Search Vacation Homes in Southwestern Indiana

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 176 Vacation Homes in Southwestern Indiana with updated reviews, rates, and availability.

Vibrant and art-filled retreat, perfect for families and small groups.
Living area

Vibrant and art-filled retreat, perfect for families and small groups.

2.0 star property
9.0 out of 10, Wonderful, (2)
"Nice clean stay for a quick weekend and close to downtown. "
Vibrant and art-filled retreat, perfect for families and small groups.
Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6!
Interior

Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6!

10.0 out of 10, Exceptional, (43)
"Very clean"
Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6!
Blue Moon Cottage: Music Room, Inground Pool
Front exterior

Blue Moon Cottage: Music Room, Inground Pool

10.0 out of 10, Exceptional, (13)
"Great house with adult children and grands. Hosts were very accommodating with need for early arrival for family wedding. "
The price is SAR 508
SAR 1,296 total
includes taxes & fees
28 Dec - 29 Dec
Blue Moon Cottage: Music Room, Inground Pool
The Robinette House: Endless view of rolling farmland
Property grounds

The Robinette House: Endless view of rolling farmland

10.0 out of 10, Exceptional, (75)
"This place was fantastic! Views are beautiful. Would recommend "
The price is SAR 751
SAR 1,680 total
includes taxes & fees
3 Jan - 4 January 2025
The Robinette House: Endless view of rolling farmland
Privacy and breathtaking views on the highest point in Daviess County! So cozy!!
Sweet Escape!

Privacy and breathtaking views on the highest point in Daviess County! So cozy!!

9.8 out of 10, Exceptional, (50)
"Lovely house in a peaceful countryside setting. Really enjoyed sitting on the porch listening to all the birds singing. Everything we needed was provided. There was even an acoustic guitar that my hubby enjoyed playing. Thank you !"
Privacy and breathtaking views on the highest point in Daviess County! So cozy!!
Entire 2 bedroom House with Living Room, close to all...Sleeps 6.
Living area

Entire 2 bedroom House with Living Room, close to all...Sleeps 6.

10.0 out of 10, Exceptional, (3)
"We needed a convenient and easy safe place to stay while in town and this provided us with the perfect cozy place to stay overnight "
The price is SAR 413
SAR 605 total
includes taxes & fees
29 Dec - 30 Dec
Entire 2 bedroom House with Living Room, close to all...Sleeps 6.
Cozy Cottage, 3 mins from EVV, fenced yard
Exterior

Cozy Cottage, 3 mins from EVV, fenced yard

10.0 out of 10, Exceptional, (9)
"We were just in for a quick weekend stay. The house was perfect for us and very clean. Host is very punctual for communication and was very accommodating for us! The yard was wonderful for our pups. Clean up bags were also provided which was perfect since we forgot ours. The pups enjoyed running all over the yard tiring themselves out for the evening! There is a fire pit that we definitely would have used had we stayed longer. A place we would highly recommend if headed to the Evansville area! "
Cozy Cottage, 3 mins from EVV, fenced yard
Charming 2-bedroom lake house in Dale
Living area

Charming 2-bedroom lake house in Dale

6.0 out of 10, (2)
"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 SAR 406
SAR 905 total
includes taxes & fees
7 Jan - 8 January 2025
Charming 2-bedroom lake house in Dale
BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities
Outdoor dining

BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities

10.0 out of 10, Exceptional, (2)
"My friends and I shopping day and "
The price is SAR 418
SAR 1,254 total
includes taxes & fees
13 Jan - 14 January 2025
BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities
Welcome to simple comfort a like new family friendly home Full of accommodation
Living area

Welcome to simple comfort a like new family friendly home Full of accommodation

10.0 out of 10, Exceptional, (8)
"Very clean and well organized house. Great communication with host both before and after checkout. We will stay again. "
The price is SAR 667
SAR 880 total
includes taxes & fees
25 Dec - 26 Dec
Welcome to simple comfort a like new family friendly home Full of accommodation
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Exterior

Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

2.0 star property
10.0 out of 10, Exceptional, (8)
"Great place to stay over a weekend or a longer stay if needed. Very clean. Listening is completely accurate and the property owner is very hospitable. Will stay there in the future if available. "
The price is SAR 413
SAR 799 total
includes taxes & fees
29 Dec - 30 Dec
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Quiet neighborhood/2 car garage/fire pit/backyard privacy fence/PET FRIENDLY
Exterior

Quiet neighborhood/2 car garage/fire pit/backyard privacy fence/PET FRIENDLY

10.0 out of 10, Exceptional, (5)
"Nice house and host responds quickly to questions"
Quiet neighborhood/2 car garage/fire pit/backyard privacy fence/PET FRIENDLY
Spacious 3- Bd home in French Lick
Living area

Spacious 3- Bd home in French Lick

10.0 out of 10, Exceptional, (23)
"We had a niece getting married at the French Lick Resort. We had our sons, their spouses and grand children (5 and under) with us. The huge open space inside with the games and toys, kept everyone entertained. My five year old grand daughter was ready to move in. "
Spacious 3- Bd home in French Lick
Log Cabin 12 with Hot Tub at Osborn Boat Ramp on Patoka Lake
Front view of the cabin

Log Cabin 12 with Hot Tub at Osborn Boat Ramp on Patoka Lake

10.0 out of 10, Exceptional, (9)
"It is what we hoped for. We will be back this spring when I can work out a good week for my kids and grandkids."
Log Cabin 12 with Hot Tub at Osborn Boat Ramp on Patoka Lake
Lakehouse with Game Room, Direct Water Access, and Kayaks Included!
Lakehouse

Lakehouse with Game Room, Direct Water Access, and Kayaks Included!

10.0 out of 10, Exceptional, (30)
"Our two day stay was a fantastic opportunity to begin a new Thanksgiving Destination family tradition. We enjoyed the cold outdoors, played games and enjoyed being together. The kitchen amenities provided everything we needed to prepare our Thanksgiving dinner with a quick stop at the local IGA and DGMarket to pick up the groceries. The process of booking our time, check in and out were all stress free. Thoroughly enjoyed our stay. "
Lakehouse with Game Room, Direct Water Access, and Kayaks Included!
Toliver Guest House, Premier location on Main Street! Newly remodeled-spacious.
Toliver Guest House

Toliver Guest House, Premier location on Main Street! Newly remodeled-spacious.

10.0 out of 10, Exceptional, (56)
"Highly recommend this home. It’s spotless, very well located, function and comfortable. "
Toliver Guest House, Premier location on Main Street! Newly remodeled-spacious.
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Living area

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

9.8 out of 10, Exceptional, (26)
"We had issues with the VRBO system, but the host was super sweet and contacted us directly. they were very understanding."
The price is SAR 383
SAR 1,094 total
includes taxes & fees
24 Dec - 25 Dec
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Mid-Century Brick Bungalow Home
Living area

Mid-Century Brick Bungalow Home

6.0 out of 10, (8)
"good for a night was taken good care of just needed the yard mowed"
The price is SAR 282
SAR 765 total
includes taxes & fees
7 Jan - 8 January 2025
Mid-Century Brick Bungalow Home
Enchanting Montgomery Escape w/ Private Hot Tub!
Montgomery Vacation Rental | 4BR | 4BA | Step Required | 3,000 Sq Ft

Enchanting Montgomery Escape w/ Private Hot Tub!

10.0 out of 10, Exceptional, (5)
"the property provided everything we asked of it. great memories were made."
Enchanting Montgomery Escape w/ Private Hot Tub!
Heartland Hideaway in the Heart of Owensboro
Living area

Heartland Hideaway in the Heart of Owensboro

10.0 out of 10, Exceptional, (11)
"We came to town for a funeral. This place was what we needed to get some much needed rest. The house was perfect for our needs. "
Heartland Hideaway in the Heart of Owensboro
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.
Don't see what you're looking for?
See all available properties in Southwestern Indiana
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Southwestern Indiana

Lakeside Cabin Near Holiday World Perfect for Families & Friends
Plenty of patio space

Lakeside Cabin Near Holiday World Perfect for Families & Friends

10.0 out of 10, Exceptional, (38)
"Lovely property with so much to enjoy onsite - lake for fishing, kayaking, swimming. Hot tub. Outdoor grilling. Golf cart for touring property. Easy access to surrounding communities. Near Santa Claus, Lincoln’s boyhood home, wineries. So relaxing. "
The price is SAR 845
SAR 1,797 total
includes taxes & fees
15 Jan - 16 January 2025
Lakeside Cabin Near Holiday World Perfect for Families & Friends
5-bedroom cabin just 14 minutes from Holiday World and Splashin' Safari
If you visit in the month of December you can enjoy our 12 foot Christmas tree!

5-bedroom cabin just 14 minutes from Holiday World and Splashin' Safari

10.0 out of 10, Exceptional, (87)
"Last minute booking, great place, clean, well equipt, well maintained. Overall wonderful experience Thank you"
5-bedroom cabin just 14 minutes from Holiday World and Splashin' Safari
Guest House with acreage to explore.
Living area

Guest House with acreage to explore.

9.6 out of 10, Exceptional, (48)
"Was very clean and had everything we needed. Also had great communication about what needed done to check it and out"
The price is SAR 470
SAR 610 total
includes taxes & fees
24 Dec - 25 Dec
Guest House with acreage to explore.
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.