Medora Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Medora vacation rentals

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1. 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, (155 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
$141 nightly
The price is $162
Dec 7 - Dec 8
Total with taxes and fees
Postcard Cabins Brown County Indiana, Outdoor Collection by Marriott Bonvoy
A modern kitchen with a central island, black cabinets, a microwave, and a stove.

2. 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
$287 nightly
The price is $321
Dec 1 - Dec 2
Total with taxes and fees
Updated Getaway in the hills of southern Indiana. Minutes from Starve Hollow SRA
A living room with a television, sofa, and a 'welcome' sign on the wall.

3. 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.
$195 nightly
The price is $219
Nov 17 - Nov 18
Total with taxes and fees
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.

4. 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.
$218 nightly
The price is $244
Nov 8 - Nov 9
Total with taxes and fees
Cozy house on a quiet street
A two-story building with a gabled roof, large wooden doors, and a small window with shutters.

5. Goat Cottage at Donkeytown

Goat Cottage at Donkeytown
Heltonville
10.0 out of 10, Exceptional, (1 review)
"The highlight was certainly the donkeys, goats, sheep and chickens. We also fished, found some tadpoles, and ATVd. Overall a great family get together while everyone was in town for a wedding. Very memorable way to extend the festivities of the weekend. We had the Goat Cottage and the farmhouse. Farmhouse kitchen was great for the whole group. Thank you! We hope to return!"
United States
Jollene J.
$279 nightly
The price is $300
Nov 9 - Nov 10
Total with taxes and fees
Goat Cottage at Donkeytown
A wooden deck with a view of a lake and a sign reading "Lake View."

6. Cozy Country Cabin quiet country retreat

Cozy Country Cabin quiet country retreat
Orleans
10.0 out of 10, Exceptional, (217 reviews)
"Great place!"
United States
Joe C.
$173 nightly
The price is $192
Nov 8 - Nov 9
Total with taxes and fees
Cozy Country Cabin quiet country retreat
A brick building with a central entrance, a small porch, and a pathway leading to the entrance.

7. 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, (11 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.
$263 nightly
The price is $294
Nov 9 - Nov 10
Total with taxes and fees
The Lanning House: 3-bedroom house in fabulous downtown Salem with AC
A natural pool surrounded by trees, with a wooden dock and a sandy area.

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

9. Cozy 2BR Lake Monroe Golf Condo IU Bloomington

Cozy 2BR Lake Monroe Golf Condo IU Bloomington
Bloomington
10.0 out of 10, Exceptional, (105 reviews)
"Clean and comfortable stay"
United States
Brigid F.
$155 nightly
The price is $174
Nov 8 - Nov 9
Total with taxes and fees
Cozy 2BR Lake Monroe Golf Condo IU Bloomington
A dining area with a table and chairs, a chandelier, a patterned rug, and a view into the kitchen.

10. Downtown Bedford’s Timeless Retreat: Historic charm meets modern living.

Downtown Bedford’s Timeless Retreat: Historic charm meets modern living.
Bedford
9.6 out of 10, Exceptional, (22 reviews)
"A charming house, very convenient to Bedford shopping & dining."
United States
Rebecca F.
$264 nightly
The price is $296
Dec 1 - Dec 2
Total with taxes and fees
Downtown Bedford’s Timeless Retreat: Historic charm meets modern living.
A rustic log cabin with a wooden deck and stairs leading to a porch.

11. "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.
$331 nightly
The price is $364
Nov 11 - Nov 12
Total with taxes and fees
"Timber Nook" Suite at Rustic Retreat Cabin w/amenities
A modern kitchen with a central island, bar stools, and a dining area with a wooden table and chairs.

12. The Bedrock MCM | 3Mid-Century Comfort Near IU Health & SAIC

The Bedrock MCM | 3Mid-Century Comfort Near IU Health & SAIC
Bedford
10.0 out of 10, Exceptional, (2 reviews)
"Top place to stay in Bedford."
United States
Wesley P.
$312 nightly
The price is $334
Nov 8 - Nov 9
Total with taxes and fees
The Bedrock MCM | 3Mid-Century Comfort Near IU Health & SAIC
A modern apartment with a kitchen, dining area, and living room. It features a large island with bar stools, a white sofa, and a painting on the wall.

13. Historic Hideaway with Sauna near the Lake

Historic Hideaway with Sauna near the Lake
Bloomington
8.8 out of 10, Excellent, (6 reviews)
"The place was very clean and super nice would love to stay again"
United States
Layne B.
$202 nightly
The price is $226
Nov 16 - Nov 17
Total with taxes and fees
Historic Hideaway with Sauna near the Lake
A log cabin with a wooden exterior, a porch, and a staircase leading to a deck.

14. "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.
$336 nightly
The price is $370
Nov 9 - Nov 10
Total with taxes and fees
"Treehouse Suite" at Rustic Retreat Cabin w/Old Fashion Saun
A rustic interior with wooden walls, a wooden staircase, and a chandelier.

15. The Stable- at Donkeytown, barndominium on a 40 acre guest ranch

The Stable- at Donkeytown, barndominium on a 40 acre guest ranch
Heltonville
10.0 out of 10, Exceptional, (2 reviews)
"Perfect! It was everything we could’ve asked for! Great for our family getaway! "
United States
Jacob C.
$337 nightly
The price is $376
Nov 8 - Nov 9
Total with taxes and fees
The Stable- at Donkeytown, barndominium on a 40 acre guest ranch
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.
$308 nightly
The price is $339
Nov 9 - Nov 10
Total with taxes and fees
"Lazy Lodge" Suite - Rustic Retreat Cabin w/sauna & fire pit
A room with a wooden table, books, a decorative object, a bench, and a view through large windows.

17. 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.
$401 nightly
The price is $461
Dec 7 - Dec 8
Total with taxes and fees
Secluded Waterfront Cabin - Firepit, Wraparound Deck, Lake Monroe Views
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.
$231 nightly
The price is $256
Nov 8 - Nov 9
Total with taxes and fees
Dream Getaway Cottage w/ Endless Hilltop Views - Seasonal Pool/Hot Tub
A spacious loft with a high ceiling, exposed beams, a grey sofa, a flat-screen TV, and a dining area with a table and chairs.

19. Stunning Aframe Cabin with Deck

Stunning Aframe Cabin with Deck
Bloomington
10.0 out of 10, Exceptional, (10 reviews)
"Great stay!!"
United States
Henry C.
$384 nightly
The price is $386
Nov 8 - Nov 9
Total with taxes and fees
Stunning Aframe Cabin with Deck
A kitchen with wooden cabinets, a bar area with stools, and a dining table with chairs.

20. Story Time Retreat

Story Time Retreat
Nashville
10.0 out of 10, Exceptional, (7 reviews)
"Very accommodating host, great set up for a family. "
United States
Misty A.
Story Time Retreat
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 Medora Hotel Reviews

A modern hotel entrance with a covered walkway, a clear sign indicating the name and address, and a welcoming sign above the doors.
Hampton Inn by Hilton Bedford

Hampton Inn by Hilton Bedford

Hampton Inn by Hilton Bedford
Bedford

10/10 Excellent

Clean property and good breakfast
United States
TANIA
Reviewed October 27, 2026
Hampton Inn by Hilton Bedford

Find out more about Medora

Everything you need to know about Medora vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Medora vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Medora vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Medora vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Medora. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Medora in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $162 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Medora rentals

At Expedia, we put the best Medora vacation 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 Medora 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 Medora vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Medora. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Medora?

Yes, we have vacation rentals close to the most popular points of interest in Medora, or you can choose a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Medora?

Cozy 2BR Lake Monroe Golf Condo IU Bloomington: Visitors like this Medora vacation home rental. It is located next to a golf course and has an outdoor pool, a balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a hot tub.

What can I see and do in Medora?

While you're exploring the area, Canine Crossroads Dog Park and Shields Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Spring Mill State Park and Otis Park Golf Course.

What are vacation rentals like in Medora?

Vacation rentals are private accommodations you can reserve for a short or long stay in Medora. Vacation rentals offer extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a small group gathering.