Search Southeastern Indiana Cottages

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Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Southeastern Indiana cottages

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)
"The property is beautiful, host was easily accessible with any questions and issues during check in."
United States
Alexandra B.
$231 nightly
The price is $256
Nov 10 - Nov 11
Total with taxes and fees
Dream Getaway Cottage w/ Endless Hilltop Views - Seasonal Pool/Hot Tub

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.
$232 nightly
The price is $262
Nov 12 - Nov 13
Total with taxes and fees
River Retreat

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, (46 reviews)
"My wife and I had a great time here! The views from the cottage and lounge area are amazing!"
United States
Anonymous traveler
$220 nightly
The price is $244
Nov 10 - Nov 11
Total with taxes and fees
Private and Cozy Cottage with Spectacular Hilltop Views - Seasonal Pool &Hot tub

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
$138 nightly
The price is $159
Nov 10 - Nov 11
Total with taxes and fees
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

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.
$210 nightly
The price is $235
Nov 10 - Nov 11
Total with taxes and fees
Fireflies and night skies!

6. 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.
$160 nightly
The price is $179
Nov 16 - Nov 17
Total with taxes and fees
The Blue Door Place

7. Downtown Riverfront Cottage

Downtown Riverfront Cottage
Madison Historic District
10.0 out of 10, Exceptional, (3 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.
$280 nightly
The price is $322
Nov 11 - Nov 12
Total with taxes and fees
Downtown Riverfront Cottage

8. 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
$252 nightly
The price is $280
Nov 10 - Nov 11
Total with taxes and fees
Beautiful New Cottage w/ Endless Hilltop Views

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.
$169 nightly
The price is $196
Nov 29 - Nov 30
Total with taxes and fees
Cozy Cottage House in Louisville

10. 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, (5 reviews)
"A place to rewind and rejuvanate."
United States
Mary
$170 nightly
The price is $190
Nov 10 - Nov 11
Total with taxes and fees
2-bedroom cottage with hot tub in charming Loogootee

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, (137 reviews)
"Beautiful place so enjoyed"
United States
Vicki P.
$142 nightly
The price is $157
Nov 12 - Nov 13
Total with taxes and fees
Modern Farmhouse Cottage on 250 Acre Farm Near Ark: No Cleaning Fee!

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.
$189 nightly
The price is $209
Nov 10 - Nov 11
Total with taxes and fees
Little House on Dairy- Near Ark- Feed Grain to Calves and Goats

13. 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.
$274 nightly
The price is $294
Nov 10 - Nov 11
Total with taxes and fees
Goat Cottage at Donkeytown

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
Nov 10 - Nov 11
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.

Learn more about Southeastern Indiana

Live music, a scenic riverfront, and sights from Deam Lake State Recreation Area to Huber’s Orchard, Winery & Vineyards—discover it all in Southeastern Indiana.

A riverboat with multiple decks and passengers, docked near a bridge.

Frequently Asked Questions

How much do cottages in Southeastern Indiana cost?

You'll pay between $156 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.