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Vacation Rentals in Ripley County

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Our top choices for Ripley County vacation rentals

A wooden deck with a 'WELCOME' sign, surrounded by trees and a path.

1. Briar Ridge Cabin in Osgood IN

Briar Ridge Cabin in Osgood IN
Osgood
10.0 out of 10, Exceptional, (9 reviews)
"5 star stay forgot my fishing 🎣 😒 pole , just like being back in holler in nc"
United States
Kelsie
The price is ￥19,879
￥27,566 total
includes taxes & fees
Nov 1 - Nov 2
Briar Ridge Cabin in Osgood IN
A kitchen with white cabinets, a granite countertop, a stainless steel sink, a coffee maker, and a refrigerator.

2. Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN
Versailles
9.8 out of 10, Exceptional, (6 reviews)
"This tiny home was exactly what we had expected. Very clean, nice and welcoming. The owners were great and communication was excellent. We will be sure to see if it is Ava when we come to visit family again. "
United States
Randall B.
The price is ￥13,874
￥30,548 total
includes taxes & fees
Nov 30 - Dec 1
Charming new tiny house-Friendship IN
A rustic interior with a wooden staircase, stone walls, and a dining area with chairs and a table.

3. School Days

School Days
Versailles
10.0 out of 10, Exceptional, (1 review)
"The Schoolhouse was a unique experience that we enjoyed very much! We were provided with anything that we would have needed for a comfortable stay. Our host communicated promptly whenever we needed. We appreciated the cleaniless of the home. We did not realize how close in proximity we would be with the other rentals on the property, but once inside, we felt like we had privacy. This would be a great stay for a couple or small family."
United States
Lora S.
The price is ￥26,148
￥33,170 total
includes taxes & fees
Nov 30 - Dec 1
School Days
An outdoor patio with a covered seating area, string lights, and potted plants.

4. Beautiful, cozy, lakeside wooded getaway in serene surroundings.

Beautiful, cozy, lakeside wooded getaway in serene surroundings.
Osgood
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful clean property in a beautiful and pacific country area"
United States
Alejandro C.
The price is ￥28,379
￥35,846 total
includes taxes & fees
Nov 30 - Dec 1
Beautiful, cozy, lakeside wooded getaway in serene surroundings.
A rustic wooden house with a covered porch, a barrel, and outdoor seating.

5. Buggy Shed

Buggy Shed
Versailles
10.0 out of 10, Exceptional, (3 reviews)
"Very nice accommodations. Clean."
United States
Margaret P.
The price is ￥26,148
￥33,170 total
includes taxes & fees
Nov 30 - Dec 1
Buggy Shed
A wooden interior with a dining table, chairs, a kitchen area, and a small window.

6. Unwind Haven

Unwind Haven
Versailles
8.0 out of 10, Very good, (1 review)
The price is ￥21,946
￥28,115 total
includes taxes & fees
Nov 3 - Nov 4
Unwind Haven
A covered porch with wooden beams, a welcome sign, two chairs, and a potted plant.

7. Quiet Indiana Getaway w/ Game Room

Quiet Indiana Getaway w/ Game Room
Moores Hill
9.4 out of 10, Exceptional, (34 reviews)
"Place was beautiful!"
United States
tracy b.
The price is ￥46,184
￥71,517 total
includes taxes & fees
Nov 2 - Nov 3
Quiet Indiana Getaway w/ Game Room
A hallway with a wooden desk, potted plants, and a window with a plant in a hanging pot.

8. King Bed|Non-Smoking

King Bed|Non-Smoking
Aurora, IN
10.0 out of 10, Exceptional, (76 reviews)
"Found it easy to drive to nearby attractions like Versailles State Park."
United States
Anonymous traveler
The price is ￥11,968
￥13,404 total
includes taxes & fees
Nov 2 - Nov 3
King Bed|Non-Smoking
A spacious wooden cabin with a loft bedroom, a dining area, and a kitchen.

9. Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (23 reviews)
"Super nice and cute! Would definitely stay again! "
United States
Angela G.
The price is ￥20,668
￥39,640 total
includes taxes & fees
Nov 1 - Nov 2
Cabin on the Ridge
A cozy wooden cabin interior with a sofa, a dining table, and a TV.

10. Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful, clean, serene! Perfect place for a weekend anniversary getaway!"
United States
Mallory T.
The price is ￥20,668
￥37,770 total
includes taxes & fees
Nov 4 - Nov 5
Cabin on the Ridge: The Sequel
A wooden cabin with a porch, a staircase, and a deck.

11. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (20 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is ￥14,042
￥26,282 total
includes taxes & fees
Nov 18 - Nov 19
Sassafras Woodland Cabin at Lost Trails
2

12. Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (15 reviews)
"The overall stay was perfect for just the two of us and we loved how everything was a close drive but still felt far enough away. "
United States
Shyanne D.
The price is ￥15,766
￥28,379 total
includes taxes & fees
Nov 30 - Dec 1
Maple Cozy Cabin at Lost Trails
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

13. The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
Madison Historic District
9.8 out of 10, Exceptional, (13 reviews)
"We enjoyed our visit and would recommend to others looking for a convenient location and comfortable stay."
United States
Renee M.
The price is ￥9,466
￥17,828 total
includes taxes & fees
Nov 9 - Nov 10
The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

14. Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (8 reviews)
"This is a total hidden gem! The cabin seemed brand new and was outfitted with everything you might need. We spent our 25th wedding anniversary weekend here and loved every second! Would highly recommend!"
United States
Jodi E.
The price is ￥15,766
￥28,379 total
includes taxes & fees
Nov 30 - Dec 1
Mulberry Secluded Cabin at Lost Trails
A dining room with a wooden table set for four, surrounded by chairs, a chandelier, and a wooden cabinet with glass doors.

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

Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11
Aurora
10.0 out of 10, Exceptional, (65 reviews)
"Amazing property loved our time here celebrating g America 250"
United States
Joe S.
The price is ￥27,244
￥74,306 total
includes taxes & fees
Nov 4 - Nov 5
Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11
A wooden log cabin with a dark brown door featuring a metal latch and a glass panel.

16. Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (32 reviews)
"Charming, cozy cabin! Perfect for a weekend getaway!"
United States
Mollie B.
The price is ￥17,343
￥29,089 total
includes taxes & fees
Nov 30 - Dec 1
Cedar Rustic Cabin at Lost Trails
A wooden deck with two black rocking chairs and a small table, surrounded by a wooden railing.

17. Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful cabin. Enjoyed our stay."
United States
Jim A.
The price is ￥15,766
￥28,379 total
includes taxes & fees
Nov 30 - Dec 1
Walnut Secluded Cabin at Lost Trails
A cozy room with a bed, a chair, a sofa, and a small table.

18. Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Madison Historic District
9.6 out of 10, Exceptional, (9 reviews)
"Excellent location, nice deck and spa. Comfy bed large space."
United States
Zoey S.
The price is ￥14,767
￥27,868 total
includes taxes & fees
Nov 9 - Nov 10
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
An aerial view of a swimming pool complex with multiple water slides and a surrounding area with lounge chairs and umbrellas.

19. #207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison Historic District
10.0 out of 10, Exceptional, (48 reviews)
"Loved this place, very clean and well stocked with the little extras that you always seem to need. "
United States
Matt C.
The price is ￥32,477
￥69,941 total
includes taxes & fees
Nov 1 - Nov 2
#207 King Suites, River Views, Deck, Downtown
Property grounds

20. Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.4 out of 10, Exceptional, (19 reviews)
"Clean and cozy"
United States
Julie
The price is ￥14,057
￥27,053 total
includes taxes & fees
Nov 2 - Nov 3
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
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

Riverboat Inn and Suites

Riverboat Inn and Suites

8/10 Good
"This is our second time staying at the Riverboat Inn. The staff is so very helpful and so very nice. They do whatever they can to make your stay good. The rooms are clean and well kept. Will definitely stay again on our next trip to Madison."
Brett 1-night trip
Posted 6 hours ago
Riverboat Inn and Suites

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Vacation Apartments in Ripley County

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