Vacation Rentals in Kentucky

Vacation Rentals in Kentucky

Start comparing over 3,086 rentals in Kentucky and book at the best price!

Best Vacation Rentals in Kentucky

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 2 Guests in Louisville, Kentucky
Vacation Rental for 2 Guests in Louisville, Kentucky, Picture 1
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Louisville, Kentucky
Vacation Rental • 624 ft² • 1 Bedroom
(207 reviews)
The barn is a complete, cozy cottage located on a beautiful, wooded 2 acres. Enjoy complete privacy including a two person Jacuzzi tub, separate shower, queen size bed, complete kitchen (stocked with breakfast foods), covered porch with swing and gas grill. A beautiful in ground swimming pool is located on the property. You are invited to swim, weather permitting. There are no pets allowed. However, you can meet our small flock of laying hens and our rooster. We have fresh eggs daily. The apple trees, grapes, cherries, pears and service berries are an invitation to the white tail deer to v...
from $163 / night
Vacation Rental for 6 Guests in Kentucky Lake, Kentucky
Vacation Rental for 6 Guests in Kentucky Lake, Kentucky, Picture 1
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Kentucky Lake, Kentucky
Vacation Rental • 1798 ft² • 3 Bedrooms
(37 reviews)
Great two-story lakefront home on Jonathan Creek – Whether it’s fishing, boating, relaxing, or just enjoying time with family or old friends, you’ll find what you’re looking for here. It is situated on 1.5 acres with over 300 feet of shoreline. You’ll have the shared use of the owners’ dock. (Weekly Rental: Saturday p.m to Saturday a.m.)This home is fully furnished with two bedrooms (one king bed & two twin beds), a full-bath, kitchen, dining area, and living room on the main floor. Downstairs there is one bedroom with bunk beds and a full-bath; a daybed, “coffee bar”, foose ball table,...
from $173 / night
Vacation Rental for 6 Guests in Daniel Boone National Forest, Kentucky
Vacation Rental for 6 Guests in Daniel Boone National Forest, Kentucky, Picture 1
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Daniel Boone National Forest, Kentucky
Vacation Rental • 2293 ft² • 3 Bedrooms
(37 reviews)
Welcome to Nature's Sanctuary, your perfect retreat in the Cliffview Resort nestled within the Red River Gorge. Every aspect of this cabin has been meticulously designed to provide an unforgettable experience. Enjoy plenty of space for the whole group, stainless steel appliances, a hot tub, washer and dryer, a 57" TV, High-Speed Wifi, an array of games and books, and two levels of secure decks to accommodate your four legged family members. Indulge in the tranquility of nature as you start your day on the back deck, sipping your morning coffee in the company of deer and turkeys, all in blis...
from $234 / night

Other holiday ideas and property types in Kentucky that might be interesting

Prices and availability

Current Vacation rental prices in Kentucky

$296for 27 Apr - 4 May
$314 annual average
Average price per week

Current vacation rental availability in Kentucky

26%for 27 Apr - 4 May
58% annual average
Percentage of available rentals

Highlights Kentucky

  • Watching the Kentucky Derby
  • Following the Bourbon Trail
  • Boating and Hiking at Kentucky Lake
  • Tours of Mammoth Cave
  • Baseball and Boxing Attractions in Louisville
  • Seeing Abraham Lincoln's Birthplace

Vacation Rentals in Kentucky

Find a Beautiful Vacation Rental in the Bluegrass State

If you want natural beauty, great food, sporting attractions, and rich history, Kentucky is the place to visit. And there are some great places to stay in the Bluegrass State. From timber framed family homes near attractions like Mammoth Cave, to rural cabin properties near small towns like Jamestown, the Kentucky countryside is packed with rental options.

Stay in One of Kentucky's Magical Cities

But you don't need to stay in a rural retreat. You will also find plenty of urban homes and apartments in the state's biggest cities. For instance, you could stay in a modern vacation apartment in Louisville, or in the state capital, Frankfort. Stay close to major sporting attractions like Churchill Downs, and be conveniently located for shopping, dining, and cultural events. Either way, Kentucky is a fine place to stay.

Holiday in Kentucky


Getting to Know Kentucky

Kentucky is located west of the Appalachian Mountains, south of Ohio, and north of Tennessee. It's not a large state in terms of size, but the geography is really diverse, from stunning mountains and river valleys, to rolling farmland and massive recreational lakes.

How to Reach Kentucky

Getting to the state isn't hard. I-64 runs into the state from the east, while I-69 connects it to the west, and I-75 links it with the south. There are Amtrak stations in cities like Louisville and Ashland, while you can fly into airports at Louisville and Lexington.

Advice for Traveling Around Kentucky

To get the most out of a trip to the state, it helps to have your own vehicle. If you intend to explore areas like the Daniel Boone National Forest or the Lakes near Kentucky Lake, a 4-wheel drive vehicle really helps.

Activities in Kentucky

A Great Sporting Destination

Kentucky and sport are impossible to separate. In Louisville, visitors can learn all about Muhammad Ali, and see the original “slugger”, while the Kentucky Derby is America's premier horse racing event.

Paradise for Outdoor Lovers

The state is crammed full of amazingly beautiful regions. Kentucky Lake in the southwest is heaven for fishing fans, while the Daniel Boone National Forest hosts wonders like the Yahoo Arch, and the Cumberland Gap in the east is simply stunning.

A Historical Feast

Kentucky has seen plenty of history. Find out all about it at attractions like the Shaker Village in Harrodsburg or Lincoln's birthplace in Hodgenville.

Kentucky is a state of “firsts”, from serving the world's first cheeseburger in 1934, to hosting the first public demonstration of an electric light bulb in 1883.

Top 5 Things to Do in Kentucky

1. Visit Louisville

Louisville is the state's most engaging city, thanks to attractions like the Slugger Museum, the racing track at Churchill Downs, and the Muhammad Ali Center.

2. See Mammoth Cave

Located in its very own National Park, Mammoth Cave is the longest cave system in the world. In fact, we've explored 400 miles and still haven't reached the end. Cave tours are a magical experience.

3. Visit Abraham Lincoln's Birthplace

Although he's associated more with Illinois, President Lincoln was born at Hodgenville in Kentucky. This powerful monument includes a reconstruction of the cabin where he was born.

4. Follow the Kentucky Bourbon Trail

Bourbon is one of Kentucky's greatest exports, and fans of Makers Mark can expand their palates by following the Bourbon Trail, which includes all of the leading distilleries.

5. See the Famous Cumberland Gap

Located in south-eastern Kentucky, the Cumberland Gap was once the only route across the Appalachians. Nowadays, the National Park is both a fascinating historical museum and a beautiful mountain reserve.

Useful Information

Kentucky Has Destinations For Every Season

If you're planning a summer escape to Kentucky, the state has plenty of candidates, from Kentucky Lake to Big South Fork. From fishing to caving, they offer a galaxy of activities to enjoy. Spring and fall vacationers will find ideal hiking conditions and great views in the Appalachians, while the Derby takes place in May. But towns like Louisville or Bowling Green have plenty to offer in the winter, too.

Unmissable Experiences in Kentucky

Great events take place across the state, and picking highlights isn't easy. But if you're after some top class southern cooking, mid-May's International Bar-B-Q Festival in Owensboro is not to be missed. The State Fair takes place in Louisville every August and attracts over 600,000 visitors to its horse exhibitions and stunt riding demonstrations. And there's also the Kentucky Bourbon Festival, which takes place every September in Bardstown.

FAQs: Vacation Rentals in Kentucky

How much do the vacation rentals in Kentucky cost on average?

Last year, rentals in Kentucky had an annual average price of around $289 per night.

During which months are vacation rentals cheaper in Kentucky?

If it is your aim to save the maximum during your vacation to Kentucky, go there in March ($270 per night on average), April ($275), or February ($277), to find the lowest prices for the whole year.

When does the price of vacation rentals in Kentucky go up the most?

Following the data observed last year, costs per night for accommodation here are usually higher, on average, during the months of July ($299), June ($298), and December ($297).

Is Kentucky a good location for a last-minute getaway?

If you decide to put Kentucky on your bucket list, we suggest planning your travels well in advance because it is usually very high in demand, with an annual average of 79% of rentals booked the previous year.

What time of the year can I find more available vacation rentals?

January, February and December are, in order of highest to lowest, the months that have the largest number of accommodations available, with an average availability of 47%, 38%, and 37%. However, even during these months, when rental availability is the highest, the average is only 41%. So it is still important you always book your vacation early in Kentucky.

How many rentals are there in Kentucky?

In Kentucky we work with 2 different providers to give you a choice of 3,100 properties, so you will not be short of options!

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