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

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Our top choices for Jennings County holiday 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 £261
includes taxes & fees
6 Oct - 7 Oct
COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW

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, (134 reviews)
"What a great place to stay for a weekend getaway. Looking forward to staying there again."
United States
Alison
The price is £115
includes taxes & fees
29 Sept - 30 Sept
Postcard Cabins Brown County Indiana, Outdoor Collection by Marriott Bonvoy
A wooden deck with two black rocking chairs and a small table, surrounded by a wooden railing.

3. 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 £134
includes taxes & fees
19 Oct - 20 Oct
Walnut Secluded Cabin at Lost Trails
A wooden cabin with a porch, a staircase, and a deck.

4. 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 £115
includes taxes & fees
26 Oct - 27 Oct
Sassafras Woodland Cabin at Lost Trails

5. 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 £134
includes taxes & fees
4 Oct - 5 Oct
Maple Cozy Cabin at Lost Trails
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

6. 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 £134
includes taxes & fees
5 Oct - 6 Oct
Mulberry Secluded Cabin at Lost Trails
A covered outdoor seating area with Adirondack chairs and a fire pit, surrounded by trees and gravel.

7. Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
9.6 out of 10, Exceptional, (19 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 £183
includes taxes & fees
21 Oct - 22 Oct
Modern cabin very close to scenic riverfront walks

8. 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 £133
includes taxes & fees
27 Sept - 28 Sept
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
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.
Cedar Rustic Cabin at Lost Trails
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 £175
includes taxes & fees
28 Sept - 29 Sept
Cabin on the Ridge: The Sequel
A wooden deck with a 'WELCOME' sign, surrounded by trees and a path.

11. 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 £135
includes taxes & fees
30 Sept - 1 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.

12. 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 £150
includes taxes & fees
14 Oct - 15 Oct
Charming new tiny house-Friendship IN
A brick pathway lined with trees and a black iron fence, leading to a building with a brick facade.

13. Walkable Cozy Downtown Studio (FREE Bikes to use)

Walkable Cozy Downtown Studio (FREE Bikes to use)
Columbus
7.4 out of 10, Good, (3 reviews)
"The location was excellent and the place was clean. Easy to check in and out. "
United States
Mary C.
The price is £114
includes taxes & fees
5 Oct - 6 Oct
Walkable Cozy Downtown Studio (FREE Bikes to use)
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

14. 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, (52 reviews)
"Close to downtown Madison and Clifty Falls, this place had everything we needed to visit the area and relax I'm the evening."
United States
Maggie D.
The price is £186
includes taxes & fees
30 Sept - 1 Oct
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
A modern living room with a sofa, a green armchair, a coffee table, and a bookshelf filled with plants and decorative items.

15. Walkable Historic Home (FREE Bikes to use)

Walkable Historic Home (FREE Bikes to use)
Columbus
9.4 out of 10, Exceptional, (12 reviews)
"Nice place and clean"
United States
Kathy J.
The price is £126
includes taxes & fees
29 Sept - 30 Sept
Walkable Historic Home (FREE Bikes to use)
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

16. 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
9.0 out of 10, Wonderful, (14 reviews)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is £108
includes taxes & fees
28 Sept - 29 Sept
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
A covered porch with a wooden door, potted plants, and a metal railing.

17. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (40 reviews)
"Very nice house and convenient to downtown, etc. If you stay here you definitely won’t be disappointed."
United States
Shirley L.
The price is £187
includes taxes & fees
29 Sept - 30 Sept
The Artist’s A-Frame
A kitchen with white cabinets, a stainless steel refrigerator, a black countertop, and a window with a black valance.

18. 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 £154
includes taxes & fees
30 Sept - 1 Oct
Downtown Columbus
A spacious wooden cabin with a loft bedroom, a dining area, and a kitchen.

19. 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 brick pathway lined with trees and a black iron fence.

20. Downtown Getaway ~ Historic & Peaceful, FREE Bikes

Downtown Getaway ~ Historic & Peaceful, FREE Bikes
Columbus
9.8 out of 10, Exceptional, (8 reviews)
"Enjoyed our quick visit! Would rent again. Thanks"
United States
Ashley G.
The price is £120
includes taxes & fees
28 Sept - 29 Sept
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

Comfort Inn Edinburgh - Columbus

Comfort Inn Edinburgh - Columbus

10/10 Excellent
"The staff on duty could speak English. I did not have to guess what she was saying while being helpful and very polite."
Patti 1-night trip
Posted 13 hours ago
Comfort Inn Edinburgh - Columbus

Find out more about Jennings County

Everything you need to know about Jennings 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 Jennings 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 Jennings County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Jennings County holiday 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 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 Jennings County holiday rentals we have selected for you start as low as £115 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 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 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 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 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. 

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