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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 holiday rentals

A rustic cabin interior with a spiral staircase leading to a loft bedroom, a kitchen area, and a dining space.

1. Patoka 4 Seasons

Patoka 4 Seasons
3.0 star property
Eckerty
8.0 out of 10, Very good, (4 reviews)
"Nice quiet place. Loved the pool."
United States
Anna
The price is Rp2.785.706
Rp4.376.091 total
includes taxes & fees
1 Dec - 2 Dec
Patoka 4 Seasons
A wooden door with a decorative knocker and a lantern above it.

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 Rp2.532.460
Rp2.836.355 total
includes taxes & fees
9 Nov - 10 Nov
Pleasant Grove Farm LLC
A living room with a fireplace, leather sofas, and a clock on the wall.

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 Rp2.586.727
Rp6.259.156 total
includes taxes & fees
25 Nov - 26 Nov
Illinois Vacation Rental Home: Pets Welcome
A cozy living room with a stone fireplace, leather furniture, and large windows.

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

Waterfront Gem w/ Private Dock on Sullivan Lake!
3.0 star property
Sullivan
The price is Rp3.979.580
Rp8.174.600 total
includes taxes & fees
9 Nov - 10 Nov
Waterfront Gem w/ Private Dock on Sullivan Lake!
A spacious kitchen with modern appliances, a dining area with a glass-top table, and a ceiling fan.

5. Updated Robinson Vacation Rental w/ Fireplace!

Updated Robinson Vacation Rental w/ Fireplace!
3.0 star property
Robinson
The price is Rp4.685.051
Rp7.900.913 total
includes taxes & fees
13 Nov - 14 Nov
Updated Robinson Vacation Rental w/ Fireplace!
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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Find holiday rentals that suit your style

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Apartments
Apartments
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Cabins
Cabins

Top Southwestern Indiana Hotel Reviews

A restaurant with multiple dining tables set for guests, a bar area with a variety of bottles, and a wooden accent wall with two flat-screen TVs.
Hampton Inn & Suites Downtown Owensboro/Waterfront

Hampton Inn & Suites Downtown Owensboro/Waterfront

Hampton Inn & Suites Downtown Owensboro/Waterfront
Owensboro

10/10 Excellent

Well situated and comfortable hotel on the river bank in Owensboro
United Kingdom
Owen
Reviewed June 22, 2022
Hampton Inn & Suites Downtown Owensboro/Waterfront

Find out more about Southwestern Indiana

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Look no further and take a look at our great range of rental properties in Southwestern Indiana!