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

Scottsburg Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Scottsburg holiday rentals

Terrace/patio

1. Cozy Tiny House in Scottsburg

Cozy Tiny House in Scottsburg
Scottsburg
9.6 out of 10, Exceptional, (7 reviews)
"Great location nice place comfortable "
United States
Hipolito C.
Cozy Tiny House in Scottsburg
Outdoor dining

2. 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 HK$571
HK$1,663 total
includes taxes & fees
24 Aug - 25 Aug
Modern cabin very close to scenic riverfront walks
1 bedroom, free WiFi, bed sheets

3. Lakeside Cottage: 1 bed/1 bath

Lakeside Cottage: 1 bed/1 bath
Henryville
10.0 out of 10, Exceptional, (1 review)
"Awesome place in a gated property. The tiny home is exactly as pictured. Will 100% stay here again for future Henryville visits to see family."
United States
Jonathan B.
The price is HK$1,052
HK$2,415 total
includes taxes & fees
11 Aug - 12 Aug
Lakeside Cottage: 1 bed/1 bath
Smart TV

4. 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, (48 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 HK$910
HK$1,949 total
includes taxes & fees
5 Aug - 6 Aug
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Coffee/tea maker, fridge, microwave, oven

5. Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
Memphis
10.0 out of 10, Exceptional, (26 reviews)
"I can't say enough googd things about this Vrbo! CLEAN, great communication, great instructions on finding the place. My short stay showed the owners to be so nice. "
United States
Lynn R.
The price is HK$745
HK$1,241 total
includes taxes & fees
15 Aug - 16 Aug
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
Coffee/tea maker, fridge, microwave, oven

6. 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 HK$1,165
HK$1,989 total
includes taxes & fees
6 Aug - 7 Aug
Country home with beautiful views and access to hiking, biking, and horse trails
Exterior detail

7. The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201

The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
Madison
9.6 out of 10, Exceptional, (20 reviews)
"Conveniently located close to downtown area. Room was comfortable and clean."
United States
Darin
The price is HK$533
HK$986 total
includes taxes & fees
5 Aug - 6 Aug
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
Exterior

8. Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (13 reviews)
"The overall stay was perfect for just the two of us and we loved how everything was a close drive but still felt far enough away. "
United States
Shyanne D.
The price is HK$784
HK$1,357 total
includes taxes & fees
9 Aug - 10 Aug
Maple Cozy Cabin at Lost Trails
Terrace/patio

9. Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful cabin. Enjoyed our stay."
United States
Jim A.
The price is HK$784
HK$1,357 total
includes taxes & fees
25 Aug - 26 Aug
Walnut Secluded Cabin at Lost Trails
Property grounds

10. Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 out of 10, Exceptional, (14 reviews)
"Host was very accommodating and this place was perfect for a place to stay while visiting friends. Everything was very comfortable, especially the very soft bed!! "
United States
C J.
The price is HK$840
HK$1,516 total
includes taxes & fees
1 Sept - 2 Sept
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Exterior

11. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (38 reviews)
"Everything was absolutely wonderful "
United States
Michael (alex) W.
The price is HK$988
HK$1,903 total
includes taxes & fees
31 Aug - 1 Sept
The Artist’s A-Frame
Exterior

12. 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 HK$918
HK$1,822 total
includes taxes & fees
5 Aug - 6 Aug
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
Coffee/tea maker, fridge, microwave, oven

13. Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
9.6 out of 10, Exceptional, (5 reviews)
"Mulberry Cabin at Lost Trails was great! The cabin was cozy and felt pretty private (even though the other cabins are within view). The bed was super comfy, and they did a great job making sure the cabin had everything one might need on a trip away from home. It was also very close to all things Madison, so it felt very convenient. We would definitely stay there again!"
United States
Emily I.
The price is HK$784
HK$1,357 total
includes taxes & fees
9 Aug - 10 Aug
Mulberry Secluded Cabin at Lost Trails
Exterior

14. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (14 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is HK$784
HK$1,357 total
includes taxes & fees
10 Aug - 11 Aug
Sassafras Woodland Cabin at Lost Trails
Smart TV

15. 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, (71 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 HK$902
HK$1,840 total
includes taxes & fees
5 Aug - 6 Aug
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Coffee/tea maker, fridge, microwave, oven

16. 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 HK$1,051
HK$1,498 total
includes taxes & fees
24 Aug - 25 Aug
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Interior

17. Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Madison
10.0 out of 10, Exceptional, (2 reviews)
"Excellent location, nice deck and spa. Comfy bed large space."
United States
Zoey S.
The price is HK$762
HK$1,418 total
includes taxes & fees
25 Aug - 26 Aug
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Property grounds

18. Cozy Country Cabin quiet country retreat

Cozy Country Cabin quiet country retreat
Orleans
10.0 out of 10, Exceptional, (208 reviews)
"Great quiet get away in the country Watch deer hummingbirds chipmunk from the porch Feed fish Bloomington not far for a steak dinner Spring mill park for hiking"
United States
Pamela
The price is HK$980
HK$1,636 total
includes taxes & fees
5 Aug - 6 Aug
Cozy Country Cabin quiet country retreat
Smart TV

19. The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Madison
10.0 out of 10, Exceptional, (40 reviews)
"Loved the whole place and all the little touches. It was super cozy and location wise is close to everything. We will definitely be stay again. "
United States
Hannah S.
The price is HK$910
HK$1,751 total
includes taxes & fees
6 Aug - 7 Aug
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Property grounds

20. River Retreat

River Retreat
Charlestown
10.0 out of 10, Exceptional, (1 review)
"Easy check in. Nice cozy home right by the river. Even left a golf cart for use when staying!"
United States
Brady S.
The price is HK$1,098
HK$2,402 total
includes taxes & fees
19 Aug - 20 Aug
River Retreat
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

HavenPointe Inn & Suites

HavenPointe Inn & Suites

10/10 Excellent
"Very clean, safe and easy parking"
Arturo 1-night trip
Posted 15 hours ago
HavenPointe Inn & Suites

Find out more about Scottsburg

Search for holiday rentals in Scottsburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Scottsburg using one of the methods below:

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Look no further and take a look at our great range of rental properties in Scottsburg!

Frequently asked questions

Are there holiday rentals in Scottsburg?

Yes, there are holiday rentals in Scottsburg close to Scott County Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Scottsburg is known for its monuments and entertainment choices. Make sure you have time to check out the theatres and churches during your trip.

What are some of the best holiday rentals that Scottsburg has to offer?

The Wadsworth in National Historic District of Madison, Indiana. : This holiday home rental outside of Scottsburg is located on a river, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

What can I see and do in Scottsburg?

Hardy Lake and Pigeon Roost Memorial are a couple of lovely local spots to get outside and enjoy nature. Westwood Golf Course and Scottsburg City Hall are other places to visit while you're in town.

What are holiday rentals like in Scottsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Scottsburg. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.