Places to stay in Wilmore

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Top-rated places to stay in Wilmore

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Superhost

A spacious living area features a circular gold leather couch surrounding a suspended fireplace. Exposed wooden beams and original brick walls enhance the character of the loft. Soft seating and decorative cushions invite relaxation, while the unique patterned wall adds visual interest.

Loft in Shelbyville

4.97 out of 5 average rating, 112 reviews

Transportation Included For A Day/ Up to 14 PPL

Best place to stay on the Bourbon Trail FEATURED on HGTV! Swanky! Stunning! Spectacular! You'll be in a top-floor loft overlooking downtown Shelbyville and perfectly situated in the heart of the Bourbon Trail! Incredible place to stay for Derby, Keeneland, PGA or local weddings and events---if you can pry yourself away from here! We specialize in making your stay an over-the-top experience and are happy to arrange chauffeured transportation, private chef accommodations, and dinner reservations.

Top guest favorite

A spacious hot tub sits in a private fenced backyard, surrounded by a softly illuminated ambiance from string lights overhead. The scene features a snowy landscape and wooden stairs leading to the yard, creating a serene retreat for evening relaxation.

Home in Springfield

5 out of 5 average rating, 28 reviews

Kentucky Barrel House

Kentucky Barrel House Welcome to Kentucky's Bourbon Country, minutes from distillery tastings, trails, tours, and history. Best location for Distilleries such as Mark, Heaven Hill, Limestone Branch/Yellowstone Bardstown Bourbon Co., just to name a few. High-end comfort & small-town charm await. Enjoy the hot tub, outdoor seating, private fenced backyard, carefully curated bedding, custom couch and a cozy fireplace. Walk to a local restaurant while embracing the slower pace of small-town life.

Guest favorite

A serene landscape captures grazing horses in a lush green pasture, bordered by a traditional wooden fence. The early morning fog blankets the distant trees, while a soft orange and pink sky indicates sunrise, creating a tranquil and picturesque setting.

Home in Harrodsburg

4.93 out of 5 average rating, 248 reviews

Kentucky Horse Farm Barndo On The Bourbon Trail

My place is close to Shaker Village, Old Fort Harrod State Park, Historic Beaumont Inn, Bright Leaf Golf Course, Pioneer Playhouse, Perryville Battlefield State Historic Site, Danville KY, Centre College. You’ll love my place because of the views, the location, the horses, the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids). Also close to Four Roses Distillery, Wild Turkey Distillery, Wilderness Trail & Buffalo Trace & Makers Mark

Top guest favorite

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

4.95 out of 5 average rating, 176 reviews

Quaint little farm house close to Keeneland/horses

Remodeled beautiful 1900s 2 story house on farm surrounded by Creek and fire pit for your convenience. LOCATION, LOCATION!!! This is the perfect example of having the country in the city! If you are wanting the true feeling of relaxation, this is for you. Amazing views, and close to many famous attractions. 5-10 minutes away... Keeneland The Kentucky Castle Bluegrass Airport Castle Hill Winery Aviation Museum Eckert Orchard also.. Restaurants, Wineries, Breweries, Bourbon Trails

Top guest favorite

A corner of the room features a green accent chair beside a round table, which holds glassware and books. A woven plant pot contains a leafy plant, while a textured throw blanket rests on the chair. Natural light brightens the space.

Loft in Frankfort

4.98 out of 5 average rating, 154 reviews

The Loft - Cozy Retreat in Historic Downtown

Experience the warmth and comfort of The Loft—your top-rated retreat just 8 minutes from downtown. Walk to the Capitol, explore nearby sights, and enjoy horse country close by. Relax in a cozy bed, unwind on a comfy couch, and enjoy modern updates in your private second-floor apartment. With parking at the door and a welcoming hygge vibe, it’s perfect for recharging. Just minutes from 13 distilleries, The Loft is your ideal base for exploring the Bourbon Trail in comfort and style.

Top guest favorite

A charming two-story historic home is presented, featuring a white exterior with blue shutters. The front porch showcases two chairs and seasonal decor. Lush bushes and a manicured lawn complement the inviting entrance, while large windows allow natural light to fill the interior.

Home in Georgetown

4.98 out of 5 average rating, 66 reviews

The George- Beautifully Furnished, Walk Downtown

Located in downtown Georgetown, this lovely historic home has been freshly updated and is centrally located to all of the area attractions! This property offers a fully stocked kitchen, work space, a great back yard, and laundry. We also provide Matrix hair products, Buff City soaps, and Starbucks coffee (we like to spoil our guests)! Short walk to the great shops and restaurants downtown and Georgetown College. Care-free checkout- no chores! We can't wait to have you here!

Guest favorite

The charming exterior of the cottage is highlighted by two symmetrical windows and a central door framed with dark wood. Lush greenery properties a potted plant atop a rustic barrel and vibrant flowers adorn the window boxes, enhancing the inviting entrance.

Guesthouse in Lexington

4.94 out of 5 average rating, 514 reviews

The Bourbon House- Downtown Lex’s Premier Air B&B

Welcome to "The Bourbon House" Downtown Lexington's Premier spot to stay for an authentic Kentucky experience. This cottage was built by me from the ground up with no details spared to immerse my guests in the finest things Kentucky has to offer- Fully stocked bourbon bar mixers! (You supply bourbon) Hand crafted house and furnishing from reclaimed wood and bourbon barrels, private hot tub, bathrobes, garden, fire pit, and walking distance to downtown and Rupp arena

Top guest favorite

A welcoming front door features a vibrant blue color with a grid of glass panes. Surrounding foliage adds a touch of greenery, enhancing the inviting entryway. The house number, 207, is displayed above the door.

Home in Berea

4.95 out of 5 average rating, 618 reviews

Traveler's Cottage

Beautiful Craftsman style Bungalow in the heart of Berea. This two bedroom, two bath cottage has off street parking and is a short walk to Artisan Village/Old Town, galleries, shoppes, and cafes. Step into a beautiful, comfortable, clean environment featuring original art, hardwood floors, tall ceilings, queen sized beds. Basic TV channels, Roku, and High Speed Internet. Walk to Nightjar dinner, Native Bagel for breakfast or an early lunch. Great neighborhood!

Guest favorite

A modern bathroom is displayed, featuring a sleek vanity with blue cabinets and a light countertop. A shower area with white tile and a wood step is visible. Large windows provide natural light, and stylish artwork is hung on the walls, complemented by a small dining table with a black chair.

Townhouse in Lexington

4.95 out of 5 average rating, 306 reviews

LUX TownBranch Retreat 💙 Downtown w/ Tempur-Pedics

Welcome to your Kentucky Home This beautifully remodeled 2nd floor historic property is located in Downtown Lexington. Walk to Rupp Arena, several cool bars/breweries and upscale restaurants. Smart TV's and high speed internet service. Beautiful kitchen with gas range and stainless steel appliances. * Rupp Arena - 1 mile * Keeneland Racetrack - 7 miles * Kentucky Horse Park - 8 miles * STR Reg #15062369-6 - Maximum occupants 8

Top guest favorite

The spacious bathroom features elegant dark stone tiles and a large soaking tub positioned under an arched window. Two vintage-style vanities with sink basins are complemented by decorative mirrors. A separate shower enclosure is visible, and a toilet is placed discreetly in the corner.

Condo in Paris

4.94 out of 5 average rating, 111 reviews

Paradise Inn B&B - Lover's Suite

The only B&B in Kentucky with an ‘Eiffel Tower’ view! Paradise Inn B&B is a unique penthouse suite atop "The World's Tallest Three Story Building" (from Ripley's Believe It or Not!) with exquisite oriental decor from the far East. The unbeatable hospitality is provided by your host and the owner, Lee Nguyen. This stay includes a $25 gift certificate for Paradise Cafe - Asian fusion and Pho restaurant located on the first floor.

Guest favorite

A well-equipped kitchen features modern appliances, including a stainless steel stove and refrigerator. Light green cabinetry offers a fresh look alongside wood accents. A window allows natural light to illuminate the space, while a small rug adds warmth underfoot.

Home in Berea

4.97 out of 5 average rating, 118 reviews

Berea Bungalow

Indulge in a remarkable stay at our quaint bungalow in Berea, KY! We are conveniently located off I75, and only a stone's throw away from Berea College & Old Town. Treat yourself to some authentic local cuisine, discover the city's thriving artisan culture, or embark on an exhilarating hike in the nearby breathtaking "Pinnacles". Boasting 4 plush beds and 2 baths, this home can comfortably accommodate up to 6 guests.

Top guest favorite

A bright sunporch is adorned with potted ferns and rustic decor. A red sofa is positioned against the wall, accompanied by two light-colored pillows. A pool table is visible in the background, with large windows allowing sunlight to illuminate the space. A ceiling fan hangs above.

Barn in McKee

4.98 out of 5 average rating, 194 reviews

Barn-house on the hill ⭐️Berea⭐️McKee

Treat yourself to a private getaway in this barn-house that combines country living with easy access to the best of Berea and McKee. From relaxing in the bright and airy sunporch while sipping on your morning coffee provided by the Keurig, to watching your favorite shows in the cozy TV room, you’ll certainly want to stay a while.