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

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 AU$483
includes taxes & fees
6 Oct - 7 Oct
COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW
A kitchen with white cabinets, a granite countertop, a stainless steel sink, a coffee maker, and a refrigerator.

2. 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 AU$273
includes taxes & fees
21 Sept - 22 Sept
Charming new tiny house-Friendship IN
A cozy wooden cabin interior with a sofa, a dining table, and a TV.

3. 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 AU$355
includes taxes & fees
21 Sept - 22 Sept
Cabin on the Ridge: The Sequel
A spacious wooden cabin with a loft bedroom, a dining area, and a kitchen.

4. 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.
The price is AU$370
includes taxes & fees
21 Sept - 22 Sept
Cabin on the Ridge
An outdoor patio with a covered seating area, string lights, and potted plants.

5. Beautiful, cozy, lakeside wooded getaway in serene surroundings.

Beautiful, cozy, lakeside wooded getaway in serene surroundings.
Osgood
10.0 out of 10, Exceptional, (7 reviews)
"The property is located in such a lovely peaceful setting. Early morning on the patio listening to the birds is calming. The inside of the property is charming and everything is spotless. Very nice and we will return if we ever go back through the area again."
United States
Vicki M.
The price is AU$309
includes taxes & fees
14 Sept - 15 Sept
Beautiful, cozy, lakeside wooded getaway in serene surroundings.
A wooden deck with a 'WELCOME' sign, surrounded by trees and a path.

6. Briar Ridge Cabin in Osgood IN

Briar Ridge Cabin in Osgood IN
Osgood
10.0 out of 10, Exceptional, (7 reviews)
"A lovely accommodation! The cabin was spotless, well kept and comfortable, and the property was private and quiet. Great hosts that were very responsive and quick to help with anything. Would absolutely recommend!"
United States
Shirley Z.
The price is AU$218
includes taxes & fees
14 Sept - 15 Sept
Briar Ridge Cabin in Osgood IN

7. Romantic Private Retreat 5 min from downtown with hot tub, firepit, grill

Romantic Private Retreat 5 min from downtown with hot tub, firepit, grill
Madison
10.0 out of 10, Exceptional, (20 reviews)
"Such a cute little place for my husband and I to get away for my birthday weekend! The house was adorable, well stocked for daily needs and very clean! Will definitely stay here again and recommend it to others!! "
United States
Claire S.
The price is AU$448
includes taxes & fees
23 Sept - 24 Sept
Romantic Private Retreat 5 min from downtown with hot tub, firepit, grill
A cozy, illuminated tent-like structure with a green door, surrounded by trees and a gravel path.

8. Romantic 1 BR Retreat on the edge of woods with private hot tub

Romantic 1 BR Retreat on the edge of woods with private hot tub
Madison
The price is AU$309
includes taxes & fees
16 Sept - 17 Sept
Romantic 1 BR Retreat on the edge of woods with private hot tub
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.
The price is AU$260
includes taxes & fees
14 Sept - 15 Sept
Cedar Rustic Cabin at Lost Trails

10. 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 AU$244
includes taxes & fees
22 Sept - 23 Sept
Maple Cozy Cabin at Lost Trails
A wooden cabin with a porch, a staircase, and a deck.

11. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (15 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is AU$220
includes taxes & fees
22 Sept - 23 Sept
Sassafras Woodland Cabin at Lost Trails
A wooden deck with two black rocking chairs and a small table, surrounded by a wooden railing.

12. 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 AU$244
includes taxes & fees
14 Sept - 15 Sept
Walnut Secluded Cabin at Lost Trails
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

13. 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 AU$244
includes taxes & fees
15 Sept - 16 Sept
Mulberry Secluded Cabin at Lost Trails
A modern kitchen with a central island, bar stools, and a dining area with a patterned table.

14. 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, (73 reviews)
"Love the stay very relaxed"
United States
Steve C.
The price is AU$328
includes taxes & fees
14 Sept - 15 Sept
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
A two-story wooden cabin with a balcony and a staircase.

15. Downtown Riverfront Cottage

Downtown Riverfront Cottage
Madison Historic District
The price is AU$603
includes taxes & fees
14 Oct - 15 Oct
Downtown Riverfront Cottage
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

16. The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205

The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205
Madison Historic District
9.8 out of 10, Exceptional, (7 reviews)
"Cozy, peaceful, wonderful with great location. "
United Kingdom
Ed E.
The price is AU$308
includes taxes & fees
9 Oct - 10 Oct
The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205
A residential property with a red door, a small front yard with grass and shrubs, and a neighboring church with a steeple.

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

Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
Madison Historic District
9.0 out of 10, Wonderful, (2 reviews)
"Good location, well stocked with essentials."
United States
Leslie W.
The price is AU$337
includes taxes & fees
14 Sept - 15 Sept
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
An outdoor patio with a hot tub, a fire pit, and string lights.

18. "Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Madison Historic District
10.0 out of 10, Exceptional, (21 reviews)
"we had a good time. enjoyed our visit"
United States
Douglas S.
The price is AU$511
includes taxes & fees
22 Sept - 23 Sept
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
An outdoor patio with a hot tub, a fire pit, and string lights.

19. Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16

Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16
Madison Historic District
10.0 out of 10, Exceptional, (3 reviews)
"Great house. Quiet location. Easy walk to main street resturanrs and shops."
United States
christine g.
The price is AU$1,027
includes taxes & fees
15 Sept - 16 Sept
Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16
An outdoor patio with a hot tub, a fire pit, and string lights.

20. "Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8

"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
Madison Historic District
9.6 out of 10, Exceptional, (15 reviews)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
United States
Howard B.
The price is AU$522
includes taxes & fees
14 Sept - 15 Sept
"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
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
"Very close to everything - food - shopping. Nashville. Great place to stay"
Christiane 7-night trip
Posted 12 hours ago
La Quinta Inn & Suites by Wyndham Columbus - Edinburgh

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, 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 depend 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 chosen for you start as low as AU$240 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.