Holiday Homes in Southern Indiana

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Featured Holiday Homes in Southern Indiana and around

Spectacular waterfront house!

9.6 out of 10, Exceptional, (77)
"We had a great time and loved the view of the river! "
Spectacular waterfront house!

Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River

9.8 out of 10, Exceptional, (39)
"House was clean and cozy, great weekend getaway place. "
Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River

5 Miles from Holiday World sleeps 11+ —Family Escape

10.0 out of 10, Exceptional, (4)
"Absolutely amazing host, they made the check in process so easy. It was minutes from Holiday World so it made our trip so well worth it. The house was beautiful and the game room was the favorite part of the kid’s night. "
The price is €384
includes taxes & fees
19 Aug - 20 Aug
5 Miles from Holiday World sleeps 11+ —Family Escape

The Family Oasis just 6 miles from Holiday World

9.4 out of 10, Exceptional, (40)
"The place was amazing. Very nice place to stay for the weekend "
The Family Oasis just 6 miles from Holiday World

✪Heated Pool, Firepit, Bikes, Grill, Pets✪

8.8 out of 10, Excellent, (14)
"Thank you for sharing your lovely home with us. The pool was a hit with the kids and we had a wonderful time relaxing and enjoying our vacation. Thank you for being such gracious hosts and providing us with a comfortable and enjoyable stay. We hope to visit again in the future!"
The price is €264
includes taxes & fees
11 Aug - 12 Aug
✪Heated Pool, Firepit, Bikes, Grill, Pets✪

6000SF~Louisville~Sleeps24~LawnOasis~Dome~HotTub~Pets~Firepit~Lux Amenities~View

2.5 star property
10.0 out of 10, Exceptional, (12)
"We had a great time- the property was perfect for our group of 14. Would stay here again!"
The price is €1,641
includes taxes & fees
24 Aug - 25 Aug
6000SF~Louisville~Sleeps24~LawnOasis~Dome~HotTub~Pets~Firepit~Lux Amenities~View

Family Style home -2 bedrooms 1 bath

10.0 out of 10, Exceptional, (74)
"Friendly hosts, very clean, quiet, and definitely more comfortable than a hotel room. "
The price is €180
includes taxes & fees
9 Aug - 10 Aug
Family Style home -2 bedrooms 1 bath

Family Friendly, Historic Mansion Row, **5 min from Louisville!**

10.0 out of 10, Exceptional, (38)
"Convent and accommodation was excellent for 10 "
Family Friendly, Historic Mansion Row, **5 min from Louisville!**

Spacious Copper Cottage near French Lick in National Forest

10.0 out of 10, Exceptional, (7)
"Was a great place for a weekend getaway for our family. We had 8 adults and 6 small children. "
The price is €603
includes taxes & fees
12 Aug - 13 Aug
Spacious Copper Cottage near French Lick in National Forest

House sleeps 6. Just 5 minutes Patoka Lake boat ramp. Anglers Welcome!

10.0 out of 10, Exceptional, (45)
"Perfect place to stay. Homey, comfy and central to Patoka Lake, French Lick and many other places we enjoyed visiting. Beds were very restful and the air conditioning cooled the place nicely."
House sleeps 6. Just 5 minutes Patoka Lake boat ramp. Anglers Welcome!

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 price is €319
includes taxes & fees
26 Aug - 27 Aug
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water

The Potter Cottage -A great family getaway 3 miles from Holiday World

10.0 out of 10, Exceptional, (178)
"Clean and spacious property with very close proximity to Holiday World and Santa Claus, IN. "
The Potter Cottage -A great family getaway 3 miles from Holiday World

Relaxing Country Getaway

9.4 out of 10, Exceptional, (34)
"Wonderful stay, very private. Cozy place perfect for couples looking to unwind. Would stay again."
Relaxing Country Getaway

The Wee House is a shotgun house that is remodeled with a view of the Ohio river

9.6 out of 10, Exceptional, (50)
"We loved the Wee House. It was great at the end of the day to sit on the porch, listen to the birds, and watch the barges on the river. The kitchen had everything we needed. We especially liked the quilts on the beds--so cheerful and colorful. And the location was perfect--just two short blocks from Main Street so we could walk everywhere."
The Wee House is a shotgun house that is remodeled with a view of the Ohio river

Kentucky holiday home with Hot Tub & pool In Louisville KY

9.2 out of 10, Wonderful, (23)
"Very nice house, plenty of space. Nice quite neighborhood, short drive to attractions & activities. "
Kentucky holiday home with Hot Tub & pool In Louisville KY

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

9.8 out of 10, Exceptional, (35)
"Clean, comfortable home with everything needed for our stay. "
The price is €219
includes taxes & fees
10 Aug - 11 Aug
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

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

10.0 out of 10, Exceptional, (35)
"we all enjoyed the house great accommodations dock was a little bit of a walk but ok...would absolutely stay again"
Lakehouse with Game Room, Direct Water Access, and Kayaks Included!

River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS

10.0 out of 10, Exceptional, (6)
"Great location and wonderful house!"
River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS

Madison's Only YURT Experience

9.4 out of 10, Exceptional, (8)
"Better than we expected! Lots of land for the kids to explore. The goats were so fun to watch. Fishing at the pond was a nice surprise. We loved the bottle of wine waiting for us! It was such a unique getaway! Great family trip!"
Madison's Only YURT Experience

Beautiful views and sunrises overlooking the water. Spacious home with elevator.

9.6 out of 10, Exceptional, (5)
"Great house that has room for extended family and kids for the week. Great time playing pickleball at the owners house as well "
Beautiful views and sunrises overlooking the water. Spacious home with elevator.
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