A courthouse with a clock tower, surrounded by trees and a parking lot.

Holiday Rentals in Jackson County

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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

Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA
Vallonia
10.0 out of 10, Exceptional, (20 reviews)
"Outstanding place to stay. Plenty of peace and quiet but still not too far from groceries and gas."
United States
James
Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA
View from property

2. 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, (159 reviews)
"We were pleasantly surprised at how clean & comfortable the cabin was! They replenished the wood for the campfire every day. Great stay…would definitely rent again!"
United States
Sharon
The price is €145
includes taxes & fees
10 Dec - 11 Dec
Postcard Cabins Brown County Indiana, Outdoor Collection by Marriott Bonvoy
A restaurant with wooden tables and chairs, string lights, a bar area, and a television screen.

3. Salt Creek Golf Retreat

Salt Creek Golf Retreat
3.5 star property
Nashville
9.2 out of 10, Wonderful, (181 reviews)
"Perfect spot for a weekend away!"
United States
Allison
The price is €171
includes taxes & fees
12 Nov - 13 Nov
Salt Creek Golf Retreat
A wooden deck with a view of a lake and a sign reading "Lake View."

4. Cozy Country Cabin quiet country retreat

Cozy Country Cabin quiet country retreat
Orleans
10.0 out of 10, Exceptional, (218 reviews)
"the cabini was amazing and relaxing, we will definitely be coming back again"
United States
Krista F.
The price is €178
includes taxes & fees
6 Dec - 7 Dec
Cozy Country Cabin quiet country retreat
A garden entrance with a wooden archway labeled "GARDEN," a pathway leading to a red building, and a welcome sign.

5. Betty Lou's Garden Guest Suite

Betty Lou's Garden Guest Suite
Nashville
9.6 out of 10, Exceptional, (259 reviews)
"This was a really cute little place to stay-amenities were GREAT!! Highly recommend, close to everything in Nashville"
United States
Lisa E.
The price is €143
includes taxes & fees
6 Dec - 7 Dec
Betty Lou's Garden Guest Suite
A living room with a sofa, a coffee table, and a dining area with chairs and a table.

6. 8 Mi to Indiana University, Home w/ Patio

8 Mi to Indiana University, Home w/ Patio
3.0 star property
Bloomington
The price is €730
includes taxes & fees
1 Dec - 2 Dec
8 Mi to Indiana University, Home w/ Patio
A log cabin with a wooden exterior, a porch, and a staircase leading to a deck.

7. "Treehouse Suite" at Rustic Retreat Cabin w/Old Fashion Saun

"Treehouse Suite" at Rustic Retreat Cabin w/Old Fashion Saun
Nashville
9.4 out of 10, Exceptional, (3 reviews)
"Very friendly cabin with the essentials to enjoy a weekend getaway "
United States
Ryan H.
"Treehouse Suite" at Rustic Retreat Cabin w/Old Fashion Saun
A rustic log cabin with a wooden deck and stairs leading to a porch.

8. "Timber Nook" Suite at Rustic Retreat Cabin w/amenities

"Timber Nook" Suite at Rustic Retreat Cabin w/amenities
Van Buren Township
9.8 out of 10, Exceptional, (37 reviews)
"Great location away from the Nashville strip. Clean comfortable and owner was so easy to work with and accommodating!"
United States
Scott C.
The price is €326
includes taxes & fees
10 Dec - 11 Dec
"Timber Nook" Suite at Rustic Retreat Cabin w/amenities
A living room with a television, a sofa, a coffee table, a patterned rug, and a door leading outside.

9. Charming 2-bedroom house with WiFi, AC in superb Bedford

Charming 2-bedroom house with WiFi, AC in superb Bedford
Bedford
9.8 out of 10, Exceptional, (16 reviews)
"Everything was perfect! Would love to stay there again on my next trip!"
United States
Zhain T.
Charming 2-bedroom house with WiFi, AC in superb Bedford
A modern kitchen with a central island, stainless steel appliances, and a view to the outdoors.

10. Cozy house on a quiet street

Cozy house on a quiet street
Bedford
9.8 out of 10, Exceptional, (37 reviews)
"Nice stay!!"
United States
Jason R.
Cozy house on a quiet street
A room with a wooden table, books, a decorative object, a bench, and a view through large windows.

11. Secluded Waterfront Cabin - Firepit, Wraparound Deck, Lake Monroe Views

Secluded Waterfront Cabin - Firepit, Wraparound Deck, Lake Monroe Views
Nashville
10.0 out of 10, Exceptional, (32 reviews)
"Host was very communicative and responsive. The place is really nice! We enjoyed our stay very much."
United States
Anne P.
The price is €423
includes taxes & fees
1 Dec - 2 Dec
Secluded Waterfront Cabin - Firepit, Wraparound Deck, Lake Monroe Views
A natural pool surrounded by trees, with a wooden dock and a sandy area.

12. Whitetail Woods Cabin

Whitetail Woods Cabin
Seymour
9.6 out of 10, Exceptional, (23 reviews)
"This cabin is so cute! My kids had a great time. The beach and lake were a hit. The lake was clean and beautiful. We all had so much fun and want to return in the future."
United States
Colleen P.
Whitetail Woods Cabin
A fire pit surrounded by four Adirondack chairs, a small table, and string lights in a garden setting.

13. Charming 2-bedroom house in perfect Nashville! Close to the Heart of Nashville

Charming 2-bedroom house in perfect Nashville! Close to the Heart of Nashville
Nashville
10.0 out of 10, Exceptional, (62 reviews)
"We enjoyed our stay very much. Everything was clean and charming. A very restful setting that is close to all of the activities that we had planned."
United States
Thomas N.
The price is €261
includes taxes & fees
16 Nov - 17 Nov
Charming 2-bedroom house in perfect Nashville! Close to the Heart of Nashville
A brick building with a central entrance, a small porch, and a pathway leading to the entrance.

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

The Lanning House: 3-bedroom house in fabulous downtown Salem with AC
Salem
9.8 out of 10, Exceptional, (12 reviews)
"We loved our stay here. It was the perfect location. The house was clean and I would stay here again."
United States
Nina L.
The Lanning House: 3-bedroom house in fabulous downtown Salem with AC
A rustic cabin with a porch, stone walls, and an American flag.

15. Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
Henryville
10.0 out of 10, Exceptional, (176 reviews)
"Great host, clean house in a great location. We really enjoyed our stay."
United States
Michael S.
The price is €433
includes taxes & fees
17 Nov - 18 Nov
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
A wooden deck with wicker chairs and a table, overlooking a forested area.

16. "Lazy Lodge" Suite - Rustic Retreat Cabin w/sauna & fire pit

"Lazy Lodge" Suite - Rustic Retreat Cabin w/sauna & fire pit
Van Buren Township
9.6 out of 10, Exceptional, (37 reviews)
"It was the perfect off the beaten path weekend getaway!"
United States
Catherine C.
The price is €313
includes taxes & fees
12 Nov - 13 Nov
"Lazy Lodge" Suite - Rustic Retreat Cabin w/sauna & fire pit
A modern kitchen with white cabinets, a large island with bar stools, a built-in oven, and a stainless steel refrigerator.

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

Country home with beautiful views and access to hiking, biking, and horse trails
Henryville
9.8 out of 10, Exceptional, (44 reviews)
"Nice peaceful place quiet and just what we was looking for"
United States
Cruze B.
Country home with beautiful views and access to hiking, biking, and horse trails
A couple seated at an outdoor table with a scenic view of a green landscape.

18. Dream Getaway Cottage w/ Endless Hilltop Views - Seasonal Pool/Hot Tub

Dream Getaway Cottage w/ Endless Hilltop Views - Seasonal Pool/Hot Tub
Paoli
9.2 out of 10, Wonderful, (30 reviews)
"The property is beautiful, host was easily accessible with any questions and issues during check in."
United States
Alexandra B.
The price is €239
includes taxes & fees
24 Nov - 25 Nov
Dream Getaway Cottage w/ Endless Hilltop Views - Seasonal Pool/Hot Tub
A living room with a grey sofa, a white armchair, a round coffee table, and a TV stand with a plant and books.

19. Cozy-Hoosier themed bungalow-Walk to best city parks and Downtown.

Cozy-Hoosier themed bungalow-Walk to best city parks and Downtown.
Bryan Park
10.0 out of 10, Exceptional, (46 reviews)
"Great location!"
United States
Colette E.
The price is €185
includes taxes & fees
16 Nov - 17 Nov
Cozy-Hoosier themed bungalow-Walk to best city parks and Downtown.
A spacious living area with a stone fireplace, wooden beams, and a television.

20. 8 Does A Dancin'

8 Does A Dancin'
Nashville
10.0 out of 10, Exceptional, (95 reviews)
"Great property! Nice and quiet and that was what we wanted for our wedding anniversary. Hiking at the State Park was great and the town of Nashville is super friendly."
United States
Tim M.
The price is €481
includes taxes & fees
12 Nov - 13 Nov
8 Does A Dancin'
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 Jackson County Hotel Reviews

Hyatt Place Bloomington

Hyatt Place Bloomington

10/10 Excellent
"Nice place! And great staff"
Erwin 1-night trip
Posted 8 hours ago
Hyatt Place Bloomington

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 €143 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.