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

4.98 out of 5 average rating, 166 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.

Oct 22 – 29

$133 per night

Guest favorite

Condo in Louisville

4.96 out of 5 average rating, 209 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!

Dec 14 – 21

$110 per night

Guest favorite

Condo in Elizabethtown

4.97 out of 5 average rating, 147 reviews

Lavish Downtown ROOFTOP Condo - Sleeps 6

Your whole group will enjoy easy access to everything from this beautiful centrally located condo in downtown Elizabethtown. Be right in the middle of all the action with new restaurants, bars and shopping. Condo is 1 bedroom, 1 bath but can sleep up to 6. Bedroom has queen size bed, living room has pull out bed in couch and there is also a full size murphy bed. Fully equipped kitchen and a pool table! The rooftop offers a great view of the city that you can enjoy while relaxing in the hammock.

Dec 17 – 24

$161 per night

Guest favorite

Condo in Bloomington

4.94 out of 5 average rating, 145 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, and food on Sahm's huge 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.

Jun 12 – 17

$112 per night

Guest favorite

Condo in Louisville

4.94 out of 5 average rating, 134 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.

Oct 21 – 28

$132 per night

Guest favorite

Condo in Bloomington

4.99 out of 5 average rating, 108 reviews

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.

Dec 21 – 28

$132 per night

Guest favorite

Condo in Louisville

4.99 out of 5 average rating, 109 reviews

Peaceful Retreat on 4th Street - Parking included!

Welcome to Louisville! Our condo is mere steps away from Fourth Street Live, the Convention Center, live theater and stage venues, Whiskey Row, the starting point of the Bourbon Trail, and a host of restaurants where you can indulge your "Foodie" side. Cardinal Stadium, Churchill Downs, the airport, fairgrounds, Kentucky Kingdom and the zoo are a short ride away. This condo is ideally located for fun or business, yet when you're inside it is blissfully quiet!

Oct 21 – 28

$148 per night

Guest favorite

Condo in Louisville

4.98 out of 5 average rating, 117 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!

Jan 26 – Feb 2

$263 per night

Guest favorite

Condo in Shelbyville

4.93 out of 5 average rating, 123 reviews

Horses, Bourbon, and More .... Shelbyville Condo

Beautiful condo duplex features 2 bedrooms / 2 full bathrooms, light open floor plan, private entrance with parking at the door.. Close to shopping, expressway, local wineries, bourbon distilleries, horse farms and much more!! Fully Furnished including linens, towels, dishes and more! Work or travel, we welcome you to your home away from home! Located Close to shopping, farms, local interests and I64.. 25 minutes to Louisville, 45 minutes to Lexington.

Aug 16 – 23

$95 per night

Guest favorite

Condo in New Castle

4.96 out of 5 average rating, 140 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.

Jan 4 – 11

$118 per night

Guest favorite

Condo in Louisville

4.96 out of 5 average rating, 224 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.

Oct 21 – 28

$91 per night

Guest favorite

Condo in Louisville

4.99 out of 5 average rating, 277 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.

Aug 27 – Sep 1

$122 per night