Airbnb your place

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.

1 of 1 pages1 / 1
Top Guest favourite
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, 131 reviews
Top Guest favourite
A rustic cabin is nestled among trees, featuring a well-lit entryway and a front deck with two wooden lounge chairs. Soft evening light spills through the windows, creating a welcoming atmosphere. Stone stepping stones lead towards the doorway, enhancing the natural setting.
Cabin in Lawrenceburg

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)

4.98 out of 5 average rating, 261 reviews
Top Guest favourite
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, 247 reviews
Top Guest favourite
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, 166 reviews
Top Guest favourite
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, 129 reviews
Top Guest favourite
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, 148 reviews
Guest favourite
The living room is furnished with two large leather sofas and a comfortable plush couch, arranged around a central ottoman. Soft lighting is provided by two table lamps, and natural light streams through a large window, partially dressed with sheer curtains.
Home in Frankfort

Heart of the Trails

Relax with the whole family at this New peaceful place to stay. At the Heart of the Trails you are right in the middle of all the bourbon trails & Wineries In Frankfort & min. to Lawrenceburg & Versailles. We are right next to the highway can be at any surrounding towns in a few! You also have Juniper Hills water park with playground barbecueing & golfing. We also have the game farm educational center to visit all the animals & fishing. Also bourbon tours everywhere. All one level home.

4.89 out of 5 average rating, 169 reviews
Top Guest favourite
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, 587 reviews
Guest favourite
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 favourite
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, 116 reviews
Top Guest favourite
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, 116 reviews
Top Guest favourite
Cabin in Lawrenceburg

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, 298 reviews

Popular amenities for holiday rentals near Lovers Leap Vineyards and Winer

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Lovers Leap Vineyards and Winer

Rupp Arena

213 locals recommend

Buffalo Trace Distillery

388 locals recommend

Woodford Reserve Distillery

397 locals recommend

Condo rentals with Wi-Fi

Guest favourite
An open living area features large glass doors that provide views of the greenery outside. Industrial elements, such as exposed beams and metal accents, complement a cozy seating arrangement with a sectional sofa and wooden coffee table. A dining table with bar stools is visible in the background.
Condo in Lexington

Top Shelf the only Airbnb in KY above a Distillery

4.94 out of 5 average rating, 267 reviews
Guest favourite
The kitchen features wooden cabinetry and black appliances, including a stove and microwave. A double sink is positioned near a window that allows natural light. Counter space is available for food preparation, with dish towels and a kitchen mat visible on the floor.
Condo in Lexington

*Gorgeous Hideout | Close to Everything*

4.83 out of 5 average rating, 412 reviews
Top Guest favourite
A racehorse wearing an orange number 7 blanket is led by a handler in front of a crowd at a racetrack. The setting includes a stone building with arched windows, and greenery is visible around the area.
Condo in Lexington

Short walk/ride anywhere on campus- Wkly Discount!

4.94 out of 5 average rating, 190 reviews
Superhost
A modern living area features a comfortable gray sofa with colorful accent pillows, complemented by an elegant coffee table. An artistic mural adorns the wall behind, creating a vibrant focal point. Ambient lighting is provided by stylish floor lamps, enhancing the contemporary decor.
Condo in Lexington

Lexington's Artistic Bunker / 1BR Downtown Condo

4.87 out of 5 average rating, 279 reviews
Guest favourite
The bedroom features a spacious bed with a decorative bedspread, flanked by two bedside tables topped with lamps. Light grey walls and soft carpeting create a calming environment, while decorative wall elements enhance the overall appeal.
Condo in Lexington

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

4.92 out of 5 average rating, 181 reviews
Top Guest favourite
The bedroom features a spacious bed dressed in white linens, accented by vibrant green pillows. Tall green curtains frame two windows, allowing natural light to enhance the room. A large artwork adorns the wall above the bed, while a plush bench sits at the foot of the bed.
Condo in Lexington

Keenland Special- 2 Mi. to Downtown - Rupp - UK

4.98 out of 5 average rating, 162 reviews
Top Guest favourite
Condo in Lexington

The FLAT at Bell Place - Downtown/Horse Park

4.96 out of 5 average rating, 260 reviews
Guest favourite
Condo in Lexington

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

4.91 out of 5 average rating, 191 reviews

Family-friendly house rentals

Top Guest favourite
A serene landscape showcases a gravel path winding through lush green grass, framed by wooden fences. A large tree stands prominently, with the sun rising in the background, casting a warm glow across the misty field under a softly clouded sky.
Home in Versailles

Quaint little farm house close to Keeneland/horses

4.95 out of 5 average rating, 246 reviews
Top Guest favourite
Home in Frankfort

Hot Tub > 3 King Beds > 7 mins to Buffalo Trace

4.99 out of 5 average rating, 105 reviews
Guest favourite
An open-concept living and dining area features a large sectional sofa arranged around a round coffee table on a patterned rug. Dark green walls complement warm lighting from lamps, while a rustic dining table is set for gatherings. A cozy armchair adds an inviting touch.
Home in Lawrenceburg

Improved Pricing! Bourbon Trail Beauty!

4.94 out of 5 average rating, 104 reviews
Top Guest favourite
A charming exterior view of a two-story bungalow features blue-green siding and a welcoming front porch. American flags are displayed, while flower beds with various plants enhance the landscaped front yard. The stone walkway leads to the entrance, inviting visitors to approach the home.
Home in Frankfort

The Crafty Bourbon Bungalow Apartment

4.98 out of 5 average rating, 107 reviews
Top Guest favourite
A two-story brick home is set among lush green landscaping, featuring a welcoming front porch. Large windows allow for ample natural light, while a manicured lawn and mature trees frame the property, creating a serene outdoor setting.
Home in Frankfort

Large Family Gatherings and Bourbon Tours

4.95 out of 5 average rating, 137 reviews
Guest favourite
A hot tub is illuminated with blue LED lights, creating a serene atmosphere in a cozy corner. The tub features multiple seating positions and control buttons for easy adjustments. A wooden bench is placed nearby, offering a place to relax before or after use.
Home in Lawrenceburg

Restful Bourbon Trail Lodge with Pool and Hot Tub

4.82 out of 5 average rating, 180 reviews
Top Guest favourite
A charming two-story home features white siding and dark shutters, framed by lush greenery and seasonal decorations. A welcoming path of brick leads to the entrance, where decorative pumpkins add a touch of warmth, inviting guests to explore the property.
Home in Midway

The Bees Wing

4.99 out of 5 average rating, 107 reviews
Top Guest favourite
A private entrance is framed by trees displaying vibrant autumn foliage, adding bursts of red and orange. A gravel driveway leads toward a gated entrance, while fallen leaves create a colorful carpet along the pathway. Clear blue skies provide a bright backdrop.
Home in Lexington

Horse Farm Creekside Cabin- 6 min to KY Horse Park

4.96 out of 5 average rating, 403 reviews

Apartment rentals with air conditioning

Top Guest favourite
The bedroom features a spacious bed adorned with various pillows and a textured throw. A cozy seating area is included, complemented by a stylish rug. Natural light enters through two large windows, and a desk and decorative art piece enhance the modern decor.
Apartment in Frankfort

The "Main Stave" - Luxury Downtown Apartment

4.96 out of 5 average rating, 112 reviews
Top Guest favourite
The living area features exposed brick walls and hardwood flooring. A flat-screen TV is mounted above a decorative fireplace, providing entertainment options. Natural light fills the space through large windows with white trim, complemented by a dark wooden coffee table and modern seating.
Apartment in Frankfort

Historic Loft in Frankfort Entertainment District

4.98 out of 5 average rating, 196 reviews
Top Guest favourite
Two historic buildings are positioned along a city street, featuring a smooth limestone facade with large windows. The structures exhibit a blend of modern and classic architecture, with clear markings above the doors and a flag displayed on a nearby pole.
Apartment in Frankfort

Inviting Downtown Guest Suite

4.98 out of 5 average rating, 494 reviews
Guest favourite
A spacious living area features a large brown sectional sofa, complemented by a round coffee table with a shimmering surface. Bright artwork adorns the walls, and a ceiling fan provides airflow. A television is positioned on a light-colored media console, and plants add a touch of greenery.
Apartment in Frankfort

2 bedroom Downtown Unit

4.89 out of 5 average rating, 101 reviews
Guest favourite
A spacious living room is presented with a comfortable sectional sofa adorned with patterned cushions. A round glass coffee table is situated in the center, featuring decorative elements. Warm light is emitted from two lamps, illuminating the inviting space, complemented by framed artwork on the wall.
Apartment in Frankfort

Ky Bourbon and Horses-300YD from BT Distillery

4.86 out of 5 average rating, 404 reviews
Guest favourite
The image displays a blue-green entry door framed by brick. The door features a rounded window at the top and a keyless entry lock. Flower boxes with plants are positioned on either side, enhancing the welcoming appearance of the entrance.
Apartment in Versailles

A Little Piece of Versailles

4.93 out of 5 average rating, 123 reviews
Top Guest favourite
A living area features built-in shelves with decorative items and books. A cozy fireplace is centered in a classic white mantel. A wooden coffee table sits on a soft area rug, with light streaming in from adjacent windows, enhancing the room's warm ambiance.
Apartment in Midway

The Ainsley Suite

4.96 out of 5 average rating, 159 reviews
Top Guest favourite
A seating area is furnished with two brown recliners and a matching couch, arranged around a light area rug. A television is placed on a wooden stand against the wall. Framed artwork decorates the neutral-colored walls, contributing to a cozy atmosphere.
Apartment in Georgetown

Private Farm Basement Apartment!

4.94 out of 5 average rating, 109 reviews

Other great holiday rentals near Lovers Leap Vineyards and Winer

Top Guest favourite
The exterior of The Dew Drop In is framed by two large trees, showcasing a well-manicured lawn. The house, painted in light colors, is set back from the foreground, with a wraparound porch visible. A wooden fence outlines the property, enhancing the natural setting.
Farm stay in Midway

Saxony Farm - The Dew Drop In

5.0 out of 5 average rating, 132 reviews
Top Guest favourite
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

4.99 out of 5 average rating, 116 reviews
Top Guest favourite
A gravel path leads up to the cabin, surrounded by lush greenery and tall trees. The cabin's exterior features a mix of wood and metal siding, with a deck extending from the entrance, providing a connection to the natural surroundings.
Cabin in Lawrenceburg

Hidden View Cabin

4.99 out of 5 average rating, 131 reviews
Guest favourite
A functional kitchen features modern appliances, including a stove, refrigerator, and coffee maker. Light streams through two windows, illuminating the wooden countertop and the unique round window above the sink. A rustic wooden bar with seating creates a welcoming breakfast area.
Cabin in Versailles

Handcrafted Rustic Cabin on the Bourbon Trail

4.96 out of 5 average rating, 157 reviews
Superhost
Cabin in Lawrenceburg

4 Private Acres! HotTub/Pool | Pickleball | Arcade

4.81 out of 5 average rating, 42 reviews
Top Guest favourite
The exterior of the property showcases a spacious backyard with well-maintained grass, an outdoor fire pit surrounded by seating, and a hot tub visible beneath the deck. Soft lighting provides illumination as the sky transitions into dusk, highlighting the inviting atmosphere of the outdoor space.
Home in Versailles

Luxe Bourbon Trl~Game Rm~Golf Sim~Hot Tub~Fire Pit

4.97 out of 5 average rating, 98 reviews
Top Guest favourite
Cabin in Lawrenceburg

Bourbon Trail Cabin- Sleeps 10-Hot Tub, Firepit

5.0 out of 5 average rating, 71 reviews
Guest favourite
A spacious living area is furnished with a large sectional sofa and a brown leather chair. A textured area rug covers the floor beneath a dark coffee table. Light streams in through the windows, illuminating framed artwork on the walls and a decorative floor lamp.
Home in Frankfort

Home in Frankfort on 70 acres

4.86 out of 5 average rating, 21 reviews