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!

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.

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.

The Loft - Cozy Retreat in Historic Downtown

Experience the warmth and charm of The Loft your top-rated fall retreat just 8 minutes from downtown. Stroll to the Capitol, see the autumn sights, and take in Horse Country nearby. Snuggle into a cozy bed, curl up on the couch, and enjoy modern touches in your private second-floor hideaway. With parking at the door and a hygge-inspired vibe, it’s perfect for crisp days and cozy nights. Just minutes from 13 distilleries, The Loft is your ideal base for a stylish Bourbon Trail escape.

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. Maybe urbane, too! 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 safe for children.

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

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.

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.