Photo by Dubois County Visitors Center

Holiday Homes in Southwestern Indiana

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Southwestern Indiana holiday homes

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, (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 AU$275
includes taxes & fees
25 Nov - 26 Nov
Spacious 1450 sf 2 BR Private Suite w/Dog Fe

2. Tranquil Hideaway: Your Private Lakefront Retreat

Tranquil Hideaway: Your Private Lakefront Retreat
Dale
9.4 out of 10, Exceptional, (14 reviews)
"The property was ideal. We have family in nearby Tennyson, and this was a perfect place to stay and visit. The host was very responsive, and the stay was pleasant and relaxing. "
United States
Jim E.
The price is AU$425
includes taxes & fees
19 Nov - 20 Nov
Tranquil Hideaway: Your Private Lakefront Retreat

3. 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 AU$238
includes taxes & fees
17 Nov - 18 Nov
1520 Howard St B "HCB"

4. Near Deaconess & Ford Center, pet friendly, wifi

Near Deaconess & Ford Center, pet friendly, wifi
Evansville
The price is AU$515
includes taxes & fees
2 Dec - 3 Dec
Near Deaconess & Ford Center, pet friendly, wifi

5. 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 AU$407
includes taxes & fees
16 Nov - 17 Nov
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

6. House of Color A / KING 1BD/1BA Apt

House of Color A / KING 1BD/1BA Apt
Evansville
8.8 out of 10, Excellent, (5 reviews)
"The spsce was really well presented and very clean. "
United States
Ronald G.
The price is AU$225
includes taxes & fees
17 Nov - 18 Nov
House of Color A / KING 1BD/1BA Apt

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

8. The Pollack Place Cozy 3BR w/Parking-Chore Free!

The Pollack Place Cozy 3BR w/Parking-Chore Free!
Evansville
The price is AU$419
includes taxes & fees
24 Nov - 25 Nov
The Pollack Place Cozy 3BR w/Parking-Chore Free!

9. 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.
Abode à la Mode | Centrally Located 2BR/1BA Home / Fast wifi/Close to everything

10. 2 KING BR/1BA In Evansville, IN Fenced in Yard. Fast wifi. Washer and Dryer

2 KING BR/1BA In Evansville, IN Fenced in Yard. Fast wifi. Washer and Dryer
Evansville
2.0 out of 10, (1 review)
"This property is not what you see in the pictures. It's shabby and rough inside, including missing molding, patched walls and scuffed up furniture. We walked in and there were flies all over the kitchen and dead on the counter. It probably was a temporary problem, but not something you want to walk in on when you're paying for the space. The beds were made, but not sure that the house had been cleaned recently based on the kitchen. The outside of the house is also rough. Parking on the...
United States
Heather M.
The price is AU$282
includes taxes & fees
16 Nov - 17 Nov
2 KING BR/1BA In Evansville, IN Fenced in Yard. Fast wifi. Washer and Dryer

11. Barn in the Burgh — Barndominium Sleeps 12 · Game Room

Barn in the Burgh — Barndominium Sleeps 12 · Game Room
Newburgh
10.0 out of 10, Exceptional, (20 reviews)
"Great Stay!"
United States
Julia F.
The price is AU$736
includes taxes & fees
1 Dec - 2 Dec
Barn in the Burgh — Barndominium Sleeps 12 · Game Room

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

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

13. 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.
Color Pop Casa | 2BR/1BA Townhome near Ford Center

14. Cozy Vintage House. Home in Fulda, Indiana

Cozy Vintage House. Home in Fulda, Indiana
Fulda
10.0 out of 10, Exceptional, (22 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 AU$384
includes taxes & fees
15 Nov - 16 Nov
Cozy Vintage House. Home in Fulda, Indiana

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, (35 reviews)
"Gr8 home base for our stay between business meetings in the area."
United States
Darren S.
The price is AU$562
includes taxes & fees
15 Nov - 16 Nov
5 Miles from Holiday World sleeps 11+ —Family Escape

16. 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 AU$367
includes taxes & fees
30 Nov - 1 Dec
3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World

17. 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, (15 reviews)
"Nicely decorated with top amenities. Lovely beds and linens. Worked out perfect for our family"
United States
Lori M.
The price is AU$808
includes taxes & fees
16 Nov - 17 Nov
Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy

18. Cozy Cottage, 3 mins from EVV, fenced yard

Cozy Cottage, 3 mins from EVV, fenced yard
Evansville
9.8 out of 10, Exceptional, (29 reviews)
"It was a nice place for a multigenerational family to stay for a university graduation."
United States
Jennifer R.
The price is AU$1,010
includes taxes & fees
28 Nov - 29 Nov
Cozy Cottage, 3 mins from EVV, fenced yard

19. Run Away Reindeer Retreat

Run Away Reindeer Retreat
Clay Township
9.6 out of 10, Exceptional, (13 reviews)
"This property was great for our overnight for Holiday World."
United States
Donna J.
The price is AU$634
includes taxes & fees
7 Dec - 8 Dec
Run Away Reindeer Retreat

20. The Pet Hospital at Mitchell House | 2BR/2BA Dual En-Suites | Downtown Evansv...

The Pet Hospital at Mitchell House | 2BR/2BA Dual En-Suites | Downtown Evansv...
Downtown Evansville
9.8 out of 10, Exceptional, (6 reviews)
"If you need a 2 bed, 2 bath near downtown Evansville, this is the place. The location is perfect and the place is beautiful."
United States
Keith W.
The price is AU$522
includes taxes & fees
13 Dec - 14 Dec
The Pet Hospital at Mitchell House | 2BR/2BA Dual En-Suites | Downtown Evansv...
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.

Learn more about Southwestern Indiana

Experience the family-friendly area of Southwestern Indiana—restaurants, shopping and sights from Goebel Soccer Complex to Eastland Mall.

A vintage train station with a green train labeled 'Spirit of Jasper' and a waiting room.
Photo by Dubois County Visitors Center
Open Photo by Dubois County Visitors Center