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Vacation Rentals in Ripley County

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Top Cities in Ripley County

Our top choices for Ripley County vacation rentals

Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN
Versailles
$173 nightly
The price is $194
Dec 30 - Dec 31
Total with taxes and fees
Charming new tiny house-Friendship IN

Beautiful, cozy, lakeside wooded getaway in serene surroundings.

Beautiful, cozy, lakeside wooded getaway in serene surroundings.
Osgood
10.0 out of 10, Exceptional, (1)
"We had a nice, peaceful couple's weekend at this property. The guest house was very clean and well-equipped. All the linen was fresh. The bed was VERY comfortable - it was top quality. We enjoyed fishing and kayaking at the lake. We also enjoyed star gazing at the firepit at night. It was a great place to unwind."
United States
Rachael G.
$220 nightly
The price is $246
Dec 30 - Dec 31
Total with taxes and fees
Beautiful, cozy, lakeside wooded getaway in serene surroundings.

COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW

COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW
North Vernon
9.8 out of 10, Exceptional, (16)
"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"
United States
Christine w.
$318 nightly
The price is $356
Jan 23 - Jan 24, 2026
Total with taxes and fees
COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW

The Washington Cottage 6ppl

The Washington Cottage 6ppl
3.5 star property
Harrison
$306 nightly
The price is $306
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Washington Cottage 6ppl

The Blue Door Place

The Blue Door Place
Florence
9.6 out of 10, Exceptional, (19)
"Perfect spot "
United States
Damon G.
$160 nightly
The price is $179
Dec 30 - Dec 31
Total with taxes and fees
The Blue Door Place

Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (17)
"Our stay was amazing! Loved this cozy cabin in the woods! "
United States
Alison F.
$171 nightly
The price is $197
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cabin on the Ridge: The Sequel

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

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Madison
9.8 out of 10, Exceptional, (53)
"It is a nice place. We were able to walk to the river and main street fairly easy. "
United States
Paul W.
$194 nightly
The price is $223
Jan 2 - Jan 3, 2026
Total with taxes and fees
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

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

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
2.0 star property
Madison
$144 nightly
The price is $166
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

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
9.8 out of 10, Exceptional, (10)
"Love this place; very cozy; second year staying here "
United States
Nancy S.
$138 nightly
The price is $141
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

Cabin on the Ridge Su

Cabin on the Ridge Su
Madison
10.0 out of 10, Exceptional, (15)
"Peaceful relaxing stay. Will go back."
United States
Wendy P.
$184 nightly
The price is $212
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cabin on the Ridge Su

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (25)
"Wonderful place to stay "
United States
Susan H.
$201 nightly
The price is $231
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Artist’s A-Frame

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
2.0 star property
Madison
$131 nightly
The price is $151
Jan 18 - Jan 19, 2026
Total with taxes and fees
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

Sleeps 4, Rustic, Secluded

Sleeps 4, Rustic, Secluded
Lexington
8.0 out of 10, Very Good, (4)
"The cabin and property were very clean and easy to find. We loved the back yard for chilling around after we got back from the event we were attending. Host was very friendly and had good communication. Will stay again if we are back in the area! "
United States
Nicole C.
$214 nightly
The price is $218
Dec 30 - Dec 31
Total with taxes and fees
Sleeps 4, Rustic, Secluded

The Gathering House Home for 6

The Gathering House Home for 6
3.5 star property
Harrison
$294 nightly
The price is $294
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Gathering House Home for 6

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Hanover
9.8 out of 10, Exceptional, (37)
"Great place to stay for Hanover college "
United States
Lindsey M.
$219 nightly
The price is $252
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Madison
10.0 out of 10, Exceptional, (21)
"Great downtown location in a peaceful little town. "
United States
Megan M.
$199 nightly
The price is $229
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

Modern Nature Cabin | Private Escape in the Forest

Modern Nature Cabin | Private Escape in the Forest
Hanover
9.8 out of 10, Exceptional, (7)
"Very nice facility and relaxing setting . "
United States
Robert V.
$175 nightly
The price is $185
Jan 11 - Jan 12, 2026
Total with taxes and fees
Modern Nature Cabin | Private Escape in the Forest

The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
2.0 star property
Madison
$365 nightly
The price is $420
Dec 30 - Dec 31
Total with taxes and fees
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill
Madison
10.0 out of 10, Exceptional, (14)
"Madison Manor II was perfect for our annual girls trip. We were comfortable, location was great, the home was very clean."
United States
Carissa N.
$313 nightly
The price is $360
Jan 4 - Jan 5, 2026
Total with taxes and fees
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

The Gathering House - Home for 6

The Gathering House - Home for 6
2.0 star property
Harrison
$300 nightly
The price is $319
Jan 4 - Jan 5, 2026
Total with taxes and fees
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

Find out more about Ripley County

Discover your perfect Ripley County vacation rental with Expedia

How many vacation rentals are available in Ripley County?


Expedia has plenty of vacation rentals to choose from in and around  Ripley County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Ripley County?


The selection of Ripley County vacation rentals we have selected for you start as low as $158 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Ripley County?


Vacation rentals in Ripley County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Ripley County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Ripley County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Ripley County vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Ripley County?


Find vacation rentals in Ripley County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Ripley County.  


What amenities are available in a vacation rental in Ripley County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Ripley County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Ripley County?   


Everytime is a great time to head to Ripley County! Staying in a Ripley County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Ripley County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Ripley County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Ripley County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Ripley County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.