
Places to stay near Lovers Leap Vineyards and Winer
Book unique holiday rentals, homes and more on Airbnb
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.

Birdsong Valley on Bourbon Trail
Great central location on Bourbon Trail. Close to Lexington, airport, Keeneland, Ride the Rails, Horse Park, Shakertown, many other attractions. You will love our 3 bedroom charming home on 2.2 beautiful acres in peaceful community. Perfect for couples, friends, families, singles to explore distilleries, horse farms, quaint small towns of Versailles, Midway, Lawrenceburg, country backroads, much more. OR relax, enjoy nature, butterflies, birds, deer. Let us make lodging highlight of your visit.

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!)

Top Shelf the only Airbnb in KY above a Distillery
The Top Shelf is a space carefully crafted with amenities aplenty! Perched on top of the 90-year-old Pepper Bourbon Distillery, this condo is for the Lexington visitor who likes to be in the middle of the action. Soaring views, three balconies, and all the amenities to make your Bluegrass visit one of a kind. The Top Shelf is perfect for a discerning couple, an adventuring family, or for a group of fun-seekers. Large parties are not allowed. Maximum guests, per LFUCG code restrictions =10

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!

Countryside On the Bourbon Trail, 22 Quiet Acres
Welcome to Sea Glass Farm. 1900's restored farmhouse with tons of charm! 22 acres of privacy. Cows may be present in pasture. The heart of The Bourbon Trail, the scenery and wildlife will not disappoint. The location is perfect for a rural getaway or relaxing stop on your Bourbon Trail experience. Minutes from shopping and restaurants; situated between I-64 and The Bluegrass Parkway. This place has been a dream of ours and we look forward to sharing it with you. Hosted by the owners.

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.

The Carriage - Quaint Haven steps to the Capitol
Your perfect Kentucky getaway starts here. Tucked in Historic Frankfort, this charming Parisian-inspired retreat is minutes from 13 renowned bourbon distilleries, the Kentucky Capitol, and downtown favorites. Spend your days tasting, exploring, and discovering local history, then unwind with a glass of your perfect drink on your private bistro deck. Thoughtfully designed for comfort and relaxation, this cozy hideaway is the ideal home base for an unforgettable Bourbon Country escape.
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

*One Bedroom Apt | One Mile to Downtown Lex*

Paradise Inn B&B - Honeymoon Suite

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

Private Condo Downtown, Walk to Rupp Arena

*Private Apartment with Balcony | W/D inside apt*
Family-friendly house rentals

Morrow House-Newly Renovated Farmhouse 3 bedrooms

Limestone Landing - Cozy Luxury Retreat w/ HOT TUB

The Crafty Bourbon Bungalow Apartment

Bourbon Trail Getaway | Hot Tub • Fire Pit

Backyard Bourbon Retreat

Sip, Soak & Stay | Bourbon Trail Lakehouse Gem

Quaint little farm house close to Keeneland/horses

Charming Cottage Home on a Horse Farm in the City!
Apartment rentals with air conditioning

Welcome to 4th Street Retreat

1 Bedroom KY Bourbon Trail Loft in Horse Country

Inviting Downtown Guest Suite

Cozy Broadway Apartment

Nonie's Abode

A Little Piece of Versailles

The Grey Lady- 300YD from BT Distillery

Haven on High Street Private Apt Historic Home
Other great holiday rentals near Lovers Leap Vineyards and Winer

Horse and Bourbon Lover’s Cabin

Tiny Home with Huge Charm near the Elkhorn Creek

Trail Suite Inn, A - Downtown on Bourbon Trail

Downtown Frankfort*Location*House of Commons

Highbridge River Cabin, Private Dock, EV Charger

Secretariat Cottage at the Woodford Inn

Cottage on the Bourbon Trail

Barndominium on the Bourbon Trail - **HOT TUB**
Destinations to explore
- Ark Encounter
- Kentucky Exposition Center
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- Churchill Downs
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Louisville Slugger Field
- University of Kentucky
- Kentucky International Convention Center
- Louisville Slugger Museum & Factory
- Falls of the Ohio State Park
- University of Louisville
- Waterfront Park
- Muhammad Ali Center
- Angel's Envy Distillery
- Big Four Bridge
- Bernheim Arboretum and Research Forest
- James B Beam Distilling
- Castle & Key Distillery
- Kentucky Science Center
- Frazier History Museum
- Four Roses Distillery Llc





