Apartment holiday rentals in Kentucky

Glassworks Loft at Louisville Skyline

This unique and modern 850 square foot downtown loft is situated in the historic Glassworks building; boasting 12-foot ceilings and a wall of windows overlooking Louisville’s CBD and the Ohio river bridges / fireworks of Thunder. Enjoy all of the comforts of home with new scenery or venture out and relish our great city. Ideal for couples but can sleep 4 comfortably. Great for business or pleasure with close proximity to the KICC, Slugger Factory, Yum Center and 7 distilleries within 4 blocks.

Downtown Condo | Private 1 CAR Garage & Balcony

Beautiful Downtown Loft Condo with private balcony overlooking 4th Street. Walking distance to fantastic eateries, bars, concerts, ball games, and much more. Steps to the Palace Theater and 4th Street Live and next door to the Seelbach Hotel. Private 1 CAR, connected to the building for easy downtown parking. Building has secure entry and an elevator. The building is an old clothing department store, BYCKS. This 4th floor unit boasts exposed ceilings, brick walls, and hardwood flooring.

Top Shelf the only Airbnb in KY above a Distillery

The Top Shelf is a space carefully crafted with amenities aplenty! Perched on top of the 90-year-old Pepper Bourbon Distillery, this condo is for the Lexington visitor who likes to be in the middle of the action. Soaring views, three balconies, and all the amenities to make your Bluegrass visit one of a kind. The Top Shelf is perfect for a discerning couple, an adventuring family, or for a group of fun-seekers. Large parties are not allowed. Maximum guests, per LFUCG code restrictions =10

The Derby City Loft, luxury, walk to museum row

Located in historic downtown Louisville the Derby City Loft is a show stopper! This PENTHOUSE luxury condo offers stunning views and high end living. The open floor plan boasts 3 queen beds, curtains can be pulled to make it a 2 bedroom. Plus the oversized sectional sofa may sleep 2 comfortably as well. Fully stocked kitchens and bathrooms with everything! This home was designed and styled with your comfort in mind, kick back, relax and enjoy high style living at the Derby City Loft.

Walk to Bourbon Trail | NULU Gem | Gated Parking

Stay in the heart of NULU—this modern ground-floor condo puts you steps from Louisville’s best restaurants, bourbon stops, and local shops. Walk to favorites like Angel’s Envy and Rabbit Hole Distillery, enjoy all the NuLu dining, or head downtown in minutes for concerts, games, or events. The condo is comfortable, quiet, and thoughtfully set up—ideal for couples, solo travelers, or business stays, with gated parking, fast Wi-Fi, and everything needed for short or extended stays.

The Hilltop Hideaway

Come hunker down at The Hilltop Hideaway, a centrally-located historic 19th-century shotgun style cottage apartment perched atop Clifton’s hills. Perfect for a couple’s getaway, a friends’ rendezvous, or a creative’s retreat, you may find yourself not wanting to leave. But the location couldn’t be better, with Frankfort Ave’s restaurants, coffee shops, and bars all within walking distance, and nearby entertainment options plentiful with Butchertown and NULU only minutes away.

Stylish Condo on Broadway

Experience the beauty of downtown Paducah at our stunning historic condo. Curated by local interior designer, this space boasts stylish design elements combined with modern amenities to create a truly unique stay. You'll love the large windows, soaring ceilings, and original hardwood floors. You'll also have 24 hour access to a state-of-the-art gym. With its prime location overlooking Broadway, you'll be just steps away from top dining, shopping, and entertainment options.

*New Cozy Apartment| 2 miles to downtown Lex*

This Beautiful Brand New Apartment is centrally located to all the Bluegrass has to offer. Great location for catching a UK game, a weekend at Keeneland or a quick business trip. This apartment features an open concept kitchen and living area. The bedroom looks onto the living room, simply pull the barn doors shut for privacy. Walking distance to shopping, restaurants, convenient stores, etc. 1.8 miles to Red Mile Casino, 2.5 miles to Rupp Arena, 5 miles to Kenneland!

Perfect Nulu Getaway w/ Best Location- low fees

You can’t find a better location in the city. Welcome to Lou Lou on Washington, our Nulu condo. We are located just steps away from the best food, drinks, and events in the derby city. We are located on a quiet street, only one block away from Main St. You can walk to breweries next door or even a soccer game at Lynn Family Stadium. The Yum Center is only a few blocks away, and we have one of the few properties located walking distance from Waterfront Park.

Charming Penthouse/Rooftop Patio/Downtown

Unwind and enjoy sweeping river views on the rooftop patio while staying in this private 5th floor Penthouse apartment. Intentionally designed and decorated. Features include: a full upscale kitchen, open concept living and dining area, cozy King bed, large plush bathroom, and laundry in the suite. Whether visiting for work or pleasure, this spacious urban suite is located on The Bourbon Trail and within walking distance to Louisville's most popular venues!

Sleeping Turtle Lake Overlook

This unit is a condo overlooking a beautiful spring-fed lake and a wonderful mountain background. Feel free to take a stroll around the property, and in the evening make a fire and roast marshmallows. This location is just over 11 miles off of I75. Close attractions include Cumberland Falls, Levi Jackson, Pine Mountain, Colonel Sanders Museum, Laurel Lake and more .This is a FORMER paylake. Please don't expect to fish, as the paylake is closed.

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.