Boutique hotel holiday rentals in Southern Indiana

#5 No Cleaning/Parking Fees! Walk to Games/Music!

Legal Airbnb, with a 96% Five Star Rating! Super Host Status! 634 Orchard St. Our first floor studio apartment is 3 blocks to Newport on the Levee, or a 20 min. walk to DT Cincinnati/REDS/Bengals games. Surrounded by great restaurants, nightlife, and, family activities. Close to aquarium, stadiums, shopping and concert venues. You’ll love the ambiance, the lively neighborhood, the people! It will all give you a historic perspective of this quaint town! BAR NO CLEANING FEE! FREE PARKING! 21 Y

Pistachio Mini Room @ Twin Lakes Creamery

Located near the center of Leitchfield, Twin Lakes Creamery, Grill & Inn offers updated guest rooms, each with their own private bathroom. This *small* 175ft² room features a full size pillow top mattress, refrigerator, microwave, coffee maker, and 32" TV with Hulu Live TV & Netflix. The en-suite bathroom features a walk in shower. We are in a great central location to Elizabethtown, Mammoth Cave, Rough River, & Nolin Lake. Check out our 250+ positive reviews from our other properties!

Khaki Suite

Welcome to Duck Creek Farm and Inn, a charming place offering four beautiful guest rooms in the picturesque hills of Southeastern IN. Our spacious family friendly rooms are thoughtfully decorated with luxurious linens on comfy beds. Each room features pleasant views, a private bathroom, and a cozy sitting area. Unwind, relax, and rejuvenate while enjoying the comfort and hospitality we are known for at our beautiful countryside inn where you will arrive strangers but leave as friends.

Rose Hill Inn Grand Library Suite

Rose Hill Inn, built in 1823, is one of the oldest estates in the city of Versailles, Kentucky. Curl up in an armchair with a book from the inn's collection in your private library. Marvel at the 12 foot windows. Enjoy your best night's rest with our hand-selected luxury bedding. With the best of the old and the new, a stay at Rose Hill Inn is sure to transport you back in time. As of August 1st, Rose Hill Inn will be offering free breakfast, included in the price of the room.

Pappy VanWinkle Suite, The Woodford Hotel

Renovated building built in 1880's in the heart of downtown Versailles. Pappy VanWinkle • 1 Bedroom/King Bed, 1Full bathroom • Full Kitchen • Living Room • 2 Smart TV's • Onsite parking Walking distance to coffee shops, restaurants, bourbon bar, bakery. 11 min to Keeneland 15 min to Distilleries 12 min to Lexington Airport 50 miles to Louisville *Offsite Amenities- public pool & boat dock. Please refer to Location Activities section for details. Rental agreement required

Cozy River Retreat

Kick back and relax in this centrally located peaceful, warm, and stylish boutique retreat, waterfront, on White River, in the heart of Indianapolis near-to-downtown, Carmel, Fishers, Keystone-at-the Crossing, Westfield and 465 for easy access to the rest of Indy. Charming, newly renovated cottage, entire private, lower level home, with separate entrance and parking. Great amenities (W/D, patio and gazebo, river views). There is no place like this cozy retreat.

The Sherman Inn King

The Sherman Inn is over 170 years old recently renovated to include all modern travel amenities. Located roughly half-way between Indianapolis and Cincinnati, the inn is the perfect meeting place and near many sights and activities within walking distance. All 22 boutique guest rooms are unique from each other and include wood floors, marble bath floors, walk-in tiled showers, custom shutters and the best mattresses for a great night's rest.

Midnight on Main Suite 203 at The Chandler Hotel

Located in the heart of Downtown Madison, The Chandler Hotel has a rich history while boasting sophistication and comfort for the modern traveler. This new, first-of-its kind boutique hotel gives a nod to the past while capturing a rich contemporary design featuring a rooftop terrace, fitness room, and spacious gathering areas. Each room is individually designed to offer a unique experience and pay homage to the charm and history of Madison.

The Perch at The Purple Martin in Louisville!

The Purple Martin is a charming boutique hotel located in the premier neighborhood of Norton Commons in Louisville, Kentucky. Known for its fine dining and exciting nightlife, Louisville offers a plethora of attractions for guests to explore and the Purple Martin is in the perfect centralized location for your stay. The rooms at The Purple Martin are elegantly furnished and decorated with all the amenities needed for a comfortable stay.