Search Holiday Homes in Southwestern Indiana

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Browse Select Southwestern Indiana Holiday Homes

3-bedroom house near Santa Claus, with WiFi & air conditioning. Enjoy your stay!
3 bedrooms, desk, iron/ironing board, travel cot

3-bedroom house near Santa Claus, with WiFi & air conditioning. Enjoy your stay!

9.4 out of 10, Exceptional, (3)
"This stay was fantastic! It took me all the way back from staying at my grandparents house, so nostalgic. It had everything we needed & more. The kids loved it, the family couldnt get over how cute the how was & the hospitality. Miss Laura was an amazing host, very kind & thoughtful. We will always stay here. BOOK it TODAY! "
The price is £301
includes taxes & fees
1 Sept - 2 Sept
3-bedroom house near Santa Claus, with WiFi & air conditioning. Enjoy your stay!
Barn in the Burgh
Fridge, microwave, oven, stovetop

Barn in the Burgh

10.0 out of 10, Exceptional, (6)
"Spent the weekend for a retirement party. Home was amazing and would highly recommend "
The price is £246
includes taxes & fees
15 Sept - 16 Sept
Barn in the Burgh
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Fridge, microwave, oven, stovetop

Spacious 1450 sf 2 BR Private Suite w/Dog Fe

9.8 out of 10, Exceptional, (17)
"It's very close to Holiday World "
The price is £148
includes taxes & fees
28 Aug - 29 Aug
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Corner Bungalow: Newly Renovated, Spacious & Open, Central & Convenient.
Fridge, microwave, oven, stovetop

Corner Bungalow: Newly Renovated, Spacious & Open, Central & Convenient.

10.0 out of 10, Exceptional, (5)
"This was one best stays I’ve experienced so far! I highly recommend if you’re looking from a home away from home! "
The price is £313
includes taxes & fees
21 Aug - 22 Aug
Corner Bungalow: Newly Renovated, Spacious & Open, Central & Convenient.
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Smart TV, books

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

9.8 out of 10, Exceptional, (30)
"Hosts made sure we checked in okay and were very responsive to any questions we had."
The price is £216
includes taxes & fees
21 Aug - 22 Aug
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Green Roof Inn | Centrally Located 2BR/1BA Home
Interior

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

9.6 out of 10, Exceptional, (5)
"A lovely little bungalow that is near the Swonder Ice Rink and some amazing local restaurants and coffee shops."
Green Roof Inn | Centrally Located 2BR/1BA Home
Historic federal home
Exterior

Historic federal home

The price is £127
includes taxes & fees
25 Aug - 26 Aug
Historic federal home
2 KING BR/1BA In Evansville, IN Fenced in Yard. Fast wifi. Washer and Dryer
Living area

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

The price is £133
includes taxes & fees
24 Aug - 25 Aug
2 KING BR/1BA In Evansville, IN Fenced in Yard. Fast wifi. Washer and Dryer
Boonville: Scales Lake Warrick 4H Quail Crossing
Exterior

Boonville: Scales Lake Warrick 4H Quail Crossing

The price is £181
includes taxes & fees
27 Aug - 28 Aug
Boonville: Scales Lake Warrick 4H Quail Crossing
Tranquil Hideaway: Your Private Lakefront Retreat
Fridge, microwave, oven, stovetop

Tranquil Hideaway: Your Private Lakefront Retreat

9.0 out of 10, Wonderful, (9)
"It was perfect place to stay! I was able to throw a few piles in the lake and catch a few crappie and bass! The host was available for any questions I had. "
The price is £202
includes taxes & fees
24 Aug - 25 Aug
Tranquil Hideaway: Your Private Lakefront Retreat
Serene bungalow with AC, Bathtub & Modern Amenities in Evansville
Private kitchen

Serene bungalow with AC, Bathtub & Modern Amenities in Evansville

The price is £226
includes taxes & fees
1 Sept - 2 Sept
Serene bungalow with AC, Bathtub & Modern Amenities in Evansville
Cozy Corner / 2BR/1BA EVV Apartment
Living area

Cozy Corner / 2BR/1BA EVV Apartment

Cozy Corner / 2BR/1BA EVV Apartment
King Bed No Smoking , No Pet
Desk, bed sheets

King Bed No Smoking , No Pet

The price is £98
includes taxes & fees
1 Sept - 2 Sept
King Bed No Smoking , No Pet
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
Interior

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

2.0 star property
10.0 out of 10, Exceptional, (8)
"Visiting family for Easter, the property was exactly what we needed. Clean and quiet. "
The price is £259
includes taxes & fees
26 Aug - 27 Aug
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
Charming Family Retreat: Walk to Downtown, Movie Theater & More!
Fridge, microwave, oven, stovetop

Charming Family Retreat: Walk to Downtown, Movie Theater & More!

8.0 out of 10, Very good, (1)
"Perfecta"
The price is £220
includes taxes & fees
24 Aug - 25 Aug
Charming Family Retreat: Walk to Downtown, Movie Theater & More!
Riverside A2 - QUEEN 2BD/1BA Apt near River
Fridge, microwave, oven, stovetop

Riverside A2 - QUEEN 2BD/1BA Apt near River

Riverside A2 - QUEEN 2BD/1BA Apt near River
5 Miles from Holiday World sleeps 11+ —Family Escape
Fridge, microwave, oven, stovetop

5 Miles from Holiday World sleeps 11+ —Family Escape

10.0 out of 10, Exceptional, (4)
The price is £357
includes taxes & fees
24 Aug - 25 Aug
5 Miles from Holiday World sleeps 11+ —Family Escape
The Country Lodge-Southern Illinois Getaway
Interior

The Country Lodge-Southern Illinois Getaway

9.4 out of 10, Exceptional, (16)
"Wonderful place to stay!"
The price is £188
includes taxes & fees
31 Aug - 1 Sept
The Country Lodge-Southern Illinois Getaway
Casa de Color - 2BR/1BA Townhome near Downtown
Private kitchen

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

Casa de Color - 2BR/1BA Townhome near Downtown
Renovated Ranch: 3BDRM 2BATH with King Bed, En-Suite, Sleeps 6, Hot Tub & more!
Terrace/patio

Renovated Ranch: 3BDRM 2BATH with King Bed, En-Suite, Sleeps 6, Hot Tub & more!

9.8 out of 10, Exceptional, (7)
"Great place as advertised! Only feedback: no body wash in the showers (did find a mega jug in the laundry room); lots of bird droppings on outside table. "
The price is £389
includes taxes & fees
21 Aug - 22 Aug
Renovated Ranch: 3BDRM 2BATH with King Bed, En-Suite, Sleeps 6, Hot Tub & more!
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
Sign in
Sign up, it's free

Top Southwestern Indiana Hotel Reviews

La Quinta Inn & Suites by Wyndham Evansville

La Quinta Inn & Suites by Wyndham Evansville

10/10 Excellent
"Comfortable beds and decent breakfast "
Leslie 3-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Evansville