Apartment holiday rentals in Southern Indiana

Leader Loft

Conveniently located less than a mile from I-70 exit 14, on State Highway 503. This loft is perfect for any stay length for every occasion, and with the electronic door lock system it is perfect for a last minute stop as you’re traveling down the interstate. The Loft shares our building with Flour Bakery, coffee and gift shop, and is a minute's walk from a delicious bistro, antique shops, other gift shops, the library and hardware store. Come explore all that our quaint village has to offer!

Stylish groovy condo minutes from Churchill Downs

Welcome to Groovy Louis, a funky and eclectic condo in Louisville’s vibrant NuLu district. Sleeping up to 4 guests, this stylish retreat is just a short walk from Whiskey Row, the Louisville Slugger Museum, UofL, and a quick ride to Churchill Downs. Explore art galleries, antique shops, specialty stores, and one of the city’s top culinary scenes right outside your door. With modern amenities and unique charm, Groovy Louis offers the perfect blend of comfort, culture, and convenience. Book now!

Stablemaster’s Quarters/ Best downtown location!

Come see why the city awarded us with the “Stellar Award”, Best Place To Stay in Madison! The historic building was originally one of the city’s main livery stables circa 1886. New very comfortable furnishings, a spacious gathering area, 2 large bathrooms, laundry room & a furnished white kitchen will all be appreciated. Yet, historic charm remains. You will soon see why the entire building has won multiple awards. Come see why US Today awarded Madison “ Best Small Town in the Midwest”.

Downtown Luxury 1BR Apt near Louisville KY

Stylish 1BR apartment in the heart of Downtown New Albany Indiana. This apartment is centrally located to great shops and fantastic dining in downtown New Albany all within walking distance, 10 minutes to Downtown Louisville and the KFC Yum Center, and a short drive to Caesar's Casino. The space features a Queen Bed and Luxury pull out sofa to sleep 4, a well appointed kitchen and plenty of soft towels, 70" Flat Screen TV. Check availability of APT 1 for bigger parties looking to stay close.

Historic Ali Suite in heart of NuLu action

This spacious suite pays tribute to Louisville’s own Muhammad Ali in true urban style! Located in a lovingly renovated 1843 church, it boasts a king-size bed, full bath, kitchenette with table for 4, and lounge sofas that comfortably sleep 2. You'll be in the middle of all Market Street has to offer — steps from Rabbit Hole Distillery, Nouvelle Wine Bar, Garage Bar, and tons more. A 10-minute ride from the airport, half a mile from Slugger Field, and 1 mile from YUM! and Convention Centers.

Studio Apartment w/ Beautiful View!

Come and stay a while in this charming and unique studio apartment. Located in the heart of historical Aurora, IN, you can walk to all the shops, parks and restaurants! Step out onto your private patio and enjoy your view of the Ohio River! It’s the perfect romantic getaway. We are also pet friendly so if you want to bring your furry friends we are happy to host them as well, just be aware that there is a $100 fee that covers our additional cost. Just add them with your guests at checkout.

Beautiful 2 bedroom Rental Unit in Martinsville

This is a newly designed rental for you and your family in mind. Just pack your bags and come and stay a while. You can enjoy all that central Indiana has to offer. It is close to everything you can imagine. This Rental is in the heart of Martinsville cultural district but 20 mins south to Bloomington IU stadium and 30 mins to Indianapolis Lucas Oil stadium. We have it all from sports venues, shopping, Dining and beautiful parks to hike and just have a great time exploring central Indiana.

Ellie's Escape - In Historic Corydon, IN

Ellie's Escape is named for our oldest daughter who loves to travel. She has traveled with us since she was an infant and will pick up in a moment's notice to hit the road. This completely renovated and updated 1 Bedroom ground floor apartment is part of a historic home built in 1900. At nearly 1,000 square feet, it is much larger and certainly more comfortable than your typical hotel room. Located in the downtown historic district, it is walking distance to shops, restaurants and more.

Game of Thrones - Downtown

Be the lord or lady of this palatial chamber, in the center of downtown‘s hottest spots. Your OMG stay comes w/royal features inspired by your favorite fantasy series. •Custom Calif. King wooden bed w/playroom features and a mini-dungeon (not just for containing dragons!) •Luxurious bathroom w/steam shower for two •Decor from Old World Europe: hand-crafted torch sconces, medieval-style weaponry and an iron throne •Custom Coffee Bar w/touch-screen access to your favorite cafe coffees

Historic Whiskey Row Lofts in Heart of Downtown

Book your stay at the historic Whiskey Row Lofts in the heart of Louisville's cultural, commercial, and entertainment district! Experience the unique architectural features of one of the city's flagship historic buildings, including 12' windows, exposed brick walls, and original molding. You'll be on top of Whiskey Row, the center of bourbon tourism, and just blocks from Museum Row and Louisville's major event centers, such as the KFC Yum! Center and the International Convention Center.

Location! Corner downtown condo!

Welcome to your stylish urban retreat in the heart of downtown Louisville! This studio corner unit condo boasts modern amenities and stunning city views through floor-to-ceiling windows. With an updated bathroom and kitchen, plus a location within walking distance to the KFC YUM Center, shops, and restaurants, this condo offers the perfect blend of comfort and convenience for your stay in Louisville. Book now and experience the best of Louisville living!

The Treehouse - Hot Tub - Indoor Pool Get Away!

The Treehouse is a perfect retreat! It is secluded by the hills surrounding Madison. Complete privacy, yet 5 minutes from downtown, or hilltop. Year-round views of the beautiful hills of Kentucky. Winter views of the Ohio River and downtown. The house has stunning ceilings made from coastal cedar off an island near Vancouver, British Columbia and beautiful skylights in the studio and indoor pool area. This is an Adults only property. 2-night min.