Kentucky vacation rentals

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Popular amenities for Kentucky vacation rentals

Other great vacation rentals in Kentucky

Guest favorite

Guest suite in Albany

4.98 out of 5 average rating, 202 reviews

Page's Legacy “Spring has sprung at the Lake”

Jan 2 – 9

G$29,178 GYD per night
Superhost

Cabin in Falls of Rough

4.78 out of 5 average rating, 150 reviews

Rough River Lake Cabin close to ramp pet friendly!

Dec 3 – 10

G$19,962 GYD per night
Guest favorite

Cabin in Dixon

4.97 out of 5 average rating, 234 reviews

Crouse’s North Ninety Lake House

Feb 16 – 23

G$30,709 GYD per night
Guest favorite

Tiny home in Monticello

4.96 out of 5 average rating, 165 reviews

Adorable Tiny LakeView Cottage with kayaks!

Oct 22 – 29

G$28,859 GYD per night
Guest favorite

Cabin in Mount Sterling

4.96 out of 5 average rating, 202 reviews

The Honey Hut, Think of “ On Golden Pond"

Sep 22 – 29

G$36,562 GYD per night
Guest favorite

Tiny home in Gray

4.96 out of 5 average rating, 105 reviews

Sleeping Turtle Tiny Home #1

Jul 5 – 12

G$16,210 GYD per night
Guest favorite

Cabin in Louisville

4.95 out of 5 average rating, 302 reviews

Captain's Cabin:Historic Romantic by Bourbon Trail

Jan 4 – 11

G$55,103 GYD per night
Guest favorite

Cabin in Burnside

4.88 out of 5 average rating, 130 reviews

Cumberland Cabin Get Away

Mar 23 – 30

G$17,939 GYD per night

Home rentals in Kentucky

Guest favorite

Home in Jackson County

5.0 out of 5 average rating, 115 reviews

Cozy & Delightful Countryside Stay

Jun 23 – 30

G$16,893 GYD per night
Guest favorite

Home in Winchester

4.91 out of 5 average rating, 672 reviews

Cozy Cottage

Jun 19 – 26

G$12,770 GYD per night
Guest favorite

Home in Harrodsburg

4.93 out of 5 average rating, 204 reviews

Kentucky Horse Farm Barndo On The Bourbon Trail

Sep 25 – Oct 2

G$21,665 GYD per night
Guest favorite

Home in Wayne County

4.99 out of 5 average rating, 114 reviews

Nancy Kentucky - The Faubush Cabin

Jul 7 – 14

G$30,676 GYD per night
Guest favorite

Home in Berea

4.92 out of 5 average rating, 634 reviews

Berea Painter's Cottage

Dec 24 – 31

G$22,773 GYD per night
Guest favorite

Home in Bardstown

4.95 out of 5 average rating, 459 reviews

Creekview Farm: Bourbon, Horses, and Sunsets

Aug 28 – Sep 4

G$27,710 GYD per night
Guest favorite

Home in Grand Rivers

4.98 out of 5 average rating, 532 reviews

Seclusion with the Lake a step away....

Jan 13 – 20

G$19,820 GYD per night
Guest favorite

Home in Versailles

4.93 out of 5 average rating, 120 reviews

Quaint little farm house close to Keeneland/horses

Mar 19 – 26

G$27,576 GYD per night

Lakefront home rentals in Kentucky

Guest favorite

Home in Lewisburg

4.93 out of 5 average rating, 109 reviews

Laid Back Lake House w/ hot tub and private dock❗️

Apr 30 – May 7

G$45,195 GYD per night
Guest favorite

Home in Somerset

4.87 out of 5 average rating, 115 reviews

Lakeview Blue

Dec 12 – 19

G$39,682 GYD per night
Guest favorite

Home in Brandenburg

4.95 out of 5 average rating, 238 reviews

Luxury lakehouse retreat with picturesque views

Oct 29 – Nov 5

G$161,214 GYD per night
Guest favorite

Home in Dry Ridge

5.0 out of 5 average rating, 161 reviews

Custom Log Home on Lake Williamstown. Near Ark.

Jan 31 – Feb 7

G$75,444 GYD per night
Guest favorite

Home in Glasgow

4.91 out of 5 average rating, 128 reviews

Tranquil Cabin on Barren River Lake

Dec 9 – 16

G$40,090 GYD per night
Guest favorite

Home in Prospect

4.94 out of 5 average rating, 209 reviews

The River House

Jan 16 – 23

G$58,435 GYD per night
Guest favorite

Home in Beattyville

4.86 out of 5 average rating, 111 reviews

Ranch at the Red (1.5 mi to Motherlode)

Feb 18 – 25

G$33,580 GYD per night
Guest favorite

Home in Louisville

4.98 out of 5 average rating, 231 reviews

The Lakehouse at Progress Park in Derby City

Dec 14 – 21

G$53,855 GYD per night

Your guide to Kentucky

All About Kentucky

Bordered by the Ohio River to the north and the gently rolling Appalachian Mountains to the east, Kentucky is a land of rugged hills, raging rivers, endless caves, and oh so much good music. The state’s musical innovations span several genres, including bluegrass, blues, and country, spawned from the eastern hills where you can still find local artists and national acts performing in places like Covington, with its independent theaters and music venues. Along with being the birthplace of bourbon, Kentucky also boasts an impressive culinary tradition: its unique hickory smoked barbecue style has spread to the rest of the country and can be traced back to the Welsh settlers of the western wetlands.

For a dose of Kentucky culture, stroll Louisville’s fashionable Frankfort Avenue in with its trendy bars and bohemian vibes, or spend a day in the cute little town of Bardstown, where you can sample the state’s legendary distillate, see an outdoor musical, and visit a whiskey museum. If it’s the outdoors you crave, explore the rugged Daniel Boone National Forest or the sandstone bluffs in the Red River Gorge Geological Area that make up just a small portion of the almost 2 million acres of public land in the state.


The best time to stay in a vacation rental in Kentucky

Sitting between the warmer climate zone of the south and the colder northern areas of the country, Kentucky finds itself with generally mild temperatures and pleasant weather conditions throughout much of the year. Summers can bring high humidity, and with that often comes dramatic thunderstorms that sweep the landscape. For summer festivities, the famous Kentucky State Fair takes place towards the end of August, and the International Bar-B-Q Festival takes place around mid-May in Owensboro for a taste of the hickory smoked meats and spicy vinegar-based BBQ sauces the region is known for.

The diverse deciduous forests break out in a brilliant display of autumn hues during the fall, which can be a great time to search for cabin rentals in Kentucky, as the temperatures tend to be the mildest during the shoulder seasons. With the winter comes slightly lower temperatures and a reduction in humidity. Regardless of the time of year, the state's levels of rainfall tend to stay relatively stable.


Top things to do in Kentucky

Mammoth Cave National Park

Mammoth Cave National Park is a 52,830-acre limestone cave system in central western Kentucky with over 400 miles of surveyed tunnel, making it the most extensive known cave system on the planet. Spending as little as half an hour, or up to a full day of exploration, is possible in the underground passageways alone. Above ground, hiking, rock climbing, kayaking, and horseback riding are all on offer.

Berea

This rural countryside town is known as the Folk Arts & Crafts Capital of Kentucky. Artisans, artists, and creatives have flocked to this UNESCO Creative City for its tradition of supporting the arts since its earliest days as an English settlement. Museums and galleries like the Appalachian Artisan Center, where you can find exhibits, classes, and art for purchase, can be found in Berea’s old town Artisan Village alongside glass studios and other artisanal workshops for patronage.

Bluegrass Music Hall of Fame & Museum

Located in Owensboro, the Bluegrass Music Hall of Fame highlights the musicians and performers who helped bring the iconic style into the limelight. In addition, the museum has several displays and exhibits that detail the history behind the music, as well as lesson opportunities and several live concerts throughout the year.

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