As local travel experts, we know what travelers are looking for when it comes to finding the perfect accommodations for their next trip. To compile our lists, we scour the internet to find properties with excellent ratings and reviews, desirable amenities, nearby attractions, and that something special that makes a destination worthy of traveling for.

Finding a great getaway in Kentucky isn’t difficult. Whether you’re looking to stay in a luxurious rental in one of the Bluegrass State’s big cities or pining for a remote cabin getaway in the wilds of Red River Gorge, you’re sure to find everything you’re looking for right here! Plan a year of bucket-list getaways in Kentucky at these amazing accommodations across the Bluegrass that are anything but ordinary.

1. January: The Stone House by Castle & Key

Castle & Key Distillery, 4445 McCracken Pike, Frankfort, KY 40601, USA
VRBO
Here in the Bluegrass, all roads lead to bourbon, and so we're kicking off our year of Kentucky getaways with a stay at The Stone House by Castle & Key. An extension of the Castle & Key wherein guests can enjoy cozy quarters, bespoke amenities, and easy access to one of the state's finest distilleries, The Stone House is an amazing accommodation sure to start your year off right! If you're looking for even more travel inspiration, check out this stunning footage of Frankfort, KY from above:

2. February: Primrose Cabin

Red River Gorge, Kentucky 40387, USA
VRBO
Looking for a romantic escape with your sweetheart? Primrose Cabin is it. This cozy little one-bedroom cabin is located in the heart of Red River Gorge, offering guests sweeping vistas that are best-enjoyed from the bubbling outdoor hot tub.

3. March: Horse Farm Hideaway

Lexington, KY, USA
VRBO
As March rolls around and the Bluegrass State begins to blossom, there's no place more beautiful than Horse Country. This region of Central Kentucky around Lexington is pure Bluegrass beauty, and the Horse Farm Hideaway puts guests right in the heart of it all. This cozy cottage is located on a real horse farm in Lexington, Kentucky and although it's just minutes from several popular Bluegrass State attractions, it feels worlds away from everything! Want to see more? Watch this drone tour of Lexington, KY -- we bet you'll be planning your trip in no time!

4. April: Paducah Cottage

Paducah, KY, USA
VRBO
One of our favorite small towns in Kentucky, Paducah is a beautiful gem that offers guests amazing cuisine and a mural-lined river walk, making is the perfect place to explore this spring. The Paducah Cottage is our pick for lodging in the area; this cozy rental is peak rustic luxury set on 15 acres just 13 miles from town!

5. May: Grand Rivers Cabin

Grand Rivers, KY 42045, USA
VRBO
Once that first 80 degree day hits, we're in full summer mode here in Kentucky. As such, we're celebrating the unofficial start of summer with a stay in the Grand Rivers Cabin. Recently renovated with all the modern amenities you could possibly want or need, this cabin overlooks Kentucky Lake and the sunsets from its deck are jaw-dropping!

6. June: Amazonia

Red River Gorge, Kentucky 40387, USA
VRBO
Kick off summer vacation with a place sure to delight your inner child: Amazonia, a next-level treehouse in the heart of Red River Gorge. This is a place that embraces the Great Outdoors, boasting lots of unique nooks and crannies, a hammock, fire pit, "party patio," outdoor shower, and more!

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7. July: Cabin by Lake Cumberland

Lake Cumberland, Kentucky, USA
VRBO
A place that needs no introduction, Lake Cumberland is the Houseboat Capital of the World and our favorite aquatic playground in the Bluegrass. Cabin by Lake Cumberland puts guests in the middle of the action; this cabin comes with a boat rental, private catch-and-release lake, and high-end outdoor amenities to fully embrace #lakelife in Kentucky.

8. August: A-Frame in Cave Run Lake

Cave Run Lake, Kentucky, USA
VRBO
Take a breather before back-to-school season hits by booking a getaway at this adorable A-Frame in Cave Run Lake. Designed for nature lovers looking to experience peacefulness and serenity in the Red River Gorge and Cave Run Lake areas, this cabin accommodates up to four guests and includes cozy furnishings and an amazing outdoor living space. See why Cave Run Lake is considered an iconic natural wonder when you watch the drone footage below:

9. September: Rustic Rabbit Hash Cabin

Rabbit Hash, KY 41091, USA
VRBO
September always has us feeling a bit nostalgic, and in these times, it's best to go back to basics. We're headed to Rabbit Hash, home to the eponymous general store and a tiny-but-mighty population of just under 300. We found this Rustic Rabbit Has Cabin that's easily the most well-appointed "cabin in the woods" in Kentucky. Nestled on 52 acres with a private fishing pond, you'll feel instantly at peace upon arrival!

10. October: Luxury Cabin in Natural Bridge

Natural Bridge State Park Road Q, Natural Bridge State Park Rd Q, Kentucky 40376, USA
VRBO
There's no place better to embrace fall in Kentucky than Red River Gorge. This area boasts the best fall foliage in the Bluegrass, which you'll swoon over when staying at this Luxury Cabin in Natural Bridge. This expansive cabin features an epic game room, chef's kitchen, hot tub, and more, but its best asset is its location, which provides picture-perfect panoramas of this resplendent region.

11. November: The Reserve

Jessamine County, KY, USA
VRBO
As the year winds down and holidays ramp up, why not treat yourself to a luxurious getaway in the Bluegrass State? The Reserve is an incredible accommodation in the heart of Bourbon Country that is one of the most luxurious places we've ever seen. At 12,700 square feet and with nine bedrooms and eight full baths plus a rec room, movie theatre, heated pool *and* hot tub, this is the kind of place you book for your entire family. With Thanksgiving on the horizon, what could be better than booking a big family getaway in this well-appointed, modern-day castle?

12. December: John Fitch Cottage

Bardstown, KY 40004, USA
VRBO
There's no better town to visit in December than Bardstown, Kentucky's very own North Pole. All month long, Christmas 'Round Bardstown paints the town in twinkle lights and festivities sure to put you in the proper holiday spirit. When visiting Bardstown, the John Fitch Cottage is a delightful "home base" that's within easy walking distance of the town center. This 1890s Salt Box-style cottage has been fully restored and is the perfect blend of old and new; a cozy escape in the coziest season of the year.

The year goes by so fast; take the time to plan some amazing getaways in Kentucky where you can slow down and savor the splendor of our beautiful state!

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Getaways In Kentucky

Beth C. | January 17, 2024

What are some of the best hotels and resorts in Kentucky?

If you're planning a Kentucky getaway, rest assured that you will have plenty of unique accommodations to choose from. Below you'll find our recommendations for some of the best hotels and resorts in Kentucky:

  • The Kentucky Castle, Versailles
  • 21c Museum Hotel, Louisville
  • The Lion's Lair Treehouse, Nada
  • Lake Barkley State Resort Park, Cadiz
  • Lexington Griffin Gate Marriot Golf Resort & Spa, Lexington
  • The Galt House, Louisville
  • Bourbon Manner Bed & Breakfast, Bardstown
  • The Grady Hotel, Louisville
  • Boone Tavern, Berea
  • Kentucky Grand Hotel, Bowling Green
  • Cumberland Falls State Resort Park, Corbin
  • Cliffview Resort, Campton

 

Curious to learn more about the above destinations? Check out our full guide to some of the best hotels and resorts in Kentucky. From charming to historic, scenic, and downright quirky, there's something on the list for every kind of traveler!

Does Kentucky have any haunted hotels?

You bet! If you're looking for a place to stay in Kentucky with a paranormal twist, consider staying a night or two at any of the following haunted hotels:

  • Brown Hotel
  • Benham Schoolhouse Inn
  • Boone Tavern Inn
  • Brennan House
  • Camp Springs House Bed & Breakfast
  • Campbell House Bed & Breakfast
  • Old Talbott Tavern Inn
  • Seelbach Hilton
  • Jailer's Inn

 

Would you dare spend the night in one of the most haunted hotels in Kentucky?

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