Scottsburg Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Scottsburg holiday rentals

Exterior

Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (9 reviews)
"Very nice place definitely recommend "
United States
Eric T.
The price is HK$784
HK$1,356 total
includes taxes & fees
10 May - 11 May
Maple Cozy Cabin at Lost Trails
Terrace/patio

Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (5 reviews)
"Was a great space! Clean, modern and very cute! Would highly recommend "
United States
Anna M.
The price is HK$784
HK$1,356 total
includes taxes & fees
29 Apr - 30 Apr
Walnut Secluded Cabin at Lost Trails
Exterior

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (30 reviews)
"The place was quiet, well laid out, and exactly as advertised. The snacks and drinks were a nice add-on as well"
United States
Andrew S.
The price is HK$893
HK$1,794 total
includes taxes & fees
29 Apr - 30 Apr
The Artist’s A-Frame
Property grounds

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, (8 reviews)
"The host was communicative! The space was clean:) Our pups were cozy! The host sent recommendations as well! Thanks, Laurel! "
United States
Meghan B.
The price is HK$698
HK$1,344 total
includes taxes & fees
29 Apr - 30 Apr
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Exterior

Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (11 reviews)
"The amenities were in excellent condition and great layout of the property. "
United States
Ed S.
The price is HK$784
HK$1,356 total
includes taxes & fees
29 Apr - 30 Apr
Sassafras Woodland Cabin at Lost Trails
Property grounds

Cozy Country Cabin quiet country retreat

Cozy Country Cabin quiet country retreat
Orleans
10.0 out of 10, Exceptional, (197 reviews)
"Fireplace was cozy Nice shower Comfortable furniture "
United States
James
The price is HK$882
HK$1,500 total
includes taxes & fees
5 May - 6 May
Cozy Country Cabin quiet country retreat
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, (58 reviews)
"Nice friendly town and eating places"
United States
Paul P.
The price is HK$862
HK$1,802 total
includes taxes & fees
6 May - 7 May
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
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, (17 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is HK$807
HK$1,222 total
includes taxes & fees
11 May - 12 May
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
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, (41 reviews)
"The property was clean and the host was very responsive prior to and during the stay ensuring a positive trip. "
United States
Natalie H.
The price is HK$910
HK$1,974 total
includes taxes & fees
6 May - 7 May
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Smart TV

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, (31 reviews)
"Always a wonderful place to stay!"
United States
Leann L.
The price is HK$839
HK$1,641 total
includes taxes & fees
29 Apr - 30 Apr
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Exterior detail

The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Madison
8.8 out of 10, Excellent, (11 reviews)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is HK$791
HK$1,262 total
includes taxes & fees
11 May - 12 May
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
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
10.0 out of 10, Exceptional, (36 reviews)
"Everything was just perfect. Will be staying here again."
United States
Joshua L.
The price is HK$1,164
HK$1,988 total
includes taxes & fees
11 May - 12 May
Country home with beautiful views and access to hiking, biking, and horse trails
Fridge, microwave, oven, stovetop

Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (2 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$1,356 total
includes taxes & fees
29 Apr - 30 Apr
Mulberry Secluded Cabin at Lost Trails
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
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home & I would highly recommend staying there👍👍"
United States
Kenneth
The price is HK$1,093
HK$2,348 total
includes taxes & fees
29 Apr - 30 Apr
The Lanning House: 3-bedroom house in fabulous downtown Salem with AC
Pool

#207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison
10.0 out of 10, Exceptional, (39 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 HK$1,403
HK$3,163 total
includes taxes & fees
29 Apr - 30 Apr
#207 King Suites, River Views, Deck, Downtown
Interior

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Madison
9.6 out of 10, Exceptional, (21 reviews)
"My wife and I enjoyed our stay here while checking out Madison. Great location, nicely decorated. "
United States
Justin L.
The price is HK$1,411
HK$2,244 total
includes taxes & fees
29 Apr - 30 Apr
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Property grounds

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$972
HK$2,267 total
includes taxes & fees
5 May - 6 May
River Retreat
Interior

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
The price is HK$670
HK$1,311 total
includes taxes & fees
29 Apr - 30 Apr
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Fridge, microwave, oven, stovetop

Charming Historic Retreat Home

Charming Historic Retreat Home
Vernon
10.0 out of 10, Exceptional, (18 reviews)
"Great place with lots of charm. "
United States
Jennifer W.
The price is HK$1,175
HK$2,010 total
includes taxes & fees
11 May - 12 May
Charming Historic Retreat Home
Exterior detail

Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (25 reviews)
"The Rustic Cabin was perfect for our quick visit to the Madison area. The place was comfortable and inviting and tucked away ensuring a quiet and relaxing stay."
United States
Rachel L.
The price is HK$1,019
HK$1,626 total
includes taxes & fees
29 Apr - 30 Apr
Cedar Rustic Cabin at Lost Trails
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

Ramada by Wyndham Sellersburg/Louisville North

Ramada by Wyndham Sellersburg/Louisville North

10/10 Excellent
"Everything was wonderful. Staff was very helpful. The bathrooms were small due to the sink being separate from the shower and toilet. But it was a nice stay."
Mary 4-night trip
Posted 1 hour ago
Ramada by Wyndham Sellersburg/Louisville North

Find out more about Scottsburg

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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?

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!: This holiday home rental outside of Scottsburg offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Scottsburg?

Beechwood Park and Hardy Lake are a couple of lovely local spots to get outside and enjoy nature. Scottsburg City Hall and Linza Graham Park 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.