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Ripley County Holiday Rentals

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Top Holiday Rentals Destinations in Ripley County

Charming 2-bedroom house in Devil's Elbow Osgood, IN

10.0 out of 10, Exceptional, (2)
"House is as pictured and stated. Beds were comfortable, well stocked kitchen, nice keurig selection of coffee, beautiful outdoor setting behind house backs up to woods,very peaceful. Great place would stay again."
Charming 2-bedroom house in Devil's Elbow Osgood, IN

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

9.8 out of 10, Exceptional, (7)
The price is AU$234
includes taxes & fees
25 Aug - 26 Aug
Cozy 1-bedroom bungalow in tranquil Brookville w/ AC, WiFi, and Firepit,

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

10.0 out of 10, Exceptional, (194)
"This was the second time we stayed at the cabin. Very peaceful, wonderful views, and only 25 minutes from downtown Madison. Highly recommend! "
1800’s restored log cabin on 26 private rolling wooded acres with sunset views

The Artist’s A-Frame

10.0 out of 10, Exceptional, (16)
"Stayed for the weekend to hike at Clifty Falls. Great location to the state park and downtown restaurants. Really pretty house with everything you’d need for a stay. Host was super nice to interact with as well. Thanks again! "
The price is AU$369
includes taxes & fees
19 Aug - 20 Aug
The Artist’s A-Frame

Stoney Creek - Sit back and unwind

10.0 out of 10, Exceptional, (91)
"Perfect setting. Beautiful cabin. "
Stoney Creek - Sit back and unwind

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

2.0 star property
9.8 out of 10, Exceptional, (20)
"Home was exactly as described, very well kept and host was great! "
Hardy lake house. Ideal for relax fishing and spending quality time on lake.

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

9.6 out of 10, Exceptional, (50)
"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

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

9.8 out of 10, Exceptional, (36)
"We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment. "
The price is AU$386
includes taxes & fees
26 Aug - 27 Aug
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

The Hive.. lots of activities within walking distance-

9.8 out of 10, Exceptional, (23)
"We loved our stay in Lawrenceburg. Cute town with lots of things to do nearby. The home was clean, spacious and very nice. We would definitely stay here again when we are back in Indiana. "
The price is AU$448
includes taxes & fees
24 Aug - 25 Aug
The Hive.. lots of activities within walking distance-

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

10.0 out of 10, Exceptional, (46)
"Everything was really great...the property is beautiful...the amenities were amazing...and the owners so sweet and caring...the would answer a text message pronto...will stay again!"
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

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

9.8 out of 10, Exceptional, (9)
"Great location and wonderful house!"
River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS

The Blue Door Place

9.8 out of 10, Exceptional, (12)
"Location was close to highway, river and Casino."
The price is AU$252
includes taxes & fees
19 Aug - 20 Aug
The Blue Door Place

Madison's Only YURT Experience

9.4 out of 10, Exceptional, (8)
"This place is adorable and has so much potential. The beds were comfortable and the Yurt was cozy. "
Madison's Only YURT Experience

Rustic cabin just outside of Madison!

10.0 out of 10, Exceptional, (41)
"This was a very nice property. The cabin was so cozy and the property was beautiful. We all enjoyed our stay."
Rustic cabin just outside of Madison!

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

10.0 out of 10, Exceptional, (206)
"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.

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

10.0 out of 10, Exceptional, (52)
"Perfect setting for a nice relaxing getaway. Great kitchen set up!"
Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.

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

9.2 out of 10, Wonderful, (29)
"We enjoyed the space the cabin had to offer and had a great time."
KY log home close to The Ark Encounter on private 14 acres private seasonal pool

Carol’s Cabin in the Woods in Historic Hoosier Hills

10.0 out of 10, Exceptional, (36)
"My small group wanted to relax in a quiet setting and Carol’s cabin was perfect. Extremely clean, well-provisioned, quiet and private with a beautiful property to stroll around. Would definitely come back!"
Carol’s Cabin in the Woods in Historic Hoosier Hills

Bungalow on Main!!

9.8 out of 10, Exceptional, (15)
"Wonderful accommodations, beautifully decorated and very clean! We will be back!"
Bungalow on Main!!

The Wadsworth in National Historic District of Madison, Indiana.

10.0 out of 10, Exceptional, (52)
"Wonderful VRBO steps away from the Ohio River and historic Madison in a very quiet setting. The home is comfortable, clean and very well-equipped, and the seating at the rear of the house is a nice bonus! The owners are great people, and have anticipated every need for a short or long stay. Highly recommend this property!"
The Wadsworth in National Historic District of Madison, Indiana.
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 Ripley County Hotel Reviews