A wooden bench in a forest with a natural backdrop of trees and foliage.

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Check prices for these dates

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

Our top choices for Southeastern Indiana cottages

A couple seated at an outdoor table with a scenic view of a green landscape.

1. 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.
$226 nightly
The price is $251
Oct 19 - Oct 20
Total with taxes and fees
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.

2. 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.
$255 nightly
The price is $288
Oct 21 - Oct 22
Total with taxes and fees
River Retreat
A couple seated at an outdoor table with a scenic view of a green landscape.

3. 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 traveler
$237 nightly
The price is $263
Oct 18 - Oct 19
Total with taxes and fees
Private and Cozy Cottage with Spectacular Hilltop Views - Seasonal Pool &Hot tub
Property grounds

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

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 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.
$149 nightly
The price is $171
Oct 19 - Oct 20
Total with taxes and fees
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A blue building with a covered grill, two chairs, and an American flag.

5. 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.
$227 nightly
The price is $254
Oct 18 - Oct 19
Total with taxes and fees
Fireflies and night skies!
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, (29 reviews)
"Very clean, had everything we needed! "
United States
james w.
$163 nightly
The price is $183
Oct 19 - Oct 20
Total with taxes and fees
The Blue Door Place
A balcony with wicker furniture, a view of a river, and a bridge in the background.

7. Downtown Riverfront Cottage

Downtown Riverfront Cottage
Madison Historic District
$311 nightly
The price is $358
Oct 25 - Oct 26
Total with taxes and fees
Downtown Riverfront Cottage
A wooden deck with a view of a golf course, a gazebo, and surrounding greenery.

8. 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
$210 nightly
The price is $233
Oct 19 - Oct 20
Total with taxes and fees
Beautiful New Cottage w/ Endless Hilltop Views
A living room with a fireplace, a sofa, a television, and a ceiling fan.

9. Cozy Cottage House in Louisville

Cozy Cottage House in Louisville
Schnitzelburg
9.2 out of 10, Wonderful, (9 reviews)
"It's cute and perfect for a weekend stay."
United States
Krista R.
$179 nightly
The price is $207
Nov 2 - Nov 3
Total with taxes and fees
Cozy Cottage House in Louisville
A white building with a porch, an American flag, and a wreath on the door.

10. 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
$154 nightly
The price is $170
Oct 18 - Oct 19
Total with taxes and fees
Modern Farmhouse Cottage on 250 Acre Farm Near Ark: No Cleaning Fee!
A wooden bench with a floral cushion, a chair, and a view of a garden with autumn foliage.

11. 2-bedroom cottage with hot tub in charming Loogootee

2-bedroom cottage with hot tub in charming Loogootee
Loogootee
$184 nightly
The price is $206
Oct 21 - Oct 22
Total with taxes and fees
2-bedroom cottage with hot tub in charming Loogootee
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, (131 reviews)
"Had a great experience, would definitely stay here again if we’re ever in the area. Thank you!"
United States
Matt M.
$210 nightly
The price is $232
Oct 26 - Oct 27
Total with taxes and fees
Little House on Dairy- Near Ark- Feed Grain to Calves and Goats
A wooden deck with a round table and chairs, surrounded by a wooden railing.

13. Relax & Reconnect! Family Getaway in Dry Ridge

Relax & Reconnect! Family Getaway in Dry Ridge
3.0 star property
Dry Ridge
Relax & Reconnect! Family Getaway in Dry Ridge
A wooden cabin with a porch, a deck, and a windmill.

14. 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
$369 nightly
The price is $407
Oct 25 - Oct 26
Total with taxes and fees
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 Southeastern Indiana Hotel Reviews

HavenPointe Inn & Suites

HavenPointe Inn & Suites

10/10 Excellent
"Our stay was just a quick overnight passing through. It was clean and comfortable and a great value. Only thing that would have been better was more coffee or coffee in the check In area before 7 when breakfast started. We had an early start and left before 7 and we only had one coffee pack for each of us. Would recommend and stay again."
David 1-night trip
Posted 8 hours ago
HavenPointe Inn & Suites

Find out more about Southeastern Indiana

Southeastern Indiana Cottages information

Number of reviews
419
Accommodation
60 Cottages
Lowest Price
$170
Highest Price
$407

Frequently asked questions

How much do cottages in Southeastern Indiana cost?
You'll pay between $170 and $407 per night for cottages in Southeastern Indiana. Whatever your budget, an ideal stay is just a few clicks away on Expedia. 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 Southeastern Indiana with Expedia?
Expedia has some terrific cottages in Southeastern Indiana, so start packing your bags for an unforgettable stay on nature's doorstep. If you have a fixed budget, select how much you'd like to spend and the star rating of your property. Or, try out our filters to search for cottages with free WiFi or a pool. We'll help you find the right place whatever your bank balance or plans.
How can I find cheap cottages in Southeastern Indiana?
Expedia is here to help you track down cheap cottages in Southeastern Indiana. To reserve a fantastic stay in a matter of clicks, use the filter tool to tailor your search results by budget, amenities and star rating.
What is there to do in Southeastern Indiana near my cottage?
You'll discover tons of ways to spend your time in Southeastern Indiana. If you're visiting Louisville, stop by Du Pont Manual Stadium, Portland Museum and Kentucky Museum of Art and Craft. Packing your bags for Jeffersonville - Clarksville? Derby Dinner Playhouse, Falls of the Ohio State Park and Howard Steamboat Museum are popular sights here.

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