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Houses in Kentucky and Apartments - Holiday Lettings - Holiday Rentals Kentucky

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257 Holiday homes

Holiday log cabin in Beattyville

Beattyville log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

“An amazing cabin in the beautiful Kentucky woods” Even tho our arrival was later than expected, the owner,Larry, met us and guided us to the cabin. Very friendly and helpful, as it was our first time in Kentucky; The cabin was beautiful, very clean,cleaner than some 3 and 4 star hotels I have stayed in, and had every amenity you could think of. They even provided a two page list of restaurants, take out,grocery stores,etc as well as sights to see and things to do. We were driving an all wheel vehicle and had no problem with the road. Loved it, would defininitly return if we get the chance to visit Kentucky again.

from £78 / night

£546 / week

1 / 10

Holiday home in Scottsville

Scottsville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £115 / night

£734 / week

1 / 9

Log cabin rental in Slade

Slade log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £321 / night

£1,696 / week

1 / 18

Kentucky holiday home rental

Pleasure Ridge Park house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

from £2,005 / night

£7,332 / week

1 / 15

Holiday log cabin in Beattyville

Beattyville log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Woolly Worm Festival Lodging” Cabins was exactly as photos showed. Relatively easy to find. Owners were very nice and responsive. Unit we stayed in would be accessible by car also. Bed was comfortable and cabin was quiet and everything worked. If you are taller than 5'10" watch your head walking in and you may struggle with the shower head being so low. It's just the way the cabin is built. Other tips. Bring an extra pillow. The ones provided were fine but it was only two. There is not a dresser or luggage stand in the cabin. So the suitcase will need to sit on the chair or floor during your stay. I was completely happy with our stay and plan to return.

from £74 / night

£514 / week

1 / 5

Holiday log cabin in Columbia

Columbia log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £64 / night

£367 / week

1 / 6

Holiday home in Wellington

Wellington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £110 / night

£770 / week

1 / 23

Holiday home in Kentucky

Bardstown house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £207 / night

£1,444 / week

1 / 11

Holiday hotel apartment rental

Salyersville hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

from £138 / night

£963 / week

1 / 6

Holiday home rental

Louisville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

from £413 / night

£3,368 - £18,604 / week

1 / 33

Home rental in Lexington

Lexington house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 14

from £178 / night

£2,927 / week

1 / 24

Holiday home in Kentucky

Beattyville house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

from £321 / night

£1,925 / week

1 / 19

Holiday home in Kentucky

Louisville house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from £1,375 / night

£9,623 / week

1 / 11

Home accommodation in Kentucky with swimming pool

Lexington house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

from £230 / night

£1,008 / week

1 / 5

Holiday lodge in Kentucky

Buffalo lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £115 / night

£802 / week

1 / 4

Holiday home in Kentucky

Louisville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £1,375 / night

£9,623 / week

1 / 10

Holiday home in Kentucky

Wellington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £110 / night

£770 / week

1 / 19

Cottage rental in Nancy

Nancy cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £202 / night

£1,412 / week

1 / 5

Holiday home in Kentucky

Monticello house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £138 / night

£963 / week

1 / 10

Home rental in Kentucky

North Middletown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

from £1,100 / night

£7,698 / week

1 / 29

Holiday home in Butler

Butler house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £271 / night

£1,893 / week

1 / 25

Holiday home in Kentucky

Louisville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £734 / night

£2,566 - £3,208 / week

1 / 12

Home rental in Kentucky

Zoe house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £229 / night

£1,598 / week

1 / 4

Burnside holiday home rental

Burnside house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £138 / night

£770 / week

1 / 12

Holiday home in Columbia

Columbia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £152 / night

£1,059 / week

1 / 22

Holiday home in Kentucky

Beattyville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

from £110 / night

£770 / week

1 / 12

Kentucky holiday home rental

Louisville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £1,260 / night

£8,821 / week

1 / 10

Holiday home in Kentucky

Elkhorn City house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £138 / night

£679 / week

1 / 12

Saint Matthews holiday private room rental

Saint Matthews private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £55 / night

£385 / week

1 / 30

Holiday home with golf nearby in Kentucky

Middleburg house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £78 / night

£546 / week

1 / 14

Frenchburg holiday log cabin rental

Frenchburg log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £110 / night

£734 / week

1 / 16

Home rental in Kentucky

Shively house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £459 / night

£2,750 / week

1 / 5

Holiday townhouse in Kentucky

Middletown townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £1,746 / night

£10,475 / week

1 / 5

Kentucky holiday home rental

Louisville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £229 / night

£1,008 / week

1 / 15

Cottage rental in Kentucky

Dry Ridge cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £91 / night

£431 / week

1 / 5

Holiday log cabin in Kentucky

London log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £138 / night

£963 / week

1 / 31

Lodge rental in Frenchburg

Frenchburg lodge

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 32

from £1,053 / night

£7,371 / week

1 / 21

Condo rental in Louisville

Louisville condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £110 / night

£724 / week

1 / 14

Holiday private room in Kentucky

Saint Matthews private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £55 / night

£385 / week

1 / 12

Kentucky holiday home rental

Campton house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £91 / night

£635 / week

1 / 7

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Kentucky holidays

Kentucky is known as “The Bluegrass State” because the grass—thanks to its limestone soil—actually does look blue-purple in early spring. It’s a state blessed with an abundance of natural reserves, from lush forest parks to flowing streams and the longest cave system in the world—it's an adventurer's delight.

Find your base-camp holiday rental on Holiday Lettings and let the adventure begin!

About Kentucky

A state in the south east of America with the Appalachian Mountain range on its eastern side and the huge Ohio River in the north, Kentucky is pretty much horse country. Lexington, one of its biggest cities, is known as “The Horse Capital of the World” and home to the 1200 acre long working farm, Kentucky Horse Park. There are also several horse museums.

Kentucky has another global claim to fame with Owensboro being called “The Barbeque Capital of the World”, thanks to its annual International Bar-B-Q Festival every May. We'd definightly suggest going to sample some of the tasty local fare.

Thankfully, there are plenty of parks in which to burn off the BBQ calories. These include The Daniel Boone National Forest (named after the pioneer). Here outdoor enthusiasts can hike, boat, fish and camp to their hearts’ content.

What to do in Kentucky

One thing you can’t miss when in Kentucky is Mammoth Cave. At 340 miles long, it's the world's longest cave system and fascinating to explore, whatever age you happen to be. Guided tours are available but have to be booked in advance because they're so popular.

If you're near Louisville on the first Saturday in May then go to the famous Kentucky Derby. There's a whole museum devoted to this world-famous horse race and a fortnight's carnival to enjoy beforehand.

Try out a traditional Kentucky dish such as the Hot Brown (invented at the Brown Hotel in Louisville). More of a sandwich than a meal, it consists of a slice of toast layered with turkey, bacon and tomatoes then a drop of Mornay sauce.

You can also take a road trip along the bluegrass byways in pursuit of the eight distilleries on the Bourbon Trail. One of the first distilleries was in Knob Creek—where a young Abraham Lincoln just happened to grow up.

Top travel tips for Kentucky

Just in case you're tempted to crack a joke, there really was a colonel who came up with the idea for Kentucky Fried Chicken. His name was Harland Sanders and he sold it at his garage in North Corbin. But all over the state, there are amazing outlets for delicious fried chicken.

If you’re planning to visit the distilleries on the Bourbon Trail, it’s worth knowing that most close at 3pm. So set off early and pick a designated driver before you leave.

Spring and fall are the best times to visit Kentucky, especially if you're planning outdoor pursuits since the summers are hot (over 100F at times) and very humid.

Roads can be bad for driving in January and February when there's often lots of ice. So, make sure to time your trip right.

A large state with plenty to occupy your time, Kentucky is an ideal holiday destination whether you're after the outdoors, cowboy history, the food and drink or the general bonhomie of the residents there. It's proud of its Wild West past and, especially, those stunningly beautiful thoroughbred horses it breeds.

Start planning your trip today by finding a holiday rental on Holiday Lettings to suit all your needs. Just browse, book, and go!

Top Destination reviews

Hill Top Hideaway #1
Great little cabin

This was such a cute CLEAN cabin, my fiance and I stayed for the weekend and had such a great and peaceful time. They supplied us with all amenities and were very hospitable. After a late arrival due to personal reason he was very kind and helpful with us. Definitely would book again. :) … see more
The Genera's Cabin: Stocked Fishing Pond, Dog Park, Fire-pit- No extra fees!
Amazing time

The cabin was perfect for our needs and stay. I wasn't sure I was going to get my wife to leave. Very quiet, comfortable, and beautiful. Would recommend it again. … see more

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