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.

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.

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.

Nice 2 Bedroom Condo

Great two bedroom condo 7 minutes from downtown and 10 minutes from IU campus. Located in a quiet and safe residential area. Easy access from I-69. Will accommodate 5 persons. For longer stay, there is an occupancy limit. NO PARTIES OR PETS. Beautiful wooded area behind the condo. Woolery Mill, RCA park and hiking just a few minutes away from the condo. Also nearby is Switchyard Park, with free EV charging for four hours. We might NOT be able to answer questions AFTER 11PM EDT.

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.

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!

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!

Cozy Condo at EaglePointe Golf Resort Lake Monroe.

Welcome to newly remodeled Cozy Condo! Coffee, a goodie basket, private deck and a porch swing awaits. Enjoy the deer, woods, and enormous golf course. There is a Pro-Golf Shop, pickleball, Eagle Pointe Restaurant and bar, a massive pool, huge deck, cabana, and mostly summer weekend bands just walking distance from the condo! Just 10 easy steps to the condo. Prices extend through 2025 only. I would be honored to be your Superhost!

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!

*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!