
Places to stay near Castle & Key Distillery
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Top-rated holiday rentals near Castle & Key Distillery
Guests agree: these stays are highly rated for location, cleanliness and more.

Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub
Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

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.

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.

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!

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!

Buffalo Springs Distilling Company
It’s recently been brought to our attention about Airbnb scams! Please reserve with us or someone else that has a history! The Bourbon Trail The Buffalo Springs Distilling Company got it's start in 1868. It closed and it's warehouses were emptied out by the 1970's. This building is one of the last structures left on the site. This historic building was the main office and gatehouse for visitors to the distillery, so we can offer one Queen sized bedroom due to the size of the structure.

Studio 1101
Second story one bedroom studio above small hair salon. Unique building conveniently located near historic downtown, major highways, restaurants and distilleries. Wi-Fi and on-site illuminated parking available as well. A window A/C unit (added 8/25) helps keep the 2nd story space cool during summer months. W/D svc available on stays over 5 days. The salon generally closes at 6 p.m. T-Th so there will be no traffic or noise after that time. The salon is also closed Sunday and Monday.

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!

KY’s #1 Wishlisted Stay-Treehouse and outdoor tubs
Escape to Kentucky’s 2026 most wishlisted Airbnb! A romantic treetop getaway with two outdoor tubs, twinkle lights, and a peaceful setting made for reconnecting. The treehouse features a large glass rolling garage door allowing stunning views of the sunset. The highlight is undoubtedly the double tubs overlooking the creek. ✔ Queen Bed ✔ Outdoor Deck with Seating ✔ Double Outdoor Bathtubs ✔ Outdoor Shower ✔ Composting Toilet ✔ Creek Access ✔ Indoor Cooking Station ✔ Hot Water

Relax in the hot tub with a view of the River!
Welcome to the Kentucky River Bourbon Cabin! Relax and rejuvenate in this cozy cabin nestled in a wooded setting & on the edge of the Kentucky River! Here you will find peace and serenity in nature with an upfront view of the water. Secluded and private yet still close to stores, restaurants and many tourist attractions such as major distilleries and wineries. Four Roses, Wild Turkey, Woodford Reserve and Buffalo Trace are just a short drive away.

Tiny Home with Huge Charm near the Elkhorn Creek
Just minutes from downtown Frankfort, this place is a little peaceful country getaway with a lot to offer! It’s nestled on a quiet street with great access to the beautiful Elkhorn Creek! If you’re into Bourbon tours, Horses, canoeing/kayaking/fishing, or Natural and Historical sites, this place is a great location in the middle of a lot to see and do! The tiny house has a small kitchen and bath as well as a yard and private patio and grill to enjoy!
Popular amenities for holiday rentals near Castle & Key Distillery
Other top sights near Castle & Key Distillery
Condo rentals with Wi-Fi

Lexington's Artistic Bunker / 1BR Downtown Condo

*Bluegrass Getaway*

Boho Bungalow

The FLAT at Bell Place - Downtown/Horse Park

Top Shelf the only Airbnb in KY above a Distillery

💙The FLAT @ the LEX w/ Parking-Horse Park-Bourbon

Private Condo Downtown, Walk to Rupp Arena

Paradise Inn B&B - Lover's Suite
Family-friendly house rentals

Country Cottage in Horse and Bourbon Country

Woodford Stables / Walk to Eckert's Orchard

Cottage On Crooked Creek

Blue's Bourbon Bungalow

Birdsong Valley on Bourbon Trail

Central Lex Summer Pool Oasis: HotTub! GameRm!

Sip, Soak & Stay | Bourbon Trail Lakehouse Gem

Quaint little farm house close to Keeneland/horses
Apartment rentals with air conditioning

Historic Loft in Frankfort Entertainment District

Location! Stylish Downtown Frankfort Studio Apt

Modern Remodeled Downtown Midway Studio

A Little Piece of Versailles

Enjoy Downtown Lex from your Private Deck

The Grey Lady- 300YD from BT Distillery

Haven on High Street Private Apt Historic Home

Basement apt. w/private entrance & kitchenette
Other great holiday rentals near Castle & Key Distillery

Horse and Bourbon Lover’s Cabin

Dream farmhouse-in heart of horse&bourbon country

Creekside- Bourbon Trail Oasis

The Loft - Cozy Retreat in Historic Downtown

Bourbon Central Waterfront Luxe near Buffalo Trace

The Field House by Castle & Key

Master Distillers Lodge

Bourbon Trail! Tavern*Hot Tub * EV Charger
Destinations to explore
- Ark Encounter
- Kentucky Horse Park
- Buffalo Trace Distillery
- Kentucky Exposition Center
- Rupp Arena
- Kentucky Kingdom & Hurricane Bay
- Big Four Bridge
- James B Beam Distilling
- Bernheim Arboretum and Research Forest
- Cherokee Park
- Four Roses Distillery Llc
- Bardstown Bourbon Company
- Raven Run Nature Sanctuary
- The Arboretum, State Botanical Garden of Kentucky
- My Old Kentucky Home State Park
- University of Kentucky
- Shaker Village of Pleasant Hill
- Heaven Hill Bourbon Experience
- McConnell Springs Park
- Talon Winery & Vineyards
- Old Fort Harrod State Park
- Lovers Leap Vineyards and Winer
- Equus Run Vineyards
- Fort Boonesborough State Park





