
"Our stay at this lovely cottage was peaceful, quiet and serene. Great view of the lake and very comfortable cottage, well appoinhted. Conveniently located near Somerset and Burnside."
Lake Front Home with community boat ramp. Private, close to marinas and town.
Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!
Exterior
Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!
10.0 out of 10, Exceptional, 217 reviews
"Our cabin on the lake was wonderful! A terrific getaway that we plan to return too!"
Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!
⚓ Anchored on Lakeshore ⚓ 2 BR/2BA Lakeview Home <1/4 Mile to Public Boat Ramp
Property grounds
⚓ Anchored on Lakeshore ⚓ 2 BR/2BA Lakeview Home <1/4 Mile to Public Boat Ramp
10.0 out of 10, Exceptional, 8 reviews
"Our family enjoyed being able to stay at a beautiful place while coming for a family funeral. We loved the views and the comfortable furniture and beds. We would definitely stay again."
⚓ Anchored on Lakeshore ⚓ 2 BR/2BA Lakeview Home <1/4 Mile to Public Boat Ramp
Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings
Property grounds
Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings
9.6 out of 10, Exceptional, 164 reviews
"Our stay was one of the most relaxing vacations we have taken. The firepit area was one of my favorite spots. We spent lots of hours around the firepit. We also rented a pontoon boat from a nearby marina and they picked us up at the boat ramp in the neighborhood. The property owner always answered my questions in a timely manner. The check in process was extremely easy. If you are looking for a place to unwind and reconnect with loved ones, this is definitely your place."
Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings
Spacious 5-Bedroom Home on Lake Cumberland!
Living area
Spacious 5-Bedroom Home on Lake Cumberland!
10.0 out of 10, Exceptional, 6 reviews
"Great deck. Right on the lake but difficult to see the water in summer because of trees. Very quiet. Fully equipped. Host very responsive. "
Spacious 5-Bedroom Home on Lake Cumberland!
Private Cottage at Lake Cumberland Resort- a gated lakefront Community
Outdoor pool
Private Cottage at Lake Cumberland Resort- a gated lakefront Community
9.4 out of 10, Exceptional, 114 reviews
"From the rain on the metal roof to the nights we had by the fire, the whole stay was so peaceful and relaxing. The cabin is quaint with a lot of personality, and the cabins in the resort are spread out so as not to be crowding. We had everything we needed. We grilled some steaks, read books , and took nice hikes in the area. The stay was exactly what we wanted. Calvin is very accommodating helpful. We will definitely stay here again."
Private Cottage at Lake Cumberland Resort- a gated lakefront Community
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Exterior
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
10.0 out of 10, Exceptional, 5 reviews
"Property owner was very helpful, cabin was clean and had everything we needed. Great location!"
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Lake Retreat at Lake Cumberland Resort
Property grounds
Lake Retreat at Lake Cumberland Resort
9.6 out of 10, Exceptional, 153 reviews
"We had a great time at the resort and exploring Kentucky/Tennessee. There was 3 pools in the area so my kids got to go to a different one every night! Roasted hotdogs and s’mores almost every night, and relaxed in the hot tub. At first the resort seemed tricky navigating though the curving hills to get to it, but we figured it all very quickly. Highly recommend for anyone looking for a great getaway!"
Lake Retreat at Lake Cumberland Resort
Beautiful secluded log cabin overlooking Lake Cumberland Sleeps 12 - Come enjoy!
Property grounds
Beautiful secluded log cabin overlooking Lake Cumberland Sleeps 12 - Come enjoy!
9.2 out of 10, Wonderful, 143 reviews
"It was a perfect little getaway and beautiful spacious cabin with amazing sunset view over the lake. Only minor issues was cabin was a lil warm and hard to cool down but host had multiple floor fans to use."
Beautiful secluded log cabin overlooking Lake Cumberland Sleeps 12 - Come enjoy!
Cumberland River Cabin Rental
Private kitchen
Cumberland River Cabin Rental
10.0 out of 10, Exceptional, 252 reviews
"A special fishing trip for my grandson's 21st birthday. It was truly and lovely place to stay with everything thought of to make your stay pleasant. Now one of my favorite places to stay. We were lucky to have been able to enjoy blessings of others because of VRBO."
Cumberland River Cabin Rental
Don't see what you're looking for?
See all available properties in Monticello
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.

Monticello Holiday Home Travel Info

Number of holiday homes
16
Popular accommodation
Monticello private holiday homes
Known landmarks
Wayne County Historical Museum and Lake Cumberland Winery
International airports
Nashville, TN (BNA-Nashville Intl.) and Louisville, KY (SDF-Louisville Intl.)

Other types of properties in Monticello you may be interested in

Best Western Lake Cumberland Inn
Indoor pool
Best Western Lake Cumberland Inn
2.5 star property
9.0 out of 10, Wonderful, 265 reviews
"Front desk staff courteous and helpful. Very clean. Nice. "
The price is AU$198
per night
23 June - 24 June
Best Western Lake Cumberland Inn
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Property grounds
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
10.0 out of 10, Exceptional, 88 reviews
"The house was very clean and stocked with most of what we needed for our stay. The kids enjoyed the basement area as well as the games in the garage, perfect addition! We enjoyed the views and had morning coffee out on the screened in porch! Very nice home and really enjoyed our stay!"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!! Free kayak rental!!
Property grounds
Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!! Free kayak rental!!
10.0 out of 10, Exceptional, 32 reviews
"One of the best trips. The place was clean. Holly thought of everything."
Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!! Free kayak rental!!
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.

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, 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 favourite 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 depend 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 AU$1,706 per night. Entering your travel dates in the search wizard might find you 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. 

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 48 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.

Recent reviews of Monticello properties
Expedia verified reviews

Courtyard by Marriott Somerset

Courtyard by Marriott Somerset

5/5 Excellent
"We had a wonderful stay they accommodated our 8u softball team and the girls all had a great time in the pool. Our bed was very comfortable and the pillows were wonderful. Amazing showers! Staff was very friendly."
A verified traveller stayed at Courtyard by Marriott Somerset
Posted 4 days ago
Courtyard by Marriott Somerset