Holiday Homes in Southern Indiana

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Featured Holiday Homes in Southern Indiana

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. "
The price is AU$455
includes taxes & fees
6 Oct - 7 Oct
Putt Putt House by Louisville Walking Bridge

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. "
The price is AU$301
includes taxes & fees
3 Nov - 4 Nov
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

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 AU$299
includes taxes & fees
8 Oct - 9 Oct
Spacious 1450 sf 2 BR Private Suite w/Dog Fe

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."
The price is AU$449
includes taxes & fees
28 Oct - 29 Oct
King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

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 AU$341
includes taxes & fees
22 Oct - 23 Oct
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

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 AU$436
includes taxes & fees
9 Oct - 10 Oct
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

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 AU$373
includes taxes & fees
20 Oct - 21 Oct
The Artist’s A-Frame

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"
The price is AU$225
includes taxes & fees
6 Oct - 7 Oct
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

New 6BR Retreat by Patoka Lake Sleeps 14, Fire Pit

10.0 out of 10, Exceptional, (11)
"Copper cottage is beautiful! It has lots of bedrooms and plenty of bathrooms. The large kitchen table was so fun to sit down to a family meal ! The owners were very easy to work with and had detailed instructions with clear labeling for ease of stay. It’s very close to Patoka lake along with several other attractions in the area. One of my favorite VRBO’s to date! "
The price is AU$1,049
includes taxes & fees
7 Oct - 8 Oct
New 6BR Retreat by Patoka Lake Sleeps 14, Fire Pit

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. "
The price is AU$320
includes taxes & fees
13 Oct - 14 Oct
Chic Downtown King Suite~Free Parking~A+ Location

Urban Explorer Pad | 3BR + Backyard + Parking

8.8 out of 10, Excellent, (37)
"It was good for what I needed for "
The price is AU$375
includes taxes & fees
12 Oct - 13 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 AU$542
includes taxes & fees
16 Oct - 17 Oct
Barn in the Burgh

3-bedroom house in welcoming Washington with AC

2.0 star property
The price is AU$338
includes taxes & fees
6 Oct - 7 Oct
3-bedroom house in welcoming Washington with AC

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 AU$386
includes taxes & fees
6 Oct - 7 Oct
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water

Modern Nature Cabin | Private Escape in the Forest

9.8 out of 10, Exceptional, (6)
The price is AU$351
includes taxes & fees
16 Oct - 17 Oct
Modern Nature Cabin | Private Escape in the Forest

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 AU$384
includes taxes & fees
15 Oct - 16 Oct
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

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 AU$374
includes taxes & fees
6 Oct - 7 Oct
Country home with beautiful views and access to hiking, biking, and horse trails

Cozy Cabin Retreat near Patoka Lake & Winery -Fire Pit, Boat Parking & more!

10.0 out of 10, Exceptional, (4)
"Great place - close to the lake and lots of other cool spots. Would stay there again."
The price is AU$490
includes taxes & fees
7 Oct - 8 Oct
Cozy Cabin Retreat near Patoka Lake & Winery -Fire Pit, Boat Parking & more!

Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path

2.0 star property
The price is AU$483
includes taxes & fees
7 Oct - 8 Oct
Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path

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 AU$695
includes taxes & fees
6 Oct - 7 Oct
Emerald Lake Retreat Charlestown
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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