Southwestern Indiana Vacation Rentals from ￥8,717: Search Short-Term Rentals

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Our top choices for Southwestern Indiana vacation rentals

A wooden interior with a television, wooden cabinets, and a plant.

1. Guest House with acreage to explore.

Tennyson

Chasity D.

￥26,653 total

includes taxes & fees

Nov 16 - Nov 17

A cozy cabin interior with a sofa, dining table, and chairs.

2. Yellow Banks Log Cabin with Lake Views

Dale

LIsa B.

￥46,686 total

includes taxes & fees

Nov 16 - Nov 17

A rustic wooden building with a covered porch and a picnic table.

3. Yellow Banks Log Cabin With Waterfront Views

Dale

Ashley J.

￥42,751 total

includes taxes & fees

Nov 17 - Nov 18

A door with two windows, each with horizontal blinds, leading to a view of a grassy area and a body of water.

4. Tranquil Hideaway: Your Private Lakefront Retreat

Dale

Jim E.

￥45,918 total

includes taxes & fees

Nov 23 - Nov 24

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.

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

Dale

Darren S.

￥62,697 total

includes taxes & fees

Nov 16 - Nov 17

A spacious living room with a wooden coffee table, a TV mounted on the wall, and a ceiling fan.

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

Newburgh

Julia F.

￥79,172 total

includes taxes & fees

Nov 30 - Dec 1

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

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

Huntingburg

James B.

￥28,620 total

includes taxes & fees

Nov 16 - Nov 17

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

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

Newburgh

chris g.

￥44,863 total

includes taxes & fees

Nov 16 - Nov 17

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

9. Cozy Vintage House. Home in Fulda, Indiana

Fulda

Penny F.

￥42,306 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with wooden flooring, stainless steel appliances, a dining area with a view, and a 'GROCERY' sign.

10. Run Away Reindeer Retreat

Clay Township

Donna J.

￥70,383 total

includes taxes & fees

Dec 7 - Dec 8

A living room with a green sofa, two armchairs, a coffee table, and a cityscape painting.

11. 1 bd/1ba Apt near Haynies Corner

Evansville

"Located a short walk to about anything downtown. Our host Jada was extremely helpful and accommodating. She gave wonderful recommendations on places to take my wife for our anniversary dinner. The House is a bit older but very clean and updated with about everything you need provided. Shampoo, coffee, cereal, stocked kitchen, and even wine for a fair charge that we ended up enjoying. My only negative is the living room curtains don’t provide much privacy at night (all the other rooms are fine),...

Jesse U.

￥27,278 total

includes taxes & fees

Nov 16 - Nov 17

A modern hotel room with a large flat-screen TV, a dining area with a chandelier, and a cozy seating arrangement.

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

Evansville

Jake T.

￥33,368 total

includes taxes & fees

Nov 16 - Nov 17

A neatly made bed with a white duvet and a yellow throw, a bedside table with a lamp, and decorative wall art.

13. Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh

Newburgh

stephanie b.

￥37,016 total

includes taxes & fees

Nov 20 - Nov 21

A modern kitchen with white cabinetry, stainless steel appliances, and a patterned rug.

14. RiverStone Retreat B

Newburgh

A bedroom with a wooden wall panel, a bed with white bedding, and a small shelf with decorative items.

15. Princeton Suite 7 - QUEEN 1BD/1BA Apt

Princeton

￥23,334 total

includes taxes & fees

Nov 16 - Nov 17

A room with a bed, a blue armchair, a small table, a round ottoman, and a brick wall with decorative items.

16. The Cardinal 810 D -3BR-1BA Apt

Evansville

A living room with a sofa, coffee table, bookshelf, and a window with curtains.

17. River City Retreat | Stylish 1BR/1BA Apartment

Evansville

Amy S.

￥30,912 total

includes taxes & fees

Nov 21 - Nov 22

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

18. 1520 Howard St B "HCB"

Evansville

scott c.

￥25,723 total

includes taxes & fees

Nov 17 - Nov 18

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

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

Evansville

Randy S.

￥89,629 total

includes taxes & fees

Nov 16 - Nov 17

A modern interior with a wooden floor, a dining area with a round table and chairs, a sofa with patterned cushions, and a wall-mounted abstract art piece.

20. The Downtown Gem

Jasper

￥55,988 total

includes taxes & fees

Nov 21 - Nov 22

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Find vacation rentals that suit your style

Top Southwestern Indiana Hotel Reviews

A large, single-story building with a symmetrical facade, a central entrance, and a star above the door.

Pleasant Grove Inn LLC

Linton

10/10 Excellent

Terri

A wooden staircase with intricate carvings, a wooden door with a stained glass window, and a red cushion on a bench.

L&N Bed and Breakfast

Henderson

10/10 Excellent

Nancy

A Hampton Inn by Hilton hotel with a well-lit entrance, a landscaped lawn, and a clear sky.

Hampton Inn Jasper

Jasper

10/10 Excellent

Anonymous traveler

A wooden door with a decorative knocker and a lantern above it.

Pleasant Grove Farm LLC

Lyons

10/10 Excellent

Susan

A restaurant with multiple dining tables set for guests, a bar area with a variety of bottles, and a wooden accent wall with two flat-screen TVs.

Hampton Inn & Suites Downtown Owensboro/Waterfront

Owensboro

10/10 Excellent

Don

An outdoor seating area with a fire pit, cushioned seating, and a covered patio.

Home2 Suites by Hilton Evansville

Evansville

10/10 Excellent

Anonymous traveler

A reception desk with a "Welcome to the Hoosier State" sign, two monitors, and a "Hilton Honors" badge.

Hampton Inn Evansville/Airport

Evansville

10/10 Excellent

Elaine

A modern living room with a stone wall, a flat-screen TV, a blue-lit fireplace, a dining area with a table and chairs, and a large window with a forest view.

Fairfield Inn & Suites Jasper

Jasper

10/10 Excellent

We loved our stay here! The location of the hotel is beautiful, situated between a river with a working mill on one side and a train on the other. The train never disturbed our stay, but the location was ideal. We loved walking around downtown and the easy access to restaurants. The hotel itself was clean, comfortable, and modern. Everything was updated and everything about our stay was convenient and easy. We loved staying here!

Grace

A patio area with outdoor seating and a view of a bridge.

Holiday Inn Owensboro Riverfront by IHG

Owensboro

10/10 Excellent

Paula

A hotel with a prominent 'Garner by IHG' sign, a covered entrance, and a brick facade.

Garner Hotel Evansville East by IHG

Evansville

10/10 Excellent

Rachel

A hotel room with two beds, a large painting of a waterfall, a desk with a computer, and a patterned carpet.

Clarion Pointe Jasper

Jasper

10/10 Excellent

Julie

A building with a stone facade and multiple windows, a covered patio area with a bench, and a parking lot with several cars.

Country View Inn & Suites

Robinson

10/10 Excellent

Anonymous traveler

Find out more about Southwestern Indiana

Vacation Apartments in Southwestern Indiana

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Lodging

Southwestern Indiana Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southwestern Indiana vacation rentals

1. Guest House with acreage to explore.

2. Yellow Banks Log Cabin with Lake Views

3. Yellow Banks Log Cabin With Waterfront Views

4. Tranquil Hideaway: Your Private Lakefront Retreat

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

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

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

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

9. Cozy Vintage House. Home in Fulda, Indiana

10. Run Away Reindeer Retreat

11. 1 bd/1ba Apt near Haynies Corner

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

13. Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh

14. RiverStone Retreat B

15. Princeton Suite 7 - QUEEN 1BD/1BA Apt

16. The Cardinal 810 D -3BR-1BA Apt

17. River City Retreat | Stylish 1BR/1BA Apartment

18. 1520 Howard St B "HCB"

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

20. The Downtown Gem

Find vacation rentals that suit your style

Top Southwestern Indiana Hotel Reviews

Pleasant Grove Inn LLC

10/10 Excellent

Find out more about Southwestern Indiana

Vacation Apartments in Southwestern Indiana

Explore a world of travel with Expedia