A modern glass building with a curved facade and a sign reading "The Kentucky Center".

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Southern Indiana cottages

A wooden building with a porch, steps, and potted plants.

1. The Cowboys Slumber' 2 Mi to Lincoln State Park

The Cowboys Slumber' 2 Mi to Lincoln State Park
3.0 star property
Gentryville
The price is AU$567
includes taxes & fees
19 Oct - 20 Oct
The Cowboys Slumber' 2 Mi to Lincoln State Park
A couple seated at an outdoor table with a scenic view of a green landscape.

2. Dream Getaway Cottage w/ Endless Hilltop Views - Seasonal Pool/Hot Tub

Dream Getaway Cottage w/ Endless Hilltop Views - Seasonal Pool/Hot Tub
Paoli
9.2 out of 10, Wonderful, (30 reviews)
"Beautiful view and great accommodations"
United States
Janice H.
The price is AU$358
includes taxes & fees
19 Oct - 20 Oct
Dream Getaway Cottage w/ Endless Hilltop Views - Seasonal Pool/Hot Tub
Property grounds

3. Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 out of 10, Exceptional, (17 reviews)
"Host was very accommodating and this place was perfect for a place to stay while visiting friends. Everything was very comfortable, especially the very soft bed!! "
United States
C J.
The price is AU$250
includes taxes & fees
19 Oct - 20 Oct
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A wooden bench with a floral cushion, a chair, and a view of a garden with autumn foliage.

4. 2-bedroom cottage with hot tub in charming Loogootee

2-bedroom cottage with hot tub in charming Loogootee
Loogootee
8.0 out of 10, Very good, (1 review)
"A place to rewind and rejuvanate."
United States
Mary
The price is AU$300
includes taxes & fees
21 Oct - 22 Oct
2-bedroom cottage with hot tub in charming Loogootee
A Blackstone grill with a propane tank, set up outdoors with a view of a lake and trees.

5. River Retreat

River Retreat
Charlestown
10.0 out of 10, Exceptional, (1 review)
"Easy check in. Nice cozy home right by the river. Even left a golf cart for use when staying!"
United States
Brady S.
The price is AU$412
includes taxes & fees
21 Oct - 22 Oct
River Retreat
A single-story house with a front porch, a blue door, and a small garden area.

6. The Blue Door Place

The Blue Door Place
Florence
9.8 out of 10, Exceptional, (30 reviews)
"Very clean, had everything we needed! "
United States
james w.
The price is AU$266
includes taxes & fees
19 Oct - 20 Oct
The Blue Door Place
A blue building with a covered grill, two chairs, and an American flag.

7. Fireflies and night skies!

Fireflies and night skies!
French Lick
10.0 out of 10, Exceptional, (7 reviews)
"Super clean, lovely property in the woods. Very quiet and relaxing. Definitely plenty of fireflies at night too!"
United States
Roger S.
The price is AU$365
includes taxes & fees
19 Oct - 20 Oct
Fireflies and night skies!
A couple seated at an outdoor table with a scenic view of a green landscape.

8. Private and Cozy Cottage with Spectacular Hilltop Views - Seasonal Pool &Hot tub

Private and Cozy Cottage with Spectacular Hilltop Views - Seasonal Pool &Hot tub
Paoli
8.8 out of 10, Excellent, (45 reviews)
"My wife and I had a great time here! The views from the cottage and lounge area are amazing!"
United States
Anonymous traveller
The price is AU$376
includes taxes & fees
19 Oct - 20 Oct
Private and Cozy Cottage with Spectacular Hilltop Views - Seasonal Pool &Hot tub
A balcony with wicker furniture, a view of a river, and a bridge in the background.

9. Downtown Riverfront Cottage

Downtown Riverfront Cottage
Madison Historic District
The price is AU$511
includes taxes & fees
25 Oct - 26 Oct
Downtown Riverfront Cottage
A wooden deck with a view of a golf course, a gazebo, and surrounding greenery.

10. Beautiful New Cottage w/ Endless Hilltop Views

Beautiful New Cottage w/ Endless Hilltop Views
Paoli
9.6 out of 10, Exceptional, (20 reviews)
"Such lovely and accommodating managers, super easy check in, great space, loved the fire pit all ready to go and stocked to light at night on top of our rolling hill."
United States
Melissa
The price is AU$347
includes taxes & fees
19 Oct - 20 Oct
Beautiful New Cottage w/ Endless Hilltop Views
A cabin by a pond with a metal roof, surrounded by trees.

11. Pleasant Grove Farm LLC

Pleasant Grove Farm LLC
3.0 star property
Lyons
9.4 out of 10, Exceptional, (105 reviews)
"This is our favorite place to stay every Labor Day weekend. It’s home away from home!"
United States
Craig
The price is AU$226
includes taxes & fees
19 Oct - 20 Oct
Pleasant Grove Farm LLC
A white building with a porch, an American flag, and a wreath on the door.

12. Modern Farmhouse Cottage on 250 Acre Farm Near Ark: No Cleaning Fee!

Modern Farmhouse Cottage on 250 Acre Farm Near Ark: No Cleaning Fee!
Dry Ridge
10.0 out of 10, Exceptional, (134 reviews)
"Quaint, adorable, comfortable, peaceful, serene - this little house is so well done, the hosts clearly care about and have put a LOT of care and effort into creating and maintaining such a treasured find. And the FRESH baked homemade cinnamon rolls made to order and hand delivered by the owners son is just the cutest and most perfect add to their country setting. Wonderful stay and HIGHLY recommended "
United States
Michele
Modern Farmhouse Cottage on 250 Acre Farm Near Ark: No Cleaning Fee!
A single-story house with a brick chimney, large windows, and a covered porch.

13. Illinois Vacation Rental Home: Pets Welcome

Illinois Vacation Rental Home: Pets Welcome
3.0 star property
Palestine
10.0 out of 10, Exceptional, (1 review)
The price is AU$498
includes taxes & fees
10 Nov - 11 Nov
Illinois Vacation Rental Home: Pets Welcome
A wooden porch with two rocking chairs, a door, and an American flag.

14. Little House on Dairy- Near Ark- Feed Grain to Calves and Goats

Little House on Dairy- Near Ark- Feed Grain to Calves and Goats
Dry Ridge
10.0 out of 10, Exceptional, (131 reviews)
"Had a great experience, would definitely stay here again if we’re ever in the area. Thank you!"
United States
Matt M.
The price is AU$336
includes taxes & fees
26 Oct - 27 Oct
Little House on Dairy- Near Ark- Feed Grain to Calves and Goats
A wooden cabin with a porch, a deck, and a windmill.

15. Serene Kentucky Cabin w/ Fireplace + Fire Pit!

Serene Kentucky Cabin w/ Fireplace + Fire Pit!
3.0 star property
Williamstown
10.0 out of 10, Exceptional, (3 reviews)
"This is a wonderful space to stay. Each section has been throughly constructed to ensure a pleasant stay and meet your needs. We very much enjoyed our time here. Definitely recommend!"
United States
Rachael
The price is AU$586
includes taxes & fees
25 Oct - 26 Oct
Serene Kentucky Cabin w/ Fireplace + Fire Pit!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southern Indiana Hotel Reviews

La Quinta Inn & Suites by Wyndham Evansville

La Quinta Inn & Suites by Wyndham Evansville

10/10 Excellent
"The rooms were very nice and clean. Staff was extremely polite and helpful, the breakfast was outstanding with a variety tasty options."
Julie 1-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Evansville

Find out more about Southern Indiana

Southern Indiana Cottages information

Number of reviews
516
Accommodation
71 Cottages
Lowest Price
AU$226
Highest Price
AU$586

Frequently asked questions

How much do cottages in Southern Indiana cost?
Cottages in Southern Indiana range between AU$226 and AU$586 per night. These retreats offer a chance to get reacquainted with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Southern Indiana near my cottage?
The most important travel accessory for your Southern Indiana escape is a fabulous itinerary! Louisville Slugger Museum, Louisville Palace and Muhammad Ali Centre are some of the top sights if you're headed to Louisville. Jeffersonville - Clarksville also has plenty of superb attractions, such as Louisville Slugger Museum. Eager to explore more? Stop by Muhammad Ali Centre and Derby Dinner Playhouse too.