Scottsburg Holiday Rentals

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Holiday Rentals in Scottsburg

Cozy Tiny House in Scottsburg

Scottsburg
9.4 out of 10, Exceptional, (3)
"Cute, clean, and comfortable stay! Great communication with host! "
United States
Teresa B.
The price is NZ$299
includes taxes & fees
29 Dec - 30 Dec
Cozy Tiny House in Scottsburg

Relaxing 7- bedroom Retreat Center, Glamping style. 250 acres, hiking trails

Lexington
10.0 out of 10, Exceptional, (1)
"My partner and I hoped for a peaceful getaway to hike and chose this place. As soon as we drove in, it seemed like nothing we’d quite seen. It’s walled like a park with an expansive front yard area, but it’s private. There are really cute old buildings. It was like we had the place to ourselves. There’s a kitchen and plenty of room in the sleeping building. Things were really clean and nice with a coffee welcome tray. Took a walk up to a little lake, and then hiked into the woods -...
United States
T D.
The price is NZ$1,352
includes taxes & fees
13 Dec - 14 Dec
Relaxing 7- bedroom Retreat Center, Glamping style. 250 acres, hiking trails

Cozy Country Cabin quiet country retreat

Orleans
10.0 out of 10, Exceptional, (186)
"We really enjoyed our stay. The cabin is very nice and so is the pond."
United States
Scott H.
The price is NZ$332
includes taxes & fees
9 Dec - 10 Dec
Cozy Country Cabin quiet country retreat

stayAPT Suites Louisville North-Clarksville

4.0 star property
Clarksville
9.8 out of 10, Exceptional, (43)
"Excellent stay. One of my favorite hotels in the area. They never disappoint "
United States
Julia
stayAPT Suites Louisville North-Clarksville

Rustic cabin just outside of Madison!

Madison
10.0 out of 10, Exceptional, (53)
"Great day, we loved the cabin!"
United States
Mark C.
Rustic cabin just outside of Madison!

Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

Madison
10.0 out of 10, Exceptional, (61)
"This was the best place I have ever stayed. The place was amazing and the hospitality exceeded expectations. I would definitely recommend staying here. "
United States
Adam K.
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

Sleeps 4, Rustic, Secluded

Lexington
8.0 out of 10, Very good, (4)
"The cabin and property were very clean and easy to find. We loved the back yard for chilling around after we got back from the event we were attending. Host was very friendly and had good communication. Will stay again if we are back in the area! "
United States
Nicole C.
The price is NZ$395
includes taxes & fees
9 Dec - 10 Dec
Sleeps 4, Rustic, Secluded

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

Hanover
9.8 out of 10, Exceptional, (33)
"Great place to stay for Hanover college "
United States
Lindsey M.
The price is NZ$464
includes taxes & fees
8 Jan - 9 Jan 2026
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

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

Madison
9.8 out of 10, Exceptional, (51)
"It is a nice place. We were able to walk to the river and main street fairly easy. "
United States
Paul W.
The price is NZ$432
includes taxes & fees
10 Dec - 11 Dec
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

2.0 star property
Madison
10.0 out of 10, Exceptional, (14)
"Great little place. Location was exceptional. "
United States
Andrew P.
The price is NZ$291
includes taxes & fees
9 Dec - 10 Dec
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

10 Min to Louisville, Huge Hot Tub, Awesome Backyard

Clarksville
10.0 out of 10, Exceptional, (46)
"Great location, close to lots of restaurants and shops. Clean house with a great backyard, very comfortable for our 6 adults "
United States
michael o.
10 Min to Louisville, Huge Hot Tub, Awesome Backyard

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

Madison
10.0 out of 10, Exceptional, (21)
"Great downtown location in a peaceful little town. "
United States
Megan M.
The price is NZ$320
includes taxes & fees
9 Dec - 10 Dec
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

Stoney Creek - Sit back and unwind

Madison
10.0 out of 10, Exceptional, (102)
"Close enough to be convenient to local attractions, out enough to be mostly quiet. "
United States
Garry B.
Stoney Creek - Sit back and unwind

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

Madison
8.8 out of 10, Excellent, (10)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is NZ$246
includes taxes & fees
5 Jan - 6 Jan 2026
Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

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

2.0 star property
Madison
10.0 out of 10, Exceptional, (1)
"Great spot walkable to downtown Madison & the river area. Appreciated how well-stocked the kitchen, bathroom, and laundry were. And being able to bring a pet was a big plus."
United States
Chelsea C.
Charming 2-bedroom house with a river view in wonderful Madison

Family/Pet-Friendly Riverside Home w/Amazing Views

Prospect
9.0 out of 10, Wonderful, (22)
"This was our second stay at the River house. We had a great stay!! I Love the view from the deck!! "
United States
Rachel R.
Family/Pet-Friendly Riverside Home w/Amazing Views

Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

Henryville
10.0 out of 10, Exceptional, (153)
"This is beautiful property and thoughtful amenities. The host is super responsive. We cannot wait to plan our next stay. "
United States
Katie A.
The price is NZ$828
includes taxes & fees
11 Dec - 12 Dec
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

Large Group Rental Near Louisville with Mountain Views

Wood Township
10.0 out of 10, Exceptional, (6)
"Great location and stunning views!!"
United States
Jeff R.
Large Group Rental Near Louisville with Mountain Views

Charming 3-bedroom house in lovely downtown Madison.

2.0 star property
Madison
9.4 out of 10, Exceptional, (11)
"Great old home and cool neighborhood. "
United States
Randy S.
Charming 3-bedroom house in lovely downtown Madison.

Cozy Cabin Escape in Borden, IN – Minutes from Louisville & Outdoor Trails

2.0 star property
Borden
Cozy Cabin Escape in Borden, IN – Minutes from Louisville & Outdoor 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

Find out more about Scottsburg

Everything you need to know about Scottsburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Scottsburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Scottsburg holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Scottsburg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Scottsburg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Scottsburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Scottsburg holiday rentals we have selected for you start as low as NZ$246 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Scottsburg rentals

At Expedia, we put the best Scottsburg holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Scottsburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Scottsburg holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Scottsburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Cozy Tiny House in Scottsburg: This highly rated holiday home rental in Scottsburg has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Our travellers also rate Relaxing 7- bedroom Retreat Center, Glamping style. 250 acres, hiking trails as a favourite home for rent in Scottsburg.

What can I see and do in Scottsburg?

Hardy Lake and Linza Graham Park are a couple of lovely local spots to get outside and enjoy nature. Scott County Fairgrounds and Westwood Golf Course 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.