Jackson County Holiday Rentals from €134: Search Short-Term Rentals

A wooden pedestrian bridge with a metal truss structure.

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Our top choices for Jackson County holiday rentals

A modern kitchen with a central island, black cabinets, a microwave, and a stove.

1. Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA

Vallonia

James

2. Postcard Cabins Brown County Indiana, Outdoor Collection by Marriott Bonvoy

Columbus

Alison

includes taxes & fees

1 Oct - 2 Oct

A wooden deck with a picnic table and benches, surrounded by a wooden fence and trees.

3. Rustic Cabin with Views in Bloomington

Bloomington

Michael H.

includes taxes & fees

28 Sept - 29 Sept

A wooden porch with a glass door and windows, a round table, and a bench.

4. Homey Cabin in Bloomington

Bloomington

Jennifer G.

includes taxes & fees

28 Sept - 29 Sept

A covered patio with a door, two wicker chairs, and string lights.

5. Cozy Tiny House in Scottsburg

Scottsburg

Hipolito C.

includes taxes & fees

24 Oct - 25 Oct

A bedroom with a bed, a dresser, a television, and a potted plant.

6. Cozy 2BR Lake Monroe Golf Condo IU Bloomington

Bloomington

Kara

includes taxes & fees

30 Sept - 1 Oct

A garden entrance with a wooden archway labeled "GARDEN," a pathway leading to a red building, and a welcome sign.

7. Betty Lou's Garden Guest Suite

Nashville

Robin A.

includes taxes & fees

28 Sept - 29 Sept

A two-story log cabin with a porch and a deck, surrounded by a well-maintained lawn and trees.

8. Couples Getaway with Outdoor Hot Tub!

Bloomington

Jen O.

includes taxes & fees

28 Sept - 29 Sept

A rustic cabin by a pond with a grassy area and trees in the background.

9. Cozy Country Cabin quiet country retreat

Orleans

Pamela

includes taxes & fees

28 Oct - 29 Oct

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

10. Downtown Getaway ~ Historic & Peaceful, FREE Bikes

Columbus

Ashley G.

includes taxes & fees

28 Sept - 29 Sept

A kitchen with white cabinets, a stainless steel refrigerator, a black countertop, and a window with a black valance.

11. Downtown Columbus

Columbus

Meghan I.

includes taxes & fees

30 Sept - 1 Oct

12. "Baker" Camping Cabin #2 | Pet Friendly

Beanblossom

Jose M.

includes taxes & fees

28 Sept - 29 Sept

A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

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

Hanover

Maggie D.

includes taxes & fees

8 Oct - 9 Oct

A fountain in a park with a golf course in the background.

14. Salt Creek Golf Retreat

Nashville

Allison

includes taxes & fees

11 Oct - 12 Oct

A modern living room with a black sofa, a dining table with chairs, a kitchen area with a refrigerator, and a large window.

15. Cozy 1-Bedroom Retreat ~ New Remodel, Fast Wi-Fi

Columbus

Vivian K.

includes taxes & fees

11 Oct - 12 Oct

16. "Rowan" Camping Cabin #4 | Pet Friendly

Beanblossom

Brittney

includes taxes & fees

28 Sept - 29 Sept

17. "Hank" Camping Cabin #1 | Pet Friendly

Beanblossom

Renee E.

includes taxes & fees

29 Sept - 30 Sept

18. Lake Monroe Golf & Nature Retreat

Bloomington

Bruce

includes taxes & fees

28 Sept - 29 Sept

A modern kitchen with a central island, stainless steel appliances, and a view to the outdoors.

19. Cozy house on a quiet street

Bedford

Michelle R.

includes taxes & fees

28 Sept - 29 Sept

A brick building with a central entrance, a small porch, and a pathway leading to the entrance.

20. The Lanning House: 3-bedroom house in fabulous downtown Salem with AC

Salem

Andrew H.

includes taxes & fees

28 Oct - 29 Oct

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Top Jackson County Hotel Reviews

Super 8 by Wyndham Bloomington University Area

10/10 Excellent

"Hey"

MainStay Suites Bloomington near University

8/10 Good

"Great location for IU family weekend, super clean, able to bring our dog, very spacious rooms, little details—little repairs needed here and there were noted. Waited last minute to book on our way there and paid a much more “reasonable” price for two nights (still crazy cost). Lots of good walkable restaurants in the area. The hotel itself for location and the event going on, was perfect for what it was. Would not otherwise pay what we did for this particular hotel. But it was ok."

Brown County Inn

8/10 Good

"The buffet breakfast was really good . Had everything on it , pancakes , eggs , sausage , bacon , biscuits , gravy , cereal , home fries, hash browns . Something for everyone . The girl that seated us talked so fast that we had no clue what she even said she didn't have much of a personality. Our waitress Molly was very nice . Our first room was a first floor garden room . It was very nice . It was on the back side where the playground was. It was only in the 60's and the room was pretty cold so turned the heat on and it set off smoke detector. Called front desk and they sent a maintenance person in after we left for a show at Event Center . We returned 3hrs later and the smoke detector kept chirping. We called the front desk and because it would be awhile before maintenance could come and fix it , they put us in a different room . It also was on first floor and very nice . The patio was facing the parking lot but we didn't mind at all . They also gave us breakfast certificates. We thought that was nice of them to do that for the inconvenience. Over all I would stay again . This wasn't out first time staying here . There is also a walking path behind the inn that's really nice ."

Postcard Cabins Brown County Indiana, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"The place was great, very clean, but code didn’t work upon arrival and had to contact them. However, the contact was prompt and problem was fixed and they were nice to talk to. The check out code didn’t work either. For the size of the place, I think it’s a little expensive. But everything is nice and they offer a lot."

Find out more about Jackson County

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

Jackson County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jackson 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 Jackson 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 Jackson County holiday rentals we have selected for you start as low as €134 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jackson County rentals

At Expedia, we put the best Jackson 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 Jackson 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 Jackson 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 Jackson 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.

Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Jackson County holiday rentals

1. Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA

2. Postcard Cabins Brown County Indiana, Outdoor Collection by Marriott Bonvoy

3. Rustic Cabin with Views in Bloomington

4. Homey Cabin in Bloomington

5. Cozy Tiny House in Scottsburg

6. Cozy 2BR Lake Monroe Golf Condo IU Bloomington

7. Betty Lou's Garden Guest Suite

8. Couples Getaway with Outdoor Hot Tub!

9. Cozy Country Cabin quiet country retreat

10. Downtown Getaway ~ Historic & Peaceful, FREE Bikes

11. Downtown Columbus

12. "Baker" Camping Cabin #2 | Pet Friendly

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

14. Salt Creek Golf Retreat

15. Cozy 1-Bedroom Retreat ~ New Remodel, Fast Wi-Fi

16. "Rowan" Camping Cabin #4 | Pet Friendly

17. "Hank" Camping Cabin #1 | Pet Friendly

18. Lake Monroe Golf & Nature Retreat

19. Cozy house on a quiet street

20. The Lanning House: 3-bedroom house in fabulous downtown Salem with AC

Find holiday rentals that suit your style

Top Jackson County Hotel Reviews

Super 8 by Wyndham Bloomington University Area

MainStay Suites Bloomington near University

Grant Street Inn

Brown County Inn

La Quinta Inn & Suites by Wyndham Columbus - Edinburgh

Best Value Inn

Courtyard by Marriott Bloomington

Postcard Cabins Brown County Indiana, Outdoor Collection by Marriott Bonvoy

Graduate by Hilton Bloomington

Find out more about Jackson County

Holiday Rentals in Jackson County

Change your mind

Treat yourself

Be picky

Our top choices for Jackson County holiday rentals

1. Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA

2. Postcard Cabins Brown County Indiana, Outdoor Collection by Marriott Bonvoy

3. Rustic Cabin with Views in Bloomington

4. Homey Cabin in Bloomington

5. Cozy Tiny House in Scottsburg

6. Cozy 2BR Lake Monroe Golf Condo IU Bloomington

7. Betty Lou's Garden Guest Suite

8. Couples Getaway with Outdoor Hot Tub!

9. Cozy Country Cabin quiet country retreat

10. Downtown Getaway ~ Historic & Peaceful, FREE Bikes

11. Downtown Columbus

12. "Baker" Camping Cabin #2 | Pet Friendly

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

14. Salt Creek Golf Retreat

15. Cozy 1-Bedroom Retreat ~ New Remodel, Fast Wi-Fi

16. "Rowan" Camping Cabin #4 | Pet Friendly

17. "Hank" Camping Cabin #1 | Pet Friendly

18. Lake Monroe Golf & Nature Retreat

19. Cozy house on a quiet street

20. The Lanning House: 3-bedroom house in fabulous downtown Salem with AC

Find holiday rentals that suit your style

Top Jackson County Hotel Reviews

Super 8 by Wyndham Bloomington University Area

Find out more about Jackson County