
Places to stay near Lovers Leap Vineyards and Winer
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Top-rated holiday rentals near Lovers Leap Vineyards and Winer
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.

Cottage On Crooked Creek
A tranquil cottage nestled in the lush countryside and situated right along the Bourbon Trail, this completely renovated rare find is located center of Lawrenceburg, Frankfort and Shelbyville and only 12 min to I-64. With five main bourbon distilleries just 30 min, local wineries within a stone's throw, Churchill Downs and Keeneland Racecourse equidistant and Taylorsville Lake nearby there is little left to be desired when staying here. This is the perfect spot to relax with family and friends.

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 Barrel Cottages 3 Ky Bourbon Trail HOT TUB
Leave the Cleaning to Us – Your Bourbon Country Escape Awaits! Kick back, relax, and unwind in a stylish, serene retreat nestled in the heart of Kentucky’s Bourbon Country. Welcome to Bourbon Barrel Cottages, where nature, comfort, and convenience come together. Each of our five private two-bedroom cottages sits on its own two-acre lot, surrounded by wildlife and natural beauty—perfect for couples, friends traveling together, or anyone seeking peace and privacy. You'll Love Staying with Us!

Frankfort’s Capitol view cottage
Frankfort's Capitol View Cottage Named for architect Spencer Cryer, the Spencer offers a unique charm with the comforts of home on your central Kentucky travels. An off the beaten path yet still downtown cottage with a seasonal view of the Capitol, the home offers both inside and outside amenities. Steps from the Capitol grounds and 20 miles to Lexington 50 miles to Louisville and within an hour drive of at least 10 distilleries on the Bourbon Trail including Buffalo Trace a local favorite!

Creekside- Bourbon Trail Oasis
Welcome to Creekside, a unique vacation experience nestled in the heart of Versailles, KY. Steeped in nature, Creekside offers majestic views of the river with peaceful waterfalls. In the evening, gather round the crackling fire pit, creating memories under the stars. When you're ready to explore, you'll find downtown Versailles is just a 10-minute drive away. For bourbon lovers, we are just 25 minutes from the famous Woodford Reserve. We now have Starlink wifi to always keep you connected!

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!

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.

Comfort in the Bluegrass
Comfort in the Bluegrass is a very clean, home nestled in the heart of bourbon and horse country. If it’s a little R&R you’re after, or entertainment…. This is the perfect location for either! We sit in a beautiful 1.6 acres located in a quiet, peaceful area in Anderson county. You can choose to relax with your friends or family by the fire pit, or tour one (or several) of the many sites around here! We are in between Lexington and Louisville, and only a few miles from Frankfort.

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.
Popular amenities for holiday rentals near Lovers Leap Vineyards and Winer
Other top sights near Lovers Leap Vineyards and Winer
Apartment rentals with wifi

Lexington's Artistic Bunker / 1BR Downtown Condo

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

*Private Apartment with Balcony | W/D inside apt*

Graffiti Art Haus - Walk to Central Bank Arena
Family-friendly house rentals

Woodford Stables / Walk to Eckert's Orchard

Blue's Bourbon Bungalow

Backyard Bourbon Retreat

Birdsong Valley on Bourbon Trail

MacAttie Acres

River Row Bungalow

Quaint little farm house close to Keeneland/horses

Bourbon Central Waterfront Luxe near Buffalo Trace
Apartment rentals with air conditioning

Downtown Guest Suite on Saint Clair

Historic Loft in Frankfort Entertainment District

Location! Stylish Downtown Frankfort Studio Apt

10 minutes from Keeneland,airport, downtown and UK

Ky Bourbon and Horses-300YD from BT Distillery

*One Mile to UK-In the heart of Chevy Chase*

Basement apt. w/private entrance & kitchenette

Distillery 1 Block Away! Downtown with Deck
Other great holiday rentals near Lovers Leap Vineyards and Winer

Tiny Home with Huge Charm near the Elkhorn Creek

Serene barn loft in the heart of the Bluegrass

Bourbon Country Cabin

Southern Charm- Bourbon Trail- Trail Suites Inn- B

Eire Cottage- Bourbon Trail, HotTub, Waterfalls

Countryside On the Bourbon Trail, 22 Quiet Acres

Cottage on the Bourbon Trail

Sip on bourbon in the hot tub! +hiking & game shed
Destinations to explore
- Ark Encounter
- Kentucky Exposition Center
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Kentucky Derby Museum
- Louisville Slugger Field
- University of Kentucky
- Kentucky International Convention Center
- University of Louisville
- Falls of the Ohio State Park
- Waterfront Park
- Louisville Slugger Museum & Factory
- Muhammad Ali Center
- Angel's Envy Distillery
- Big Four Bridge
- Bernheim Arboretum and Research Forest
- Castle & Key Distillery
- James B Beam Distilling
- Frazier History Museum
- Kentucky Science Center
- Four Roses Distillery Llc





