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Holiday Rentals in Monticello

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Holiday Rentals in Monticello

Property grounds
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
10.0 out of 10, Exceptional, (85)
"It was a great wonderful Fellowship with family peaceful and exciting all at the same time a great weekend we had"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Property grounds
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
10.0 out of 10, Exceptional, (32)
"Property was as advertised. It is a couple of minutes from Beaver Creek Marina and a couple minutes away from the general store. We had plenty of room for two guys. Our time was there devoted to fishing most of the time. Property had plenty of room for our truck and boat. Grill was not good, but we did grill on it. Nice fire pit with plenty of firewood. Porch was as big as the room inside. It rained a lot and we hung out on the porch when we were not on the lake. Owner and host were very...
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
Property grounds
Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!! Kayaks available.
10.0 out of 10, Exceptional, (31)
"The property was perfect with an amazing view. Holly was an exceptional host!"
Tinyhouse LakeView Cottage with a MILLION DOLLAR VIEW!! Kayaks available.
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View from property
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
10.0 out of 10, Exceptional, (10)
"My group and I had a great time on our retreat to Kentucky. There was plenty of room for us to play games around the house and relax by the pool. We spent most of our time in the beautiful sun room. We were very impressed by the cleaniness of the house. Highly recommend!!!"
The price is €838
per night
2 May - 3 May
6 Bedroom home, private pool, person Hot tub, Waterfront Views, and more!😍
Fridge, microwave, oven, stovetop
Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.
9.8 out of 10, Exceptional, (54)
"There was nice amount of space for all seventeen of us at this clean two story duplex. We enjoyed the recreation area at the bottom of the hill. Visiting Mill Spring Mills Historical sight was fun for everyone. However, the highlight of our trip was getting to see the Moonbow at Cumberland Falls on the only clear night of our trip. This is a very nice place to stay, with plenty to do even on cold winter days."
Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.
Interior
Private Lake Cumberland Lodge with Breathtaking Views, Sleeps 20+
9.8 out of 10, Exceptional, (7)
"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+
Property grounds
Birdsong cabin
10.0 out of 10, Exceptional, (8)
"The property was great. The cabin including the separate wash house was clean. Our dog loved the baby goats there. It was a great weekend"
Birdsong cabin
Property grounds
Lake Retreat at Lake Cumberland Resort
9.8 out of 10, Exceptional, (150)
"Very up to date, I think whom ever cleaned the house before we got there missed some things other than that we very much enjoyed our stay. Only real downside was having to park on steep incline for the driveway and had parking across from the house but was a little tight, again we did really enjoy a our stay as home was inviting"
Lake Retreat at Lake Cumberland Resort
View from property
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
10.0 out of 10, Exceptional, (7)
"The house was in a great location and nicely updated. The deck with view of the lake was wonderful. The beds were very comfortable.Overall my family and I really enjoyed the house and would love to come back."
NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking
Property grounds
LOG Cabin, 5 miles from town, but very country setting
9.6 out of 10, Exceptional, (71)
"Nice out of the way, but not to far out of the way place to spend a weekend. Convenient!"
LOG Cabin, 5 miles from town, but very country setting
Exterior
Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!
10.0 out of 10, Exceptional, (215)
"Awesome cabin, awesome lake, huge fish. I'll be back!"
Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!
Private kitchen
Cumberland River Cabin Rental
10.0 out of 10, Exceptional, (243)
"We had a great time! The place and location is amazing!"
Cumberland River Cabin Rental
Fridge, microwave, oven, stovetop
Lakeside Hideaway II - lakefront with hot tub / walk to boat ramp
10.0 out of 10, Exceptional, (27)
"This was a great place and they had anything you would ever need. One of the best places I have stayed. I loved that they communicated up front about an issue that was out of their hands. I would recommend this place to anyone. We had a great week with our family."
Lakeside Hideaway II - lakefront with hot tub / walk to boat ramp
Exterior
Perfect Lake House on Lake Cumberland
10.0 out of 10, Exceptional, (1)
"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
Property grounds
Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings
9.6 out of 10, Exceptional, (162)
"My family stayed for a long weekend and enjoyed the comfortable setup of this very clean home. The description matches the website and the cabin decor is adorable. The owners stocked the cabin well. We had a partial lake view even with the trees!"
Rustic Luxury Lakefront Cabin in Beautiful Wooded Surroundings
Smart TV, fireplace, video games, table football
Luxury Lakefront, Hot Tub, Firepit, 5bdrm, Game Room & Boat Rental-Sleeps16
9.6 out of 10, Exceptional, (19)
"This house was fabulous! The kitchen was fully stocked and the coffee bar was thoroughly enjoyed. TVs in every room, large deck, bedrooms and bathrooms were more than adequate. The only issue I had was the communication with our hostess. Responses back on my questions were delayed by days and even at the home I had a question about recycle receptacle for glass bottles and never got an answer back. But on the positive note before our stay when she finally answered me she was friendly and helpful."
Luxury Lakefront, Hot Tub, Firepit, 5bdrm, Game Room & Boat Rental-Sleeps16
Beautiful Retreat on the stress free Cumberland River offering extended stays
10.0 out of 10, Exceptional, (87)
"Beautiful house with great kitchen near upper end of Lake Cumberland, Burnside & Somerset. If Wolf Creek Dam is the "alpha" then this property is the Omega Retreat."
Beautiful Retreat on the stress free Cumberland River offering extended stays
Exterior
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
10.0 out of 10, Exceptional, (4)
"This was our 2nd time staying at this property and it did not disappoint. Although there was a new owner this year, she was very friendly, responsive and helpful. Our family loves being so close to the lake, seasonal view of the marina this time year. We also love relaxing, it’s very quiet and peaceful. Kids LOVE the hot tub… and that’s probably an understatement. If you’re bringing a boat, this property has the space for it and it’s very easy to get in and out of. We will return! Thank you!"
The price is €421
per night
3 May - 4 May
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Property grounds
3BR 3BA Cabin, with hot tub, 3 Pools, Boat Ramp with Dock 1 mile away.
10.0 out of 10, Exceptional, (50)
"We have stayed in several houses in this complex and this is the best. Well equipped and very user friendly."
3BR 3BA Cabin, with hot tub, 3 Pools, Boat Ramp with Dock 1 mile away.
Fridge, microwave, coffee/tea maker, toaster
Byrdstown Cabin - w/ Fire Pit, Near Marina & Lake!
10.0 out of 10, Exceptional, (1)
"Amazing good time. Cabin and location was perfect."
Byrdstown Cabin - w/ Fire Pit, Near Marina & Lake!
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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.

Other types of properties in Monticello you may be interested in

Indoor pool
Best Western Lake Cumberland Inn
2.5 star property
9.0 out of 10, Wonderful, (256)
"We had a great stay! The staff was great, front desk (I forgot her name) and Alice were very helpful and super friendly!! The trim was clean and great size. The breakfast was good and nice not to have to go out for breakfast. Definitely will be staying again, as we have family in Monticello and they o my live 5 minutes from the hotel. "
The price is €119
per night
2 May - 3 May
Best Western Lake Cumberland Inn
Property grounds
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
10.0 out of 10, Exceptional, (85)
"It was a great wonderful Fellowship with family peaceful and exciting all at the same time a great weekend we had"
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
Property grounds
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
10.0 out of 10, Exceptional, (32)
"Property was as advertised. It is a couple of minutes from Beaver Creek Marina and a couple minutes away from the general store. We had plenty of room for two guys. Our time was there devoted to fishing most of the time. Property had plenty of room for our truck and boat. Grill was not good, but we did grill on it. Nice fire pit with plenty of firewood. Porch was as big as the room inside. It rained a lot and we hung out on the porch when we were not on the lake. Owner and host were very...
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
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, 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 €421 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. 

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

Comfort Inn Somerset

Comfort Inn Somerset

5/5 Excellent
"Nice affordable hotel"
A verified traveller stayed at Comfort Inn Somerset
Posted 2 days ago
Comfort Inn Somerset