Places to stay near Lovers Leap Vineyards and Winer

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Top-rated vacation rentals near Lovers Leap Vineyards and Winer

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Top guest favorite

The exterior of the remodeled house is framed by lush trees, showcasing a welcoming deck with ambient lighting. A traditional barrel sauna is positioned nearby, blending with the natural surroundings. The inviting façade reflects warm tones, enhanced by the soft glow of the setting sun.

Home in Frankfort

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, 137 reviews

Top guest favorite

Home in Frankfort

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, 136 reviews

Top guest favorite

A well-equipped kitchen features dark wooden cabinetry and granite countertops. Four barstools with cushioned seats are arranged around a large island. Stainless steel appliances, including a refrigerator and oven, are visible alongside natural light streaming through a window.

Cabin in Frankfort

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, 257 reviews

Top guest favorite

A paved driveway stretches into the distance, flanked by lush green grass and a large tree. Wooden fencing borders the property, offering views of rolling hills and a colorful sunset sky above.

Farm stay in Frankfort

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, 173 reviews

Top guest favorite

The home is nestled amidst a backdrop of gently rolling hills, framed by trees showcasing autumn foliage. A welcoming front porch is visible, accompanied by a small staircase leading to the entrance. Large windows allow natural light to filter into the living space.

Home in Versailles

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, 154 reviews

Guest favorite

The living room features a mix of comfortable seating, including leather recliners and soft couches. A charming fireplace is framed by a richly patterned wall depicting horses. Natural light filters through the windows, highlighting the wooden ceiling and inviting decor.

Home in Lawrenceburg

Bourbon Trail! Tavern*Hot Tub * EV Charger

Welcome to The Tavern on the Trail, a beautifully restored 1800's home located in the heart of Lawrenceburg, Kentucky, centrally located along the Bourbon Trail. This home was once a tavern for the area in the 1800's. The tavern is a perfect blend of historic charm and modern amenities, ideal for bourbon lovers, horse enthusiasts, and those looking to experience a true slice of Kentucky history. Guests will love being centrally located to the popular distilleries along the Bourbon Trail!

4.91 out of 5 average rating, 99 reviews

Top guest favorite

A red farmhouse tractor is positioned prominently in the foreground, with a vibrant red caboose labeled 'SOUTHERN X525' in the background. An outdoor pavilion with a gabled roof is partially visible, bordered by trees displaying autumn foliage.

Train in Lawrenceburg

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, 601 reviews

Guest favorite

A charming gray house is situated on a gently sloping lot, framed by a clear blue sky. The entryway features a small porch with two chairs and potted yellow flowers. An American flag is displayed on the front, enhancing the home's welcoming exterior.

Home in Frankfort

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

Top guest favorite

A stone firepit is surrounded by four dark wooden chairs in a cozy outdoor setting. The fire emits a warm glow, contrasting with the colorful sunset sky in the background. Nearby, a gravel path leads into the expansive landscape.

Home in Frankfort

DERBY! Bocce Ball | HotTub | GameRoom | EV Charger

Minutes to KY's most famous distilleries! Enjoy stunning views of the countryside from the back porch. This property is loaded with amenities such as a custom-built bocce ball CT, EV charger, huge outdoor firepit, hot tub, pool table, shuffleboard, 8-person poker table, arcade games, numerous outdoor seating areas and indoor gas fireplace! ★★★★★ "Perhaps the most well equipped, thoughtfully designed AirBNB. It was perfect for our get away. Everything we needed in the perfect location".

4.99 out of 5 average rating, 102 reviews

Top guest favorite

A modern cabin exterior features a welcoming front porch with wooden railings and chairs arranged for relaxation. Steps lead from a gravel path to the entrance. The building's dark exterior contrasts with the clear blue sky and grassy landscape surrounding it.

Cabin in Frankfort

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, 119 reviews

Top guest favorite

A covered patio is presented with a round table and four chairs, surrounded by flower pots. The space is enclosed by brick walls, with multiple large windows providing natural light. A well-maintained lawn offers a peaceful outdoor environment.

Home in Lawrenceburg

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, 118 reviews

Top guest favorite

Home in Lawrenceburg

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, 121 reviews