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Holiday Rentals in Ripley County

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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 €172
includes taxes & fees
26 Oct - 27 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, (4 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 €174
includes taxes & fees
28 Sept - 29 Sept
Charming new tiny house-Friendship IN
An outdoor patio with a covered seating area, string lights, and potted plants.

3. 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)
"The property is located in such a lovely peaceful setting. Early morning on the patio listening to the birds is calming. The inside of the property is charming and everything is spotless. Very nice and we will return if we ever go back through the area again."
United States
Vicki M.
The price is €201
includes taxes & fees
27 Sept - 28 Sept
Beautiful, cozy, lakeside wooded getaway in serene surroundings.
A cozy wooden cabin interior with a sofa, a dining table, and a TV.

4. 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 €204
includes taxes & fees
28 Sept - 29 Sept
Cabin on the Ridge: The Sequel
A hallway with a wooden desk, potted plants, and a window with a plant in a hanging pot.

5. King Bed|Non-Smoking

King Bed|Non-Smoking
Aurora, IN
10.0 out of 10, Exceptional, (74 reviews)
"Found it easy to drive to nearby attractions like Versailles State Park."
United States
Anonymous traveller
The price is €79
includes taxes & fees
27 Sept - 28 Sept
King Bed|Non-Smoking
A wooden deck with two black rocking chairs and a small table, surrounded by a wooden railing.

6. 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 €156
includes taxes & fees
19 Oct - 20 Oct
Walnut Secluded Cabin at Lost Trails
A wooden cabin with a porch, a staircase, and a deck.

7. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (16 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is €147
includes taxes & fees
26 Oct - 27 Oct
Sassafras Woodland Cabin at Lost Trails

8. Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (14 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 €156
includes taxes & fees
5 Oct - 6 Oct
Maple Cozy Cabin at Lost Trails

9. River City Escape

River City Escape
Lawrenceburg
9.6 out of 10, Exceptional, (5 reviews)
"Really nice place, and great location! Very walkable neighborhood!"
United States
Kelly P.
The price is €188
includes taxes & fees
27 Sept - 28 Sept
River City Escape
A hallway with a wooden desk, potted plants, and a window with a plant in a hanging pot.

10. King Bed|Smoking|Aurora

King Bed|Smoking|Aurora
Aurora, IN
10.0 out of 10, Exceptional, (70 reviews)
"Made memories here during our visit to local parks nearby, definitely cozy enough for families or groups visiting together."
United States
Anonymous traveller
The price is €79
includes taxes & fees
27 Sept - 28 Sept
King Bed|Smoking|Aurora
A hallway with a wooden desk, potted plants, and a window with a plant in a hanging pot.

11. 2 Queen Beds|Non Smoking

2 Queen Beds|Non Smoking
Aurora, IN
10.0 out of 10, Exceptional, (76 reviews)
"Nice little room with all the basics covered,just what we wanted for our stay!"
United States
Anonymous traveller
The price is €86
includes taxes & fees
27 Sept - 28 Sept
2 Queen Beds|Non Smoking
A hallway with a wooden desk, potted plants, and a window with a plant in a hanging pot.

12. 2 Queen Bed Smoking | Hillcrest

2 Queen Bed Smoking | Hillcrest
Aurora, IN
10.0 out of 10, Exceptional, (72 reviews)
"Spacious family rooms suited us well while visiting local attractions nearby."
United States
Anonymous traveller
The price is €86
includes taxes & fees
27 Sept - 28 Sept
2 Queen Bed Smoking | Hillcrest
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

13. Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (8 reviews)
"Mulberry Cabin at Lost Trails was great! The cabin was cozy and felt pretty private (even though the other cabins are within view). The bed was super comfy, and they did a great job making sure the cabin had everything one might need on a trip away from home. It was also very close to all things Madison, so it felt very convenient. We would definitely stay there again!"
United States
Emily I.
The price is €156
includes taxes & fees
28 Sept - 29 Sept
Mulberry Secluded Cabin at Lost Trails
A wooden log cabin with a dark brown door featuring a metal latch and a glass panel.

14. 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 €166
includes taxes & fees
6 Oct - 7 Oct
Cedar Rustic Cabin at Lost Trails
A spacious wooden cabin with a loft bedroom, a dining area, and a kitchen.

15. Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (20 reviews)
"Super nice and cute! Would definitely stay again! "
United States
Angela G.
Cabin on the Ridge
A spacious kitchen with a central island, modern appliances, and large windows.

16. Welcome to East High - A Charmingly Modern Stay in Lawrenceburg

Welcome to East High - A Charmingly Modern Stay in Lawrenceburg
Lawrenceburg
10.0 out of 10, Exceptional, (2 reviews)
"Very comfortable. Great location and a nice little yard for dogs. Would stay there again."
United States
Douglas B.
Welcome to East High - A Charmingly Modern Stay in Lawrenceburg

17. 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 €155
includes taxes & fees
27 Sept - 28 Sept
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
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, (47 reviews)
"Lovely place! So nice to stay somewhere that is well decorated and accommodating!"
United States
S G.
The price is €265
includes taxes & fees
27 Sept - 28 Sept
The Hive.. lots of activities within walking distance-
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

19. 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 Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
A building with a large wooden door and a sign above it.

20. The Gathering House - Home for 6

The Gathering House - Home for 6
Harrison
10.0 out of 10, Exceptional, (4 reviews)
"Our stay was excellent. It was very easy to check in and check out and the communication from the host was top notch."
United States
Kenny M.
The price is €299
includes taxes & fees
28 Sept - 29 Sept
The Gathering House - Home for 6
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

Quality Inn & Suites Lawrenceburg

Quality Inn & Suites Lawrenceburg

8/10 Good
"Good value for the money"
Darrin 3-night trip
Posted 5 hours ago
Quality Inn & Suites 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, apart-hotels, 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 favorite 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 depends 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 selected for you start as low as €147 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.