Apartment holiday rentals in Southern Indiana

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.

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.

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.

OTR Nest, BEST views of the city

Guaranteed best views of Cincy at the OTR Nest! Nestled in the heart of the city, this cozy unit offers unbeatable city views and is just steps away from vibrant Findlay Market and the lively bars and restaurants of Over-the-Rhine (OTR). Whether you're here for the local food scene, nightlife, or a relaxing city getaway, our location puts it all within easy reach. Kick back, take in the skyline, and enjoy the best of Cincinnati right outside your door!

Hidden GEM, newly furnished in a safe, great area

Our “unit” is a great place to stay. Absolutely wonderful neighborhood with beautiful historic setting, cozy, safe and quiet. Short walking distance to many restaurants, shops, coffee houses. Majestic trees line properties and homes. Downtown & NULU 4 miles. Churchill Downs 10 miles, University of Louisville is 13 miles away. Golf & swim center .25 miles this. property is duplex. Very separate accommodations! Private!

House on the Hill

Beaming with character and comfort! Enjoy easy access to everything from this centrally located first floor unit. This large 2 bedroom unit features comfortable living space and a fabulous private deck. Close to dining, shopping, and local attractions, it’s the perfect home base for exploring the area while enjoying the comfort of a quiet, convenient stay. Easy and ample free on street parking!

Private Balcony on Main in the Heart of OTR

You will enjoy easy access to everything from this centrally located place. Enjoy the smells of the local bakeries, grab a Macaron or slice of Goodfellas within feet of the front door. If you do have a car there is a reserved spot available for an additional fee of $25/night. (Secured and lighted lot behind the property). Parking is not included for this stay.

*New* Kentucky Industrial Bourbon Downtown Loft!

Updated Listing!* The updated industrial downtown loft welcomes you in with a stunning entry staircase, topped with a unique hand railing with a large open living area & wood flooring throughout. All walking distance to downtown activities. Enjoy the coffee shop just below you along with the many boutiques, yoga, restaurants, bourbon trail & more!

French Lick condominium Rooftop

Stylish and spacious condominium located in downtown French Lick, Indiana. Directly across the street from the French Lick Resort & Casino, features a Elevator to your private 4th floor condominium & large rooftop with Beautiful views of downtown (Legendz sports bar & grill)located on lower level of building,show Your key & get 10% off food