Holiday Homes in Southern Indiana

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Featured Holiday Homes in Southern Indiana and around

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

10.0 out of 10, Exceptional, (27)
"We stopped for one night traveling through. The place was clean, easy to find, and close to a charming downtown. It was also close to many Louisville attractions. Rebecca was very quick to respond and was very communicative. "
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Putt Putt House by Louisville Walking Bridge

2.0 star property
10.0 out of 10, Exceptional, (9)
"Property was clean, well lit and very pretty. Location was near food, drink and activities, parking very accessible. Owner communicated promptly too. "
Putt Putt House by Louisville Walking Bridge

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

9.8 out of 10, Exceptional, (41)
"We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment. "
The price is €195
includes taxes & fees
22 Oct - 23 Oct
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

9.6 out of 10, Exceptional, (14)
"House was perfect for our group 7! We had plenty of space and enjoyed playing games in the backyard. Definitely exceeded our expectations."
King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

10.0 out of 10, Exceptional, (10)
"Absolutely the best place I’ve stayed at. Very appreciative of the hospitality. I recommend to anyone staying in the areaMatt"
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

9.8 out of 10, Exceptional, (31)
"Enjoyed staying in this cozy little spot and admiring the history within its walls. Would definitely consider staying here again!"
The price is €249
includes taxes & fees
3 Nov - 4 Nov
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Spacious 1450 sf 2 BR Private Suite w/Dog Fe

9.8 out of 10, Exceptional, (18)
"It's very close to Holiday World "
The price is €171
includes taxes & fees
8 Oct - 9 Oct
Spacious 1450 sf 2 BR Private Suite w/Dog Fe

The Artist’s A-Frame

10.0 out of 10, Exceptional, (22)
"I can't say enough about our stay at the Artist's A-Frame. The hosts are exceptional, the location is ideal, and the space is beautiful! I highly recommend and am anxious to return!"
The price is €214
includes taxes & fees
3 Nov - 4 Nov
The Artist’s A-Frame

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

Urban Explorer Pad | 3BR + Backyard + Parking

8.8 out of 10, Excellent, (37)
"It was good for what I needed for "
The price is €215
includes taxes & fees
5 Oct - 6 Oct
Urban Explorer Pad | 3BR + Backyard + Parking

Barn in the Burgh

10.0 out of 10, Exceptional, (10)
"This place is beautiful!! It was just what we needed for a couple of days away with our two dogs. The host was quick to respond to my questions prior to booking. We will definitely be back. "
The price is €309
includes taxes & fees
16 Oct - 17 Oct
Barn in the Burgh

Chic Downtown King Suite~Free Parking~A+ Location

9.0 out of 10, Wonderful, (2)
"This place was absolutely perfect for us. It was within a few blocks of several distilleries. "
Chic Downtown King Suite~Free Parking~A+ Location

Country home with beautiful views and access to hiking, biking, and horse trails

10.0 out of 10, Exceptional, (25)
"Can’t say enough good things about this place!"
The price is €212
includes taxes & fees
6 Oct - 7 Oct
Country home with beautiful views and access to hiking, biking, and horse trails

Cozy and comfy Golf Course Cottage

10.0 out of 10, Exceptional, (15)
"The house was very clean with all amenities. The location is perfect for what I needed for 4 days. Owner is very friendly and courteous."
The price is €255
includes taxes & fees
5 Oct - 6 Oct
Cozy and comfy Golf Course Cottage

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

9.8 out of 10, Exceptional, (30)
"The house was clean, great location. Would stay again"
The price is €234
includes taxes & fees
3 Nov - 4 Nov
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

Emerald Lake Retreat Charlestown

10.0 out of 10, Exceptional, (2)
"This a great place for families to gather. It's very spacious and clean and comfortable. And though it's in a quiet and peaceful area with a small lake at the base of the property, places to eat and get groceries are just a short drive away. There's a wonderful seating area around a firepit, too!"
The price is €396
includes taxes & fees
6 Oct - 7 Oct
Emerald Lake Retreat Charlestown

Modern Nature Cabin | Private Escape in the Forest

9.8 out of 10, Exceptional, (6)
The price is €201
includes taxes & fees
16 Oct - 17 Oct
Modern Nature Cabin | Private Escape in the Forest

Urban Suburbia- quick drive to restaraunts, grocery store,

7.0 out of 10, Good, (2)
"Property is short driving distance to Churchill Downs and SDF. Plenty of shops and stores nearby. Home is good with ample parking. Bedrooms and bedroom closets are a little small (not a lot of room for big or extra suitcases). Accommodates 3 easily, the 4th person is a bit tight. Host is friendly and responsive."
The price is €192
includes taxes & fees
13 Oct - 14 Oct
Urban Suburbia- quick drive to restaraunts, grocery store,

Sleeps 4, Rustic, Secluded

10.0 out of 10, Exceptional, (1)
"The cabin and property were very clean and easy to find. We loved the back yard for chilling around after we got back from the event we were attending. Host was very friendly and had good communication. Will stay again if we are back in the area! "
The price is €203
includes taxes & fees
4 Nov - 5 Nov
Sleeps 4, Rustic, Secluded

The Lanning House: 3-bedroom house in fabulous downtown Salem with AC

"This is a lovingly restored historical property with many beautiful original features, like the staircase & railings. The little town is so nice, and the people are friendly. We came down from Georgia to help a family member move into the home they just bought and needed a comfortable place to stay after moving stuff all day. We all decided we need to come for a longer time so we can check out all the interesting historical site nearby. We ate out every day & only used the coffee maker but the...
The Lanning House: 3-bedroom house in fabulous downtown Salem with AC
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.
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Top Southern Indiana Hotel Reviews

Find out more about Southern Indiana

Find out more about Southern Indiana

Southern Indiana Holiday Homes information

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