
Places to stay near Lovers Leap Vineyards and Winer
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Top-rated holiday rentals near Lovers Leap Vineyards and Winer
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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
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, 131 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
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, 169 reviews
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.
5.0 out of 5 average rating, 152 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
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 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
The Bourbon Coop
The Bourbon Coop is arguably the best situated location on the Bourbon Trail! It is a convenient walk or golf cart ride to Whiskey Thief distillery across the street. Situated a quarter of a mile off interstate 64, in between Louisville and Lexington, with a 15 minute drive into the city of Frankfort. The cabin is located on a beautiful, scenic plot of land, shared by the friendly hosts, chickens, ducks and a couple of goats. This is a comfortable, quiet and quaint country experience!
4.99 out of 5 average rating, 118 reviews
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.
4.93 out of 5 average rating, 117 reviews
Bourbon Speakeasy 6BR Estate · Hot Tub · Sleeps 14
Bourbon Trail Hideaway – Where Luxury Meets Fun Gather your favorite people and settle into this stunning 6-bedroom, 4.5-bath modern farmhouse, built for connection, comfort, and fun. With room for up to 14 guests, enjoy spacious living areas, relaxing spa amenities, and entertainment everyone will love. Whether you’re here for the Bourbon Trail or simply to unwind together, this home delivers an unforgettable stay. 🥃 Reserve your dates today and make it a trip to remember.
5.0 out of 5 average rating, 120 reviews
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.
4.99 out of 5 average rating, 301 reviewsPopular amenities for holiday rentals near Lovers Leap Vineyards and Winer
Other top sights near Lovers Leap Vineyards and Winer
Condo rentals with Wi-Fi

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
*One Bedroom Apt | One Mile to Downtown Lex*
4.89 out of 5 average rating, 354 reviews
Lexington's Artistic Bunker / 1BR Downtown Condo
4.87 out of 5 average rating, 281 reviews
Keenland Special- 2 Mi. to Downtown - Rupp - UK
4.98 out of 5 average rating, 164 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
The FLAT @ the LEX w/ Parking-Horse Park-Bourbon
4.91 out of 5 average rating, 193 reviewsFamily-friendly house rentals

Quaint little farm house close to Keeneland/horses
4.95 out of 5 average rating, 249 reviews
Hot Tub > 3 King Beds > 7 mins to Buffalo Trace
4.99 out of 5 average rating, 106 reviews
Heart of the Trails
4.89 out of 5 average rating, 171 reviews
Large Family Gatherings and Bourbon Tours
4.95 out of 5 average rating, 137 reviews
Horse Farm Creekside Cabin- 6 min to KY Horse Park
4.96 out of 5 average rating, 406 reviews
The Crafty Bourbon Bungalow Apartment
4.98 out of 5 average rating, 109 reviews
Capitol Walk/7min to Buffalo Trace
4.84 out of 5 average rating, 139 reviews
Cottage On Crooked Creek
4.97 out of 5 average rating, 191 reviewsApartment rentals with air conditioning

Historic Loft in Frankfort Entertainment District
4.98 out of 5 average rating, 198 reviews
The "Main Stave" - Luxury Downtown Apartment
4.97 out of 5 average rating, 115 reviews
2 bedroom Downtown Unit
4.89 out of 5 average rating, 104 reviews
Inviting Downtown Guest Suite
4.98 out of 5 average rating, 495 reviews
The Grey Lady- 300YD from BT Distillery
4.87 out of 5 average rating, 381 reviews
The Ainsley Suite
4.96 out of 5 average rating, 161 reviews
Junior Suite, King
4.91 out of 5 average rating, 122 reviews
Private Farm Basement Apartment!
4.95 out of 5 average rating, 111 reviewsOther great holiday rentals near Lovers Leap Vineyards and Winer

Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub
4.99 out of 5 average rating, 267 reviews
Wilkinson's Wheated Oasis/ 1.3 Mi to Buffalo Trace
4.93 out of 5 average rating, 267 reviews
The Loft - Cozy Retreat in Historic Downtown
4.99 out of 5 average rating, 224 reviews
Handcrafted Rustic Cabin on the Bourbon Trail
4.96 out of 5 average rating, 158 reviews
Blue's Bourbon Bungalow
4.97 out of 5 average rating, 294 reviews
4 Private Acres! HotTub/Pool | Pickleball | Arcade
4.82 out of 5 average rating, 44 reviews
Bourbon Trail Cabin- Sleeps 10-Hot Tub, Firepit
5.0 out of 5 average rating, 72 reviews
Home in Frankfort on 70 acres
4.86 out of 5 average rating, 21 reviewsDestinations to explore
- Ark Encounter
- Kentucky Exposition Center
- Kentucky Horse Park
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Rupp Arena
- Kentucky Derby Museum
- Louisville Slugger Field
- Churchill Downs
- Kentucky International Convention Center
- University of Kentucky
- Waterfront Park
- University of Louisville
- Louisville Slugger Museum & Factory
- Muhammad Ali Center
- Falls of the Ohio State Park
- Castle & Key Distillery
- James B Beam Distilling
- Angel's Envy Distillery
- Frazier History Museum
- Bernheim Arboretum and Research Forest
- Bardstown Bourbon Company
- Big Four Bridge
- Four Roses Distillery Llc





