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Vacation Homes in Scottsburg

Our top choices for Scottsburg vacation homes

Charming 3-bedroom house in lovely downtown Madison.

2.0 star property
9.0 out of 10, Wonderful, (2)
"Great old home and cool neighborhood. "
Charming 3-bedroom house in lovely downtown Madison.

Relaxing Country Getaway

9.4 out of 10, Exceptional, (36)
"It was a very nice little get away without going too far. Everything was clean, including the hot tub. We will definitely keep this place in mind in the future!"
Relaxing Country Getaway

Private 1 BR Home with Hot Tub,Firepit & 5 min to dwtn

10.0 out of 10, Exceptional, (9)
"This was such a nice place, very quiet and peaceful. The property was everything we had hoped for and the host was so nice and helpful."
The price is SAR 732
SAR 1,182 total
includes taxes & fees
25 Sep - 26 Sep
Private 1 BR Home with Hot Tub,Firepit & 5 min to dwtn

Bungalow on Main!!

9.8 out of 10, Exceptional, (19)
"Wonderful accommodations, beautifully decorated and very clean! We will be back!"
Bungalow on Main!!

Modern Nature Cabin | Private Escape in the Forest

9.6 out of 10, Exceptional, (5)
Modern Nature Cabin | Private Escape in the Forest

Country home with beautiful views and access to hiking, biking, and horse trails

10.0 out of 10, Exceptional, (25)
"Can’t say enough good things about this place!"
Country home with beautiful views and access to hiking, biking, and horse trails

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

9.8 out of 10, Exceptional, (39)
"We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment. "
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

The Riverside Retreat - Your Coastal Getaway

9.6 out of 10, Exceptional, (48)
"Beautiful location with a great view over the river. It was a perfect home base for our weekend on the bourbon trail. This was our second time at this property, and we're likely to be back for a third time."
The Riverside Retreat - Your Coastal Getaway

The Artist’s A-Frame

10.0 out of 10, Exceptional, (21)
"I can't say enough about our stay at the Artist's A-Frame. The hosts are exceptional, the location is ideal, and the space is beautiful! I highly recommend and am anxious to return!"
The Artist’s A-Frame

"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

10.0 out of 10, Exceptional, (11)
"We thoroughly enjoyed our time there, and the little extra touches were a pleasant surprise! The house was incredibly clean and the owner was very prompt and responsive to questions we had. Definitely would stay again!"
The price is SAR 604
SAR 1,406 total
includes taxes & fees
16 Sep - 17 Sep
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

The Wadsworth in National Historic District of Madison, Indiana.

10.0 out of 10, Exceptional, (55)
"We love the Wadsworth! It’s our home away from home when we are in Madison. As always, everything was perfect. "
The Wadsworth in National Historic District of Madison, Indiana.

Family/Pet-Friendly Riverside Home w/Amazing Views

9.2 out of 10, Wonderful, (20)
"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

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

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

All About Alden in Sellersburg, IN

9.6 out of 10, Exceptional, (5)
"We stayed here for a basketball tournament at the KY Expo Center. Just a short drive away this location got us out of the hustle and bustle of downtown but was super easy to drive to our games each day. House was super cute, clean and had everything we needed!"
The price is SAR 694
SAR 1,157 total
includes taxes & fees
23 Sep - 24 Sep
All About Alden in Sellersburg, IN

35 min to Louisville, 45 to Churchill Downs. Indoor Basketball court.

10.0 out of 10, Exceptional, (17)
"Excellent place very nice "
35 min to Louisville, 45 to Churchill Downs. Indoor Basketball court.

Indiana Valley: Work Friendly & Near Downtown

8.0 out of 10, Very Good, (2)
"The house was just as described and was picture perfect. Worked amazing for two families in town for a nearby basketball tournament!"
Indiana Valley: Work Friendly & Near Downtown

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

10.0 out of 10, Exceptional, (55)
"Home was the perfect setting for our yearly girl’s get together!"
Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown

Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St

10.0 out of 10, Exceptional, (8)
"Riverside Retreat is a must stay! It is a great location and exactly as described. Highly recommend. We will be back!"
Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St

Rhythm & Blues! Quiet, private, downtown! -Golf Cart Available!

Rhythm & Blues! Quiet, private, downtown! -Golf Cart Available!

Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath

9.6 out of 10, Exceptional, (19)
"Very nice house good accommodations would stay again !!!"
Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath
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