Holiday Homes in Southeastern Indiana

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Check prices for these dates

Our top choices for Southeastern Indiana holiday homes

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

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
New Albany
10.0 out of 10, Exceptional, (53 reviews)
"Nice property, we would stay again"
United States
Allan A.
The price is AU$294
includes taxes & fees
11 Nov - 12 Nov
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

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

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (28 reviews)
"The carriage house was very roomy and nice. We would definitely stay here again."
United States
Pam
The price is AU$208
includes taxes & fees
1 Dec - 2 Dec
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

3. Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row

Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row
Clarksville
9.0 out of 10, Wonderful, (13 reviews)
"Was a great time and very clean "
United States
Jeff B.
The price is AU$273
includes taxes & fees
18 Nov - 19 Nov
Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row

4. Spacious family-friendly home w/ exclusive arcade!

Spacious family-friendly home w/ exclusive arcade!
New Albany
The price is AU$609
includes taxes & fees
8 Nov - 9 Nov
Spacious family-friendly home w/ exclusive arcade!

5. Beautifully Restored 1930 Craftsman Sleeps 14 Near Louisville

Beautifully Restored 1930 Craftsman Sleeps 14 Near Louisville
New Albany
9.8 out of 10, Exceptional, (39 reviews)
"Overall great stay. Communication with the host was excellent. Loved the property and location."
United States
Christopher H.
The price is AU$575
includes taxes & fees
8 Nov - 9 Nov
Beautifully Restored 1930 Craftsman Sleeps 14 Near Louisville

6. The Curated Chateau—Minutes from Louisville

The Curated Chateau—Minutes from Louisville
New Albany
9.8 out of 10, Exceptional, (47 reviews)
"It was a perfect stay for our weekend at Churchill Downs."
United States
Peggy S.
The price is AU$401
includes taxes & fees
8 Nov - 9 Nov
The Curated Chateau—Minutes from Louisville

7. Relaxing 2BR retreat near Downtown Louisville!

Relaxing 2BR retreat near Downtown Louisville!
Portland
The price is AU$437
includes taxes & fees
9 Nov - 10 Nov
Relaxing 2BR retreat near Downtown Louisville!

8. Riverview Retreat Only 1 Mi Downtown Louisville!

Riverview Retreat Only 1 Mi Downtown Louisville!
Jeffersonville
The price is AU$511
includes taxes & fees
16 Nov - 17 Nov
Riverview Retreat Only 1 Mi Downtown Louisville!

9. Tranquil 3-bedroom house Center of New Albany

Tranquil 3-bedroom house Center of New Albany
New Albany
4.0 out of 10, (1 review)
The price is AU$398
includes taxes & fees
8 Nov - 9 Nov
Tranquil 3-bedroom house Center of New Albany

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

The Lanning House: 3-bedroom house in fabulous downtown Salem with AC
Salem
9.8 out of 10, Exceptional, (11 reviews)
"We loved our stay here. It was the perfect location. The house was clean and I would stay here again."
United States
Nina L.
The price is AU$430
includes taxes & fees
9 Nov - 10 Nov
The Lanning House: 3-bedroom house in fabulous downtown Salem with AC

11. King bed with backyard oasis

King bed with backyard oasis
New Albany
10.0 out of 10, Exceptional, (3 reviews)
"The property was nice and quiet and the back yard and home itself were beautiful."
United States
Hanna B.
The price is AU$458
includes taxes & fees
9 Nov - 10 Nov
King bed with backyard oasis

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

Country home with beautiful views and access to hiking, biking, and horse trails
Henryville
9.8 out of 10, Exceptional, (44 reviews)
"Nice peaceful place quiet and just what we was looking for"
United States
Cruze B.
The price is AU$390
includes taxes & fees
11 Nov - 12 Nov
Country home with beautiful views and access to hiking, biking, and horse trails

13. Hillside Hottie! Downtown Corydon property with a hot tub and "Hottie" decor

Hillside Hottie! Downtown Corydon property with a hot tub and "Hottie" decor
Corydon
10.0 out of 10, Exceptional, (2 reviews)
"A cute house with everything that we needed for our girls weekend! The host checked in to make sure everything was going smoothly. It was walking distance to the town. We all had a great time!"
United States
Lisa Y.
The price is AU$373
includes taxes & fees
8 Nov - 9 Nov
Hillside Hottie! Downtown Corydon property with a hot tub and "Hottie" decor

14. Quiet Forest Hideaway Near Fredericksburg

Quiet Forest Hideaway Near Fredericksburg
Fredericksburg
9.0 out of 10, Wonderful, (2 reviews)
The price is AU$484
includes taxes & fees
19 Nov - 20 Nov
Quiet Forest Hideaway Near Fredericksburg

15. The Adelyn, where comfort meets convenience

The Adelyn, where comfort meets convenience
Jeffersonville
10.0 out of 10, Exceptional, (9 reviews)
"The host was super responsive. The place was absolutely a gem!"
United States
Jeffery
The price is AU$431
includes taxes & fees
10 Nov - 11 Nov
The Adelyn, where comfort meets convenience

16. Cave Country Creekside Getaway

Cave Country Creekside Getaway
Marengo
The price is AU$405
includes taxes & fees
18 Nov - 19 Nov
Cave Country Creekside Getaway

17. The Indigo Inn

The Indigo Inn
Corydon
The price is AU$432
includes taxes & fees
11 Nov - 12 Nov
The Indigo Inn

18. Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville
New Albany
9.2 out of 10, Wonderful, (40 reviews)
"This was a wonderful rental for our multigenerational family visiting for college graduation. Highly recommend!"
United States
Aisha
The price is AU$391
includes taxes & fees
9 Nov - 10 Nov
Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

19. Cozy open floor plan

Cozy open floor plan
Shawnee
4.8 out of 10, (3 reviews)
"Perfect stay, neighborhood was nice and quiet."
United States
julie t.
The price is AU$473
includes taxes & fees
8 Nov - 9 Nov
Cozy open floor plan
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.

Learn more about Southeastern Indiana

Explore lots to see and do in Southeastern Indiana—live music, sports teams and sights from Deam Lake State Recreation Area to Huber’s Orchard, Winery & Vineyards.

A riverboat with multiple decks and passengers, docked near a bridge.