
Places to stay near Castle & Key Distillery
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Top-rated holiday rentals near Castle & Key Distillery
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Bourbon Trail*River Views*Hot Tub*Sauna*EVSE*WiFi
Welcome to River Whisper. The remodeled riverfront house offers the perfect blend of organic modern decor and unparalleled comfort. Experience luxury with top-of-the-line features, a hot tub, and a barrel sauna, all overlooking the beautiful Kentucky River. Located in the heart of Bourbon Trail, with easy access to many renowned distilleries, including Buffalo Trace and Woodford Reserve. Explore historic downtown Frankfort, Cove Spring Park, river boat tours, kayaking, fishing, hiking and more.

On The Rocks
Ultimate in privacy, yet two minutes from downtown Frankfort! This cabin-style home (think Gatlinburg!) sits on three wooded acres. Long, rambling decks on three sides (one covered, one fully screened, one open air). Our adjacent farm surrounds the property, making it even more private. This home sits high on a bluff above downtown Frankfort & the Kentucky River (our farm borders on the river). Just three miles to Buffalo Trace Distillery (if you could fly, it's way closer than that!)

Backyard Bourbon Retreat
Your family will be close to everything when you stay at this centrally-located place. This is a beautiful two bedroom two full bath home packed with a ton of amenities! Only minutes from several distilleries such as Buffalo Trace, Jim Beam, Woodford Reserve, Ancient Age and Four Roses just to name a few! There is a fully fenced in yard with a deck looking into a 1/4 acre landscaped backyard. Great for sitting back and relaxing with a Kentucky beverage. Welcome to the Backyard Bourbon Retreat!

The Cottage at Seldom Scene Farm - Bourbon Trail
SELF CHECK-IN, CLEAN, PRIVATE OASIS. Restored log home on gorgeous 273 acre farm along the KY RIVER. Serene & natural setting, close to several popular BOURBON TRAIL sites & horse farms. 10 MIN to WOODFORD RESERVE and CASTLE & KEY distilleries. 8 MIN to STAVE Restaurant & Bourbon Bar. Scenic horse farms (ASHFORD, AIRDRIE, WINSTAR). Convenient to KEENELAND, KY HORSE PARK, Versailles, Midway, Frankfort, Lexington, Louisville! Hike, bike, fish, wildlife, sheep, goats, chickens, stars & campfires.

Country Cottage in Horse and Bourbon Country
This completely updated cottage is located on a scenic byway voted one of the ten best scenic drives in the United States, on which you will see thoroughbred farms for which Kentucky is famous. Keeneland and the Kentucky Horse Park are within 20 minutes. There are 4 distilleries within 10 miles, 11 within 30 miles, and 23 within an hour’s drive. Two bedrooms, new kitchen, new bathroom, washer and dryer, covered porch, deck, air conditioning, wifi, cable TV, and ample parking. Relax and enjoy!

Bourbon Trail: Caboose on the Farm
Nestled under the shadows of trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Wilkinson's Wheated Oasis/ 1.3 Mi to Buffalo Trace
Wake up & smell the mash! Located just steps away from Buffalo Trace Distillery. Enriched with history & tradition is where you will find Wilkinson. This historic home has recently undergone renovations & no expense was spared. Guests will enjoy the walkability to Downtown Frankfort & many of the local attractions. Featuring 2 bedrooms & 2 baths, guests are able to experience life like a local with all the modern-day amenities. We are also only a 7.2-mile drive to Castle & Key Distillery.

River Row Bungalow
Come visit the River Row District. Located in the heart of Downtown Frankfort. Within walking distance to shops, dining, bourbon, live music and the Capitol Building! Discover what Frankfort has to offer during the day. Come home to relax in the hot tub and enjoy a fire in the yard. Have your morning coffee and relax in the swing under the covered porch, while listening to the church bells. Sleeps 8 with two king beds, 1 queen bed and two twin beds in a loft space within the queen bedroom.

The Bourbon Sanctuary
NEWLY remodeled home on the Bourbon Trail! This home has 2 bedrooms & 2 baths with a king size bed in one room and a queen in the other. Close proximity to several distilleries and local wineries here in the bluegrass state! You will find a peaceful atmosphere along with some horse farms on your drive to the distilleries. This home is within a mile of Castle & Key distillery and Woodford Reserve! The sunsets are beautiful and you will most likely see wildlife right outside the back door!

Saxony Farm - The Dew Drop In
Nestled in the heart of Kentucky's Bluegrass region, The Dew Drop In, (newly constructed in 2018) is located on Saxony Farm, a working Thoroughbred horse farm, family-owned and operated for over 50 years. More than just a place to rest your head, guests will experience a home-away-from-home location, & enjoy the peace and quiet of farm life, all within striking distance of downtown Lexington, KY's Bourbon Trail, locally-owned restaurants, shops and numerous family-friendly activities.

Bourbon Speakeasy 6BR Estate · Hot Tub · Sleeps 14
Bourbon Trail Hideaway – Where Luxury Meets Fun Gather your favorite people and settle into this stunning 6-bedroom, 4.5-bath modern farmhouse, built for connection, comfort, and fun. With room for up to 14 guests, enjoy spacious living areas, relaxing spa amenities, and entertainment everyone will love. Whether you’re here for the Bourbon Trail or simply to unwind together, this home delivers an unforgettable stay. 🥃 Reserve your dates today and make it a trip to remember.

The Crafty Bourbon Bungalow Apartment
The Crafty Bourbon Bungalow Apartment is located in the historic district of Frankfort just three blocks from the Capitol and within walking distance of downtown shops and restaurants. We are in the heart of horse and bourbon country with easy access to local distilleries and racetracks. The apartment has a private entrance, one parking space, two bedrooms with queen beds, one bath with claw tub/shower combo, kitchenette and an eating and sitting area.
Popular amenities for holiday rentals near Castle & Key Distillery
Other top sights near Castle & Key Distillery
Condo rentals with Wi-Fi

Top Shelf the only Airbnb in KY above a Distillery

The FLAT at Bell Place - Downtown/Horse Park

*Gorgeous Hideout | Close to Everything*

Lexington's Artistic Bunker / 1BR Downtown Condo

Short walk/ride anywhere on campus- Wkly Discount!

Keenland Special- 2 Mi. to Downtown - Rupp - UK

*Bluegrass Getaway*

The FLAT @ the LEX w/ Parking-Horse Park-Bourbon
Family-friendly house rentals

Quaint little farm house close to Keeneland/horses

The Bees Wing

Horse Farm Creekside Cabin- 6 min to KY Horse Park

Hot Tub > 3 King Beds > 7 mins to Buffalo Trace

Heart of the Trails

Comfort in the Bluegrass

Downtown Frankfort, Bourbon Trail Distilleries

Capitol Walk/7min to Buffalo Trace
Apartment rentals with air conditioning

Location! Stylish Downtown Frankfort Studio Apt

2 bedroom Downtown Unit

Historic Loft in Frankfort Entertainment District

Downtown Guest Suite on Saint Clair

Ky Bourbon and Horses-300YD from BT Distillery

The Ainsley Suite

Private Farm Basement Apartment!

Location! DWTN next to Rupp, KING BED w/ Parking
Other great holiday rentals near Castle & Key Distillery

New! Horse Farm stay! On Bourbon Trail!

Historic Frankfort Properties

Relax in the hot tub with a view of the River!

Blue’s Bourbon Bungalow

Tiny Home with Huge Charm near the Elkhorn Creek

The Bourbon Coop

Castle & Key | Bourbon Trail | Sleeps 10

Dream farmhouse-in heart of horse&bourbon country
Destinations to explore
- Ark Encounter
- Kentucky Exposition Center
- Kentucky Horse Park
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Rupp Arena
- University of Kentucky
- James B Beam Distilling
- Bernheim Arboretum and Research Forest
- Bardstown Bourbon Company
- Big Four Bridge
- Four Roses Distillery Llc
- Cherokee Park
- The Arboretum, State Botanical Garden of Kentucky
- My Old Kentucky Home State Park
- Raven Run Nature Sanctuary
- Shaker Village of Pleasant Hill
- Heaven Hill Bourbon Experience
- McConnell Springs Park
- Lovers Leap Vineyards and Winer
- Cove Spring Park
- Kroger Field
- Talon Winery & Vineyards
- Old Fort Harrod State Park





