Two pink flowers with visible stamens, surrounded by green leaves.

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Check prices for these dates

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

Our top choices for Southwestern 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 AU$286
includes taxes & fees
18 Nov - 19 Nov
2-bedroom cottage with hot tub in charming Loogootee
A cabin by a pond with a metal roof, surrounded by trees.

2. 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 AU$223
includes taxes & fees
11 Nov - 12 Nov
Pleasant Grove Farm LLC
A single-story house with a brick chimney, large windows, and a covered porch.

3. 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$492
includes taxes & fees
3 Dec - 4 Dec
Illinois Vacation Rental Home: Pets Welcome
A blue building with a covered grill, two chairs, and an American flag.

4. 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$343
includes taxes & fees
4 Nov - 5 Nov
Fireflies and night skies!
A cozy living room with a stone fireplace, leather furniture, and large windows.

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

Waterfront Gem w/ Private Dock on Sullivan Lake!
3.0 star property
Sullivan
The price is AU$646
includes taxes & fees
9 Nov - 10 Nov
Waterfront Gem w/ Private Dock on Sullivan Lake!
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 Southwestern Indiana Hotel Reviews

Santas Lodge and Resort

Santas Lodge and Resort

10/10 Excellent
"Cheaper place to stay for a random weekend. Fat Santa's is across the street and isn't bad. I stayed with my sister and nephew. We played Catan in the lobby and the breakfast was very kid friendly."
Stephani 2-night trip
Posted 15 hours ago
Santas Lodge and Resort

Find out more about Southwestern Indiana

Southwestern Indiana Cottages information

Number of reviews
109
Accommodation
48 Cottages
Lowest Price
AU$223
Highest Price
AU$646