Scottsburg Vacation Rentals

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Dec 29 - Dec 30
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Our top choices for Scottsburg vacation rentals

Exterior
Cozy Tiny House in Scottsburg

Vacation Home in Scottsburg

Cozy Tiny House in Scottsburg
9.6 out of 10, Exceptional, (4)
"Cute, clean, and comfortable stay! Great communication with host! "
United States
Teresa B.
$158 nightly
The price is $176
Dec 30 - Dec 31
Total with taxes and fees
Cozy Tiny House in Scottsburg
Exterior
Relaxing 7- bedroom Retreat Center, Glamping style. 250 acres, hiking trails

Vacation Home in Lexington

Relaxing 7- bedroom Retreat Center, Glamping style. 250 acres, hiking trails
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.
Relaxing 7- bedroom Retreat Center, Glamping style. 250 acres, hiking trails
Property grounds
COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW

Mobile Home in North Vernon

COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW
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.
$318 nightly
The price is $356
Jan 23 - Jan 24, 2026
Total with taxes and fees
COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW
BBQ/picnic area
stayAPT Suites Louisville North-Clarksville

Aparthotel in Clarksville

stayAPT Suites Louisville North-Clarksville
4.0 star property
9.8 out of 10, Exceptional, (43)
"Excellent stay. One of my favorite hotels in the area. They never disappoint "
United States
Julia
$148 nightly
The price is $168
Jan 1 - Jan 2, 2026
Total with taxes and fees
stayAPT Suites Louisville North-Clarksville
Exterior
Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA

Vacation Home in Vallonia

Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA
2.0 star property
10.0 out of 10, Exceptional, (14)
"Excellent place to stay. Everything was absolutely amazing. "
United States
Jimmy
$266 nightly
The price is $297
Dec 30 - Dec 31
Total with taxes and fees
Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA
Property grounds
Cozy Country Cabin quiet country retreat

Cabin in Orleans

Cozy Country Cabin quiet country retreat
10.0 out of 10, Exceptional, (189)
"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 31 - Jan 1, 2026
Total with taxes and fees
Cozy Country Cabin quiet country retreat
Terrace/patio
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cottage in Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
2.0 star property
$144 nightly
The price is $166
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Fridge, microwave, oven, stovetop
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Vacation Home in Pendleton

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
9.8 out of 10, Exceptional, (62)
"Host was responsive to all messages. The small home we stayed in was so cozy and clean. Directions on how to get there were clear and easy to follow. 10/10 would recommend."
United States
Haley V.
$209 nightly
The price is $230
Dec 30 - Dec 31
Total with taxes and fees
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
Exterior detail
Spacious 3 BR Ranch House W Patio Yard in a Quiet Suburb

Vacation Home in Sellersburg

Spacious 3 BR Ranch House W Patio Yard in a Quiet Suburb
4.0 star property
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
Jan 5 - Jan 6, 2026
Total with taxes and fees
Spacious 3 BR Ranch House W Patio Yard in a Quiet Suburb
Exterior
The Artist’s A-Frame

Vacation Home in Madison

The Artist’s A-Frame
10.0 out of 10, Exceptional, (25)
"Wonderful place to stay "
United States
Susan H.
$201 nightly
The price is $231
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Artist’s A-Frame
Fridge, microwave, oven, stovetop
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

Apartment in Memphis

Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
10.0 out of 10, Exceptional, (14)
"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
Jan 2 - Jan 3, 2026
Total with taxes and fees
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
Fridge, microwave, oven, stovetop
Country home with beautiful views and access to hiking, biking, and horse trails

Vacation Home in Henryville

Country home with beautiful views and access to hiking, biking, and horse trails
10.0 out of 10, Exceptional, (30)
"Nice peaceful place quiet and just what we was looking for"
United States
Cruze B.
$225 nightly
The price is $251
Dec 31 - Jan 1, 2026
Total with taxes and fees
Country home with beautiful views and access to hiking, biking, and horse trails
Fridge, microwave, oven, stovetop
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Vacation Home in Madison

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
9.8 out of 10, Exceptional, (53)
"It is a nice place. We were able to walk to the river and main street fairly easy. "
United States
Paul W.
$194 nightly
The price is $223
Jan 2 - Jan 3, 2026
Total with taxes and fees
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Microwave, oven, stovetop, dishwasher
The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison

Vacation Home in Hanover

The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
9.2 out of 10, Wonderful, (5)
"The property is very spacious, private and on a beautiful lot. We did have concerns, however, on the upkeep. The home could use some TLC. All it would take would be a good thorough cleaning, a couple more window drapes and lighting. We have brought this to the attention of the property manager and hopefully the issues will be addressed. There is so much potential and enough gathering space for larger groups.Just a short drive to Madison and Clifty Falls. Great location."
United States
Debbie K.
$405 nightly
The price is $466
Dec 30 - Dec 31
Total with taxes and fees
The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
Fridge, microwave, oven, stovetop
Emerald Lake Retreat Charlestown

Vacation Home in Charlestown

Emerald Lake Retreat 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.
$405 nightly
The price is $458
Dec 30 - Dec 31
Total with taxes and fees
Emerald Lake Retreat Charlestown
Interior
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Vacation Home in Charlestown

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
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
Jan 10 - Jan 11, 2026
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Exterior detail
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

Vacation Home in Hanover

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
9.8 out of 10, Exceptional, (37)
"Great place to stay for Hanover college "
United States
Lindsey M.
$219 nightly
The price is $252
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Smart TV, fireplace, video games, DVD player
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

Cabin in Henryville

Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
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
Jan 4 - Jan 5, 2026
Total with taxes and fees
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
Dining
The Madison Inn, Est 1925 Historic suite 107

Apartment in Madison

The Madison Inn, Est 1925 Historic suite 107
2.0 star property
$117 nightly
The price is $125
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Madison Inn, Est 1925 Historic suite 107
Fridge, microwave, oven, stovetop
#209 Kings, River View, Deck, Bicentennial Park

Vacation Home in Madison

#209 Kings, River View, Deck, Bicentennial Park
10.0 out of 10, Exceptional, (62)
"Great house, great location and the host was very responsive! I would definitely recommend this place. "
United States
Lisa C.
$393 nightly
The price is $462
Jan 4 - Jan 5, 2026
Total with taxes and fees
#209 Kings, River View, Deck, Bicentennial Park
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

Hometowne Inn & Suites

Hometowne Inn & Suites

10/10 Excellent
"Clean safe friendly "
Denise 2-night trip
Posted 2 days ago
Hometowne Inn & Suites

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 $158 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?

Relaxing 7- bedroom Retreat Center, Glamping style. 250 acres, hiking trails: Visitors like this Scottsburg vacation home rental. It is located on a lake and offers a barbecue grill, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Scottsburg?

Pigeon Roost Memorial and Hardy Lake 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.