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

Holiday Homes in Scottsburg

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 July - 26 July
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Scottsburg holiday homes

Exterior

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$355
includes taxes & fees
12 July - 13 July
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
Exterior

Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (13 reviews)
"We had a wonderful stay! Everything was clean, communication was great - it was the perfect weekend getaway!"
United Kingdom
Karen L.
The price is AU$252
includes taxes & fees
27 July - 28 July
Sassafras Woodland Cabin at Lost Trails
2 bedrooms, iron/ironing board, WiFi, bed sheets

Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus

Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus
Hanover
9.6 out of 10, Exceptional, (4 reviews)
"Everything was as described and clean. Beds were extremely comfortable and house was spotless. "
United States
Ed S.
The price is AU$316
includes taxes & fees
12 July - 13 July
Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus
Interior

Emerald Lake Retreat Charlestown

Emerald Lake Retreat Charlestown
Charlestown
10.0 out of 10, Exceptional, (4 reviews)
"Roomy, clean, nice setting in nice neighborhood."
United States
David P.
The price is AU$648
includes taxes & fees
8 July - 9 July
Emerald Lake Retreat Charlestown
Fridge, microwave, oven, stovetop

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, (41 reviews)
"Pet friendly, clean house."
United States
Daniel E.
The price is AU$365
includes taxes & fees
20 July - 21 July
Country home with beautiful views and access to hiking, biking, and horse trails
Outdoor dining

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$306
includes taxes & fees
14 July - 15 July
Modern cabin very close to scenic riverfront walks
Fridge, microwave, oven, stovetop

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, (23 reviews)
"Amazing, would stay again in a heartbeat"
United States
Ian M.
The price is AU$233
includes taxes & fees
8 July - 9 July
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Smart TV

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, (67 reviews)
"We were very pleased with the location and cleanliness of the home. Comfy and cozy atmosphere and communication with owner was great! Highly recommend for a nice quiet getaway! "
United States
Julie L.
The price is AU$359
includes taxes & fees
16 July - 17 July
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Exterior

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (35 reviews)
"Everything was absolutely wonderful "
United States
Michael (alex) W.
The price is AU$352
includes taxes & fees
29 July - 30 July
The Artist’s A-Frame
Smart TV

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
9.8 out of 10, Exceptional, (44 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$361
includes taxes & fees
20 July - 21 July
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Terrace/patio

"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, (18 reviews)
"we had a good time. enjoyed our visit"
United States
Douglas S.
The price is AU$527
includes taxes & fees
22 July - 23 July
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Property grounds

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, (8 reviews)
"Beautiful home & I would highly recommend staying there👍👍"
United States
Kenneth
The price is AU$473
includes taxes & fees
10 July - 11 July
The Lanning House: 3-bedroom house in fabulous downtown Salem with AC
Terrace/patio

"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, (13 reviews)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
United States
Howard B.
The price is AU$550
includes taxes & fees
8 July - 9 July
"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
Fridge, microwave, oven, stovetop

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, (17 reviews)
"This place was great. We will be staying here if ever back in the area. "
United States
Michael B.
The price is AU$444
includes taxes & fees
12 July - 13 July
Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA
Microwave, oven, stovetop, dishwasher

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, (20 reviews)
"Our family very much enjoyed in this fantastic historic home right in the heart of downtown Madison. You will not be disappointed in lodging here, within walking distance of so many attractions, dining options, and the Ohio River!"
United States
Joshua H.
The price is AU$689
includes taxes & fees
8 July - 9 July
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
Fridge, microwave, oven, stovetop

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, (2 reviews)
"This place is a hidden gem!!! The pictures do not do it justice, it is stunning! It’s very clean and they have everything you could need! The owners were so kind and communicated well!!! The porch is extremely nice! I sat there most of the time and drank my coffee in the mornings! You are surrounded by woods and nature. There is a fire pit available for use and the wood is provided for you! Make sure to bring shampoo and conditioner. And a fan or sound machine at night if you need sound to...
United States
Courtney Q.
The price is AU$403
includes taxes & fees
8 July - 9 July
Whispering Pines is a lovely 3-bedroom family-friendly home in a wooded setting.
Pool

#207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison
10.0 out of 10, Exceptional, (41 reviews)
"Everything was clean and well stocked , this was our second visit . One of the better rentals for sure. The ice maker did not work but other than that everything was perfect. Thank you "
Canada
Deborah M.
The price is AU$580
includes taxes & fees
8 July - 9 July
#207 King Suites, River Views, Deck, Downtown
Exterior

Riverside Cabin w/ 3 Decks in North Vernon!

Riverside Cabin w/ 3 Decks in North Vernon!
North Vernon
10.0 out of 10, Exceptional, (32 reviews)
"Every one loved the location. Kids enjoyed the creek behind the house. The 3 decks have great views of muscatatuck river. We had everything we needed and our host was ready and willing to get us any additional items needed.A great family trip!"
United States
Mark E.
The price is AU$636
includes taxes & fees
29 July - 30 July
Riverside Cabin w/ 3 Decks in North Vernon!
Dining

Hope Hill Hideaway - Family Country Retreat in Southern Indiana near Louisville

Hope Hill Hideaway - Family Country Retreat in Southern Indiana near Louisville
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our two nights and this clean and comfortable property. We were in the area to attend the wedding of a close family friend. Our three young grandchildren loved the playground and playing in the creek. We enjoyed the peaceful setting."
United States
Karen H.
The price is AU$502
includes taxes & fees
21 July - 22 July
Hope Hill Hideaway - Family Country Retreat in Southern Indiana near Louisville
Pool

#209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison
10.0 out of 10, Exceptional, (70 reviews)
"Couldnt recommend more! Great place and hosts!"
United States
Zach D.
The price is AU$599
includes taxes & fees
8 July - 9 July
#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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Scottsburg Hotel Reviews

HavenPointe Inn & Suites

HavenPointe Inn & Suites

8/10 Good
"The facility was considerably smaller than expected, but our room was very clean and nicely decorated. The A/C was very efficient, which we appreciated as the weather was in the mid-90's. The included breakfast was somewhat misleading as there was one very small table with two chairs and the food was cereal, apples & bananas... all in the small check-in lobby. That being said, we would happily stay there again."
michael 1-night trip
Posted 3 hours ago
HavenPointe Inn & Suites

Find out more about Scottsburg

Scottsburg Holiday Homes information

Number of reviews
454
Accommodation
104 Holiday Homes
Lowest Price
AU$233
Highest Price
AU$689