Cottage holiday rentals in Southern Indiana

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Southern Indiana

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Guest favourite

Cottage in Wilmore

4.98 out of 5 average rating, 164 reviews

River House - Cottage with KY River View & Access

Come relax at the peaceful river house. It feels like a retreat right on the Kentucky River with a party-sized dock for easy river access. It’s a cozy cottage on stilts with a breakfast bar on the porch and swing on the patio. Be surrounded by nature and beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 minutes or less from LEX Bluegrass Airport, Keeneland and Shaker Village. See guidebook for more info.

26 Sep – 3 Oct

$237 NZD per night

Guest favourite

Cottage in Bloomington

4.97 out of 5 average rating, 221 reviews

Relaxing Retreat in the Woods

Relaxing retreat on 16 acres of woods , minutes from shopping, restaurants, Lake Monroe and the I.U. stadium--a 13 minute drive for basketball and football fans. Fire pit, grill, hammock, board games, kitchenette, CD, record player. No cable /television. Cell phone service and internet available if sometimes a bit spotty. The studio is in the woods so you may see or encounter wildlife including deer, opossums, raccoons, snakes, bobcats, coyotes and birds. Owner lives on property.

9–16 Feb

$238 NZD per night

Superhost

Cottage in Madison

4.83 out of 5 average rating, 102 reviews

Cozy Cottage downtown *Pets*Trails*firepit*Clean

Sue’s Cottage is a quaint two bedroom cottage with a porch over looking the Heritage Trail of Madison. It is perfect for pets. It is a home to many species of birds and wildlife. Relax on the deck bird watching or stroll through the heritage trail & scenic railroad tracks surrounding the cottage, which leads to the river walk. We are walking distance to all historic Madison offers. We are less than a mile from Clifty Park. A portion of each stay is donated to local charity.

20–27 Jan

$190 NZD per night

Guest favourite

Cottage in Maceo

4.97 out of 5 average rating, 144 reviews

Hattie's Hill Cottage

Cottage sits behind our home (see photo) . NOTE- Main house may have large groups ... pool and outside areas share spaces ...Near Owensboro, Rockport, Hawesville & Lewisport...There is ONLY ONE bedroom which can be made into EITHER two California twins OR one California king -Wifi ..Smart TV... use your Netflix and so on with this TV ...... Kitchen has everything you need ..Eating/work space. Comfortable recliner chairs ... Use of pool/ plenty of places to roam on farm .

9–16 Aug

$148 NZD per night

Guest favourite

Cottage in Hodgenville

4.98 out of 5 average rating, 144 reviews

Basil Cottage on the Creek

The Basil (baz-el) cottage is the perfect get-a-way where you can sit on the back porch sipping coffee while overlooking the babbling creek- get back in touch with nature for a much needed break from the stress of every day life. It may be a much needed romantic weekend, a mid- way point as you tour the bourbon trail, visiting Lincoln's childhood home or just a place of your own while in town to visit family, no matter what brings you to our cottage- you will love it here.

9–16 Feb

$166 NZD per night

Guest favourite

Cottage in Dry Ridge

5.0 out of 5 average rating, 152 reviews

Lake Getaway for 2 in country/Near Ark Encounter

Our cottage is the perfect COUNTRY getaway for TWO! You'll have a gorgeous lake view from inside or outside the cottage. There's a gas fire pit under the pavilion that you can quickly light, kick back & enjoy. Fully equipped kitchen, high speed wi-fi, cable tv & coffee. Only 10-15 minutes from the Ark Encounter & within an hour of the Creation Museum/Downtown Cincinnati area or from Ky Horse Park/Lexington. (Note: must be at least 25 years old to book. No exceptions)

17–22 Aug

$300 NZD per night

Guest favourite

Cottage in New Harmony

4.99 out of 5 average rating, 298 reviews

New Harmony Cottage

Open concept cottage w lots of space for one or two located in the Historic District of New Harmony. Free street parking, a sitting area and comfortable queen bed. Washer/Dryer and a small kitchenette (no stove or cooktop.) WiFi and and a Smart TV for your convenience. Bring your Netflix or Hulu passwords. Be our guest in your own space. Easy no contact checkin & checkout. Coffee/Tea bar or Black Lodge Coffee! *FYI check Winter hours for shops & restaurants.

26 Jun – 3 Jul

$220 NZD per night

Guest favourite

Cottage in Pleasureville

4.99 out of 5 average rating, 174 reviews

The Cozy Cottage on One Goat Farm

This quaint little cottage is located on the Bourbon Trail of Kentucky. A mere 9 minutes from Six-Mile Distillery, it is also in close proximity to a gas station, grocery and library. Located in the heart of an Amish community, you will hear horses and buggies clip-clopping past as you sip your morning coffee. This cottage is on a functioning farm with horses, cats, goats and donkeys, with overnight housing facilities for your own equines as well.

2–9 Jul

$234 NZD per night

Guest favourite

Cottage in Owensboro

4.97 out of 5 average rating, 327 reviews

Nature Lovers Retreat

This charming cottage is the perfect getaway for nature lovers. Relax in this home’s cheerful and cozy atmosphere, located on the edge of Ben Hawes Park with over 4 miles of beautiful walking trails and 7.5 miles of bike trails in this gorgeous 297 acre forest. Enjoy all the comforts of home, including free WiFi, TV, washer and dryer, full kitchen, and free parking. This special retreat is also only 1 mile from Ben Hawes Golf Course.

4–11 Oct

$158 NZD per night

Guest favourite

Cottage in Madison

4.93 out of 5 average rating, 140 reviews

Cozy Farmhouse Retreat in Historic District

Located in the Historic District in Madison! Lisa and Richard co-own and co-host this recently updated cottage. Welcome to our cozy, chic Farmhouse Retreat. It is one block from Main Street, featuring so many charming shops, restaurants, and historic buildings for which Madison is famous. Only three blocks from the mighty Ohio and a short five-minute drive to Clifty Falls State Park. We fell in love with Madison and know you will, too.

19–26 Mar

$187 NZD per night

Guest favourite

Cottage in Louisville

4.95 out of 5 average rating, 148 reviews

2 BD 1 BA Serene Setting Retreat House

Carriage home is located on beautiful Arnoldtown Rd. 15 min. from Churchill Downs and 20 min. from downtown Lou. We are 15 minutes from Freedom Hall or the Fairgrounds and 22 miles from Fort Knox. It sits in a natural setting on 5 beautifully landscaped acres. There is a large parking area for those who may need to bring a trailer. Bathroom and bedrooms are on the 2nd floor. Peaceful..in a rural setting but inside the city.

15–22 Dec

$250 NZD per night

Guest favourite

Cottage in Terre Haute

4.96 out of 5 average rating, 278 reviews

The Cozy Cottage

For only $75/night (plus one time cleaning fee) you can enjoy The Cozy Cottage for all your travel needs. Whether you just need a great place to stay for a couple of nights or for several months, this home has it all. Pet Friendly with one car carport. Great workspace for the business traveler and nice space to just relax. Free Hi-Speed, Wi-Fi. Close to many amenities and only a mile from Interstate-70.

12–19 Jul

$181 NZD per night