Southwestern Indiana Vacation Homes from ￥27,458

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Our top choices for Southwestern Indiana vacation homes

A two-story house with a front porch, two chairs, and a stone pillar.

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

Lynnville

Patricia G.

￥44,511 total

includes taxes & fees

Sep 28 - Sep 29

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

2. Spacious 1450 sf 2 BR Private Suite w/Dog Fe

Huntingburg

James B.

￥30,844 total

includes taxes & fees

Sep 27 - Sep 28

A spacious kitchen with a large island, built-in appliances, and a ceiling fan.

3. Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space

Newburgh

Julia F.

￥69,820 total

includes taxes & fees

Oct 19 - Oct 20

A wooden interior with a leather sofa, a wooden coffee table, and a kitchen area visible through an open door.

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

Gentryville

Jennifer C.

￥63,992 total

includes taxes & fees

Sep 28 - Sep 29

A living room with a sofa, armchairs, a coffee table, a fireplace, a television, and a large window.

5. Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Newburgh

Kristen J.

￥43,881 total

includes taxes & fees

Oct 8 - Oct 9

A modern living room with a sectional sofa, a coffee table, and decorative plants.

6. Trendy Two bedroom home centrally located near UE

Evansville

Scott D.

￥30,606 total

includes taxes & fees

Sep 30 - Oct 1

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

Evansville

Meisha W.

￥34,292 total

includes taxes & fees

Sep 27 - Sep 28

A two-story house with a red door, a small porch, and a well-maintained lawn.

8. 1520 Howard St B "HCB"

Evansville

scott c.

￥27,458 total

includes taxes & fees

Sep 27 - Sep 28

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

Evansville

Steph M.

￥32,509 total

includes taxes & fees

Sep 27 - Sep 28

A living room with a TV, sofa, coffee table, and a dining area with a chair and table.

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

Evansville

￥34,764 total

includes taxes & fees

Oct 8 - Oct 9

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.

11. 5 Miles from Holiday World sleeps 11+ —Family Escape

Dale

Darren S.

￥69,487 total

includes taxes & fees

Oct 1 - Oct 2

A modern kitchen with white cabinetry, a central island with bar stools, and pendant lighting.

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

Evansville

Jacob O.

￥86,637 total

includes taxes & fees

Oct 4 - Oct 5

A white house with green shutters, a covered porch, and a small garden.

13. Cozy Vintage House. Home in Fulda, Indiana

Fulda

Samantha I.

￥62,841 total

includes taxes & fees

Sep 27 - Sep 28

A modern bedroom with a large bed, a bedside table with a lamp, and a window with curtains.

14. 2 KING BR/1BA In Evansville, IN Fenced in Yard. Fast wifi. Washer and Dryer

Evansville

"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...

Heather M.

￥30,462 total

includes taxes & fees

Sep 28 - Sep 29

A modern kitchen with white cabinets, a dishwasher, and a wooden countertop.

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

Evansville

Ronald G.

A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

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

Evanston

Bradley D.

￥52,470 total

includes taxes & fees

Sep 27 - Sep 28

A single-story house with a gabled roof, white shutters, and a front porch.

17. 3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World

Ferdinand

"Very cozy and clean place! It was perfect for our group of five, including three teenagers, while we visited Holiday World. Shane is a wonderful host, and the thoughtful touches - like the selection of snacks - made us feel especially welcome. Communication was easy throughout our stay. I was also fascinated by the historical books displayed on the shelves - they were such a unique and memorable touch, adding to a very historic feel of the place and the town. "

Svitlana T.

￥57,788 total

includes taxes & fees

Sep 28 - Sep 29

A modern kitchen with white cabinets, stainless steel appliances, and pendant lighting.

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

Evansville

Dartain W.

￥82,815 total

includes taxes & fees

Oct 1 - Oct 2

A bedroom with a bunk bed, a single bed, a wooden floor, a bookshelf, and a window with curtains.

19. Run Away Reindeer Retreat

Clay Township

"We absolutely loved this property! It was very close to local amenities like Holiday World and Santa’s candy shop. The property was immaculately maintained and well decorated. The beds were comfortable, showers were hot, and little added touches like the s'mores supplies were a great surprise! My small boys (5 and 2) shared the kid’s room and we loved that the house had a few toys for the kids to enjoy. The floor bed and bunk bed with a top tent were a huge hit. The stairs to the basement were...

Samantha M.

￥90,668 total

includes taxes & fees

Sep 28 - Sep 29

A spacious living room with a fireplace, a large window, and a high ceiling with exposed beams.

20. Family Friendly Lakehouse with great views!

Jasper

James S.

￥63,282 total

includes taxes & fees

Oct 5 - Oct 6

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Top Southwestern Indiana Hotel Reviews

Hyatt Place Evansville

10/10 Excellent

"Great Hotel. The only place I’ll stay in Evansville now."

Find out more about Southwestern Indiana

Southwestern Indiana Vacation Homes information

Number of reviews	208
Accommodation	124 Vacation Homes
Lowest Price	￥27,458
Highest Price	￥90,668

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southwestern Indiana vacation homes

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

2. Spacious 1450 sf 2 BR Private Suite w/Dog Fe

3. Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space

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

5. Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

6. Trendy Two bedroom home centrally located near UE