
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.

Chic Cabin w/ Trails, Hot Tub & Starry Nights
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.

High style on the Bourbon Trail
Historic 1 bedroom apt in the heart of horse country & the bourbon trail. Quiet bedroom. Central Main St. location in charming Versailles, steps from local coffee shop & bourbon bar. Walk to food, shopping and park. Light filled apartment with vaulted ceiling and exposed brick wall. Cozy bedroom has memory foam Cal king bed and percale cotton sheets. The decor is an eclectic mix of antiques, Ferrick Mason textiles, wallpapers and Alex K Mason original art. Parking space. Free washer & dryer.

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!

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!)

Bourbon Trail Cabin on the Farm
Recognized as Airbnb’s “2021 Top New Airbnb in Kentucky,” this cozy farm cabin overlooks rolling fields on a working cattle farm. Meet and feed cows, goats, a pig, and our beloved donkey Otis! Inside, enjoy hand-crafted charm with barn wood walls, full bath with bourbon barrel sink, king bed, sleeper sofa, and custom kitchenette. Connect with nature in the large outdoor pavilion with a stone fireplace. Located in the heart of the Bourbon Trail, close to Wild Turkey, Four Roses, & Buffalo Trace!

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!

Whiskey Woods: Newly Remodeled w/ HOT TUB!
Discover Whiskey Woods in picturesque Frankfort, KY! This 3-bed, 2-bath retreat on 3.6 acres offers modern amenities. Enjoy open-concept living, a fully equipped kitchen, and outdoor dining. Explore the lush property with grill. Sleep in plush beds, including a king-sized Whiskey Suite. Stay connected with Wi-Fi, laundry, and parking. Only 1.4 miles from Castle and Key Distillery, and 4.9 miles from Woodford Reserve. Minutes from downtown attractions. Book your Frankfort getaway today!

The Loft - Cozy Retreat in Historic Downtown
Experience the magic of winter at The Loft your top-rated cozy escape just minutes from downtown. Wander to the Capitol, enjoy twinkling seasonal sights, and explore nearby Horse Country. Warm up in your private second-floor hideaway with a plush bed, comfy sofa, and modern touches. With parking at the door and a hygge-inspired vibe, The Loft is the perfect base for a stylish, snow-dusted Bourbon Trail getaway, inviting you to slow down, unwind, and savor the season.

Treetop Hideaway
Fully equipped apartment, only 5 blocks from the state Capitol in historic, tree-lined neighborhood. Kentucky Derby, Horse Park, and Bourbon Trail all close. Real pricing - no hidden fees! Downtown restaurants, entertainment, & distilleries are only minutes away by car or foot. Apartment includes everything for short-term or extended stays, including washer/dryer and fully-equipped kitchen. Separate building - totally separate entrance for privacy.

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*

Thoroughbred Retreat Unit 803

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

175 LEX - Stunning Downtown Views on Main Street!
Family-friendly house rentals

Capitol Walk/7min to Buffalo Trace

Blue’s Bourbon Bungalow

KY & Bourbon & Horses, Oh My! Close to Keeneland

Wilkinson's Wheated Oasis/ 1.3 Mi to Buffalo Trace

The Betsy Sweat Cottage.

Distillery District Diamond-pet friendly

Quaint little farm house close to Keeneland/horses

Buffalo Springs Distilling Company
Apartment rentals with air conditioning

Canopy of trees

Uptown Retreat- Fireplace, Sauna -Romantic Getaway

Historic Loft in Frankfort Entertainment District

The Guesthouse on Lime

Location! DWTN next to Rupp, KING BED w/ Parking

Modern Remodeled Downtown Midway Studio

Ky Bourbon and Horses-300YD from BT Distillery

A Little Piece of Versailles
Other great holiday rentals near Castle & Key Distillery

Charming Apartment on the Bourbon Trail

Bourbon Country Cottage

Bourbon Trail Hideaway

Bourbon Trail Bliss by the Lake, HotTub, Kayaks

Countryside On the Bourbon Trail, 22 Quiet Acres

Updated Cozy Apt/Short Drive to Bourbon Tours

Charming Historic Home in Downtown Versailles

River view/Bourbon Trail/Hot Tub/Nature
Destinations to explore
- Ark Encounter
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- Kentucky Kingdom & Hurricane Bay
- Kentucky Exposition Center
- Valhalla Golf Club
- Big Four Bridge
- University of Kentucky
- Cherokee Park
- Equus Run Vineyards
- Fort Boonesborough State Park
- Bernheim Arboretum and Research Forest
- Shaker Village of Pleasant Hill
- Heaven Hill Bourbon Experience
- McConnell Springs Park
- My Old Kentucky Home State Park
- The Arboretum, State Botanical Garden of Kentucky
- Four Roses Distillery Llc
- James B Beam Distilling
- Raven Run Nature Sanctuary
- Bardstown Bourbon Company




