A serene lake at sunset with a reflection of the sky, surrounded by trees and vegetation.

Scottsburg Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Scottsburg vacation rentals

A covered patio with a door, two wicker chairs, and string lights.

1. Cozy Tiny House in Scottsburg

Cozy Tiny House in Scottsburg
Scottsburg
9.6 out of 10, Exceptional, (8 reviews)
"Great location nice place comfortable "
United States
Hipolito C.
The price is CA $150
CA $291 total
includes taxes & fees
Oct 24 - Oct 25
Cozy Tiny House in Scottsburg
A modern kitchen with white cabinets, a large island with bar stools, a built-in oven, and a stainless steel refrigerator.

2. 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, (43 reviews)
"Loved the dog-friendly house that even had a nice small fenced in area. Super quiet and close to the Knobstone trail for some exploring. The house was easy to find and access and the host was friendly. Thanks for the great place to stay!"
United States
Forrest K.
The price is CA $235
CA $409 total
includes taxes & fees
Oct 17 - Oct 18
Country home with beautiful views and access to hiking, biking, and horse trails
A white bedroom with a large bed, a wooden nightstand, and a wall-mounted lamp.

3. Secluded 51-Acre Retreat | 2 Cabins, Pond & Garden

Secluded 51-Acre Retreat | 2 Cabins, Pond & Garden
Henryville
The price is CA $724
CA $1,601 total
includes taxes & fees
Nov 9 - Nov 10
Secluded 51-Acre Retreat | 2 Cabins, Pond & Garden
A room with a bed, two armchairs, a small table, and a microwave.

4. Lakeside Cottage: 1 bed/1 bath

Lakeside Cottage: 1 bed/1 bath
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.
The price is CA $191
CA $444 total
includes taxes & fees
Oct 13 - Oct 14
Lakeside Cottage: 1 bed/1 bath
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

5. 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, (53 reviews)
"Close to downtown Madison and Clifty Falls, this place had everything we needed to visit the area and relax I'm the evening."
United States
Maggie D.
The price is CA $186
CA $381 total
includes taxes & fees
Oct 13 - Oct 14
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
A spacious kitchen with a large island, wooden cabinets, and a high ceiling with exposed beams.

6. 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, (25 reviews)
"Amazing, would stay again in a heartbeat"
United States
Ian M.
The price is CA $157
CA $234 total
includes taxes & fees
Oct 20 - Oct 21
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
A covered outdoor seating area with Adirondack chairs and a fire pit, surrounded by trees and gravel.

7. 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.
The price is CA $70
CA $260 total
includes taxes & fees
Oct 12 - Oct 13
Modern cabin very close to scenic riverfront walks
A kitchen with a central island, wooden stools, a trash bin, and a hanging plant arrangement.

8. The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison

The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
Hanover
9.2 out of 10, Wonderful, (7 reviews)
"It was lovely!"
United States
Carolyne R.
The price is CA $289
CA $673 total
includes taxes & fees
Oct 18 - Oct 19
The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
A compact kitchen with a refrigerator, microwave, stove, and sink. There is a dining table with chairs and a patterned rug.

9. 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, (28 reviews)
"Great host and a great location!"
United States
P a.
The price is CA $141
CA $240 total
includes taxes & fees
Oct 29 - Oct 30
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
A modern hotel with a 'Stay Apt Suites' sign, featuring a brick facade, large windows, and a parking lot.

10. stayAPT Suites Louisville North-Clarksville

stayAPT Suites Louisville North-Clarksville
4.0 star property
Clarksville
9.8 out of 10, Exceptional, (57 reviews)
"Great option for a long term stay, good area many businesses in walking distance!"
Canada
Darlene
The price is CA $227
CA $256 total
includes taxes & fees
Oct 16 - Oct 17
stayAPT Suites Louisville North-Clarksville
A log cabin with a fire pit and outdoor seating.

11. Spacious family cabin with game room and backyard!

Spacious family cabin with game room and backyard!
Hanover
9.4 out of 10, Exceptional, (3 reviews)
"Property is beautiful"
United States
Barb N.
The price is CA $328
CA $884 total
includes taxes & fees
Oct 26 - Oct 27
Spacious family cabin with game room and backyard!
A modern kitchen with a central island, black cabinets, a microwave, and a stove.

12. Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA

Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA
Vallonia
10.0 out of 10, Exceptional, (18 reviews)
"Outstanding place to stay. Plenty of peace and quiet but still not too far from groceries and gas."
United States
James
The price is CA $299
CA $490 total
includes taxes & fees
Oct 19 - Oct 20
Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA
A brick building with a central entrance, a small porch, and a pathway leading to the entrance.

13. The Lanning House: 3-bedroom house in fabulous downtown Salem with AC

The Lanning House: 3-bedroom house in fabulous downtown Salem with AC
Salem
9.6 out of 10, Exceptional, (10 reviews)
"We really enjoyed our stay at the Lanning house. It was a very clean and comfortable place to stay. We enjoyed the history of the home as well."
United States
Andrew H.
The price is CA $213
CA $454 total
includes taxes & fees
Oct 13 - Oct 14
The Lanning House: 3-bedroom house in fabulous downtown Salem with AC
A spacious living room with a large sofa, a coffee table, and a TV. There is a balcony with a view of a lake.

14. The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!

The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!
Prospect
9.8 out of 10, Exceptional, (10 reviews)
"My family and I had a wonderful trip. The house was absolutely beautiful. Everything was clean and well taken care of we couldn’t have asked for a better vacation"
United States
Thomas c.
The price is CA $395
CA $857 total
includes taxes & fees
Oct 12 - Oct 13
The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!
A covered outdoor deck with a table and chairs, a ceiling fan, and a view of a body of water.

15. T&E Riverhouse Retreat

T&E Riverhouse Retreat
Hanover
10.0 out of 10, Exceptional, (13 reviews)
"Located in a quiet area with great river views. Well stocked kitchen. Would stay there again"
United States
Phil T.
The price is CA $326
CA $603 total
includes taxes & fees
Nov 2 - Nov 3
T&E Riverhouse Retreat
Property grounds

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

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 out of 10, Exceptional, (17 reviews)
"Host was very accommodating and this place was perfect for a place to stay while visiting friends. Everything was very comfortable, especially the very soft bed!! "
United States
C J.
The price is CA $127
CA $244 total
includes taxes & fees
Oct 12 - Oct 13
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
An aerial view of a swimming pool complex with multiple water slides and a surrounding area with lounge chairs and umbrellas.

17. #207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison Historic District
10.0 out of 10, Exceptional, (46 reviews)
"Loved this place, very clean and well stocked with the little extras that you always seem to need. "
United States
Matt C.
The price is CA $312
CA $658 total
includes taxes & fees
Oct 14 - Oct 15
#207 King Suites, River Views, Deck, Downtown
A house with a large garage, a dock, and a river.

18. 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.
The price is CA $177
CA $412 total
includes taxes & fees
Oct 14 - Oct 15
River Retreat
An aerial view of a water park with multiple swimming pools, slides, and a large blue spiral water feature.

19. #209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison Historic District
10.0 out of 10, Exceptional, (72 reviews)
"The house was clean, comfortable, and had everything we needed. The location was great; very close to restaurants and shops on Main Street as well as the parks by the river. "
United States
Hannah M.
The price is CA $326
CA $719 total
includes taxes & fees
Oct 18 - Oct 19
#209 Kings, River View, Deck, Bicentennial Park
A cozy room with a bed, a chair, a sofa, and a small table.

20. Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Madison Historic District
9.6 out of 10, Exceptional, (8 reviews)
"The host was extremely nice and allowed us to get into the loft a little early. The loft was really nice and we enjoyed out stay. "
United States
Judi K.
The price is CA $133
CA $252 total
includes taxes & fees
Nov 9 - Nov 10
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Scottsburg Hotel Reviews

Hilton Garden Inn Jeffersonville Louisville North

Hilton Garden Inn Jeffersonville Louisville North

10/10 Excellent
"Clean & comfortable room Helpful & friendly staff Great stay!!!"
Michelle 1-night trip
Posted 17 hours 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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Scottsburg vacation rentals we have selected for you start as low as CA $202 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 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.