Condo vacation rentals in Southern Indiana

4.96 out of 5 average rating, 227 reviews

★ Victorian Louisville ★ 1000 sqft Glassworks Loft

Fresh, modern and sleek 950 SqFt loft style unit. Constructed inside the historic glassworks building, this condo is one of the most unique in the city. You will be amazed by the style, but also the amenities nearby. With a 2 minute walk to Museum row, and a 7 minute walk whiskey row, the convention center, the YUM! center and the center for the arts - everything is nearby. With Wifi, Netflix, and Hulu provided you have everything you need. The perfect spot for relaxing or going out on the town

4.98 out of 5 average rating, 120 reviews

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.

4.94 out of 5 average rating, 198 reviews

Modern 1 BR Downtown | Free Parking | EV Charger 6

The Theatre Building is a beautifully renovated Art Deco building listed on the Historical Register located next to the Palace Theater. You will enjoy easy access to all of downtown from our central location for fun or work. The unit has its own dedicated high speed (300MB) wi-fi connection, HDTV w/cable & streaming apps, as well as 1 FREE off-street, hotel garage parking space. There are numerous entertainment, shopping, dining and bourbon tasting options available within a short walk.

4.95 out of 5 average rating, 120 reviews

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.

4.92 out of 5 average rating, 147 reviews

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.

4.98 out of 5 average rating, 164 reviews

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!

4.96 out of 5 average rating, 170 reviews

Condo in Cincinnati

Main St | Loft w/ Rooftop Patio | Secure Parking

Enjoy a stylish experience at this centrally-located loft style condo. We have gated parking with direct entrance to the unit. Open concept, walk in closet with built in laundry, work space for you to comfortably plug in, full dining room, luxurious bathroom. All the amenities you could ask for and a private quiet rooftop to relax on. Located in the heart of over the rhine next to a dog park. Walking distance to local bars, restaurants and night life.

4.89 out of 5 average rating, 128 reviews

Condo in Shelbyville

Work, Family and Friends and Bourbon

2-bedroom, 2 full bathroom condo offers a one level floor plan and a private entrance with parking at your door. Just a few minutes to Bulleit Distillery, you will be located in the center of the Bourbon Trail. Here for work? Grocery, shopping, interstate are within a few minutes. In town for a festival? Let us help you plan with local recommendations and hidden gems! All the essentials are provided and a few extra special touches too.

4.94 out of 5 average rating, 183 reviews

Condo in Bloomington

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!

4.97 out of 5 average rating, 145 reviews

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!

4.93 out of 5 average rating, 134 reviews

Condo in Cincinnati

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.