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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Southwestern Indiana holiday homes

A room with a white door, a wooden floor, and a wall with decorative butterfly and flower art.

1. 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, (29 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$777
HK$1,529 total
includes taxes & fees
11 Oct - 12 Oct
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
A living room with a sofa, armchairs, a coffee table, a fireplace, a television, and a large window.

2. 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, (44 reviews)
"We have absolutely loved it here the wildlife the owners are amazing. I hope that next time we’re in town will be able to stay here again."
United States
Kristen J.
The price is HK$791
HK$2,301 total
includes taxes & fees
8 Oct - 9 Oct
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
A wooden interior with a leather sofa, a wooden coffee table, and a kitchen area visible through an open door.

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

The Cowboys Slumber' 2 Mi to Lincoln State Park
Gentryville
10.0 out of 10, Exceptional, (1 review)
"We had an excellent stay! Place was nice and homey, well decorated and perfectly clean! Host was on top of making sure we had everything we needed. Would definitely recommend for anyone wanting to stay close to Holiday World or Lincoln State Park!"
United States
Jennifer C.
The price is HK$863
HK$3,164 total
includes taxes & fees
12 Oct - 13 Oct
The Cowboys Slumber' 2 Mi to Lincoln State Park
A two-story house with a red door, a small porch, and a well-maintained lawn.

4. 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$610
HK$1,351 total
includes taxes & fees
11 Oct - 12 Oct
1520 Howard St B "HCB"
A modern living room with a white sofa, a black leather chair, a wooden coffee table, and a dining area in the background.

5. Abode à la Mode | Centrally Located 2BR/1BA Home / Fast wifi/Close to everything

Abode à la Mode | Centrally Located 2BR/1BA Home / Fast wifi/Close to everything
Evansville
7.8 out of 10, Good, (7 reviews)
"We arrived around 8:30pm to find sleeping arrangements for 4 adults. The couch is about 4' long. We chose this place because it is listed as sleeping 5, but it's not. We woke up in the morning to shower and found a pitiful excuse of a shower. It dripped water. I took a video but unfortunately there is nowhere to upload it. It was sad. As if this wasn't enough, the kitchen utensils on the stove were covered in dried food and the vanity in the shower was not secure and fell off and landed on my...
United States
Sam S.
The price is HK$735
HK$1,603 total
includes taxes & fees
8 Oct - 9 Oct
Abode à la Mode | Centrally Located 2BR/1BA Home / Fast wifi/Close to everything
A spacious kitchen with a large island, built-in appliances, and a ceiling fan.

6. 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$890
HK$3,168 total
includes taxes & fees
11 Oct - 12 Oct
Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space
A modern hotel room with a large flat-screen TV, a dining area with a chandelier, and a cozy seating arrangement.

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

The Chic Shack | Centrally Located 2BR/1BA Home
Evansville
10.0 out of 10, Exceptional, (2 reviews)
"It felt like home in this space. All the extra throw blankets to be warm and cozy. The host is very easy to work with."
United States
Meisha W.
The price is HK$889
HK$1,808 total
includes taxes & fees
11 Oct - 12 Oct
The Chic Shack | Centrally Located 2BR/1BA Home
A two-story house with a front porch, two chairs, and a stone pillar.

8. THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water

THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
Lynnville
9.8 out of 10, Exceptional, (16 reviews)
"Very attentive host. Good value. This house was perfect for our group's trip to Holiday World. We're looking at staying again in the future."
United States
Patricia G.
The price is HK$1,123
HK$2,295 total
includes taxes & fees
6 Oct - 7 Oct
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
A dining area with a wooden table and chairs, a bookshelf with books and decorative items, and a pet bed in the corner.

9. Green Roof Inn | Centrally Located 2BR/1BA Home

Green Roof Inn | Centrally Located 2BR/1BA Home
Evansville
8.4 out of 10, Very good, (6 reviews)
"A lovely little bungalow that is near the Swonder Ice Rink and some amazing local restaurants and coffee shops."
United States
Steph M.
The price is HK$735
HK$1,612 total
includes taxes & fees
8 Oct - 9 Oct
Green Roof Inn | Centrally Located 2BR/1BA Home
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

10. Uptown Haven: Stylish Stay Near Downtown with Bikes and Firepit near Downtown

Uptown Haven: Stylish Stay Near Downtown with Bikes and Firepit near Downtown
Evansville
9.6 out of 10, Exceptional, (10 reviews)
"Host had great communication, property was as described, location was convenient for us. Great stay"
United States
Emily K.
The price is HK$905
HK$2,394 total
includes taxes & fees
8 Oct - 9 Oct
Uptown Haven: Stylish Stay Near Downtown with Bikes and Firepit near Downtown
A bedroom with a bed, a nightstand, a chair, and a window with curtains.

11. Color Pop Casa | 2BR/1BA Townhome near Ford Center

Color Pop Casa | 2BR/1BA Townhome near Ford Center
Downtown Evansville
8.6 out of 10, Excellent, (7 reviews)
"The home was so beautiful it got compliments from everyone there! super clean and comfortable."
United States
Alexis R.
The price is HK$692
HK$1,554 total
includes taxes & fees
11 Oct - 12 Oct
Color Pop Casa | 2BR/1BA Townhome near Ford Center
A teal front door with a wreath, two potted plants, and a black and white checkered doormat with "hello" written on it.

12. Leaning House of Haynie | Trendy 2BR/1BA Apartment

Leaning House of Haynie | Trendy 2BR/1BA Apartment
Evansville
9.4 out of 10, Exceptional, (6 reviews)
"Perfect location with comfortable beds. The kitchen is minimal - good for eating a simple breakfast."
United States
Kathryn H.
The price is HK$735
HK$1,612 total
includes taxes & fees
8 Oct - 9 Oct
Leaning House of Haynie | Trendy 2BR/1BA Apartment
A living room with a TV, sofa, coffee table, and a dining area with a chair and table.

13. Deaconess Gateway 3 miles, Quiet, Open, 1BDRM, Private Parking & More!

Deaconess Gateway 3 miles, Quiet, Open, 1BDRM, Private Parking & More!
Evansville
The price is HK$581
HK$1,661 total
includes taxes & fees
11 Oct - 12 Oct
Deaconess Gateway 3 miles, Quiet, Open, 1BDRM, Private Parking & More!
A modern kitchen with white cabinetry, a central island with bar stools, and pendant lighting.

14. Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy

Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy
Evansville
10.0 out of 10, Exceptional, (13 reviews)
"Property was as advertised - Ryan was excellent to work with. I wouldn’t hesitate to stay at this property again!"
United States
Jacob O.
The price is HK$1,562
HK$4,630 total
includes taxes & fees
18 Oct - 19 Oct
Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy
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.

15. 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, (34 reviews)
"Gr8 home base for our stay between business meetings in the area."
United States
Darren S.
The price is HK$2,119
HK$3,463 total
includes taxes & fees
6 Oct - 7 Oct
5 Miles from Holiday World sleeps 11+ —Family Escape
A white house with green shutters, a covered porch, and a small garden.

16. Cozy Vintage House. Home in Fulda, Indiana

Cozy Vintage House. Home in Fulda, Indiana
Fulda
10.0 out of 10, Exceptional, (20 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$1,660
HK$3,133 total
includes taxes & fees
6 Oct - 7 Oct
Cozy Vintage House. Home in Fulda, Indiana
A bedroom with a bunk bed, a single bed, a wooden floor, a bookshelf, and a window with curtains.

17. Run Away Reindeer Retreat

Run Away Reindeer Retreat
Clay Township
9.6 out of 10, Exceptional, (13 reviews)
"The property was perfect for our family of 4. The host was very accommodating and immediately helped us with a few minor things we needed. They are very responsive and willing to help!The kids loved the ping pong table and hangout area in the basement. They also loved having their own room. Would definitely recommend staying here!"
United States
Dustin C.
The price is HK$2,780
HK$4,334 total
includes taxes & fees
3 Nov - 4 Nov
Run Away Reindeer Retreat
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$1,876
HK$2,865 total
includes taxes & fees
6 Oct - 7 Oct
3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

19. Charming and private 3-bedroom farmhouse in lovely Evanston with WiFi, AC.

Charming and private 3-bedroom farmhouse in lovely Evanston with WiFi, AC.
Evanston
10.0 out of 10, Exceptional, (28 reviews)
"Awesome quiet place highly recommend!!!"
United States
Bradley D.
The price is HK$1,413
HK$2,610 total
includes taxes & fees
6 Oct - 7 Oct
Charming and private 3-bedroom farmhouse in lovely Evanston with WiFi, AC.
A modern kitchen with a large island, bar stools, and a brick accent wall.

20. Rooftop Views | Upper Unit with Garage & Rooftop Deck | Downtown Evansville |...

Rooftop Views | Upper Unit with Garage & Rooftop Deck | Downtown Evansville |...
Downtown Evansville
10.0 out of 10, Exceptional, (1 review)
"Great location & easy check in!"
United States
Laura S.
Rooftop Views | Upper Unit with Garage & Rooftop Deck | Downtown Evansville |...
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

Comfort Inn & Suites Evansville Airport

Comfort Inn & Suites Evansville Airport

10/10 Excellent
"Good hotel with no issues. Would stay there again."
Matthew 1-night trip
Posted 9 hours ago
Comfort Inn & Suites Evansville Airport

Find out more about Southwestern Indiana

Southwestern Indiana Vacation Homes information

Number of reviews
219
Accommodation
270 Vacation Homes
Lowest Price
HK$1,351
Highest Price
HK$4,630