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Top Holiday Rentals in Winona

“The Cabin”@ Serenity Ranch. Centrally located to all the wonders of Shannon co.

9.8 out of 10, Exceptional, (8)
“The Cabin”@ Serenity Ranch. Centrally located to all the wonders of Shannon co.

Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!

10.0 out of 10, Exceptional, (67)
"Exactly as liste very nice accommodations and centrally located for lots of outdoor activities thanks George for your hospitality "
Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!

Fox Pen Cabins Cabin #2 Not friendly for street bikes… Pet-Friendly

3.0 star property
10.0 out of 10, Exceptional, (3)
"The host was amazing, it was so clean, peaceful and relaxing. One of our favorite places we have stayed, we will definitely go back! "
Fox Pen Cabins Cabin #2 Not friendly for street bikes… Pet-Friendly

Deadwood Acres cabin #1

9.8 out of 10, Exceptional, (46)
"Everything was clean and just as advertised. Ron was responsive and extremely nice. Love the area and would go back again and stay here."
Deadwood Acres cabin #1

Collier Cabin in Pine Hollow ~ Eminence, MO

9.8 out of 10, Exceptional, (16)
"We were looking for a secluded cabin where our dogs could run outside off-leash! This place was perfect!"
Collier Cabin in Pine Hollow ~ Eminence, MO

Deadwood Acres cabin #2

9.8 out of 10, Exceptional, (33)
"This is a great property with great hosts. "
Deadwood Acres cabin #2

RIVER FRONT HOUSE

9.6 out of 10, Exceptional, (39)
"House was in a great location for a family stay."
RIVER FRONT HOUSE

4-bedroom RIVER FRONT home located on the beautiful Current River in Van Buren

10.0 out of 10, Exceptional, (1)
"The propertyb was great spacious and very accomodating "
4-bedroom RIVER FRONT home located on the beautiful Current River in Van Buren

The Loft on the River with Private Gravel bar!!

8.4 out of 10, Very good, (17)
"We had a great time and other than there was no broom so hard to sweep the sand from the beach, but that was very minor. Overall it was clean and we all enjoyed it! Will come back again next year!"
The Loft on the River with Private Gravel bar!!

Rustic charm with modern amenities, ensuring a comfortable and memorable stay.

10.0 out of 10, Exceptional, (6)
Rustic charm with modern amenities, ensuring a comfortable and memorable stay.

Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

10.0 out of 10, Exceptional, (29)
"Beautiful property, I’d recommend to anyone going here to stay here."
The price is £105
includes taxes & fees
1 Sept - 2 Sept
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

Unique cabins in the woods<br>Not friendly for Street Bikes.

10.0 out of 10, Exceptional, (103)
"We loved our stay at this property. As other reviews have mentioned the cabin is very well appointed with everything we needed. The beds were very comfortable and the shower was great, two very important things after a long day at the river!"
Unique cabins in the woods<br>Not friendly for Street Bikes.

Secluded Ozarks Bunk House Cabin at Old Desperado Ranch

10.0 out of 10, Exceptional, (51)
"Great place to stay! So quiet and relaxing"
Secluded Ozarks Bunk House Cabin at Old Desperado Ranch

Bluff View Inn and Resort

9.6 out of 10, Exceptional, (57)
"Great stay, very clean. Would definitely recommend to friends and stay again."
Bluff View Inn and Resort

Unbeatable convenience in amazing Eminence!

10.0 out of 10, Exceptional, (14)
Unbeatable convenience in amazing Eminence!

CLEAR VIEW CABIN - only 1 mile from Van Buren & Current Rvr @ Big Spring Park!

10.0 out of 10, Exceptional, (80)
"Awesome cabin, friendly hosts. Would definitely stay there again "
CLEAR VIEW CABIN - only 1 mile from Van Buren & Current Rvr @ Big Spring Park!

Beautiful, secluded cabin in the hills of the Ozarks.

9.8 out of 10, Exceptional, (132)
"Very nice, private and secluded cabin. We used the cabin as our hub to explore the area. "
Beautiful, secluded cabin in the hills of the Ozarks.

Secluded Ozarks Tiny House cabin in Eminence, MO

9.6 out of 10, Exceptional, (96)
"Great clean place! Great location out away from people but a short drive to town. We had a nice quiet stay. Very handy they had everything we needed for cooking and any other needs. The hosts are very friendly and assured us if we needed anything to just call. We Had plenty of sights to see in the area and we plan to visit again soon!"
Secluded Ozarks Tiny House cabin in Eminence, MO

Kings Cabin on the edge of town only 1/2 mile from Current River !

9.6 out of 10, Exceptional, (21)
"Brought my 94 yr old mother back to the Big Springs area where she grew up right outside of the gates of the park. The cabin was centrally located to be able to go wherever we wanted and easy access for my mother with the downstairs bedroom. We thoroughly enjoyed our stay."
Kings Cabin on the edge of town only 1/2 mile from Current River !

Cabin in the heart of the Ozark National Scenic Riverway!

10.0 out of 10, Exceptional, (50)
"The customer service was the only thing that rivaled how nice the cabin. These are good people with a great product.Enjoy! "
Cabin in the heart of the Ozark National Scenic Riverway!
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 Winona Hotel Reviews

Frequently asked questions

Are there holiday rentals in Winona?

Yes, there are holiday rentals close to the most popular sights in Winona, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winona has to offer?

Unbeatable convenience in amazing Eminence!: This holiday home rental outside of Winona has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Winona?

Rocky Falls and Ozark National Scenic Riverways are a couple of lovely local spots to get outside and enjoy nature. While here, Mark Twain National Forest and Current River are other places worth a visit.

What’s a holiday rental in Winona like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winona. Holiday rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.