Scottsburg Holiday Rentals

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Holiday Rentals in Scottsburg

7-bedroom vacation retreat 20 minutes from historic Madison Indiana

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 -...
The price is AU$1,730
includes taxes & fees
23 Feb - 24 Feb
7-bedroom vacation retreat 20 minutes from historic Madison Indiana

stayAPT Suites Louisville North-Clarksville

4.0 star property
9.6 out of 10, Exceptional, (35)
"Property was very nice and accommodating for what we needed. Close to shopping and several restaurants. Rooms were large and equipped for cooking. Liked having the living quarters and bedroom separated. I would recommend this property and will stay again when in the area! "
The price is AU$212
includes taxes & fees
3 Mar - 4 Mar
stayAPT Suites Louisville North-Clarksville

The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

9.8 out of 10, Exceptional, (40)
"We were hit with a snowstorm the day we were to arrive. Our crew all lives within a few hours but roads got pretty bad pretty quickly and we all arrived much later than expected, and even with 4 wheel drive none of us were able to get our cars up the driveway. The owners were kind enough to shuttle us (all 13 of us!) and our belongings up to the house in their big beast of a truck as we all arrived throughout the evening. Very much appreciated! It was a wonderful stay and we all had a great...
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

Stoney Creek - Sit back and unwind

10.0 out of 10, Exceptional, (70)
"Was a beautiful cabin wonderful hot tub awesome views loved the cows "
The price is AU$358
includes taxes & fees
23 Feb - 24 Feb
Stoney Creek - Sit back and unwind

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

10.0 out of 10, Exceptional, (23)
"This place is awesome! It’s the best place to stay in Madison, IN. Well decorated and has everything you need. The host Suzie goes over and above to make sure your stay is memorable. Great location in town. We already have future dates reserved and will add more in 2025. "
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

Family/Pet-Friendly Riverside Home w/Amazing Views

9.2 out of 10, Wonderful, (19)
"This was our second stay at the River house. We had a great stay!! I Love the view from the deck!! "
Family/Pet-Friendly Riverside Home w/Amazing Views

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

9.8 out of 10, Exceptional, (22)
"Had a good time "
The price is AU$358
includes taxes & fees
19 Feb - 20 Feb
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Cozy Country Cabin quiet country retreat

10.0 out of 10, Exceptional, (167)
"The property was absolutely beautiful. I ran out of wood to burn and text Darrel the host and within 5 minutes he had brought us more wood. We will definitely come back again. "
The price is AU$351
includes taxes & fees
19 Feb - 20 Feb
Cozy Country Cabin quiet country retreat

Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown

10.0 out of 10, Exceptional, (42)
"The house is stunning. Very well decorated and completely outfitted for our stay. The kitchen had everything you could need. The owners were easy to communicate with and very helpful. Would highly recommended the property. "
Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown

Boho Chic Hideaway! Entire House, 2 bedrooms!

9.8 out of 10, Exceptional, (15)
"This is such a greag little house. It was super cozy and had everything you could need!!! The hostess was so responsive and accessible. We had a great weekend."
Boho Chic Hideaway! Entire House, 2 bedrooms!

Evergreen: Work Friendly & Near Downtown

9.0 out of 10, Wonderful, (13)
"This was a wonderful place for our family of five to stay! The beds were comfortable, the house was clean, and the kitchen was well stocked, so we could cook a large breakfast for all of us. The neighborhood was quiet, and it was a nice place for us to walk our dogs. I would highly recommend it, and we plan to stay there again when we’re back in Louisville. "
Evergreen: Work Friendly & Near Downtown

Livery Loft: our other BEST downtown location! Award winning! Come see why.

10.0 out of 10, Exceptional, (11)
"This place. This owner. This was far beyond our expectations ! The location is beautiful. Comfortable . Spotless. Safe. There is no stone left unturned in this property. The owner, Suzie, is absolutely lovely. She makes the stay so comfortable and makes sure that you know where everything is . The town is fantastic and we had the time of our lives. Already looking forward for our next trip ! Thank you !!"
Livery Loft: our other BEST downtown location! Award winning! Come see why.

Hardy lake house. Ideal for relax fishing and spending quality time on lake.

2.0 star property
9.8 out of 10, Exceptional, (9)
"Cute clean and well stocked. Was a perfect place to spend an early thanksgiving with grandkids"
Hardy lake house. Ideal for relax fishing and spending quality time on lake.

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

10.0 out of 10, Exceptional, (13)
"Nice quiet neighborhood, comfortable place to be to unwind after each day of visiting my home town, family and friends. Property manager was very helpful. I will certainly consider for future trips to this area."
The price is AU$424
includes taxes & fees
19 Mar - 20 Mar
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

#207 King Suites, River Views, Deck, Downtown

10.0 out of 10, Exceptional, (29)
"We had a 5 couples get away for one evening and stayed in the house. A great view of the river and perfect location for walks to the shops, Park and restaurants. We plan on staying here again in the future! "
The price is AU$845
includes taxes & fees
19 Feb - 20 Feb
#207 King Suites, River Views, Deck, Downtown

THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA

9.8 out of 10, Exceptional, (45)
"We had a wonderful family Christmas in January with 8 adults and 3 little ones. Loved the open floor plan and all of the glass overlooking the waterfalls and woods. Electric fireplace is inviting and even puts out heat! Our hosts generously left the Christmas tree and decorations up for our family. Our crew loved the hot tub (quite large), the oven that goes to 550 (for pizza), the large bowls and utensils for cooking, and the beautiful scenery for walks, play, and photos. "
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA

Bungalow on Main!!

9.6 out of 10, Exceptional, (7)
"Place was clean, downtown, and what pictures shown. Owner was kind and understanding. "
Bungalow on Main!!

#209 Kings, River View, Deck, Bicentennial Park

10.0 out of 10, Exceptional, (55)
"Nice property and well equipped. We had no problem cooking full breakfast and full dinner for 8 people. Nice location for walking to places in town."
The price is AU$845
includes taxes & fees
19 Feb - 20 Feb
#209 Kings, River View, Deck, Bicentennial Park

The Artist’s A-Frame

10.0 out of 10, Exceptional, (10)
"We were a group of three longtime friends in town for a holiday weekend together. The Artist’s A-Frame was the perfect place to retire at the end of a great day of shopping and eating. The home was clean, cozy, and well-appointed, and it was located in a lovely neighborhood. The owners were very responsive and easy to work with. Highly recommend the A-Frane! "
The price is AU$373
includes taxes & fees
2 Mar - 3 Mar
The Artist’s A-Frame

10 Min to Louisville, Huge Hot Tub, Awesome Backyard

10.0 out of 10, Exceptional, (30)
"Everything was just as described! "
10 Min to Louisville, Huge Hot Tub, Awesome Backyard
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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Other types of properties in Scottsburg you may be interested in

Holiday Inn Express & Suites Scottsburg by IHG

2.5 star property
8.6 out of 10, Excellent, (566)
"Oig"
The price is AU$160
includes taxes & fees
23 Feb - 24 Feb
Holiday Inn Express & Suites Scottsburg by IHG

Hampton Inn & Suites Scottsburg

2.5 star property
8.6 out of 10, Excellent, (848)
"."
The price is AU$171
includes taxes & fees
2 Mar - 3 Mar
Hampton Inn & Suites Scottsburg

Campbell's Motel

3.0 star property
8.8 out of 10, Excellent, (361)
"On a 0-10 evaluation this motel is 11! "
The price is AU$126
includes taxes & fees
19 Feb - 20 Feb
Campbell's Motel
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.

Frequently asked questions

Are there holiday rentals in Scottsburg?

Yes, there are holiday rentals in Scottsburg close to Scott County Fairgrounds, or you can select a more secluded 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 theatres and churches during your trip.

What are some of the best holiday rentals that Scottsburg has to offer?

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!: This holiday home rental outside of Scottsburg offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Scottsburg?

Linza Graham Park and Beechwood Park are a couple of lovely local spots to get outside and enjoy nature. Scott County Fairgrounds and Scott County Heritage Center and Museum are other places to visit while you're in town.

What are holiday rentals like in Scottsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Scottsburg. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.