Photo by Susan Ross

Jennings County Holiday Rentals

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Featured Jennings County Holiday Rentals

Exterior
Postcard Cabins Brown County, Outdoor Collection by Marriott Bonvoy

Cabin in Columbus

2.0 star property
9.4 out of 10, Exceptional, (55)
"It was amazing stay!"
United States
Anas
The price is HK$693
HK$1,154 total
includes taxes & fees
7 Dec - 8 Dec
Postcard Cabins Brown County, Outdoor Collection by Marriott Bonvoy
Outdoor dining
NEW! Secluded retreat with private pool+chef's kitchen+hot tub+pond+theaterl!

Cabin in Freetown

2.0 star property
10.0 out of 10, Exceptional, (42)
"The property was fantastic, clean, and wonderful! Would definitely stay again!"
United States
Alicia G.
The price is HK$2,120
HK$5,603 total
includes taxes & fees
4 Jan - 5 Jan 2026
NEW! Secluded retreat with private pool+chef's kitchen+hot tub+pond+theaterl!
Property grounds
Brown County At It's Best Beautiful Cozy meticulous clean LG Game Room arcade!

Cabin in Nashville

10.0 out of 10, Exceptional, (49)
"One of the best cabins I have stayed in! "
United States
summer r.
Brown County At It's Best Beautiful Cozy meticulous clean LG Game Room arcade!
Outdoor spa tub
Brown County Cozy Cabin--Close to Story, Nashville, Columbus on 6 acres

Cabin in Columbus

9.2 out of 10, Wonderful, (49)
"The cabin was a great location."
United States
S D.
Brown County Cozy Cabin--Close to Story, Nashville, Columbus on 6 acres
4 bedrooms, free WiFi, bed sheets
Rustic cabin just outside of Madison!

Cabin in Madison

10.0 out of 10, Exceptional, (53)
"Great day, we loved the cabin!"
United States
Mark C.
Rustic cabin just outside of Madison!
Interior
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

Apartment in Madison

10.0 out of 10, Exceptional, (61)
"This was the best place I have ever stayed. The place was amazing and the hospitality exceeded expectations. I would definitely recommend staying here. "
United States
Adam K.
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
Fridge, microwave, oven, stovetop
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Holiday Home in Madison

9.8 out of 10, Exceptional, (51)
"It is a nice place. We were able to walk to the river and main street fairly easy. "
United States
Paul W.
The price is HK$973
HK$1,942 total
includes taxes & fees
16 Dec - 17 Dec
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Smart TV
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

Apartment in Madison

10.0 out of 10, Exceptional, (21)
"Great downtown location in a peaceful little town. "
United States
Megan M.
The price is HK$666
HK$1,437 total
includes taxes & fees
7 Dec - 8 Dec
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Exterior
Cozy Tiny House in Scottsburg

Holiday Home in Scottsburg

9.4 out of 10, Exceptional, (3)
"Cute, clean, and comfortable stay! Great communication with host! "
United States
Teresa B.
The price is HK$615
HK$1,343 total
includes taxes & fees
29 Dec - 30 Dec
Cozy Tiny House in Scottsburg
Outdoor spa tub
1 Liberty Log Cabin in Brown County

Cabin in Nashville

10.0 out of 10, Exceptional, (33)
"A nice and upscale stay. Quiet and private. "
United States
Steven
The price is HK$1,119
HK$3,180 total
includes taxes & fees
7 Dec - 8 Dec
1 Liberty Log Cabin in Brown County
Exterior
Sleeps 4, Rustic, Secluded

Holiday Home in 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.
The price is HK$852
HK$1,777 total
includes taxes & fees
8 Dec - 9 Dec
Sleeps 4, Rustic, Secluded
Exterior
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

Apartment in Madison

2.0 star property
10.0 out of 10, Exceptional, (14)
"Great little place. Location was exceptional. "
United States
Andrew P.
The price is HK$981
HK$1,307 total
includes taxes & fees
8 Dec - 9 Dec
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
Smart TV, fireplace, video games, DVD player
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

Cabin in Henryville

10.0 out of 10, Exceptional, (153)
"This is beautiful property and thoughtful amenities. The host is super responsive. We cannot wait to plan our next stay. "
United States
Katie A.
The price is HK$1,752
HK$3,721 total
includes taxes & fees
8 Dec - 9 Dec
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
Outdoor dining
Atop Pine Hill Cabin

Apartment in Nashville

10.0 out of 10, Exceptional, (59)
"Property was exactly what we envisioned it being. Our stay was very enjoyable."
United States
Charles Spears
The price is HK$985
HK$2,757 total
includes taxes & fees
7 Dec - 8 Dec
Atop Pine Hill Cabin
Property grounds
1800’s restored log cabin on 26 private rolling wooded acres with sunset views

Cabin in Madison

10.0 out of 10, Exceptional, (209)
"Francine's Cabin is such a peaceful and private place to stay. We love it and have stayed there several times. "
United States
Tammy C.
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Interior
Stoney Creek - Sit back and unwind

Cabin in Madison

10.0 out of 10, Exceptional, (102)
"Close enough to be convenient to local attractions, out enough to be mostly quiet. "
United States
Garry B.
Stoney Creek - Sit back and unwind
Exterior
The Artist’s A-Frame

Holiday Home in Madison

10.0 out of 10, Exceptional, (25)
"Wonderful place to stay "
United States
Susan H.
The price is HK$981
HK$1,898 total
includes taxes & fees
18 Dec - 19 Dec
The Artist’s A-Frame
Microwave, oven, stovetop
Charming 2-bedroom house with a river view in wonderful Madison

Holiday Home in Madison

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great spot walkable to downtown Madison & the river area. Appreciated how well-stocked the kitchen, bathroom, and laundry were. And being able to bring a pet was a big plus."
United States
Chelsea C.
Charming 2-bedroom house with a river view in wonderful Madison
Property grounds
Whitetail Woods Cabin

Apartment in Seymour

9.6 out of 10, Exceptional, (19)
"Enjoyed the stay "
United States
Jason W.
The price is HK$1,030
HK$2,299 total
includes taxes & fees
7 Dec - 8 Dec
Whitetail Woods Cabin
Property grounds
Windrush: Indoor Pool/Hot Tub/Sauna/Arcade

Holiday Home in Columbus

10.0 out of 10, Exceptional, (5)
"The property is as beautiful as advertised and very well appointed. The indoor pool was perfect for our group trip with kids and the hosts made everything very easy. "
United States
Daniel H.
Windrush: Indoor Pool/Hot Tub/Sauna/Arcade
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

Hillside Inn

Hillside Inn

10/10 Excellent
"Very nice view of the river and downtown, staff is very friendly nice older place with very reasonable prices "
Dustin 1-night trip
Posted 2 days ago
Hillside Inn