Search Vacation 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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Southwestern Indiana holiday homes

Interior

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 HK$952
HK$1,733 total
includes taxes & fees
24 May - 25 May
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Smart TV, books

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 HK$719
HK$2,126 total
includes taxes & fees
25 May - 26 May
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Fridge, microwave, oven, stovetop

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)
"Enjoyed the stay immensely. Very clean. Will stay again. "
United States
Mary P.
The price is HK$1,100
HK$3,374 total
includes taxes & fees
25 May - 26 May
Barn in the Burgh - Event Space - Sleeps 12
Interior

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

House of Color A / KING 1BD/1BA Apt
Evansville
9.4 out of 10, Exceptional, (3 reviews)
"The spsce was really well presented and very clean. "
United States
Ronald G.
The price is HK$535
HK$1,263 total
includes taxes & fees
28 May - 29 May
House of Color A / KING 1BD/1BA Apt
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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$691
HK$1,551 total
includes taxes & fees
24 May - 25 May
Color Pop Casa | 2BR/1BA Townhome near Ford Center
Exterior

Cozy Vintage House. Home in Fulda, Indiana

Cozy Vintage House. Home in Fulda, Indiana
Fulda
9.8 out of 10, Exceptional, (9 reviews)
"The house was wonderful! So quaint and comfortable."
United States
Samantha I.
The price is HK$1,723
HK$3,097 total
includes taxes & fees
22 May - 23 May
Cozy Vintage House. Home in Fulda, Indiana
Fridge, microwave, oven, stovetop

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 HK$2,467
HK$3,913 total
includes taxes & fees
4 Jun - 5 Jun
5 Miles from Holiday World sleeps 11+ —Family Escape
Interior

Modern 2BR Townhome, 1.5 Baths, Ideal for 30+ Day Stays, Workspace + Parking

Modern 2BR Townhome, 1.5 Baths, Ideal for 30+ Day Stays, Workspace + Parking
Evansville
9.2 out of 10, Wonderful, (5 reviews)
"Thank you for the great stay. We truly appreciated the space."
United States
Larry
The price is HK$633
HK$1,584 total
includes taxes & fees
2 Jun - 3 Jun
Modern 2BR Townhome, 1.5 Baths, Ideal for 30+ Day Stays, Workspace + Parking
Exterior detail

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

The Family Oasis just 6 miles from Holiday World

The Family Oasis just 6 miles from Holiday World
Gentryville
9.2 out of 10, Wonderful, (45 reviews)
"Great location to Holiday World’s "
United States
Gary S.
The price is HK$2,530
HK$3,965 total
includes taxes & fees
14 Jun - 15 Jun
The Family Oasis just 6 miles from Holiday World
Exterior

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 HK$1,245
HK$2,439 total
includes taxes & fees
8 Jun - 9 Jun
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
3 bedrooms, desk, WiFi

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 Chic Shack | Centrally Located 2BR/1BA Home
Fridge, microwave, oven, stovetop

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 HK$881
HK$1,914 total
includes taxes & fees
25 May - 26 May
Mid-Century Brick Bungalow Home
Fridge, microwave, oven, stovetop

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 HK$1,402
HK$4,414 total
includes taxes & fees
28 May - 29 May
Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy
Exterior

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
The price is HK$1,685
HK$2,650 total
includes taxes & fees
25 May - 26 May
3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World
Smart TV

Trendy Two bedroom home centrally located near UE

Trendy Two bedroom home centrally located near UE
Evansville
9.4 out of 10, Exceptional, (6 reviews)
"Place was very clean. Provisions were great! We were glad to be able to do laundry. We suggest having a laundry basket and a small folding table."
United States
Carol B.
Trendy Two bedroom home centrally located near UE
Smart TV

Family Friendly Lakehouse with great views!

Family Friendly Lakehouse with great views!
Jasper
10.0 out of 10, Exceptional, (4 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 HK$2,129
HK$2,683 total
includes taxes & fees
27 May - 28 May
Family Friendly Lakehouse with great views!
Internet, bed sheets

Harrison Place - Located on Evansville's Eastside

Harrison Place - Located on Evansville's Eastside
Evansville
Harrison Place - Located on Evansville's Eastside
TV

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.
The price is HK$659
HK$1,344 total
includes taxes & fees
24 May - 25 May
Casa de Color - 2BR/1BA Townhome near Downtown
Interior

Renovated In-Town Bungalow in French Lick

Renovated In-Town Bungalow in French Lick
Downtown French Lick
9.6 out of 10, Exceptional, (15 reviews)
"Very clean, comfy beds, great coffee selection! Close to restaurants and resort. "
United States
Melanie M.
The price is HK$776
HK$1,730 total
includes taxes & fees
29 May - 30 May
Renovated In-Town Bungalow in French Lick
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwestern Indiana Hotel Reviews

Spark by Hilton Evansville East, IN

Spark by Hilton Evansville East, IN

2/10 Terrible
"Elevator was broken and there was no staff member to help us. And we are handicapped."
Didem 1-night trip
Posted 5 hours ago
Spark by Hilton Evansville East, IN

Find out more about Southwestern Indiana

Southwestern Indiana Vacation Homes information

Number of reviews
231
Accommodation
221 Vacation Homes
Lowest Price
HK$1,263
Highest Price
HK$4,414