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 LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW

COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW

North Vernon
9.8 out of 10, Exceptional, (16)
"Loved everything about the place the lake was great. Wish the play house was air conditioned cause it get hot even with the fan but was amazing will stay again"
United States
Christine w.
$289 nightly
The price is $323
Dec 12 - Dec 13
Total with taxes and fees
COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW
Fridge, microwave, oven, stovetop
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Pendleton
9.8 out of 10, Exceptional, (62)
"Came to the area for a funeral. Worked out great for our needs. Alecia was quick to respond any time we called. Enjoyed it. "
United Kingdom
Clyde C.
$212 nightly
The price is $234
Dec 13 - Dec 14
Total with taxes and fees
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
Fridge, microwave, oven, stovetop
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, (13)
"Property was very clean, smelt great, and spacious. Located in a nice neighborhood. Hosts were extremely accommodating and friendly. Would definitely stay here again if I'm back in the area for an overnight trip. "
United States
Mandy M.
$140 nightly
The price is $158
Dec 8 - Dec 9
Total with taxes and fees
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
Interior
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, (12)
"The property was clean and quiet. Great location in a nice residential neighborhood. Very close to Charlestown State Park where we did some hiking."
United States
Chris S.
$130 nightly
The price is $147
Dec 8 - Dec 9
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
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
Exterior detail
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

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

2.0 star property
Madison
$139 nightly
The price is $160
Dec 14 - Dec 15
Total with taxes and fees
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
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!
Exterior detail
Spacious 3 BR Ranch House W Patio Yard in a Quiet Suburb

Spacious 3 BR Ranch House W Patio Yard in a Quiet Suburb

4.0 star property
Sellersburg
9.4 out of 10, Exceptional, (10)
"Very nice house in a nice neighborhood, spacious home environmental, felt more that at home there,"
United States
Tammy
$334 nightly
The price is $352
Dec 31 - Jan 1, 2026
Total with taxes and fees
Spacious 3 BR Ranch House W Patio Yard in a Quiet Suburb
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
Exterior
The Artist’s A-Frame

The Artist’s A-Frame

Madison
10.0 out of 10, Exceptional, (25)
"Wonderful place to stay "
United States
Susan H.
$212 nightly
The price is $244
Dec 18 - Dec 19
Total with taxes and fees
The Artist’s A-Frame
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
Property grounds
King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

Jeffersonville
9.6 out of 10, Exceptional, (15)
"The property was very nice for our family getaway, would book again."
United States
Roberta
$248 nightly
The price is $280
Dec 8 - Dec 9
Total with taxes and fees
King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville
Fridge, microwave, oven, stovetop
Emerald Lake Retreat Charlestown

Emerald Lake Retreat Charlestown

Charlestown
10.0 out of 10, Exceptional, (3)
"This a great place for families to gather. It's very spacious and clean and comfortable. And though it's in a quiet and peaceful area with a small lake at the base of the property, places to eat and get groceries are just a short drive away. There's a wonderful seating area around a firepit, too!"
United States
Kelly P.
$411 nightly
The price is $464
Dec 12 - Dec 13
Total with taxes and fees
Emerald Lake Retreat Charlestown
Fridge, microwave, oven, stovetop
Modern Nature Cabin | Private Escape in the Forest

Modern Nature Cabin | Private Escape in the Forest

Hanover
9.8 out of 10, Exceptional, (7)
"Very nice facility and relaxing setting . "
United States
Robert V.
$209 nightly
The price is $225
Dec 11 - Dec 12
Total with taxes and fees
Modern Nature Cabin | Private Escape in the Forest
Property grounds
Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

Madison
9.8 out of 10, Exceptional, (10)
"Super comfortable, clean little apartment in a quiet area off the main strip. We loved out stay!"
United States
Courtney G.
$126 nightly
The price is $129
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
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
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!
Outdoor dining
Moonlit Cottage Near Louisville

Moonlit Cottage Near Louisville

Palmyra
6.0 out of 10, (1)
"Beautiful land and venue with great location! Absolutely loved those aspects and would’ve given it more stars if there were no concerns. The only issues we had were regarding cleanliness (a very strong mold smell resulting from a kitchen sink leak in the cabinet below) and pest infestations in the kitchen. Both were communicated to the property manager who advised they relayed them to the owners. We made it work as we weren’t at the house much at all, but it would have been very nice to receive...
United Kingdom
Stephanie C.
$251 nightly
The price is $279
Dec 12 - Dec 13
Total with taxes and fees
Moonlit Cottage Near Louisville
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.