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Southwestern Indiana Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Southwestern Indiana holiday 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)
"Nice quaint place to stay. 10/10 would recommend and stay if in the area again"
United States
Chasity D.
The price is HK$1,121
HK$1,441 total
includes taxes & fees
27 Oct - 28 Oct
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.
The price is HK$1,372
HK$2,415 total
includes taxes & fees
1 Nov - 2 Nov
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.
The price is HK$980
HK$1,906 total
includes taxes & fees
27 Oct - 28 Oct
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.
The price is HK$1,176
HK$2,161 total
includes taxes & fees
27 Oct - 28 Oct
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
The price is HK$1,176
HK$3,091 total
includes taxes & fees
28 Oct - 29 Oct
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.
The price is HK$1,216
HK$2,213 total
includes taxes & fees
27 Oct - 28 Oct
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.
The price is HK$1,941
HK$3,237 total
includes taxes & fees
1 Nov - 2 Nov
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.
The price is HK$2,787
HK$4,341 total
includes taxes & fees
17 Nov - 18 Nov
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.
The price is HK$643
HK$1,430 total
includes taxes & fees
27 Oct - 28 Oct
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.
The price is HK$776
HK$1,528 total
includes taxes & fees
28 Oct - 29 Oct
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.
The price is HK$1,659
HK$3,131 total
includes taxes & fees
27 Oct - 28 Oct
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.
The price is HK$960
HK$3,324 total
includes taxes & fees
27 Oct - 28 Oct
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.
The price is HK$791
HK$2,317 total
includes taxes & fees
29 Oct - 30 Oct
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.
The price is HK$760
HK$1,650 total
includes taxes & fees
27 Oct - 28 Oct
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
The price is HK$512
HK$1,238 total
includes taxes & fees
27 Oct - 28 Oct
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.
The price is HK$520
HK$1,247 total
includes taxes & fees
27 Oct - 28 Oct
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)
The price is HK$775
HK$1,803 total
includes taxes & fees
27 Oct - 28 Oct
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.
The price is HK$1,874
HK$2,863 total
includes taxes & fees
27 Oct - 28 Oct
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.
The price is HK$726
HK$1,655 total
includes taxes & fees
27 Oct - 28 Oct
Downtown EVV 2BR- 1.5BA Apt- Chandler A
A hallway with a bed, a table, and a chair, leading to a bathroom with a sink and mirror.

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.
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

La Quinta Inn & Suites by Wyndham Evansville

La Quinta Inn & Suites by Wyndham Evansville

10/10 Excellent
"Excellent Breakfast and room was clean."
Jon 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Evansville

Find out more about Southwestern Indiana

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