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Southwestern Indiana Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Southwestern Indiana vacation rentals

A wooden interior with a television, wooden cabinets, and a plant.

1. Guest House with acreage to explore.

Guest House with acreage to explore.
Tennyson
9.6 out of 10, Exceptional, (74 reviews)
"Doug is a wonderful host who goes the extra mile to make sure you are comfortable and enjoy your stay. His property is amazing, clean, and quiet. This was our third stay and we will definitely be back again and again."
United States
tasha k.
$164 nightly
The price is $184
Oct 25 - Oct 26
Total with taxes and fees
Guest House with acreage to explore.
A cozy cabin interior with a sofa, dining table, and chairs.

2. Yellow Banks Log Cabin with Lake Views

Yellow Banks Log Cabin with Lake Views
Dale
8.8 out of 10, Excellent, (29 reviews)
"A nice little cabin for our trip to holiday world."
United States
Brandon R.
$275 nightly
The price is $308
Oct 25 - Oct 26
Total with taxes and fees
Yellow Banks Log Cabin with Lake Views
A wooden cabin with a porch, a picnic table, and a fire pit.

3. Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.2 out of 10, Wonderful, (37 reviews)
"Very happy with our stay here. The cabin was clean, the beds were comfortable, and the owners were very easy to communicate with. We would definitely stay here again."
United States
Cyndi L.
$217 nightly
The price is $243
Oct 25 - Oct 26
Total with taxes and fees
Yellow Banks Log Cabin With Waterfront Views
A wooden gazebo with a gravel path leading to a pond, surrounded by trees and a grassy area.

4. Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.2 out of 10, Wonderful, (25 reviews)
"Great location,very clean and cozy!"
United States
Briley E.
$246 nightly
The price is $276
Oct 25 - Oct 26
Total with taxes and fees
Yellow Banks Log Cabin With Waterfront Views
A wooden interior with a leather sofa, a wooden coffee table, and a kitchen area visible through an open door.

5. The Cowboys Slumber' 2 Mi to Lincoln State Park

The Cowboys Slumber' 2 Mi to Lincoln State Park
3.0 star property
Gentryville
$352 nightly
The price is $394
Oct 28 - Oct 29
Total with taxes and fees
The Cowboys Slumber' 2 Mi to Lincoln State Park
A rustic wooden building with a covered porch and a picnic table.

6. Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.8 out of 10, Exceptional, (8 reviews)
"This was a quiet, clean, and convenient little cabin close to Holiday World which is what we stayed for. "
United States
Ashley J.
$252 nightly
The price is $282
Oct 25 - Oct 26
Total with taxes and fees
Yellow Banks Log Cabin With Waterfront Views
A compact kitchen with wooden cabinets, a stainless steel refrigerator, an oven, a microwave, a sink, and a kettle. There is a dining table with chairs.

7. 5 Miles from Holiday World sleeps 11+ —Family Escape

5 Miles from Holiday World sleeps 11+ —Family Escape
Dale
9.8 out of 10, Exceptional, (35 reviews)
"Gr8 home base for our stay between business meetings in the area."
United States
Darren S.
$369 nightly
The price is $413
Nov 1 - Nov 2
Total with taxes and fees
5 Miles from Holiday World sleeps 11+ —Family Escape
A modern kitchen with wooden flooring, stainless steel appliances, a dining area with a view, and a 'GROCERY' sign.

8. Run Away Reindeer Retreat

Run Away Reindeer Retreat
Clay Township
9.6 out of 10, Exceptional, (13 reviews)
"We loved and enjoyed our stay here! The outdoor space is beautiful and peaceful. The inside was so well planned out with lots of cute tiny touches that made it feel so welcoming! We will definitely be returning!"
United States
Marie C.
$503 nightly
The price is $554
Nov 17 - Nov 18
Total with taxes and fees
Run Away Reindeer Retreat
A living room with a green sofa, two armchairs, a coffee table, and a cityscape painting.

9. 1 bd/1ba Apt near Haynies Corner

1 bd/1ba Apt near Haynies Corner
Evansville
9.8 out of 10, Exceptional, (6 reviews)
"Located a short walk to about anything downtown. Our host Jada was extremely helpful and accommodating. She gave wonderful recommendations on places to take my wife for our anniversary dinner. The House is a bit older but very clean and updated with about everything you need provided. Shampoo, coffee, cereal, stocked kitchen, and even wine for a fair charge that we ended up enjoying. My only negative is the living room curtains don’t provide much privacy at night (all the other rooms are fine),...
United States
Jesse U.
$177 nightly
The price is $180
Oct 25 - Oct 26
Total with taxes and fees
1 bd/1ba Apt near Haynies Corner
A room with a white door, a wooden floor, and a wall with decorative butterfly and flower art.

10. Spacious 1450 sf 2 BR Private Suite w/Dog Fe

Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Huntingburg
9.8 out of 10, Exceptional, (30 reviews)
"Me and my family stayed while visiting holiday world and we highly recommend. Prices was affordable and the host was great."
United States
James B.
$174 nightly
The price is $195
Oct 25 - Oct 26
Total with taxes and fees
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
A white house with green shutters, a covered porch, and a small garden.

11. Cozy Vintage House. Home in Fulda, Indiana

Cozy Vintage House. Home in Fulda, Indiana
Fulda
10.0 out of 10, Exceptional, (21 reviews)
"The house is just as described on the website. It is within 10 minutes to Holiday world, the beds were very comfortable. Excellent water pressure. The only complaint is there’s very little cell service in the area. I would definitely rent this place again."
United States
Penny F.
$357 nightly
The price is $399
Oct 25 - Oct 26
Total with taxes and fees
Cozy Vintage House. Home in Fulda, Indiana
A spacious kitchen with a large island, built-in appliances, and a ceiling fan.

12. Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space

Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space
Newburgh
10.0 out of 10, Exceptional, (20 reviews)
"Great Stay!"
United States
Julia F.
$380 nightly
The price is $426
Oct 26 - Oct 27
Total with taxes and fees
Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space
A living room with a sofa, armchairs, a coffee table, a fireplace, a television, and a large window.

13. Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Newburgh
9.6 out of 10, Exceptional, (45 reviews)
"Great location, quiet but still close to shopping and restaurants. Use of the garage was a plus as it was raining the day we were packing up to leave."
United States
chris g.
$256 nightly
The price is $287
Oct 25 - Oct 26
Total with taxes and fees
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
A modern hotel room with a large flat-screen TV, a dining area with a chandelier, and a cozy seating arrangement.

14. The Chic Shack | Centrally Located 2BR/1BA Home

The Chic Shack | Centrally Located 2BR/1BA Home
Evansville
10.0 out of 10, Exceptional, (3 reviews)
"Only stayed one night during the week, but the neighborhood was quiet, the location was convenient for my business and the house had everything I needed. Slept very well and would book this one again."
United States
Jake T.
$182 nightly
The price is $209
Oct 25 - Oct 26
Total with taxes and fees
The Chic Shack | Centrally Located 2BR/1BA Home
A pink building with a black entrance and a sign reading "101".

15. Birthday Suite / 1 BD/1BA Apt in Holiday House

Birthday Suite / 1 BD/1BA Apt in Holiday House
Evansville
9.4 out of 10, Exceptional, (6 reviews)
"Love the property very cute area very clean area very quiet area"
United States
Tashana
$137 nightly
The price is $158
Oct 25 - Oct 26
Total with taxes and fees
Birthday Suite / 1 BD/1BA Apt in Holiday House
A two-story house with a red door, a small porch, and a well-maintained lawn.

16. 1520 Howard St B "HCB"

1520 Howard St B "HCB"
Evansville
10.0 out of 10, Exceptional, (2 reviews)
"Nice place to stay, except for the traffic noise all night and the next door tenants that don't leave room for everyone to park."
United States
scott c.
$138 nightly
The price is $159
Oct 26 - Oct 27
Total with taxes and fees
1520 Howard St B "HCB"
A room with a bed, a blue armchair, a small table, a round ottoman, and a brick wall with decorative items.

17. The Cardinal 810 D -3BR-1BA Apt

The Cardinal 810 D -3BR-1BA Apt
Evansville
10.0 out of 10, Exceptional, (1 review)
$200 nightly
The price is $230
Oct 26 - Oct 27
Total with taxes and fees
The Cardinal 810 D -3BR-1BA Apt
A single-story house with a gabled roof, white shutters, and a front porch.

18. 3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World

3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World
Ferdinand
10.0 out of 10, Exceptional, (4 reviews)
"The property was conveniently located within all of our planned attractions."
United States
Lavar B.
$326 nightly
The price is $365
Oct 25 - Oct 26
Total with taxes and fees
3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World
A living room with a fireplace, two sofas, a coffee table, and a TV.

19. Downtown EVV 2BR- 1.5BA Apt- Chandler A

Downtown EVV 2BR- 1.5BA Apt- Chandler A
Evansville
9.0 out of 10, Wonderful, (2 reviews)
"Awesome host!"
United States
Dylan A.
$183 nightly
The price is $210
Oct 25 - Oct 26
Total with taxes and fees
Downtown EVV 2BR- 1.5BA Apt- Chandler A
A shower with a stone wall, a glass door, and two bottles of shampoo on the wall.

20. Haynie's Apartment - 1BR/1BA

Haynie's Apartment - 1BR/1BA
Evansville
10.0 out of 10, Exceptional, (2 reviews)
"It was nice only problem is the hot water took a long time to kick on."
United States
Aedan S.
$143 nightly
The price is $165
Oct 26 - Oct 27
Total with taxes and fees
Haynie's Apartment - 1BR/1BA
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

Bally’s Evansville Casino & Hotel

Bally’s Evansville Casino & Hotel

10/10 Excellent
"Enjoyed our stay clean room great bar"
Penni 2-night trip
Posted 22 hours ago
Bally’s Evansville Casino & Hotel

Find out more about Southwestern Indiana

Everything you need to know about Southwestern Indiana vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southwestern Indiana vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southwestern Indiana vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southwestern Indiana vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southwestern Indiana. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southwestern Indiana in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $157 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southwestern Indiana rentals

At Expedia, we put the best Southwestern Indiana vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southwestern Indiana rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southwestern Indiana vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southwestern Indiana. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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