Scottsburg Vacation Rentals

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Our top choices for Scottsburg vacation rentals

1. Tiny Lakeside Cottage I 50 Acres of Gardens

Tiny Lakeside Cottage I 50 Acres of Gardens
Henryville
10.0 out of 10, Exceptional, (1 review)
"Awesome place in a gated property. The tiny home is exactly as pictured. Will 100% stay here again for future Henryville visits to see family."
United States
Jonathan B.
$259 nightly
The price is $302
Nov 14 - Nov 15
Total with taxes and fees
Tiny Lakeside Cottage I 50 Acres of Gardens

2. Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
9.4 out of 10, Exceptional, (20 reviews)
"The space was very clean and had everything we needed! It was so close to everything but in its own secluded spot at the same time. We loved our stay "
United States
MaKayla Q.
$202 nightly
The price is $233
Dec 3 - Dec 4
Total with taxes and fees
Modern cabin very close to scenic riverfront walks

3. 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, (30 reviews)
"The carriage house was very roomy and nice. We would definitely stay here again."
United States
Pam
$127 nightly
The price is $144
Nov 16 - Nov 17
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

4. 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
9.8 out of 10, Exceptional, (44 reviews)
"Nice peaceful place quiet and just what we was looking for"
United States
Cruze B.
$243 nightly
The price is $272
Nov 16 - Nov 17
Total with taxes and fees
Country home with beautiful views and access to hiking, biking, and horse trails

5. 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, (176 reviews)
"Great host, clean house in a great location. We really enjoyed our stay."
United States
Michael S.
$441 nightly
The price is $499
Nov 17 - Nov 18
Total with taxes and fees
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

6. stayAPT Suites Louisville North-Clarksville

stayAPT Suites Louisville North-Clarksville
3.0 star property
Clarksville
9.8 out of 10, Exceptional, (60 reviews)
"Great option for a long term stay, good area many businesses in walking distance!"
Canada
Darlene
$119 nightly
The price is $134
Nov 21 - Nov 22
Total with taxes and fees
stayAPT Suites Louisville North-Clarksville

7. 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, (32 reviews)
"Great host and a great location!"
United States
P a.
$143 nightly
The price is $162
Dec 2 - Dec 3
Total with taxes and fees
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

8. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (21 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
$125 nightly
The price is $144
Nov 16 - Nov 17
Total with taxes and fees
Sassafras Woodland Cabin at Lost Trails

9. 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 Historic District
9.2 out of 10, Wonderful, (15 reviews)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
$104 nightly
The price is $110
Nov 16 - Nov 17
Total with taxes and fees
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

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

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.4 out of 10, Exceptional, (20 reviews)
"Clean and cozy"
United States
Julie
$141 nightly
The price is $162
Nov 18 - Nov 19
Total with taxes and fees
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

11. 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, (52 reviews)
"Had a very nice stay"
United States
Brad P.
$193 nightly
The price is $221
Nov 16 - Nov 17
Total with taxes and fees
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

12. 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
9.6 out of 10, Exceptional, (55 reviews)
"Great place to stay for touring in historic Madison Indiana!"
United States
Linda G.
$224 nightly
The price is $257
Nov 18 - Nov 19
Total with taxes and fees
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

13. Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (17 reviews)
"The overall stay was perfect for just the two of us and we loved how everything was a close drive but still felt far enough away. "
United States
Shyanne D.
$147 nightly
The price is $171
Nov 15 - Nov 16
Total with taxes and fees
Maple Cozy Cabin at Lost Trails

14. Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful cabin. Enjoyed our stay."
United States
Jim A.
$147 nightly
The price is $171
Nov 15 - Nov 16
Total with taxes and fees
Walnut Secluded Cabin at Lost Trails

15. Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (8 reviews)
"Overall great stay and will be back!"
United States
Christina J.
$141 nightly
The price is $164
Nov 15 - Nov 16
Total with taxes and fees
Mulberry Secluded Cabin at Lost Trails

16. 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.
$242 nightly
The price is $273
Nov 15 - Nov 16
Total with taxes and fees
River Retreat

17. Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (32 reviews)
"Charming, cozy cabin! Perfect for a weekend getaway!"
United States
Mollie B.
$158 nightly
The price is $176
Nov 15 - Nov 16
Total with taxes and fees
Cedar Rustic Cabin at Lost Trails

18. Family-friendly cabin with game room and backyard!

Family-friendly cabin with game room and backyard!
Hanover
10.0 out of 10, Exceptional, (5 reviews)
"This property is unbelievably clean and had so many amenities that the stay was fabulous, enjoyable, and exactly what we were hoping for. Such a great place!!"
United States
Lauren N.
$445 nightly
The price is $511
Dec 7 - Dec 8
Total with taxes and fees
Family-friendly cabin with game room and backyard!

19. 3BR Home Near Hanover College & Madison

3BR Home Near Hanover College & Madison
Hanover
$375 nightly
The price is $431
Nov 22 - Nov 23
Total with taxes and fees
3BR Home Near Hanover College & Madison

20. Enchanting Lakeside Cabin I 50 Acres of Gardens

Enchanting Lakeside Cabin I 50 Acres of Gardens
Henryville
8.0 out of 10, Very good, (3 reviews)
"The most beautiful and peaceful place we have ever stayed!! It was neat to find out the history and if you have the chance to stay here, DO NOT MISS IT!! if I could have stayed forever I would have. I was sad to leave! Just a very special place!! I’ve stayed in a LOT of different places and none compares!! It was an honor & our dogs absolutely loved the place!! Never seen them so happy and comfortable in a place!!"
United States
Melanie G.
$579 nightly
The price is $675
Nov 22 - Nov 23
Total with taxes and fees
Enchanting Lakeside Cabin I 50 Acres of Gardens
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.

Find vacation rentals that suit your style

Top Scottsburg Hotel Reviews

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 $105 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.

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: Visitors like this Scottsburg vacation home rental. It is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Scottsburg?

Beechwood Park and Lake Iola Park are a couple of lovely local spots to get outside and enjoy nature. Westwood Golf Course and Hardy Lake 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.

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