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

Jennings County Holiday Rentals

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Our top choices for Jennings County holiday rentals

Property grounds

COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW

COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW
North Vernon
9.8 out of 10, Exceptional, (18 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 HK$2,548
HK$3,302 total
includes taxes & fees
25 Aug - 26 Aug
COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW
View from property

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, (115 reviews)
"Lovely experience, all the peace and quiet we expected."
United States
Maria
The price is HK$1,011
HK$1,524 total
includes taxes & fees
12 Aug - 13 Aug
Postcard Cabins Brown County Indiana, Outdoor Collection by Marriott Bonvoy
Smart TV

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, (48 reviews)
"It was great to have easy parking and available garage. The home was very pet and kid friendly. Super close to Hanover. Will stay here many times over in the future for visits. "
United States
Abby E.
The price is HK$910
HK$1,958 total
includes taxes & fees
2 Aug - 3 Aug
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Exterior

Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (14 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is HK$784
HK$1,356 total
includes taxes & fees
30 Jul - 31 Jul
Sassafras Woodland Cabin at Lost Trails
Property grounds

Briar Ridge Cabin in Osgood IN

Briar Ridge Cabin in Osgood IN
Osgood
10.0 out of 10, Exceptional, (5 reviews)
The price is HK$946
HK$1,323 total
includes taxes & fees
5 Aug - 6 Aug
Briar Ridge Cabin in Osgood IN
Exterior

Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (13 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 HK$784
HK$1,356 total
includes taxes & fees
10 Aug - 11 Aug
Maple Cozy Cabin at Lost Trails
Terrace/patio

Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful cabin. Enjoyed our stay."
United States
Jim A.
The price is HK$784
HK$1,356 total
includes taxes & fees
30 Jul - 31 Jul
Walnut Secluded Cabin at Lost Trails
Coffee/tea maker, fridge, microwave, oven

Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
9.6 out of 10, Exceptional, (4 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 HK$784
HK$1,356 total
includes taxes & fees
2 Aug - 3 Aug
Mulberry Secluded Cabin at Lost Trails
Property grounds

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, (14 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 HK$903
HK$1,598 total
includes taxes & fees
10 Aug - 11 Aug
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Exterior

Buggy Shed

Buggy Shed
Versailles
10.0 out of 10, Exceptional, (1 review)
"Clean, pet friendly, and near the 2 state parks we wanted to see. Easy to check in and host was quick to communicate with us! We stayed at the school house and it was nice!"
United States
Ron L.
Buggy Shed
Exterior

Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River

Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
Madison
The price is HK$917
HK$1,821 total
includes taxes & fees
2 Aug - 3 Aug
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
TV, fireplace

Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (21 reviews)
"Our stay was amazing! Loved this cozy cabin in the woods! "
United States
Alison F.
The price is HK$1,113
HK$2,011 total
includes taxes & fees
5 Aug - 6 Aug
Cabin on the Ridge: The Sequel
Exterior

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (37 reviews)
"Everything was absolutely wonderful "
United States
Michael (alex) W.
The price is HK$988
HK$1,903 total
includes taxes & fees
4 Aug - 5 Aug
The Artist’s A-Frame
Property grounds

Walkable Downtown Getaway (FREE Bikes to use)

Walkable Downtown Getaway (FREE Bikes to use)
Columbus
10.0 out of 10, Exceptional, (4 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 HK$816
HK$1,268 total
includes taxes & fees
2 Aug - 3 Aug
Walkable Downtown Getaway (FREE Bikes to use)
Outdoor dining

Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
10.0 out of 10, Exceptional, (17 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 HK$610
HK$1,717 total
includes taxes & fees
16 Aug - 17 Aug
Modern cabin very close to scenic riverfront walks
Private kitchen

Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN
Versailles
10.0 out of 10, Exceptional, (3 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 HK$690
HK$1,519 total
includes taxes & fees
4 Aug - 5 Aug
Charming new tiny house-Friendship IN
Exterior detail

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
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 HK$485
HK$934 total
includes taxes & fees
30 Jul - 31 Jul
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Terrace/patio

Cozy Tiny House in Scottsburg

Cozy Tiny House in Scottsburg
Scottsburg
9.6 out of 10, Exceptional, (7 reviews)
"Great location nice place comfortable "
United States
Hipolito C.
The price is HK$674
HK$1,423 total
includes taxes & fees
13 Aug - 14 Aug
Cozy Tiny House in Scottsburg
Interior

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
10.0 out of 10, Exceptional, (2 reviews)
"Excellent location, nice deck and spa. Comfy bed large space."
United States
Zoey S.
The price is HK$677
HK$1,320 total
includes taxes & fees
25 Aug - 26 Aug
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
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

Sleep Inn & Suites Columbus South

Sleep Inn & Suites Columbus South

10/10 Excellent
"Todo. Personal, limpieza y desayuno"
Marlyn 2-night trip
Posted 6 hours ago
Sleep Inn & Suites Columbus South