Loft holiday rentals in Kentucky

Balcony on Broadway - Enjoy historic Glasgow!

New life to an old building! Beautiful hardwood floors, exposed brick walls, large windows for daytime views, blackout shades for sound sleeping and a stunning rooftop balcony for relaxing or playing games with family and friends. Enjoy a live show at Glasgow's Historic Plaza right outside your window. Walk to local restaurants, shops, Cultural Center, hear local music, visit our farmer's market, attend a church service, enjoy the church bells. We hope you choose to enjoy your visit with us!

Close to Buffalo Trace/Transpo available-Must See

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.

The Danville Loft-Luxury in the Heart of Downtown!

The Danville Loft is a stylish two bedroom urban loft retreat overlooking Main Street in the heart of downtown Danville, KY. High ceilings, exposed brick walls, wood floors and oversized windows create a luxurious and stunningly beautiful space for your stay in Danville! Bourbon distilleries, breweries, shops, art galleries, and restaurants are close by! PLEASE NOTE: Access to the loft and to the primary bedroom includes staircases and may not be suitable for people with mobility issues.

CAVE COUNTRY! Clean & Peaceful Family Fun Getaway!

IMPORTANT – READ BEFORE BOOKING We love welcoming respectful travelers — families, couples, and friends who value a clean, quiet, and comfortable stay. But we’ve learned the hard way… If you’re looking for a place to party or sneak in extra guests, this is NOT the listing for you. *NO LOCAL AREA GUESTS! *NO PARTIES/EVENTS — ZERO TOLERANCE! *NO VISITORS AFTER 10 PM! *DO NOT EXCEED THE NUMBER OF GUESTS ON YOUR RESERVATION! You will be asked one time to leave You will NOT receive a refund

Spring Street Loft by Rupp-Covered Parking + Deck

Brand new 2nd-level loft with free covered parking spot beneath, a huge deck and outdoor dining option. Directly across Maxwell St. from Rupp Arena's parking lot-you can't get any closer! This single unit building was built on stilts to maximize outdoor space and downtown views. Your perfect oasis in the middle of the action includes a full kitchen, laundry room, bathroom, living area and Smart TV. Come for a concert or stay awhile, you'll have everything you need during your trip to Lexington!

Cozy One Bedroom Apartment in the Country

What was originally a hay loft has been converted into a country chic barn apartment. We would love to host you and your friends and family (including actual kids and fur kids) on our property. Children love collecting eggs from the chicken coop and everyone loves a short hike to the creek. We are only an hour from Mammoth Cave National Park and an hour from Holiday World in Santa Claus Indiana. The local community has charming little shops, several restaurants, and The Beaver Dam amphitheater.

Sky Loft on 10 . 2 bed . 2 bath + Modern luxuries

Lay your head in the clouds. Sky Loft on 10 is a brand new, state-of-the-art loft furnished with modern luxuries. It is conveniently located in the center of the city blocks away from downtown, Paramount Arts Center, KDMC, Central Park and the Ashland Town Center Mall. Tenth floor views and access to two private balconies provide stunning views of the city, riverfront and Tri-State area. Perfect for hosting or a relaxing getaway. Your next stay, retreat or celebration is just on the horizon.

Derby City Loft - Free downtown parking!

If this loft is booked, please check out my other listings.. https://www.airbnb.com/h/bourbon-city-loft https://www.airbnb.com/h/river-city-loft Spacious 900 sq. ft. loft located in the heart of downtown Louisville. Walking distance to shops, restaurants, bars and 1 block from 4th Street Live! You'll be 4 blocks from the YUM! Center, 2 blocks from the Kentucky International Convention Center, and less than 10 minutes from Churchill Downs! Free parking in a secured parking garage!

Bright Dwntn Loft | Lng/Shrt Stay | Fast WiFi | 5*

Indulge in downtown living. Warm welcome and skilled support from hosts. Skylit loft; 1906 house. Urban feel. Even urbane! Quiet+privacy, 42 steps above the street. Ample free parking. Excellent work situation; superfast fiber wifi. Perfect for long stays. Enjoy nearby restaurants, breweries, coffee, more! Luxurious queen bed and plush-y couch, poplar and pine floors, sleek kitchenette, tile/glass shower, Roku TV, keyless entry. 6 to Rupp, 20 to airport. Not for children or pets.

DerbyLoft Louisville

Enjoy the best of Louisville in our second floor loft, a studs-up renovation with modern amenities, full kitchen, and a beautiful bathroom. We're in a central location from which guests can easily tour the heart of Louisville. Private entrance Free parking on street Free Wifi 10min (0.5mi) walk to Churchill Downs 25min (1.5mi) walk to Cardinal Stadium 5min (1.8mi) drive to historic Old Louisville 6min (1.9mi) drive to KY Expo Center 12min (3.2mi) drive to Louisville Airport

The Loft - Cozy Retreat in Historic Downtown

Step into spring at The Loft, your cozy, hygge-inspired escape just minutes from downtown Frankfort. Wander the KY Capitol, enjoy the most perfect house vibes, and explore nearby Horse Country in the perfect summer weather. Curl up in your sunlit second-floor hideaway with a plush bed, comfy sofa, and thoughtful modern touches. With parking at the door and a cool, peaceful vibe, The Loft invites you to slow down, savor the season, and relish a getaway on the Bourbon Trail.

Sunny Side Up

Sunny Side Up is situated on the second floor of the Sunny Side Saloon, a historic building with a rich past. Originally serving as a Union Army Commissary during the Civil War, it later transformed into a cherished local establishment known as the Sunny Side Saloon. Here, JH Kearns once sold his own pre-prohibition whisky, often packaged in ceramic jugs. Located in downtown Lebanon, in the heart of Kentucky, Sunny Side stands proudly on the historic Bourbon Trail.