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Compare 91 Vacation Homes in Scottsburg with updated reviews, rates, and availability.

Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River
Exterior
Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River
10.0 out of 10, Exceptional, (32)
"House was clean and cozy, great weekend getaway place. "
The price is AED 437
AED 909 total
includes taxes & fees
17 Nov - 18 Nov
Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River
The Luxe! 3 bedroom 1 bath
Living area
The Luxe! 3 bedroom 1 bath
9.6 out of 10, Exceptional, (8)
"Really nice house. Great kitchen, 3 bedrooms (2 with TV's, front porch, garbage service, living room with large TV also. Landlord very responsive to questions and helpful. Quiet neighborhood. "
The Luxe! 3 bedroom 1 bath
The Wee House is a shotgun house that is remodeled with a view of the Ohio river
Exterior detail
The Wee House is a shotgun house that is remodeled with a view of the Ohio river
9.6 out of 10, Exceptional, (39)
"Wee house was wonderful, very clean, quaint, perfect for a romantic weekend getaway. Host was very responsive and freindly."
The Wee House is a shotgun house that is remodeled with a view of the Ohio river
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Exterior
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
10.0 out of 10, Exceptional, (16)
"Great communication with property owner. Very accommodating. We stayed during an invasion of Lady Bird Beetles. The whole town was overrun by them. We would definitely stay at this location again on our next trip to Madison."
The price is AED 386
AED 798 total
includes taxes & fees
18 Nov - 19 Nov
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
3-bedroom riverfront townhome in fabulous Prospect with WiFi, AC, Pet Friendly.
Room
3-bedroom riverfront townhome in fabulous Prospect with WiFi, AC, Pet Friendly.
8.0 out of 10, Very Good, (2)
"The location on the river was so pretty. The owner was kind and responsive in all communication. Being able to bring our pets made the trip stress free for us. "
3-bedroom riverfront townhome in fabulous Prospect with WiFi, AC, Pet Friendly.
10 Min to Louisville, Huge Hot Tub, Awesome Backyard
Terrace/patio
10 Min to Louisville, Huge Hot Tub, Awesome Backyard
10.0 out of 10, Exceptional, (23)
"Overall it was great. Everyone enjoyed it."
The price is AED 623
AED 1,871 total
includes taxes & fees
27 Nov - 28 Nov
10 Min to Louisville, Huge Hot Tub, Awesome Backyard
Indiana Crossing: Modern & Upscale, Near Derby
Ideal gathering space provided by a soft sofa & accent chairs
Indiana Crossing: Modern & Upscale, Near Derby
10.0 out of 10, Exceptional, (11)
"Staying here will make you hate your master suite back home. I wanted to live there forever. Great place to stay and a short drive to the Equip Expo. "
Indiana Crossing: Modern & Upscale, Near Derby
Beautiful and spacious 3BR historic home centrally located in downtown, Madison.
Interior
Beautiful and spacious 3BR historic home centrally located in downtown, Madison.
10.0 out of 10, Exceptional, (38)
"My sister, her two daughters and myself met in Madison for a girls weekend. The location of this property was perfect for us because it was close to downtown restaurants and shopping. We love the property, had everything we needed. Beds are super comfortable and the backyard. Was a great space for us to hang out in the evening."
Beautiful and spacious 3BR historic home centrally located in downtown, Madison.
The Wadsworth in National Historic District of Madison, Indiana.
The Wadsworth House, circa 1860
The Wadsworth in National Historic District of Madison, Indiana.
10.0 out of 10, Exceptional, (33)
"Lovely home, clean, decorated so cute! Close to shops and restaurants. Safe area for walking. "
The Wadsworth in National Historic District of Madison, Indiana.
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Living area
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
10.0 out of 10, Exceptional, (13)
"Basic needs. Keurig only, no reg coffee pot. Vents, bathrooms and fan quite dusty. Ate out except breakfast. fridge and dishwasher not very clean. 2 beds quite soft. 1 firm. Comfortable quiet safe neighborhood. Ok"
The price is AED 474
AED 954 total
includes taxes & fees
17 Nov - 18 Nov
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Historic Retreat Charlestown Indiana 5 mins to State Park and Attractions
Exterior
Historic Retreat Charlestown Indiana 5 mins to State Park and Attractions
2.0 star property
4.0 out of 10, (1)
"The place looked like it came out of foreclosure yesterday. Windows Extremely old drafty, yard was lacking any attention, bathrooms had NO HEAT, furnace was so loud 1 room was unusable, most of the blonds were broken, banister upstairs loose and dangerous. For the amount of money they are charging for "host fees" this was horrible!!"
Historic Retreat Charlestown Indiana 5 mins to State Park and Attractions
Family/Pet-Friendly Riverside Home w/Amazing Views
Family/Pet-Friendly Riverside Home w/Amazing Views
9.2 out of 10, Wonderful, (17)
"Quiet, peaceful neighborhood."
Family/Pet-Friendly Riverside Home w/Amazing Views
Country retreat in the city.
Dining
Country retreat in the city.
9.8 out of 10, Exceptional, (8)
"Very comfortable and clean. Would stay again "
The price is AED 661
AED 1,307 total
includes taxes & fees
17 Nov - 18 Nov
Country retreat in the city.
Relaxing Country Getaway
Property grounds
Relaxing Country Getaway
9.6 out of 10, Exceptional, (25)
"Quiet little spot with all you really need to just relax and unplug for a bit. Super comfy beds, lovely porch swing, fire pit, and hot tub. Don't bother cooking even though there is a hot plate and picnic style grill. Grab some grub on the way in and get to the peaceful part of vacation. "
Relaxing Country Getaway
#209 Kings, River View, Deck, Bicentennial Park
Interior
#209 Kings, River View, Deck, Bicentennial Park
10.0 out of 10, Exceptional, (53)
"The location was perfect to walk downtown, to the river and bicentennial park. Lots of restaurants and bars. Clifty falls a few miles away. The host Kelly was great! Property was clean, had plenty of towels and linens. The kitchen was fully stocked. We loved the coffee bar in the mornings. Definitely would stay there again! Highly recommend "
The price is AED 1,139
AED 2,113 total
includes taxes & fees
1 Dec - 2 Dec
#209 Kings, River View, Deck, Bicentennial Park
Red comfy cottage
Hot Tub
Red comfy cottage
10.0 out of 10, Exceptional, (69)
"The home was fabulously clean, relaxing, and perfect for our small family. The location is not ideal as it is located between the Comfort Inn and a vehicle repair shop and is on the corner of two very busy/noisy roads. The front yard is literally the driveway between the two so smaller kids would not be able to go from the car to the house without an adult. However, the backyard was very private and the hot tub was the key to a wonderfully relaxing weekend. "
Red comfy cottage
Cozy home located close to Louisville that features 2 separate living areas.
Exterior Front
Cozy home located close to Louisville that features 2 separate living areas.
10.0 out of 10, Exceptional, (4)
"Loved the number of bedrooms, both upstairs (with kitchenette) and on the first floor, great options. Host very responsive to any questions providing great help when needed for 80+ year old Mom and sister on crutches. Would recommend this home to anyone! A little outside New Albany in Greenville, IN, but close to shops. Thanks to the hosts!"
The price is AED 231
AED 1,009 total
includes taxes & fees
19 Nov - 20 Nov
Cozy home located close to Louisville that features 2 separate living areas.
Riverside Cabin w/ 3 Decks in North Vernon!
North Vernon Vacation Rental | 3BR | 3BA | 2,000 Sq Ft | Stairs Required
Riverside Cabin w/ 3 Decks in North Vernon!
10.0 out of 10, Exceptional, (18)
"Our stay was awesome! It was so nice, quiet, and restful even though we were there for only a short time. The boys loved playing in the water and riding in the kayak. It was great to just unplug and enjoy nature. Thanks so much! We will definitely recommend this place to others. "
Riverside Cabin w/ 3 Decks in North Vernon!
2600 SF home 15 Minutes from Downtown Louisville in New Albany. Full basement.
Exterior
2600 SF home 15 Minutes from Downtown Louisville in New Albany. Full basement.
9.4 out of 10, Exceptional, (8)
"Excellent experience, highly recommended for anyone looking in the area. The property manager has been extremely helpful with all of our questions. House was absolutely beautiful and clean, met all of our needs and wants. 5 out of 5 experience, we will be booking with Kareem again! "
The price is AED 459
AED 1,287 total
includes taxes & fees
18 Nov - 19 Nov
2600 SF home 15 Minutes from Downtown Louisville in New Albany. Full basement.
The Artist’s A-Frame
"This was a fantastic find! An awesome house that was well-stocked, comfortable, and sparklingly clean. The neighborhood was quiet and gave easy access to downtown and Clifty Falls State Park."
The Artist’s A-Frame
10.0 out of 10, Exceptional, (7)
"We stayed for a couple days to hike Clifty Falls. We were amazed with the clean and beautiful property. The house is in a quiet location, close to downtown and the falls. We would highly recommend this property to anyone staying in the Madison area! You won’t be disappointed! The hosts are very responsive and kind! Thank you so much!"
The price is AED 444
AED 840 total
includes taxes & fees
4 Dec - 5 Dec
The Artist’s A-Frame
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

The Englishton Park Event Center
Exterior
The Englishton Park Event Center
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 AED 2,204
AED 3,990 total
includes taxes & fees
19 Nov - 20 Nov
The Englishton Park Event Center
10 Min to Louisville, Huge Hot Tub, Awesome Backyard
Terrace/patio
10 Min to Louisville, Huge Hot Tub, Awesome Backyard
10.0 out of 10, Exceptional, (23)
"Overall it was great. Everyone enjoyed it."
The price is AED 623
AED 1,871 total
includes taxes & fees
27 Nov - 28 Nov
10 Min to Louisville, Huge Hot Tub, Awesome Backyard
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
Outdoor dining
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
10.0 out of 10, Exceptional, (31)
"Loved the stay,the cabin and the area. Will definitely be back"
The price is AED 551
AED 688 total
includes taxes & fees
22 Nov - 23 Nov
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
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.