Condo vacation rentals in Southern Indiana

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.

Downtown Penthouse | Stylish Loft + Rooftop Patio

Prime downtown location! Walk to top attractions. Steps from 4th Street Live, dining and Whiskey row. Easy access to the Kentucky Derby, and the Convention Center. Perfect for business travelers and weekend getaways. The condo offers a comfortable, stylish retreat with a beautiful patio for outdoor enjoyment. Fully stocked with all necessities, you'll feel right at home. This condo is perfect for those looking for a sophisticated stay with easy access to the best the city has to offer.

Luxe Dwell | Private Deck | Steps to OTR | Parking

Welcome! We're thrilled to have you stay in our comfortable and stylish OTR condo, conveniently and privately located just blocks away from Cincinnati's finest and most beloved offerings. This modern-styled 1-BR, 1-BA condo is walking or diving distance from some of the best cocktail bars, restaurants, breweries, and arts. With your stay, you'll have complete access to a fully equipped kitchen and bathroom, in-unit washer/dryer, Smart TV, fast Wifi, and complimentary essentials. Enjoy!

Cozy Condo at EaglePointe Golf Resort Lake Monroe.

Welcome to the 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 huge deck, Cabana, and mostly summer weekend bands just walking distance from the condo! Fairfax Beach and Lake Monroe are a short 2 miles. $10 for each additional guest after 2 guests with a maximum of 4 guests. Prices are set for 2025 only.

The Hilltop Hideaway

Come hunker down at The Hilltop Hideaway, a centrally-located historic 19th-century shotgun style cottage 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!

The Views at Centennial House

Located in Mt Adams (often known as one of Cincinnati's Best Secrets) this condo offers the following: - 2 Bedrooms w/ attached bathrooms - 2 living spaces w/ TV's - Several outdoor living spaces - Grill off kitchen balcony - PERFECT kitchen w/ GAS Stove - Dining Space for 8 - Location: Mt Adams - River Views - Minutes to OTR, Shopping, Bars/Food, etc! Bedvsizes: King, queen and queen fold out sofa.

The Highlands Modern Condo

Our brand new renovated 1BR condo is located in a famous Highlands' neighborhood. Conveniently located about 5-8 minutes from Churchill Downs, KFC Yum Center, Cardinal Stadium, Convention Centre, Center for the Art, Downtown Distilleries, Paristown, Nulu and Germantown area, 12 minutes from Airport. Walking distance to many great restaurants, bars, shops, and parks.

Downtown Indy - COZY Condo - FREE|Parking

Conveniently located in the 🫶 of downtown Indianapolis near Mass Ave, the circle, Gainbridge Fieldhouse and many more hot spots. This cute studio condo has everything you need for your stay in Indy! - 5 min Drive/18 minute walk to Gainbridge Fieldhouse - 6 min Drive (1.6mi) to Lucas Oil Stadium - 6 min Drive/20 minute walk to Indiana Convention Center