Photo by Lisa Klein

Monticello Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Monticello

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍
9.8 out of 10, Exceptional, (31)
"Clean,warm atmosphere, parking was easy with multiple vehicles. The pool was awesome "
United States
Kimberly K.
6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
10.0 out of 10, Exceptional, (123)
"Amazing views and very welcoming. The game room was a huge plus!!"
United States
Curtis S.
Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!
4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!
9.6 out of 10, Exceptional, (104)
"Pool & view were absolutely awesome. Quiet location but close to everything we would need. Highly recommend for a Lake Cumberland getaway!"
United States
Sandra H.
4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!
Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.
9.8 out of 10, Exceptional, (63)
"Relaxing! PoolWasAwesome"
United States
Julianne G.
Large 8 Bedroom Home Overlooking Play Area, And Pool. Great For Family Reunions.
This charming cozy cottage has a private hot tub, deck for fishing.
9.8 out of 10, Exceptional, (157)
"Great place. Very quite and peaceful. "
United States
Tony O.
This charming cozy cottage has a private hot tub, deck for fishing.
Cozy Cabin - Lake Cumberland - Hot Tub
9.8 out of 10, Exceptional, (33)
"The cabin was wonderful. We had a wonderful experience and will rent the cabin again. The atmosphere was great. Wonderful weather and we just adored the cabin."
United States
Crystal
Cozy Cabin - Lake Cumberland - Hot Tub
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
10.0 out of 10, Exceptional, (42)
"Excellent place for couples or less. The one drawback I found is no table or desk inside for using a computer."
United States
Ellison D.
The Little Hideaway at Beaver Creek (1 mile from Beaver Creek Marina)
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.
10.0 out of 10, Exceptional, (152)
"Check in was very easy, beautiful home,views were pretty,overall great family time!"
United States
paige m.
The price is AU$935
includes taxes & fees
26 Oct - 27 Oct
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.
Lake View Loft Cabin is only 2 miles from Wolf Creek Marina, Lake Cumberland KY
2.0 star property
9.4 out of 10, Exceptional, (9)
"Absolutely loved this place! So many fun, cool parts about this place. Property owner is super nice too!!"
United States
Cara W.
Lake View Loft Cabin is only 2 miles from Wolf Creek Marina, Lake Cumberland KY
Lake Front Home with community boat ramp. Private, close to marinas and town.
9.6 out of 10, Exceptional, (233)
"Loved everything about our stay. The cabin was awesome, the hosts are fantastic and we plan to come back. "
United States
Kim W.
Lake Front Home with community boat ramp. Private, close to marinas and town.
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
10.0 out of 10, Exceptional, (188)
"Great location and close to the marina. We thoroughly enjoyed our stay and the great communication with the host! "
United States
Teddy Y.
The price is AU$520
includes taxes & fees
26 Oct - 27 Oct
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
Little blue house on the lake
9.2 out of 10, Wonderful, (26)
"Loved our stay! Beautiful place. Just wish the lake access was better but due to the rain it was hard to make it down the steep hill. "
United States
Natalie L.
Little blue house on the lake
Lakeside 3 bedroom chalet with hot tub!!
9.0 out of 10, Wonderful, (8)
"Nice"
United States
William B.
Lakeside 3 bedroom chalet with hot tub!!
Lakeside Hideaway I - newly renovated lakefront with hot tub / walk to boat ramp
9.8 out of 10, Exceptional, (47)
"Great place! Very comfortable and just as described. Beautiful views as well"
United States
James B.
Lakeside Hideaway I - newly renovated lakefront with hot tub / walk to boat ramp
LOG Cabin, 5 miles from town, but very country setting
9.6 out of 10, Exceptional, (95)
"Great stay"
United States
Linda P.
LOG Cabin, 5 miles from town, but very country setting
Cabin in the woods
9.6 out of 10, Exceptional, (21)
" We Really enjoyed the peaceful cabin experience and natural beauty around it!! "
United States
Angela B.
Cabin in the woods
Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!
10.0 out of 10, Exceptional, (239)
"Overall our stay was very nice. It was peaceful quiet and very clean. Caught a lot of big Blue Gill and a couple of catfish along with a few bass. Very easy to get to with the help of my gps and wife. "
United States
Joseph S.
Private Catch And Release Lake--Boat Rental Included! Close to Lake Cumberland!
Cumberland River Cabin Rental
10.0 out of 10, Exceptional, (314)
"It was amazing. Quiet area, neighbors very friendly. Will stay again for sure. "
United States
Anonymous traveller
Cumberland River Cabin Rental
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
9.8 out of 10, Exceptional, (25)
"Very happy with our stay. Everything was clean and working. Host was responsive and friendly. Would stay again! "
United States
Kevin N.
The price is AU$608
includes taxes & fees
23 Oct - 24 Oct
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Lake Days & Starry Nights – Your Perfect Getaway Awaits
9.6 out of 10, Exceptional, (191)
"This was a great place to stay. "
United States
David
Lake Days & Starry Nights – Your Perfect Getaway Awaits
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Monticello Hotel Reviews

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, 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$520 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?

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more😍: This highly rated holiday home rental in Monticello offers an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Other favourite homes for rent in Monticello are Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub! and 4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!.

How many holiday rentals are there in Monticello?

With 42 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?

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 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.