Condo vacation rentals in Southern Indiana

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Top-rated condo rentals in Southern Indiana

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Guest favorite

Condo in Louisville

4.96 out of 5 average rating, 226 reviews

The Garret in Butchertown's Bed N Brothel

Soak up the sunlight in this 1000sf penthouse of this retired historic 19th-century Butchertown brothel. Blanketed in natural light, this 3rd story Garret has the feel of a sun-bleached tree-top tent, and is ideal for a couple's retreat or a friends' outing. A few of the city’s top restaurants and bars are less than a block walk away. Endless other drinking, shopping, and attractions are nearby in Nulu, Frankfort Ave, and the Waterfront. & don’t miss our other listing, the Hilltop Hideaway!

Guest favorite

Condo in Louisville

4.99 out of 5 average rating, 106 reviews

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.

Guest favorite

Condo in Louisville

4.97 out of 5 average rating, 102 reviews

Penthouse Loft:Downtown Rooftop Patio,Free Parking

Enjoy a luxurious stay at this downtown penthouse loft in Louisville. This stylish condo offers a spacious rooftop patio, free parking, and modern amenities for a comfortable stay. A prime location: you're just steps away from the city's best attractions, dining, and entertainment. The loft features modern decor, a fully equipped kitchen, a cozy living area, and a comfortable bedroom. Ideal for couples or solo travelers to explore Louisville in style. Book now for an unforgettable stay!

Guest favorite

Condo in Bloomington

4.93 out of 5 average rating, 166 reviews

Cozy Condo and EaglePointe Golf Resort Lake Monroe.

Welcome to your Cozy Condo! Prices are current through 2024, but not beyond 2024. Coffee, goodie basket, private deck and porch swing awaits. Enjoy the deer, woods, and golf course view. There is a Pro-Golf Shop, enormous pool, pickleball, Sahm's Restaurant, Cabana, drinks, on Sahm's enormous deck, and mostly summer weekend bands walking distance from the condo! Fairfax Beach and Lake Monroe are a short 2 miles. $10 for each additional guest after 2 guests. No more than 4 guests.

Guest favorite

Condo in Louisville

4.94 out of 5 average rating, 167 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.

Guest favorite

Condo in Louisville

4.98 out of 5 average rating, 446 reviews

Remodeled suite in one of Louisville's BEST areas

Beautiful basement suite in charming Louisville neighborhood. Perfect location close to everything! Bus Stop and Multiple Restaurants (walking) Interstate 264 (1 mile) KY Expo Center (half mile) Norton Hospital (1.2) Interstate 65 (1.4) UofL (1.5) Kentucky Kingdom (1.5) Louisville Zoo (2.1) Airport (2.3) Mega Cavern (2.6) Churchhill Downs (2.8) Bardstown Road (3.0) Derby City Gaming (3.4) 4th Street Live (4.3) Waterfront Park (4.5) Yum! Center (4.6) Slugger Museum (5.0)

Guest favorite

Condo in Louisville

4.99 out of 5 average rating, 136 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!

Guest favorite

Condo in New Castle

4.96 out of 5 average rating, 167 reviews

Maxwell-Commons #105, New Castle IN, 2bd2bth dwntn

#105 Maxwell-Commons: a downtown LOFT serving visitors for business, family, or pleasure - a HAVEN for peace and friendship. If you want a trash-able venue for a drunken party PLEASE go elsewhere. Nearby: HC Saddle Club; Go-Karts; NC High School; Basketball Hall of Fame. Indianapolis (50min); Richmond (30min); Muncie, Anderson (20min). Bring personal toiletries. Coffee is available. THERE ARE STAIRS. 105 has 2 assigned outdoor parking-spaces.

Guest favorite

Condo in Louisville

4.96 out of 5 average rating, 126 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!

Guest favorite

Condo in Louisville

4.96 out of 5 average rating, 260 reviews

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.

Guest favorite

Condo in Elizabethtown

5 out of 5 average rating, 216 reviews

*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!

Guest favorite

Condo in Louisville

4.99 out of 5 average rating, 300 reviews

Louisville's Best Neighborhood Gallery Square NuLu

One bedroom contemporary condo with plenty of amenities including TV in bedroom and living room, fully furnished kitchen, washer/dryer, ironing board, walk-in closet and secured parking for one vehicle. Located in the trendy NuLu area of downtown Louisville with bars, shops and numerous restaurants that are just minutes away from the front door.