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Ripley County Holiday Rentals

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Our top choices for Ripley County holiday 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 AU$260
includes taxes & fees
15 Oct - 16 Oct
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
10.0 out of 10, Exceptional, (5 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 AU$280
includes taxes & fees
14 Oct - 15 Oct
Charming new tiny house-Friendship IN
A rustic wooden house with a covered porch, a barrel, and outdoor seating.

3. Buggy Shed

Buggy Shed
Versailles
10.0 out of 10, Exceptional, (2 reviews)
"Very nice accommodations. Clean."
United States
Margaret P.
The price is AU$306
includes taxes & fees
14 Oct - 15 Oct
Buggy Shed
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, (7 reviews)
"We absolutely loved staying here with our 3 young boys! Beautiful drive through the countryside to a great spot to unwind, hike, watch the chickens, even fish if you wanted. Our boys adored the Murphy bed, and the king size bed was comfortable. We had spent 3 nights in excessive heat camping, so it was great to relax, do some laundry, and enjoy the comfort and quiet. Highly recommend and wish we could have stayed longer!"
United States
Jon W.
The price is AU$329
includes taxes & fees
15 Oct - 16 Oct
Beautiful, cozy, lakeside wooded getaway in serene surroundings.
A wooden cabin with a porch, a staircase, and a deck.

5. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (17 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is AU$238
includes taxes & fees
2 Nov - 3 Nov
Sassafras Woodland Cabin at Lost Trails
A hallway with a wooden desk, potted plants, and a window with a plant in a hanging pot.

6. King Bed|Non-Smoking

King Bed|Non-Smoking
Aurora, IN
10.0 out of 10, Exceptional, (75 reviews)
"Found it easy to drive to nearby attractions like Versailles State Park."
United States
Anonymous traveller
The price is AU$150
includes taxes & fees
14 Oct - 15 Oct
King Bed|Non-Smoking
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

7. 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 AU$252
includes taxes & fees
21 Oct - 22 Oct
Mulberry Secluded Cabin at Lost Trails
cd294e93-b148-4eb4-b858-151fabf1d0ec

8. 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 AU$252
includes taxes & fees
20 Oct - 21 Oct
Maple Cozy Cabin at Lost Trails
A wooden log cabin with a dark brown door featuring a metal latch and a glass panel.

9. Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (31 reviews)
"Charming, cozy cabin! Perfect for a weekend getaway!"
United States
Mollie B.
The price is AU$268
includes taxes & fees
14 Oct - 15 Oct
Cedar Rustic Cabin at Lost Trails
A wooden deck with two black rocking chairs and a small table, surrounded by a wooden railing.

10. 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 AU$252
includes taxes & fees
14 Oct - 15 Oct
Walnut Secluded Cabin at Lost Trails
A log cabin with a covered porch, wooden rocking chairs, and a potted plant.

11. Stoney Creek - Sit back and unwind

Stoney Creek - Sit back and unwind
Madison
10.0 out of 10, Exceptional, (129 reviews)
"Our family enjoyed our stay."
United States
Shanna S.
The price is AU$379
includes taxes & fees
21 Oct - 22 Oct
Stoney Creek - Sit back and unwind
Property grounds

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

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 out of 10, Exceptional, (17 reviews)
"Host was very accommodating and this place was perfect for a place to stay while visiting friends. Everything was very comfortable, especially the very soft bed!! "
United States
C J.
The price is AU$249
includes taxes & fees
14 Oct - 15 Oct
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A cozy wooden cabin interior with a sofa, a dining table, and a TV.

13. 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 AU$388
includes taxes & fees
25 Oct - 26 Oct
Cabin on the Ridge: The Sequel
A spacious wooden cabin with a loft bedroom, a dining area, and a kitchen.

14. Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (21 reviews)
"Super nice and cute! Would definitely stay again! "
United States
Angela G.
The price is AU$407
includes taxes & fees
28 Oct - 29 Oct
Cabin on the Ridge
Room

15. River City Escape

River City Escape
Lawrenceburg
9.2 out of 10, Wonderful, (7 reviews)
"Really nice place, and great location! Very walkable neighborhood!"
United States
Kelly P.
The price is AU$316
includes taxes & fees
19 Oct - 20 Oct
River City Escape
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

16. The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201

The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
Madison Historic District
9.6 out of 10, Exceptional, (23 reviews)
"Our room was so cute and perfect for a couple. We loved it! The location was perfect as well!"
United States
Stee
The price is AU$210
includes taxes & fees
3 Nov - 4 Nov
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
An outdoor seating area with tables and chairs, surrounded by buildings and a street view.

17. Liberty Alley Hideaway 1

Liberty Alley Hideaway 1
Lawrenceburg
8.0 out of 10, Very good, (1 review)
"Great location if you are doing the festival's in downtown"
United States
Bridgett C.
The price is AU$291
includes taxes & fees
14 Oct - 15 Oct
Liberty Alley Hideaway 1
A coffee station with mugs, a coffee bar, and a sign that says "Coffee time".

18. The Hive.. lots of activities within walking distance-

The Hive.. lots of activities within walking distance-
Lawrenceburg
10.0 out of 10, Exceptional, (50 reviews)
"Lovely place! So nice to stay somewhere that is well decorated and accommodating!"
United States
S G.
The price is AU$462
includes taxes & fees
22 Oct - 23 Oct
The Hive.. lots of activities within walking distance-
A cozy room with a bed, a chair, a sofa, and a small table.

19. 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, (8 reviews)
"The host was extremely nice and allowed us to get into the loft a little early. The loft was really nice and we enjoyed out stay. "
United States
Judi K.
The price is AU$257
includes taxes & fees
9 Nov - 10 Nov
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a table and chairs.

20. Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
9.4 out of 10, Exceptional, (20 reviews)
"The space was very clean and had everything we needed! It was so close to everything but in its own secluded spot at the same time. We loved our stay "
United States
MaKayla Q.
The price is AU$326
includes taxes & fees
25 Oct - 26 Oct
Modern cabin very close to scenic riverfront walks
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

Baymont by Wyndham Lawrenceburg

Baymont by Wyndham Lawrenceburg

10/10 Excellent
"Clean room, parking good and easy access to get to restaurant"
Robert 1-night trip
Posted 7 hours ago
Baymont by Wyndham Lawrenceburg

Find out more about Ripley County

Everything you need to know about Ripley County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ripley County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ripley County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Ripley County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ripley County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ripley County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Ripley County holiday rentals we have chosen for you start as low as AU$210 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Ripley County rentals

At Expedia, we put the best Ripley County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ripley County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ripley County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ripley County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.