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Find Vacation Homes in Jennings County, IN from $170

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Vacation Homes in Jennings County

Charming 3-bedroom house in lovely downtown Madison.

2.0 star property
8.4 out of 10, Very Good, (5)
Charming 3-bedroom house in lovely downtown Madison.

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

9.8 out of 10, Exceptional, (41)
"We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment. "
$194 nightly
The price is $223
Oct 22 - Oct 23
Total with taxes and fees
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

The Mayor's Suite-Historic Downtown-Columbus, Indiana

10.0 out of 10, Exceptional, (132)
"Awesome place to stay."
The Mayor's Suite-Historic Downtown-Columbus, Indiana

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

9.8 out of 10, Exceptional, (30)
"The house was clean, great location. Would stay again"
$218 nightly
The price is $251
Oct 15 - Oct 16
Total with taxes and fees
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

Relaxing Country Getaway

9.4 out of 10, Exceptional, (41)
"It was a very nice little get away without going too far. Everything was clean, including the hot tub. We will definitely keep this place in mind in the future!"
Relaxing Country Getaway

Modern Nature Cabin | Private Escape in the Forest

9.8 out of 10, Exceptional, (6)
$206 nightly
The price is $221
Oct 16 - Oct 17
Total with taxes and fees
Modern Nature Cabin | Private Escape in the Forest

Bungalow on Main!!

9.8 out of 10, Exceptional, (20)
"Great location to walk around town or to the river. House is charming with nice updates and bigger than it looks from the outside. Great stay. "
Bungalow on Main!!

The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison

10.0 out of 10, Exceptional, (1)
"It was lovely!"
$407 nightly
The price is $468
Oct 13 - Oct 14
Total with taxes and fees
The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison

Country home with beautiful views and access to hiking, biking, and horse trails

10.0 out of 10, Exceptional, (25)
"Can’t say enough good things about this place!"
$219 nightly
The price is $245
Oct 9 - Oct 10
Total with taxes and fees
Country home with beautiful views and access to hiking, biking, and horse trails

Madison's Only YURT Experience

9.2 out of 10, Wonderful, (11)
"This place is adorable and has so much potential. The beds were comfortable and the Yurt was cozy. "
Madison's Only YURT Experience

Walkable Downtown Getaway (FREE Bikes to use)

10.0 out of 10, Exceptional, (2)
"This place was just what my wife and I needed for a night away. The place was clean and the location was perfect. The neighborhood was very nice with unique and well kept homes all around. Downtown was a short walk away and there is plenty so see and do. Our stay was short but we had a very enjoyable time."
$162 nightly
The price is $170
Oct 12 - Oct 13
Total with taxes and fees
Walkable Downtown Getaway (FREE Bikes to use)

Pearl of a new construction home Batesville, IN

9.8 out of 10, Exceptional, (9)
"We were pleased to be able to bring our pets and the home was very cozy and clean. We enjoyed our stay."
Pearl of a new construction home Batesville, IN

4 Paws Getaway in Brown County

10.0 out of 10, Exceptional, (73)
"Put second time staying at 4 Paws and we love staying here! They are amazing at communicating and the little extras are above and beyond. It sets this home apart from all the others we stay at! "
$493 nightly
The price is $550
Oct 12 - Oct 13
Total with taxes and fees
4 Paws Getaway in Brown County

Private 1 BR Home with Hot Tub,Firepit & 5 min to dwtn

10.0 out of 10, Exceptional, (10)
"This was such a nice place, very quiet and peaceful. The property was everything we had hoped for and the host was so nice and helpful."
$289 nightly
The price is $332
Oct 8 - Oct 9
Total with taxes and fees
Private 1 BR Home with Hot Tub,Firepit & 5 min to dwtn

"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

10.0 out of 10, Exceptional, (11)
"We thoroughly enjoyed our time there, and the little extra touches were a pleasant surprise! The house was incredibly clean and the owner was very prompt and responsive to questions we had. Definitely would stay again!"
$324 nightly
The price is $373
Oct 8 - Oct 9
Total with taxes and fees
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

The Artist’s A-Frame

10.0 out of 10, Exceptional, (22)
"I can't say enough about our stay at the Artist's A-Frame. The hosts are exceptional, the location is ideal, and the space is beautiful! I highly recommend and am anxious to return!"
$213 nightly
The price is $245
Oct 20 - Oct 21
Total with taxes and fees
The Artist’s A-Frame

Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St

10.0 out of 10, Exceptional, (9)
"Riverside Retreat is a must stay! It is a great location and exactly as described. Highly recommend. We will be back!"
Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St

"Madison Manor I" by The River: Nice patio, hot tub, gas grill, and fire pit

9.6 out of 10, Exceptional, (11)
"Communication was excellent and quick. The house was perfect for our family. Super clean and comfortable. Highly recommend. "
$326 nightly
The price is $375
Oct 27 - Oct 28
Total with taxes and fees
"Madison Manor I" by The River: Nice patio, hot tub, gas grill, and fire pit

Sassafras Cabin at Lost Trails

10.0 out of 10, Exceptional, (2)
"This cozy cabin was perfect for our girls weekend get away. Host was easy to work with and available when we had trouble getting connected to the WiFi. It was resolved instantly. Would recommend to anyone looking for a weekend get away. "
Sassafras Cabin at Lost Trails

Walkable Historic Home (FREE Bikes to use)

9.6 out of 10, Exceptional, (5)
"We had a wonderful stay here over a long weekend! Communication was great! The bed was a comfortable memory foam, and it was nice having a full kitchen and 1.5 bathrooms even though there were only two of us staying. The unit is very walkable and you can get almost anywhere downtown very easily. Columbus has great downtown areas to just enjoy and we would definitely stay here again! If you’re here on a Saturday during the summer, be sure to check out the farmers market which is just a few blocks...
$171 nightly
The price is $179
Oct 15 - Oct 16
Total with taxes and fees
Walkable Historic Home (FREE Bikes to use)
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

Find out more about Jennings County

Find out more about Jennings County

Booking Tips to Find the Best Jennings County Vacation Homes


How much does it cost to rent a vacation home in Jennings County?

You can find incredible Jennings County vacation homes for all types of budgets: between $170 and $550 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Jennings County?

If you are looking for a great deal on your vacation home in Jennings County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Jennings County?

There are 83 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Jennings County?

Begin by entering your trip dates to see what type of Jennings County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Jennings County?

Booking Jennings County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Jennings County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Jennings County along with your vacation property, into a Jennings County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Jennings County Vacation Homes information

Number of reviews
452
Accommodation
83 Vacation Homes
Lowest Price
$170
Highest Price
$550

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Explore a world of travel with Expedia