A serene lake at sunset with a reflection of the sky, surrounded by trees and vegetation.

Holiday Homes in Scottsburg

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Scottsburg holiday homes

Terrace/patio

1. Cozy Tiny House in Scottsburg

Cozy Tiny House in Scottsburg
Scottsburg
9.6 out of 10, Exceptional, (8 reviews)
"Great location nice place comfortable "
United States
Hipolito C.
The price is AU$288
includes taxes & fees
15 Sept - 16 Sept
Cozy Tiny House in Scottsburg
Coffee/tea maker, fridge, microwave, oven

2. 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, (42 reviews)
"Loved the dog-friendly house that even had a nice small fenced in area. Super quiet and close to the Knobstone trail for some exploring. The house was easy to find and access and the host was friendly. Thanks for the great place to stay!"
United States
Forrest K.
The price is AU$351
includes taxes & fees
2 Sept - 3 Sept
Country home with beautiful views and access to hiking, biking, and horse trails
Smart TV

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

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Hanover
9.6 out of 10, Exceptional, (49 reviews)
"It was great to have easy parking and available garage. The home was very pet and kid friendly. Super close to Hanover. Will stay here many times over in the future for visits. "
United States
Abby E.
The price is AU$347
includes taxes & fees
30 Aug - 31 Aug
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Outdoor dining

4. Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
10.0 out of 10, Exceptional, (17 reviews)
"The space was very clean and had everything we needed! It was so close to everything but in its own secluded spot at the same time. We loved our stay "
United States
MaKayla Q.
The price is AU$293
includes taxes & fees
26 Aug - 27 Aug
Modern cabin very close to scenic riverfront walks
Coffee/tea maker, fridge, microwave, oven

5. 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, (24 reviews)
"Amazing, would stay again in a heartbeat"
United States
Ian M.
The price is AU$261
includes taxes & fees
22 Sept - 23 Sept
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Exterior

6. Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River

Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
Madison
The price is AU$329
includes taxes & fees
23 Aug - 24 Aug
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
Exterior

7. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (15 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is AU$222
includes taxes & fees
24 Aug - 25 Aug
Sassafras Woodland Cabin at Lost Trails
Exterior

8. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (39 reviews)
"Very nice house and convenient to downtown, etc. If you stay here you definitely won’t be disappointed."
United States
Shirley L.
The price is AU$337
includes taxes & fees
23 Aug - 24 Aug
The Artist’s A-Frame
Outdoor dining

9. Charming 2-bedroom house with a river view in wonderful Madison

Charming 2-bedroom house with a river view in wonderful Madison
Madison
9.4 out of 10, Exceptional, (6 reviews)
"The place was indeed charming. The host was wonderful and available for all questions! "
United States
Amy W.
The price is AU$395
includes taxes & fees
24 Aug - 25 Aug
Charming 2-bedroom house with a river view in wonderful Madison
Property grounds

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
9.6 out of 10, Exceptional, (9 reviews)
"Beautiful home & I would highly recommend staying there👍👍"
United States
Kenneth
The price is AU$461
includes taxes & fees
25 Aug - 26 Aug
The Lanning House: 3-bedroom house in fabulous downtown Salem with AC
Microwave, oven, stovetop, dishwasher

11. The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison

The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
Hanover
9.2 out of 10, Wonderful, (5 reviews)
"It was lovely!"
United States
Carolyne R.
The price is AU$638
includes taxes & fees
2 Sept - 3 Sept
The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
Smart TV

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

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Madison
9.8 out of 10, Exceptional, (72 reviews)
"Great house just outside of historic Madison. Easy access to the river . Home is beautifully decorated and great place for a getaway. Many shops to visit in Madison ."
United States
John H.
The price is AU$319
includes taxes & fees
23 Aug - 24 Aug
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Coffee/tea maker, fridge, microwave, oven

13. Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA

Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA
Vallonia
10.0 out of 10, Exceptional, (18 reviews)
"This place was great. We will be staying here if ever back in the area. "
United States
Michael B.
The price is AU$435
includes taxes & fees
23 Aug - 24 Aug
Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA
Outdoor dining

14. T&E Riverhouse Retreat

T&E Riverhouse Retreat
Hanover
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful view of the river! Nice location and easy to find. Highly recommend for a group getaway. "
United States
Beverly L.
The price is AU$574
includes taxes & fees
24 Aug - 25 Aug
T&E Riverhouse Retreat
Terrace/patio

15. "Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Madison
10.0 out of 10, Exceptional, (21 reviews)
"we had a good time. enjoyed our visit"
United States
Douglas S.
The price is AU$515
includes taxes & fees
24 Aug - 25 Aug
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Microwave, oven, stovetop, dishwasher

16. The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
Madison
9.8 out of 10, Exceptional, (23 reviews)
"Great stay and beautiful house. The location was really outstanding and many restaurants, boutiques, and coffee shops were within walking distance. "
United States
Stephanie B.
The price is AU$664
includes taxes & fees
30 Aug - 31 Aug
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
Coffee/tea maker, fridge, microwave, oven

17. Whispering Pines is a lovely 3-bedroom family-friendly home in a wooded setting.

Whispering Pines is a lovely 3-bedroom family-friendly home in a wooded setting.
New Pekin
10.0 out of 10, Exceptional, (3 reviews)
"Spotless, like new clean that felt like we were the first people to ever stay there. It was in a beautiful country setting and had comfortable furniture. They went above and beyond with stocked kitchen that made our stay so easy. Highly recommend and will likely stay again!"
United States
Trisha F.
The price is AU$394
includes taxes & fees
24 Aug - 25 Aug
Whispering Pines is a lovely 3-bedroom family-friendly home in a wooded setting.
Terrace/patio

18. "Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8

"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
Madison
9.6 out of 10, Exceptional, (15 reviews)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
United States
Howard B.
The price is AU$521
includes taxes & fees
23 Aug - 24 Aug
"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
Pool

19. #207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison
10.0 out of 10, Exceptional, (44 reviews)
"Loved this place, very clean and well stocked with the little extras that you always seem to need. "
United States
Matt C.
The price is AU$559
includes taxes & fees
23 Aug - 24 Aug
#207 King Suites, River Views, Deck, Downtown
Pool

20. #209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison
10.0 out of 10, Exceptional, (71 reviews)
"The house was clean, comfortable, and had everything we needed. The location was great; very close to restaurants and shops on Main Street as well as the parks by the river. "
United States
Hannah M.
The price is AU$559
includes taxes & fees
23 Aug - 24 Aug
#209 Kings, River View, Deck, Bicentennial Park
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 Scottsburg Hotel Reviews

Birch Hill Suites Clarksville-Louisville North

Birch Hill Suites Clarksville-Louisville North

8/10 Good
"Clean room easy stay"
Shalesha 1-night trip
Posted 2 hours ago
Birch Hill Suites Clarksville-Louisville North

Find out more about Scottsburg

Scottsburg Holiday Homes information

Number of reviews
355
Accommodation
94 Holiday Homes
Lowest Price
AU$222
Highest Price
AU$664