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

Search Southern Indiana Cottage Rentals from CA $219

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Southern Indiana cottages

A wooden bench with a floral cushion, a chair, and a view of a garden with autumn foliage.

1. 2-bedroom cottage with hot tub in charming Loogootee

2-bedroom cottage with hot tub in charming Loogootee
Loogootee
9.6 out of 10, Exceptional, (4 reviews)
"Cozy little cottage. We just had a one night getaway and it was great to unwind."
United States
Kelsey K.
The price is CA $201
CA $279 total
includes taxes & fees
Nov 10 - Nov 11
2-bedroom cottage with hot tub in charming Loogootee
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 CA $245
CA $371 total
includes taxes & fees
Nov 8 - Nov 9
Dream Getaway Cottage w/ Endless Hilltop Views - Seasonal Pool/Hot Tub
A Blackstone grill with a propane tank, set up outdoors with a view of a lake and trees.

3. 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 CA $173
CA $385 total
includes taxes & fees
Nov 12 - Nov 13
River Retreat
Property grounds

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

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.4 out of 10, Exceptional, (20 reviews)
"Clean and cozy"
United States
Julie
The price is CA $125
CA $227 total
includes taxes & fees
Nov 10 - Nov 11
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A single-story house with a front porch, a blue door, and a small garden area.

5. The Blue Door Place

The Blue Door Place
Florence
9.8 out of 10, Exceptional, (31 reviews)
"Very clean, had everything we needed! "
United States
james w.
The price is CA $157
CA $268 total
includes taxes & fees
Nov 15 - Nov 16
The Blue Door Place
A blue building with a covered grill, two chairs, and an American flag.

6. 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 CA $245
CA $341 total
includes taxes & fees
Nov 8 - Nov 9
Fireflies and night skies!
A couple seated at an outdoor table with a scenic view of a green landscape.

7. 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, (46 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 CA $231
CA $354 total
includes taxes & fees
Nov 8 - Nov 9
Private and Cozy Cottage with Spectacular Hilltop Views - Seasonal Pool &Hot tub
A two-story house with a balcony and a staircase leading to the upper level.

8. Downtown Riverfront Cottage

Downtown Riverfront Cottage
Madison Historic District
10.0 out of 10, Exceptional, (2 reviews)
"House was very nice, very clean. The view of the river was magnificent. Next little getaway we would return again"
United States
Curtis M.
The price is CA $268
CA $466 total
includes taxes & fees
Nov 10 - Nov 11
Downtown Riverfront Cottage
A wooden deck with a view of a golf course, a gazebo, and surrounding greenery.

9. Beautiful New Cottage w/ Endless Hilltop Views

Beautiful New Cottage w/ Endless Hilltop Views
Paoli
9.6 out of 10, Exceptional, (21 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 CA $272
CA $405 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful New Cottage w/ Endless Hilltop Views
A cabin by a pond with a metal roof, surrounded by trees.

10. Pleasant Grove Farm LLC

Pleasant Grove Farm LLC
3.0 star property
Lyons
9.6 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 CA $196
CA $219 total
includes taxes & fees
Nov 10 - Nov 11
Pleasant Grove Farm LLC
A white building with a porch, an American flag, and a wreath on the door.

11. 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, (136 reviews)
"Beautiful place so enjoyed"
United States
Vicki P.
The price is CA $187
CA $225 total
includes taxes & fees
Nov 12 - Nov 13
Modern Farmhouse Cottage on 250 Acre Farm Near Ark: No Cleaning Fee!
A wooden porch with two rocking chairs, a door, and an American flag.

12. 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, (134 reviews)
"Absolutely beautiful cabin with a view you’ll never forget! We thoroughly enjoyed our stay. The cabin was so clean and cute and Mrs. Debbie was a gracious and wonderful host. If you have kids, this is the best place because they can get outside and play. We plan on vacationing here again."
United States
Ashley H.
The price is CA $182
CA $289 total
includes taxes & fees
Nov 7 - Nov 8
Little House on Dairy- Near Ark- Feed Grain to Calves and Goats
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 CA $200
CA $483 total
includes taxes & fees
Nov 10 - Nov 11
Illinois Vacation Rental Home: Pets Welcome
A two-story building with a gabled roof, large wooden doors, and a small window with shutters.

14. Goat Cottage at Donkeytown

Goat Cottage at Donkeytown
Heltonville
10.0 out of 10, Exceptional, (1 review)
"The highlight was certainly the donkeys, goats, sheep and chickens. We also fished, found some tadpoles, and ATVd. Overall a great family get together while everyone was in town for a wedding. Very memorable way to extend the festivities of the weekend. We had the Goat Cottage and the farmhouse. Farmhouse kitchen was great for the whole group. Thank you! We hope to return!"
United States
Jollene J.
The price is CA $229
CA $431 total
includes taxes & fees
Nov 9 - Nov 10
Goat Cottage at Donkeytown
A cozy living room with a stone fireplace, leather furniture, and large windows.

15. Waterfront Gem w/ Private Dock on Sullivan Lake!

Waterfront Gem w/ Private Dock on Sullivan Lake!
3.0 star property
Sullivan
Waterfront Gem w/ Private Dock on Sullivan Lake!
A wooden cabin with a porch, a deck, and a windmill.

16. 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 CA $345
CA $569 total
includes taxes & fees
Nov 8 - Nov 9
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

Drury Inn & Suites Evansville East

Drury Inn & Suites Evansville East

10/10 Excellent
"Staff very cheerful and helpful"
Timothy 2-night trip
Posted 5 hours ago
Drury Inn & Suites Evansville East

Find out more about Southern Indiana

Southern Indiana Cottages information

Number of reviews
354
Accommodation
72 Cottages
Lowest Price
CA $219
Highest Price
CA $569

Frequently asked questions

How much do cottages in Southern Indiana cost?
Cottages in Southern Indiana range between CA $219 and CA $569 per night. These properties offer a chance to soak up nature's beauty — at a price you can afford. These prices were 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.
Why book your cottage in Southern Indiana with Expedia?
Expedia has some terrific cottages in Southern Indiana, so start planning for an unforgettable vacation on nature's doorstep. If you have a budget, click on how much you want to spend and the star rating of your property. Or, use our filters to search for cottages with a pool or a hot tub. We'll help you find the perfect pad whatever your plans or style of travel.
How can I find cheap cottages in Southern Indiana?
An excellent way to uncover cheap cottages in Southern Indiana is with Expedia's convenient filter tool. Refine your search by amenities, budget and star rating to grab awesome bargains in a few clicks.
What is there to do in Southern Indiana near my cottage?
You'll find so many ways to fill your days in Southern Indiana. If you're heading to Louisville, stop by Du Pont Manual Stadium, Portland Museum and Kentucky Museum of Art and Craft. Packing your bags for Evansville? Mesker Amphitheater, Swonder Ice Arena and Koch Family Children's Museum of Evansville are among the top sights in this city.