Scottsburg Vacation Rentals

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Vacation Rentals in Scottsburg

Exterior
Cozy Tiny House 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.
$154 nightly
The price is $172
Dec 29 - Dec 30
Total with taxes and fees
Cozy Tiny House in Scottsburg
Exterior
Relaxing 7- bedroom Retreat Center, Glamping style. 250 acres, hiking trails

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.
$697 nightly
The price is $781
Dec 12 - Dec 13
Total with taxes and fees
Relaxing 7- bedroom Retreat Center, Glamping style. 250 acres, hiking trails
Property grounds
Cozy Country Cabin quiet country retreat

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.
$173 nightly
The price is $191
Dec 8 - Dec 9
Total with taxes and fees
Cozy Country Cabin quiet country retreat
BBQ/picnic area
stayAPT Suites Louisville North-Clarksville

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
4 bedrooms, free WiFi, bed sheets
Rustic cabin just outside of Madison!

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

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…
Exterior
Sleeps 4, Rustic, Secluded

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.
$224 nightly
The price is $228
Dec 8 - Dec 9
Total with taxes and fees
Sleeps 4, Rustic, Secluded
Exterior detail
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, (33)
"Great place to stay for Hanover college "
United States
Lindsey M.
$219 nightly
The price is $252
Dec 8 - Dec 9
Total with taxes and fees
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Fridge, microwave, oven, stovetop
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, (51)
"It is a nice place. We were able to walk to the river and main street fairly easy. "
United States
Paul W.
$217 nightly
The price is $250
Dec 8 - Dec 9
Total with taxes and fees
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Exterior
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

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.
$146 nightly
The price is $168
Dec 8 - Dec 9
Total with taxes and fees
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
Terrace/patio
10 Min to Louisville, Huge Hot Tub, Awesome Backyard

10 Min to Louisville, Huge Hot Tub, Awesome Backyard

Clarksville
10.0 out of 10, Exceptional, (45)
"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
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, (21)
"Great downtown location in a peaceful little town. "
United States
Megan M.
$161 nightly
The price is $185
Dec 8 - Dec 9
Total with taxes and fees
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Interior
Stoney Creek - Sit back and unwind

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
1 bedroom, WiFi, bed sheets
Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

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.
$133 nightly
The price is $142
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Microwave, oven, stovetop
Charming 2-bedroom house with a river view in wonderful Madison

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
Terrace/patio
Family/Pet-Friendly Riverside Home w/Amazing Views

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
Smart TV, fireplace, video games, DVD player
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

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.
$423 nightly
The price is $478
Dec 8 - Dec 9
Total with taxes and fees
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
Fridge, microwave, oven, stovetop
Large Group Rental Near Louisville with Mountain Views

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
Exterior
Charming 3-bedroom house in lovely downtown Madison.

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

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

Hilton Garden Inn Jeffersonville Louisville North

Hilton Garden Inn Jeffersonville Louisville North

10/10 Excellent
"Heck of a deal!"
Arthur 1-night trip
Posted 1 day ago
Hilton Garden Inn Jeffersonville Louisville North

Find out more about Scottsburg

Everything you need to know about Scottsburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Scottsburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Scottsburg vacation 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 low season months. For more hustle and bustle, you may prefer to visit Scottsburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $142 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Scottsburg rentals

At Expedia, we put the best Scottsburg vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Scottsburg?

Yes, we offer vacation rentals in Scottsburg close to Scott County Fairgrounds, or you can go with a more remote 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 theaters and churches during your trip.

What's the top vacation rental in Scottsburg?

Cozy Tiny House in Scottsburg: This highly rated vacation 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 travelers also rate Relaxing 7- bedroom Retreat Center, Glamping style. 250 acres, hiking trails as a favorite 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 vacation rentals like in Scottsburg?

Vacation rentals are private properties you can stay in for a couple days or more in Scottsburg. Vacation rentals feature amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for small groups.