Photo by Dave Koczur

Vacation Rentals in Ripley County

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Top Vacation Rentals in Ripley County

Sonshine Cabin is your own private park. With wildlife or a hike to the creek.
Property grounds

Sonshine Cabin is your own private park. With wildlife or a hike to the creek.

10.0 out of 10, Exceptional, (309)
"My family and I have been staying here for years, and love it! Quiet, clean, and plenty to do nearby. "
Sonshine Cabin is your own private park. With wildlife or a hike to the creek.
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (41)
"We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment. "
The price is ￥15,779
￥33,527 total
includes taxes & fees
Oct 22 - Oct 23
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
Exterior

Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

2.0 star property
10.0 out of 10, Exceptional, (12)
"Nice location! Walking distance to lots of shops and restaurants. Very clean! "
The price is ￥18,935
￥25,232 total
includes taxes & fees
Oct 9 - Oct 10
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
Unique Secluded Cabin with Loft on Classified Forest
2 bedrooms, free WiFi, bed sheets

Unique Secluded Cabin with Loft on Classified Forest

9.6 out of 10, Exceptional, (42)
"Had a wonderful time. Great place to just get away from it all. The dogs had a blast. Would definitely recommend staying here."
Unique Secluded Cabin with Loft on Classified Forest
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
Interior

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

10.0 out of 10, Exceptional, (52)
"Great property, great location, and amazing hosts. Incredible attention to detail and service. It would take too long to describe everything that impressed us so I'll just say it's all perfect and if this place is available when you're visiting Madison, stop searching and just book it."
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
Rustic cabin just outside of Madison!
4 bedrooms, free WiFi, bed sheets

Rustic cabin just outside of Madison!

10.0 out of 10, Exceptional, (47)
"It was a very nice and clean property, and it was a very relaxing vacation. Crossing the creek very amazing. And our host offered a very comforting place and enjoyed the seeing this part of Indiana. "
Rustic cabin just outside of Madison!
Bungalow on Main!!
Exterior

Bungalow on Main!!

9.8 out of 10, Exceptional, (20)
"Great location to walk around town or to the river. House is charming with nice updates and bigger than it looks from the outside. Great stay. "
Bungalow on Main!!
Charming 3-bedroom house in lovely downtown Madison.
Exterior

Charming 3-bedroom house in lovely downtown Madison.

2.0 star property
8.4 out of 10, Very Good, (5)
Charming 3-bedroom house in lovely downtown Madison.
Secluded 4 bed 4 bath Cabin with Fire Pit, Hot Tub, and relaxing surroundings!
Exterior

Secluded 4 bed 4 bath Cabin with Fire Pit, Hot Tub, and relaxing surroundings!

9.4 out of 10, Exceptional, (147)
"This spacious cabin is in a beautiful, secluded location nestled in nature. Perfect for a getaway with friends. "
Secluded 4 bed 4 bath Cabin with Fire Pit, Hot Tub, and relaxing surroundings!
Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.
Fridge, microwave, oven, stovetop

Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.

10.0 out of 10, Exceptional, (55)
"Had a great time, what a beautiful place will definitely be back!!!"
Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.
Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11
Terrace/patio

Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11

10.0 out of 10, Exceptional, (49)
"This was our first VRBO experience. The chair lift on the stairs was great for my mom. We really enjoyed the front balcony in the mornings and the evenings. The view of the river was excellent! I loved the proximity to the park and went over every morning of our stay to walk and run. The suggestions in the book provided were wonderful! We would stay here again!"
The price is ￥29,553
￥73,158 total
includes taxes & fees
Oct 13 - Oct 14
Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11
Peaceful getaway centrally located just min. from Madison and Belterra casino.
Outdoor spa tub

Peaceful getaway centrally located just min. from Madison and Belterra casino.

9.4 out of 10, Exceptional, (29)
"The property was a perfect getaway spot for us for the weekend. We came for the regatta in Madison and it was the perfect distance to get away from the crowds when we were ready to relax."
Peaceful getaway centrally located just min. from Madison and Belterra casino.
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Property grounds

1800’s restored log cabin on 26 private rolling wooded acres with sunset views

10.0 out of 10, Exceptional, (205)
"Very nice log cabin in a very secluded location with a small pond.We enjoyed it very much."
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Secluded Log Cabin getaway, with hot tub, and a beautiful view.
Interior

Secluded Log Cabin getaway, with hot tub, and a beautiful view.

10.0 out of 10, Exceptional, (212)
"Rented this cabin for a guys weekend. Absolutely perfect. Hosts were very accommodating and were quick to respond to questions. Everyone was amazed by the cabin and all that was provided. We will definitely rent this cabin again in the future!"
Secluded Log Cabin getaway, with hot tub, and a beautiful view.
KY log home close to The Ark Encounter on private 14 acres private seasonal pool
Outdoor pool

KY log home close to The Ark Encounter on private 14 acres private seasonal pool

9.2 out of 10, Wonderful, (30)
"Our vacation was wonderful"
KY log home close to The Ark Encounter on private 14 acres private seasonal pool
COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW
Property grounds

COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW

9.8 out of 10, Exceptional, (15)
"Loved everything about the place the lake was great. Wish the play house was air conditioned cause it get hot even with the fan but was amazing will stay again"
The price is ￥41,327
￥52,850 total
includes taxes & fees
Oct 31 - Nov 1
COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Fridge, microwave, oven, stovetop

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

9.6 out of 10, Exceptional, (18)
"Perfect little cozy cabin for an amazing getaway! We were able to just relax and enjoy our time together with zero distractions. 10/10 would definitely stay here again! "
The price is ￥27,050
￥43,551 total
includes taxes & fees
Oct 9 - Oct 10
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Sunset over the city Suite 201, Sunset over the city Suite 201
Interior

Sunset over the city Suite 201, Sunset over the city Suite 201

9.6 out of 10, Exceptional, (10)
"Was just what i needed to stay the week after my dads passing. Safe,.comfortable and affordable "
The price is ￥14,126
￥23,080 total
includes taxes & fees
Oct 15 - Oct 16
Sunset over the city Suite 201, Sunset over the city Suite 201
Cozy 1-bedroom bungalow in tranquil Brookville w/ AC, WiFi, and Firepit,
Property grounds

Cozy 1-bedroom bungalow in tranquil Brookville w/ AC, WiFi, and Firepit,

10.0 out of 10, Exceptional, (12)
"Very relaxing stay glamping style... firepit..amazing. It was perfect for our visit to Wolf Creek wolf sanctuary!"
The price is ￥13,525
￥22,722 total
includes taxes & fees
Oct 23 - Oct 24
Cozy 1-bedroom bungalow in tranquil Brookville w/ AC, WiFi, and Firepit,
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill
Fridge, microwave, oven, stovetop

"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 ￥24,195
￥55,130 total
includes taxes & fees
Oct 15 - Oct 16
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill
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 Ripley County Hotel Reviews

Hollywood Casino & Hotel

Hollywood Casino & Hotel

10/10 Excellent
"The room was awesome for the price. It was clean and the staff was all pleasant. It was an easy, all indoor, walk to the casino. "
Amy 1-night trip
Posted 1 day ago
Hollywood Casino & Hotel

Find out more about Ripley County

Find out more about Ripley County

Vacation Apartments in Ripley County

Search for Vacation rentals in Ripley County on Expedia! You can easily find your home rentals, villas, Vacation apartments in Ripley County using one of the methods below:

  • View our selection of featured Vacation rentals in Ripley County
  • Use the map to find apartments and other Vacation homes in the Ripley County neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Ripley County while they last

Look no further and take a look at our great range of rental properties in Ripley County!