Loft holiday rentals in Kentucky

Bottled in Bond: Transportation 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.

It’s Kayaking and Fishing Time

Loft apartment over a garage separate from house. One bedroom with queen bed and sitting room with a sofa that folds down. TV with all the movie and sports channels, Kitchenette with full-size refrigerator with ice maker, microwave, toaster over, sink, outdoor grill, washer and dryer. This loft is 2 miles from Kentucky Lake and Moors Resort with marina, boat ramp, restaurant and bar. Room to park your boat with water hose to keep her clean and 50amp RV outlet. Private deck with table and chairs.

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.

Quiet Country Get-Away, close to Kentucky Lake.

This quaint studio apartment above detached garage is perfect for the fisherman who wants to be close to Kentucky Lake and Lake Barkley. Or the family just needing a weekend get-away. Or for the golfer who wants to enjoy a round on the course. Just 3 miles from the lake. Beautiful country setting just waiting for you to come and enjoy! Just 20 miles from downtown Paducah and 25 miles from Murray. Perfect location for quilters too. Complimentary bottle of wine with stays of 3 nights or more.

Bourbon City Loft - Free downtown parking!

If this loft is booked, please check out my other listings... https://www.airbnb.com/h/derby-city-loft https://www.airbnb.com/h/river-city-loft Spacious 950 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!

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

Experience the magic of winter at The Loft your top-rated cozy escape just minutes from downtown. Wander to the Capitol, enjoy twinkling seasonal sights, and explore nearby Horse Country. Warm up in your private second-floor hideaway with a plush bed, comfy sofa, and modern touches. With parking at the door and a hygge-inspired vibe, The Loft is the perfect base for a stylish, snow-dusted Bourbon Trail getaway, inviting you to slow down, unwind, and savor the season.

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.

Four Rivers Loft @415

This stylish place is perfect for group trips or an extended stay. Located in a prime location of our beautiful downtown with many small shops, fine dinning, and entertainment, all within walking distance. There are stairs that lead up to the loft apartment, and then more stairs that lead up to the master bedroom. If stairs are not an issue, this absolutely is the place for you. We do have free parking on the premises.

Quaint Cafe Loft with small town charm

Enjoy small town charm in a cozy, newly remodeled apartment that sits over top of a farm to table cafe. We've given thoughts to all the comforts of home, from the freshly roasted coffee (ask to see our roaster), to the fresh plants (take some cuttings home!) and comfortable outdoor cafe patio upstairs. Come downstairs for fresh baked cinnamon rolls or coffee or create yourself a dish in the fully equipped kitchen.