
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.
4.99 out of 5 average rating, 135 reviews
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.
4.99 out of 5 average rating, 171 reviews
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!)
5.0 out of 5 average rating, 252 reviews
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!
4.99 out of 5 average rating, 132 reviews
2 bedroom Downtown Unit
Wake up & smell the mash! Located just moments away from Buffalo Trace Distillery. Enriched with history & tradition is where you will find Broadway Rails. This apartment has recently undergone renovations & talk about PRIME Location. Guests will enjoy the walkability to Downtown Frankfort & many of the local attractions. Featuring 2 bedrooms & 1 bath, guests are able to experience life like a local with all the modern-day amenities. We are also above the delicious Brown Barrel Restaurant.
4.9 out of 5 average rating, 105 reviews
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!
4.99 out of 5 average rating, 593 reviews
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!
4.9 out of 5 average rating, 108 reviews
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.
5.0 out of 5 average rating, 133 reviews
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.
4.98 out of 5 average rating, 110 reviews
Limestone Landing - Cozy Luxury Retreat w/ HOT TUB
Limestone Landing is a modern, peaceful home, thoughtfully designed with comfort and style in mind. This cozy haven offers a relaxing place to unwind after a day of exploring bourbon country. Just minutes from Castle and Key and Woodford Reserve and only ½ mile from the highly rated restaurant and bourbon bar, The Stave. Whether you’re here for tastings, scenic drives, or quiet evenings in, Limestone Landing puts you right where you want to be!
4.99 out of 5 average rating, 198 reviews
The Loft - Cozy Retreat in Historic Downtown
The Loft isn't just a place to stay; it's the feeling of finally slowing down. This cozy, light-filled retreat invites you to wake up easy, explore bourbon country, wander historic Frankfort, and return to a space that feels instantly like home. Thoughtfully designed with warm textures, modern comforts, and a peaceful atmosphere, it's the perfect escape for couples, solo travelers, and weekend adventurers seeking a memorable Kentucky getaway.
4.99 out of 5 average rating, 225 reviews
Luxe Bourbon Trl~Game Rm~Golf Sim~Hot Tub~Fire Pit
► Located directly on Bourbon Trail; close to many distilleries: - 5 miles to Wild Turkey - 9 miles to Woodford Reserve - 13 miles to Four Roses - 19 miles to Buffalo Trace ► 13 miles to Keeneland ► Large media room with GOLF SIMULATOR, putting green, pool/billiards table, bar, dart board, skee-ball and 75" Smart TV ► Located on 15 private acres ► Large outdoor fire pit ► Poker table, shuffleboard and other games
4.97 out of 5 average rating, 102 reviewsPopular amenities for holiday rentals near Castle & Key Distillery
Other top sights near Castle & Key Distillery
Apartment rentals with wifi

Top Shelf the only Airbnb in KY above a Distillery
4.94 out of 5 average rating, 267 reviews
*Private Apartment with Balcony | W/D inside apt*
4.92 out of 5 average rating, 183 reviews
Keenland Special- 2 Mi. to Downtown - Rupp - UK
4.98 out of 5 average rating, 165 reviews
*Gorgeous Hideout | Close to Everything*
4.83 out of 5 average rating, 414 reviews
Short walk/ride anywhere on campus- Wkly Discount!
4.94 out of 5 average rating, 190 reviews
The FLAT at Bell Place - Downtown/Horse Park
4.96 out of 5 average rating, 261 reviews
Lexington's Artistic Bunker / 1BR Downtown Condo
4.87 out of 5 average rating, 281 reviews
The FLAT @ the LEX w/ Parking-Horse Park-Bourbon
4.91 out of 5 average rating, 193 reviewsFamily-friendly house rentals

Horse Farm Creekside Cabin- 6 min to KY Horse Park
4.96 out of 5 average rating, 406 reviews
Country Cottage in Horse and Bourbon Country
4.99 out of 5 average rating, 153 reviews
Heart of the Trails
4.89 out of 5 average rating, 171 reviews
Hot Tub > 3 King Beds > 7 mins to Buffalo Trace
4.99 out of 5 average rating, 107 reviews
Downtown Frankfort, Bourbon Trail Distilleries
4.94 out of 5 average rating, 128 reviews
The Julep - Cozy yet spacious, near local hotspots
4.94 out of 5 average rating, 188 reviews
Comfort in the Bluegrass
4.93 out of 5 average rating, 117 reviews
Quaint little farm house close to Keeneland/horses
4.95 out of 5 average rating, 249 reviewsApartment rentals with air conditioning

Historic Loft in Frankfort Entertainment District
4.98 out of 5 average rating, 198 reviews
Downtown Guest Suite on Saint Clair
4.97 out of 5 average rating, 376 reviews
The Ainsley Suite
4.96 out of 5 average rating, 161 reviews
Unique Downtown Studio with an Industrial Vibe
4.97 out of 5 average rating, 149 reviews
Private Farm Basement Apartment!
4.95 out of 5 average rating, 111 reviews
The Grey Lady- 300YD from BT Distillery
4.87 out of 5 average rating, 382 reviews
Witchy Boutique Studio in 1890s Saloon Downtown
4.96 out of 5 average rating, 106 reviews
Location! DWTN next to Rupp, KING BED w/ Parking
4.92 out of 5 average rating, 165 reviewsOther great holiday rentals near Castle & Key Distillery

Wilkinson's Wheated Oasis/ 1.3 Mi to Buffalo Trace
4.93 out of 5 average rating, 268 reviews
Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub
4.99 out of 5 average rating, 267 reviews
Tiny Home with Huge Charm near the Elkhorn Creek
4.98 out of 5 average rating, 456 reviews
Studio 1101
4.97 out of 5 average rating, 116 reviews
Dream farmhouse-in heart of horse&bourbon country
5.0 out of 5 average rating, 63 reviews
Golf Sim•Karaoke•SpeakEZ•2 Hot Tubs•Sauna•MiniGolf
5.0 out of 5 average rating, 5 reviews
Country Cottage -2 bedroom in Woodford County, Ky
4.92 out of 5 average rating, 72 reviews
River Front Home, Fire-pit, near Bourbon Trail
4.96 out of 5 average rating, 25 reviewsDestinations 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





