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

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Southwestern Indiana holiday homes

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, (22 reviews)
"Great place to stay for a few days if you're visiting Holiday World or the area. "
United States
Brandon S.
The price is AU$272
includes taxes & fees
11 May - 12 May
Spacious 1450 sf 2 BR Private Suite w/Dog Fe

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Newburgh
9.8 out of 10, Exceptional, (37 reviews)
"Great stay!"
United States
Kristi M.
The price is AU$369
includes taxes & fees
18 May - 19 May
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Barn in the Burgh - Event Space - Sleeps 12

Barn in the Burgh - Event Space - Sleeps 12
Newburgh
10.0 out of 10, Exceptional, (15 reviews)
"Rented for an event and everything was amazing! Will definitely try to rent again!"
United States
Sabrina W.
The price is AU$535
includes taxes & fees
10 May - 11 May
Barn in the Burgh - Event Space - Sleeps 12

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 AU$286
includes taxes & fees
10 May - 11 May
Color Pop Casa | 2BR/1BA Townhome near Ford Center

Cozy Vintage House. Home in Fulda, Indiana

Cozy Vintage House. Home in Fulda, Indiana
Fulda
9.8 out of 10, Exceptional, (8 reviews)
"The house was wonderful! So quaint and comfortable."
United States
Samantha I.
The price is AU$657
includes taxes & fees
10 May - 11 May
Cozy Vintage House. Home in Fulda, Indiana

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$438
includes taxes & fees
9 May - 10 May
Tranquil Hideaway: Your Private Lakefront Retreat

Modern- 2Bedroom - Cozy living & Fenced yard

Modern- 2Bedroom - Cozy living & Fenced yard
Evansville
The price is AU$306
includes taxes & fees
10 May - 11 May
Modern- 2Bedroom - Cozy living & Fenced yard

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
10.0 out of 10, Exceptional, (8 reviews)
"Cute quiet lil house located around attractions for families. Well worth the money and host is always available "
United States
Madison B.
The price is AU$397
includes taxes & fees
19 May - 20 May
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water

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

Leaning House of Haynie | Trendy 2BR/1BA Apartment
Evansville
9.0 out of 10, Wonderful, (4 reviews)
"Perfect location with comfortable beds. The kitchen is minimal - good for eating a simple breakfast."
United States
Kathryn H.
The price is AU$299
includes taxes & fees
11 May - 12 May
Leaning House of Haynie | Trendy 2BR/1BA Apartment

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 AU$301
includes taxes & fees
10 May - 11 May
The Chic Shack | Centrally Located 2BR/1BA Home

Mid-Century Brick Bungalow Home

Mid-Century Brick Bungalow Home
Evansville
6.8 out of 10, (25 reviews)
"As advertised. My only feedback is that there was very little soap and we ran out in the bathroom and sink. "
United States
Lori L.
The price is AU$369
includes taxes & fees
1 June - 2 June
Mid-Century Brick Bungalow Home

5 Miles from Holiday World sleeps 11+ —Family Escape

5 Miles from Holiday World sleeps 11+ —Family Escape
Dale
9.6 out of 10, Exceptional, (17 reviews)
"Such a cute and cozy place that had everything we needed! Beds were all super comfy, and with 3 little ones with us, the game room was fantastic. Would definitely recommend!!!"
United States
Lauren M.
The price is AU$596
includes taxes & fees
10 May - 11 May
5 Miles from Holiday World sleeps 11+ —Family Escape

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, (5 reviews)
"Every detail was perfect for our whole family. We couldn’t have been more comfortable. "
United States
Katie C.
The price is AU$907
includes taxes & fees
11 May - 12 May
Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy

Family Friendly Lakehouse with great views!

Family Friendly Lakehouse with great views!
Jasper
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay for family! Great gathering place for family and friends! Everything you would need and more!"
United States
Jill C.
The price is AU$518
includes taxes & fees
2 June - 3 June
Family Friendly Lakehouse with great views!

Casa de Color - 2BR/1BA Townhome near Downtown

Casa de Color - 2BR/1BA Townhome near Downtown
Downtown Evansville
6.0 out of 10, (2 reviews)
"Ford Center, Victory Theater and Bally’s casino was within walking distance. Owner got back immediately when we had a question. The condo was clean and family friendly. I would definitely stay here again. "
United States
Ronald F.
Casa de Color - 2BR/1BA Townhome near Downtown

Renovated In-Town Bungalow in French Lick

Renovated In-Town Bungalow in French Lick
Downtown French Lick
9.6 out of 10, Exceptional, (14 reviews)
"Great place for our weekend needs. House was perfect for our needs. Would definitely stay here again!"
United States
Tiffany C.
The price is AU$276
includes taxes & fees
28 May - 29 May
Renovated In-Town Bungalow in French Lick

Dome View Renovated Bungalow

Dome View Renovated Bungalow
West Baden Springs
10.0 out of 10, Exceptional, (22 reviews)
"Clean& comfortable , close to spa destination "
United States
Eileen S.
The price is AU$273
includes taxes & fees
19 May - 20 May
Dome View Renovated Bungalow

Bluegrass Bungalow 2 bedrooms with large porch

Bluegrass Bungalow 2 bedrooms with large porch
Owensboro
9.8 out of 10, Exceptional, (33 reviews)
"Second time we stayed at the bungalow - worked out perfect for basketball tournament - close to Sports Center and restaurants! Would definitely recommend and stay again!"
United States
Susan S.
The price is AU$258
includes taxes & fees
13 May - 14 May
Bluegrass Bungalow 2 bedrooms with large porch

A quiet retreat nestled right in the Hoosier National Forest.

A quiet retreat nestled right in the Hoosier National Forest.
Saint Croix
10.0 out of 10, Exceptional, (7 reviews)
"Off the beaten path... which was ok by me!Very clean and well organized... all the comforts of home!Only wish we could've spent more time exploring the place!Thanks again to Tracy... who was a great host!"
United States
Troy C.
The price is AU$302
includes taxes & fees
11 May - 12 May
A quiet retreat nestled right in the Hoosier National Forest.

1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
Owensboro
10.0 out of 10, Exceptional, (20 reviews)
"Whitney and Ryan were great hosts very welcoming and communicated well! Their home was comfortable and cozy. "
United States
Carolyn C.
The price is AU$460
includes taxes & fees
10 May - 11 May
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southwestern Indiana Hotel Reviews

Find out more about Southwestern Indiana

Southwestern Indiana Holiday Homes information

Number of reviews
265
Accommodation
249 Holiday Homes
Lowest Price
AU$258
Highest Price
AU$907