Bed and breakfast holiday rentals in Southern Indiana

Boho Suite minutes from downtown!

My home is conveniently located in a quiet neighborhood minutes from downtown Louisville and Jeffersonville. Grocery stores and eateries are a quick five-minute walk or hop in an uber and be in newly restored downtown Jeffersonville in minutes! With local coffee and boutique shops, bars, restaurants, museums, the iconic Big4 walking bridge over the Ohio River, and other attractions, will definitely keep you entertained! Close to the big city, nestled in peaceful suburbia, look no further!

The Lavender bedroom with queen poster bed.

Elegant 3 story mansion located on 8 acres off a quiet paved farm road. We offer 3 unique and beautifully decorated bedrooms. Please click on each listing for their descriptions and pictures. Colorfully landscaped, surrounded by mature trees with a 1/2 acre stocked pond. Ample parking with easy highway access to Churchill Downs, bluegrass horse country, the Outlet Mall of the Bluegrass, the Bourbon Trail, sports arenas, convention centers, Kentucky State Fairgrounds, and downtown attractions.

The Getaway in Bourbon Country with Breakfast

Located in the heart of the Bourbon Trail. Come and enjoy the peace and quiet of country living, but still close enough to cities. When you first arrive, you will find the entrance on a large, covered patio. There is a gas grill there for your use. We also have a fire pit, so bring wood. Feel free to take a walk down to the river at the bottom of our property. There you will find a park like setting where you can relax and listen to nature if you like. Eggs, bacon and biscuits provided.

Great Apt close to highway! N INDY *****

We’re located in Castleton (Far North Indy) close to restaurants, family-friendly activities, nightlife, & all the highways in Indy. WE LIVE UPSTAIRS. Guests fail to read the entire listing so please do. Ruoff Music Center-12 min, downtown-20 min, Convention center-25 min, Grand Park-25 min, Airport-35 min. Fishers Event Center-8 min. Apt has its own separate entrance w/keyless lock. Our place is good for couples/solo/business travelers/families w/small kids. WE DO NOT RENT TO LOCALS.

Private Pool 1901 Cottage, Keeneland Bourbon Trail

Minutes from Keeneland racetrack and in the heart of the Bourbon Trail our 1901 cottage has a fenced backyard, patio, grill, private pool open seasonally April to October (unheated) kitchen, laundry, dining room, living room, tv in lr, tv in bedroom and WIFI. A short walk to Main Street restaurants and shops. Minutes from Keeneland Race Track, the Kentucky Horse Park and our world famous Bourbon distilleries, it is surrounded by the most beautiful horse farms in the Bluegrass.

A+ walkability, eclectic, cafe ~ Surreal Suite

~Choose to Stay at The Surreal Suite~ Walkable to Convention Center, Stadium, Fieldhouse, and lots more *photos of walks/distance shown in listing photos. Boho & Eclectic located in Historic Fletcher Place ~ Cultural district of Indy. Two doors down is Amberson Coffee. Walk a few blocks~brunch at world renowned Milk Tooth, Metazoa Brewing, Hotel Tango Distillery, Iria’s Italian, fountain sqaure, and much much more. Free street parking, Putt-Putt, Fire Pit, BBQ grill.

Historic - Ward House 5br 5.5bth

Historically recognized both locally and Nationally. Experience history in the horse country! Built in 1843 one of the oldest standing homes in Lexington. Built as a bed and breakfast history suggests Abraham Lincoln stayed in the home once upon a time. The underground railroad stopped here, marked by the now 200 year old towering Oak tree. The floor plan allows for large scale entertaining and separates public from private spaces.

Tower Room in Bedford with Breakfast

Our "castle" is the former Lawrence County Jail and Sheriff's Residence in Bedford, about 40 miles south of Bloomington and an hour from French Lick. The Tower Room has a comfortable queen-sized bed, private bath, and interesting original art. In the morning we will treat you to a big breakfast tailored to your individual tastes. Vegan, gluten-free, lactose-free, no problem for us--we love our guests and we love to cook!

Faul Family Riverside Farm Experience

Enjoy a beautiful nature experience in rural Henry County with your own private room, kitchenette and private bathroom. Take a walk on the farm and experience regenerative agriculture with chickens, pigs, sheep, turkeys, and shrimp. Just 40 minutes from Churchill Downs in Louisville and 10 minutes from I71.