A gravel road flanked by tall grasses and a large tree.

Jennings County Vacation Rentals

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Our top choices for Jennings County vacation rentals

A tree with a tire swing hanging from it, a wooden deck with a railing, and a body of water in the background.

1. COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW

COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW
North Vernon
9.8 out of 10, Exceptional, (19 reviews)
"We enjoyed our stay tremendously. The host is extremely kind and attentive. The accommodations and everything the property has to offer is remarkable. We will definitely be staying here again! "
United States
stepan a.
The price is CA $385
CA $502 total
includes taxes & fees
Nov 1 - Nov 2
COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW
View from property

2. Postcard Cabins Brown County Indiana, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Brown County Indiana, Outdoor Collection by Marriott Bonvoy
2.5 star property
Columbus
9.6 out of 10, Exceptional, (149 reviews)
"Very similar to other campgrounds but it did have some privacy."
United States
Brandon
The price is CA $167
CA $257 total
includes taxes & fees
Nov 16 - Nov 17
Postcard Cabins Brown County Indiana, Outdoor Collection by Marriott Bonvoy
A wooden cabin with a porch, a staircase, and a deck.

3. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (19 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is CA $131
CA $241 total
includes taxes & fees
Nov 18 - Nov 19
Sassafras Woodland Cabin at Lost Trails
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

4. 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 CA $141
CA $253 total
includes taxes & fees
Nov 9 - Nov 10
Mulberry Secluded Cabin at Lost Trails
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a table and chairs.

5. 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 CA $82
CA $335 total
includes taxes & fees
Nov 4 - Nov 5
Modern cabin very close to scenic riverfront walks
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

6. The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Madison Historic District
9.2 out of 10, Wonderful, (15 reviews)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is CA $87
CA $167 total
includes taxes & fees
Nov 16 - Nov 17
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
2

7. 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 CA $141
CA $253 total
includes taxes & fees
Nov 18 - Nov 19
Maple Cozy Cabin at Lost Trails
A wooden deck with wicker furniture and a ceiling fan.

8. 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 CA $154
CA $259 total
includes taxes & fees
Nov 1 - Nov 2
Cedar Rustic Cabin at Lost Trails
A kitchen with white cabinets, a stainless steel refrigerator, a black countertop, and a window with a black valance.

9. Downtown Columbus

Downtown Columbus
Columbus
9.8 out of 10, Exceptional, (28 reviews)
"This place was just perfect for us! Cute little neighborhood! Clean and comfortable, we will be back soon!!"
United States
Meghan I.
The price is CA $112
CA $291 total
includes taxes & fees
Nov 12 - Nov 13
Downtown Columbus
A kitchen with white cabinets, a granite countertop, a stainless steel sink, a coffee maker, and a refrigerator.

10. 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 CA $123
CA $272 total
includes taxes & fees
Nov 2 - Nov 3
Charming new tiny house-Friendship IN
A wooden deck with two black rocking chairs and a small table, surrounded by a wooden railing.

11. 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 CA $141
CA $253 total
includes taxes & fees
Nov 2 - Nov 3
Walnut Secluded Cabin at Lost Trails
A wooden deck with a 'WELCOME' sign, surrounded by trees and a path.

12. 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 CA $177
CA $245 total
includes taxes & fees
Nov 1 - Nov 2
Briar Ridge Cabin in Osgood IN
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 CA $216
CA $376 total
includes taxes & fees
Nov 15 - Nov 16
Cabin on the Ridge: The Sequel
Property grounds

14. 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 CA $125
CA $241 total
includes taxes & fees
Nov 2 - Nov 3
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A modern bedroom with a fireplace, a bed, a TV, and artwork on the walls.

15. Walkable Downtown Getaway (FREE Bikes to use)

Walkable Downtown Getaway (FREE Bikes to use)
Columbus
9.8 out of 10, Exceptional, (6 reviews)
"Clean and simple place to stay with great access to downtown Columbus - perfect for enjoying restaurants and architecture tours offered by the town."
United States
Lincoln G.
The price is CA $149
CA $230 total
includes taxes & fees
Nov 1 - Nov 2
Walkable Downtown Getaway (FREE Bikes to use)
A modern living room with a black sofa, white chairs, a round dining table, and a kitchen area with a granite countertop.

16. Cozy 1-Bedroom Retreat ~ New Remodel, Fast Wi-Fi

Cozy 1-Bedroom Retreat ~ New Remodel, Fast Wi-Fi
Columbus
9.8 out of 10, Exceptional, (9 reviews)
"I stayed here with my husband and my mother, and we all loved it! The apartment was very modern and clean, and was in a great location. I would definitely recommend staying here, and hope to do so again in the near future!"
United States
Vivian K.
Cozy 1-Bedroom Retreat ~ New Remodel, Fast Wi-Fi
A spacious wooden cabin with a loft bedroom, a dining area, and a kitchen.

17. 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 CA $184
CA $350 total
includes taxes & fees
Nov 1 - Nov 2
Cabin on the Ridge
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

18. 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
9.6 out of 10, Exceptional, (54 reviews)
"Great place to stay for touring in historic Madison Indiana!"
United States
Linda G.
The price is CA $183
CA $375 total
includes taxes & fees
Nov 1 - Nov 2
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
A rustic interior with a wooden staircase, stone walls, and a dining area with chairs and a table.

19. 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 CA $225
CA $283 total
includes taxes & fees
Oct 31 - Nov 1
School Days
A bedroom with a bed, a desk, a chair, a nightstand, and a window with curtains.

20. Downtown Getaway ~ Historic & Peaceful, FREE Bikes

Downtown Getaway ~ Historic & Peaceful, FREE Bikes
Columbus
9.8 out of 10, Exceptional, (9 reviews)
"Enjoyed our quick visit! Would rent again. Thanks"
United States
Ashley G.
The price is CA $152
CA $236 total
includes taxes & fees
Nov 3 - Nov 4
Downtown Getaway ~ Historic & Peaceful, FREE Bikes
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 Jennings County Hotel Reviews

La Quinta Inn & Suites by Wyndham Columbus - Edinburgh

La Quinta Inn & Suites by Wyndham Columbus - Edinburgh

10/10 Excellent
"Clean"
Patricia 2-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Columbus - Edinburgh

Find out more about Jennings County

Everything you need to know about Jennings County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jennings County vacation rental for you. At Expedia, you can take your pick from private vacation 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 Jennings County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jennings County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jennings 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 Jennings 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.  The selection of Jennings County vacation rentals we have selected for you start as low as CA $241 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jennings County rentals

At Expedia, we put the best Jennings County vacation 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 Jennings 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 Jennings County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jennings 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.