Southwestern Indiana Vacation Rentals from $158: Search Short-Term Rentals

A vintage train station with a green train labeled 'Spirit of Jasper' and a waiting room.

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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.

$156 nightly

Nov 13 - Nov 14

Total with taxes and fees

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

2. Yellow Banks Log Cabin with Lake Views

Dale

Brandon R.

$261 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

3. Yellow Banks Log Cabin With Waterfront Views

Dale

Ashley J.

$239 nightly

Nov 17 - Nov 18

Total with taxes and fees

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.

$267 nightly

Nov 16 - Nov 17

Total with taxes and fees

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.

$351 nightly

Nov 13 - Nov 14

Total with taxes and fees

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.

$449 nightly

Nov 30 - Dec 1

Total with taxes and fees

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.

$166 nightly

Nov 15 - Nov 16

Total with taxes and fees

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.

$251 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

9. Cozy Vintage House. Home in Fulda, Indiana

Fulda

Penny F.

$239 nightly

Nov 15 - Nov 16

Total with taxes and fees

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.

$403 nightly

Dec 7 - Dec 8

Total with taxes and fees

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.

$169 nightly

Nov 13 - Nov 14

Total with taxes and fees

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.

$189 nightly

Nov 15 - Nov 16

Total with taxes and fees

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.

$185 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

14. RiverStone Retreat B

Newburgh

$147 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

$142 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

$202 nightly

Nov 13 - Nov 14

Total with taxes and fees

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.

$142 nightly

Nov 15 - Nov 16

Total with taxes and fees

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.

$140 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

Lori M.

$488 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

$319 nightly

Nov 19 - Nov 20

Total with taxes and fees

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Find vacation rentals that suit your style

Top Southwestern Indiana Hotel Reviews

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 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 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

An outdoor patio with a stone fire feature, seating, and a glass enclosure.

SpringHill Suites by Marriott Newburgh Evansville

Newburgh

10/10 Excellent

Myra

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

Latonya

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

Pleasant Grove Farm LLC

Lyons

10/10 Excellent

Susan

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

Holiday Inn Owensboro Riverfront by IHG

Owensboro

10/10 Excellent

Paula

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