
Places to stay near Lovers Leap Vineyards and Winer
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Top-rated vacation rentals near Lovers Leap Vineyards and Winer
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)

The Homestead| Downtown| Near Bourbon Trail
The Homestead: this newly renovated home is stylish and centrally located. Situated in the heart of Downtown Lawrenceburg, just minutes from local shops, the county park, and a short drive to several Bourbon Distilleries! This home is great for groups and families looking to get away- with 3 beds and a pull out couch to accommodate your party's size. Upon entry you'll find a fully stocked kitchen with a large island for meal prep, a charming living room with Smart TV tech, and a fire pit. Cheers

Basement apt. w/private entrance & kitchenette
Our full basement apartment with private entrance is modest but comfortable. Located within one mile of Asbury Seminary and University, our space is ideally suited for commuting students, out-of-town guests, or folks visiting the beautiful Bluegrass region. Our home is a 15-minute walk from the campuses and business district. We are a family of six and you will occasionally hear our boys upstairs, but as a Christian family, we strive to treat our guests as we would want to be treated. Reg. 9485

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.

Cottage Retreat - Wine, Horses, Convenient
Just south of Lexington KY. Cottage Retreat - nestled between horse farms & open land this 25 acre farm is a unique & convenient location to relax and spend time unwinding. 7.8 miles from the Bluegrass Airport, 10.8 miles from Rupp Arena, 8.4 miles from Keeneland - you're close to numerous items of interest. Enjoy the fully remodeled private cottage, stroll down the lane, enjoy the close proximity of horses, and perhaps buy a bottle of wine on site. No pets and no smoking. Thank you.

Wilkinson's Wheated Oasis/ 1.3 Mi to Buffalo Trace
Wake up & smell the mash! Located just steps away from Buffalo Trace Distillery. Enriched with history & tradition is where you will find Wilkinson. This historic home has recently undergone renovations & no expense was spared. Guests will enjoy the walkability to Downtown Frankfort & many of the local attractions. Featuring 2 bedrooms & 2 baths, guests are able to experience life like a local with all the modern-day amenities. We are also only a 7.2-mile drive to Castle & Key Distillery.

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 Loft - Cozy Retreat in Historic Downtown
Experience the warmth and charm of The Loft your top-rated fall retreat just 8 minutes from downtown. Stroll to the Capitol, see the autumn sights, and take in Horse Country nearby. Snuggle into a cozy bed, curl up on the couch, and enjoy modern touches in your private second-floor hideaway. With parking at the door and a hygge-inspired vibe, it’s perfect for crisp days and cozy nights. Just minutes from 13 distilleries, The Loft is your ideal base for a stylish Bourbon Trail escape.

Bing’s Downtown Guest Suite on Main
Make your home away from home at this centrally-located guest suite encompassing the entire second floor of the historic Bing’s Building in the center of downtown Frankfort, Kentucky! Historic downtown guest suite with modern amenities located in the heart of the capital city. Within blocks of great dining, shopping, entertainment, and historic sites. A short distance to Buffalo Trace and other popular distilleries, Keeneland racetrack, bluegrass horse country and much more!

National Historic O'neal Cabin
Originally built during the late 1700’s, this two-story log cabin was restored in 1995. The O'neal Cabin is listed on the National Register of Historic Places. Located in central Kentucky, six miles from historic downtown Lexington, the O’Neal Log Cabin is in the heart of horse country and the bourbon trail. Whether you are looking for a getaway, a place to stay during the horse sales or a retreat while you visit Lexington’s sites, the O'Neal Log Cabin is perfect retreat.
Popular amenities for vacation rentals near Lovers Leap Vineyards and Winer
Other top sights near Lovers Leap Vineyards and Winer
Condo rentals with wifi

Lexington's Artistic Bunker / 1BR Downtown Condo

The FLAT at Bell Place - Downtown/Horse Park

*One Bedroom Apt | One Mile to Downtown Lex*

2 Queen bed condo / Quiet City life

Top Shelf the only Airbnb in KY above a Distillery

đź’™The FLAT @ the LEX w/ Parking-Horse Park-Bourbon

Private Condo Downtown, Walk to Rupp Arena

Bourbon Trail R&R
Family-friendly house rentals

Country Cottage in Horse and Bourbon Country

Limestone Landing - Cozy Luxury Retreat w/ HOT TUB

Cottage On Crooked Creek

Parkview Cottage | Walkable to Food, Shops, Pool

Restored charm! Walk to Rupp. Easy Keeneland drive

Birdsong Valley on Bourbon Trail

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

The Betsy Sweat Cottage.
Apartment rentals with air conditioning

Canopy of trees

Downtown Digs-Spacious Loft

Historic Loft in Frankfort Entertainment District

10 minutes from Keeneland,airport, downtown and UK

Cozy Downtown Apt - 1 block from Rupp

Ky Bourbon and Horses-300YD from BT Distillery

Modern Remodeled Downtown Midway Studio

A Little Piece of Versailles
Other great vacation rentals near Lovers Leap Vineyards and Winer

Cozy Cabin on the Bourbon Trail

Whiskey Woods: Newly Remodeled w/ HOT TUB!

On The Rocks

Cozy, cute 2BR townhouse near downtown, businesses

River House - Cottage with KY River View & Access

Bourbon Trail Bliss by the Lake, HotTub, Kayaks

Countryside On the Bourbon Trail, 22 Quiet Acres

Brakeman's Cottage
Destinations to explore
- Ark Encounter
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Angel's Envy Distillery
- Muhammad Ali Center
- Heritage Hill Golf Club
- Louisville Slugger Field
- Charlestown State Park
- Anderson Dean Community Park
- Louisville Slugger Museum & Factory
- Falls of the Ohio State Park
- Kentucky Science Center
- Big Four Bridge
- Waterfront Park
- Old Fort Harrod State Park
- Hurstbourne Country Club
- Hamon Haven Winery
- Talon Winery & Vineyards
- Frazier History Museum
- Big Spring Country Club




