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Compare 105 Vacation Homes in Scottsburg with updated reviews, rates, and availability.

The Wadsworth in National Historic District of Madison, Indiana.

10.0 out of 10, Exceptional, (40)
"The house was so clean, comfortable and welcoming that we knew within the first few minutes we would love our stay. The layout is nice in that the bedrooms are in the back of the house. The decor is beautiful, the beds and couch are extremely comfortable and there are some great little touches like coffee, water and snacks provided as well as extra blankets, hand lotion in the restrooms, some games and puzzles and brochures for local spots. It is close enough to walk to shops and restaurants...
The Wadsworth in National Historic District of Madison, Indiana.

Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River

9.8 out of 10, Exceptional, (39)
"The space was perfect for 4 of us traveling for a girls’ trip. Location was close to all the shops and restaurants. "
Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River

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

9.8 out of 10, Exceptional, (27)
"The home was a nicely refurbished older structure just on the east edge of Madison and very near the bridge to Kentucky. The bathrooms were roomy and the bedrooms comfy.If you do rent this house, I don't see how more than four guests could comfortably stay there. Downstairs main area felt cramped at times with 4 adults.The only serious drawback I felt was the driveway of the property. Frankly, it was rather small and felt more like a launching pad given the extreme angle of the entrance and...
The price is AED 367
AED 794 total
includes taxes & fees
29 Apr - 30 Apr
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

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

10.0 out of 10, Exceptional, (1)
"My husband and I came to celebrate our anniversary and his retirement and to go hiking- our favorite activity together! This place was perfect! Location! Location! Location! Near everything- walked downtown to shops and restaurants! The place itself was clean, nicely decorated, and very welcoming We will e back! "
Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St

Family/Pet-Friendly Riverside Home w/Amazing Views

9.2 out of 10, Wonderful, (20)
"Nestled on the Ohio River in a quiet neighborhood close to Louisville (about 20 minutes). Pet friendly. Clean. Nice kitchen with appliances like a Keurig coffee machine, regular coffee pot, air fryer, and blender. Beds were not the most comfortable and neither was the furniture. Great shower! The yard needs attention. Looks like it went through a storm!"
Family/Pet-Friendly Riverside Home w/Amazing Views

Spacious Ohio riverfront retreat in Louisville, gorgeous view, on Bourbon Trail.

10.0 out of 10, Exceptional, (143)
"We were in town for a family wedding and rented this home for an extended weekend. The setting on the river was wonderful, as were the views from the common area of the house. The kitchen/dining/family room area were perfect for 9 people, and the shuffleboard was an especially big hit. There was an abundance of comfortable seating, including four recliners. We also appreciated the numerous amenities including a great coffee bar. We'd certainly consider renting this house again if needing a...
Spacious Ohio riverfront retreat in Louisville, gorgeous view, on Bourbon Trail.

10 Min to Louisville, Huge Hot Tub, Awesome Backyard

10.0 out of 10, Exceptional, (33)
"A large group gathered - 7 Adults, 5 Children. The location was great, and the house met our needs very well. No problems at all."
10 Min to Louisville, Huge Hot Tub, Awesome Backyard

Red comfy cottage

10.0 out of 10, Exceptional, (73)
"House is very nice and clean. A bit of an odd location but that does not take away from the overall experience. This is an excellent place to stay if visiting madison."
Red comfy cottage

King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

9.6 out of 10, Exceptional, (11)
"Laura was very accommodating during our stay! Anything we needed, she responded right away! She even brought us coffee and chocolates! We loved the fully fenced yard! We will be back to stay next time we are in the area and will recommend to all our friends! "
King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

Evergreen: Work Friendly & Near Downtown

8.8 out of 10, Excellent, (14)
"Overall the place was great! More than enough space for my family. The only complaint is the leaves outside need to be cleaned up. They are all over the ground and get tracked into the house very easily. "
Evergreen: Work Friendly & Near Downtown

Cozy family home. 19 minutes from Churchill Downs

9.4 out of 10, Exceptional, (23)
"Plenty of room , three bathrooms and three nice beds"
Cozy family home. 19 minutes from Churchill Downs

The Wee House is a shotgun house that is remodeled with a view of the Ohio river

9.8 out of 10, Exceptional, (42)
"Fantastic location-Ohio River View; walkable to Madison’s downtown, river walk, and bridge."
The Wee House is a shotgun house that is remodeled with a view of the Ohio river

Bungalow on Main!!

9.6 out of 10, Exceptional, (9)
"This place was great. The wife and I need a little getaway to relax and recharge. Our stay here was perfect for that. Nice amenities and the private hottub was really relaxing. Will definitely book here again. "
Bungalow on Main!!

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

10.0 out of 10, Exceptional, (16)
"The place was very cute, clean, and comfortable. Great stay! Host was very responsive. "
The price is AED 474
AED 984 total
includes taxes & fees
27 Apr - 28 Apr
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

2600 SF home 15 Minutes from Downtown Louisville in New Albany. Full basement.

9.4 out of 10, Exceptional, (10)
"Everything was great. Great communication and check in."
The price is AED 569
AED 1,544 total
includes taxes & fees
12 May - 13 May
2600 SF home 15 Minutes from Downtown Louisville in New Albany. Full basement.

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

2.0 star property
10.0 out of 10, Exceptional, (12)
"Our stay was absolutely amazing! We had peace and quiet throughout the whole trip! The house and grounds were beautifully clean! We had everything we needed and more! Dragon communicated beyond our expectations and even checked on us for flooding do to the weather! Aside from locating the place our stay for our honeymoon was perfect!"
Hardy lake house. Ideal for relax fishing and spending quality time on lake.

NEW Fire Pit Area\Lrg Fenced Backyard\Master with King\Discovery Play-set

10.0 out of 10, Exceptional, (8)
"Kids 3-7 loved the playset. Enjoyed the firepit & complimentary s’mores & stix for marshmallows or hot dogs were a nice touch. We enjoyed the back porch firepit & grill as well. The kitchen is equipped for cooking to include kids plates, utensils. Nice high chair if needed. Convenient to shopping & downtown New Albany. It was perfect for 2 couples & 3 kids age 3, 5 & 7. Laura & Joseph were responsive any time I messaged them! If we ever come back to this area, we would rent their home again! "
NEW Fire Pit Area\Lrg Fenced Backyard\Master with King\Discovery Play-set

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

9.4 out of 10, Exceptional, (16)
"We had a great time. The house was super spacious and clean and perfect for our family of 4. We were walking distance from restaurants and shops and the neighborhood was charming. We will definitely come back!"
Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath

River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS

10.0 out of 10, Exceptional, (2)
"My sister and I met up in Madison for a long weekend and had a lovely time. The home was just perfect for us with a great location and all amenities we needed plus some."
River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS

Grand Fireplace at the Heart of the Home! Updates Galore, but lots of Old Charm!

10.0 out of 10, Exceptional, (24)
"This was a wonderful place for our weekend in Madison. We walked everywhere we wanted to go. The house is very clean and updated with everything we needed. We really appreciated having large beds and bathrooms for each bedroom. "
Grand Fireplace at the Heart of the Home! Updates Galore, but lots of Old Charm!
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 property types in Scottsburg

stayAPT Suites Louisville North-Clarksville

4.0 star property
9.8 out of 10, Exceptional, (37)
"It is a home like environment. Spacious, clean, quiet, nice staff, and a full kitchen."
The price is AED 584
AED 660 total
includes taxes & fees
4 May - 5 May
stayAPT Suites Louisville North-Clarksville

Family/Pet-Friendly Riverside Home w/Amazing Views

9.2 out of 10, Wonderful, (20)
"Nestled on the Ohio River in a quiet neighborhood close to Louisville (about 20 minutes). Pet friendly. Clean. Nice kitchen with appliances like a Keurig coffee machine, regular coffee pot, air fryer, and blender. Beds were not the most comfortable and neither was the furniture. Great shower! The yard needs attention. Looks like it went through a storm!"
Family/Pet-Friendly Riverside Home w/Amazing Views

Stoney Creek - Sit back and unwind

10.0 out of 10, Exceptional, (77)
"What a cool place to spend any amount of time. "
Stoney Creek - Sit back and unwind
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.