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Winona Holiday Rentals

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Holiday Rentals in Winona

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

9.6 out of 10, Exceptional, (5)
“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, (66)
"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!

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

10.0 out of 10, Exceptional, (3)
"Our host, Tish, was absolutely wonderful and so accommodating! We will definitely stay there for the next vacation out that way!!"
Rustic charm with modern amenities, ensuring a comfortable and memorable stay.

Collier Cabin in Pine Hollow ~ Eminence, MO

9.6 out of 10, Exceptional, (13)
"Such a cute little place, secluded, and quiet. It has everything you need. We will be back again!"
Collier Cabin in Pine Hollow ~ Eminence, MO

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

Unbeatable convenience in amazing Eminence!

10.0 out of 10, Exceptional, (9)
Unbeatable convenience in amazing Eminence!

Ozark seclusion with a fully loaded cozy cabin, creeks, springs ,oh my!!!

9.8 out of 10, Exceptional, (130)
"Very nice, private and secluded cabin. We used the cabin as our hub to explore the area. "
Ozark seclusion with a fully loaded cozy cabin, creeks, springs ,oh my!!!

Charming 2-bedroom house with AC, WiFi in serene Van Buren

2.0 star property
8.6 out of 10, Excellent, (7)
"The place was cozy. Everything worked. The amenities were plenty. We decided to take a day trip, never been to the area and we couldn’t have picked a more perfect place to stay, especially during the busy months you get to avoid the more touristy spots and stay in a very comfortable secluded space."
The price is NZ$270
includes taxes & fees
21 July - 22 July
Charming 2-bedroom house with AC, WiFi in serene 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!!

Springside Cottage in beautiful Eminence. Great outdoor space - NEW Hot tub!

10.0 out of 10, Exceptional, (4)
"My family (kids 17, 16, and 7 years old plus husband and I) stayed at Springside Cottage Monday through Friday and had a wonderful little vacation. The location is perfect and the cottage was very comfortable. The host was super responsive and kind. Would stay again!"
The price is NZ$399
includes taxes & fees
20 July - 21 July
Springside Cottage in beautiful Eminence. Great outdoor space - NEW Hot tub!

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

10.0 out of 10, Exceptional, (27)
"Beautiful property, I’d recommend to anyone going here to stay here."
The price is NZ$227
includes taxes & fees
20 July - 21 July
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

Current River Cabin

8.4 out of 10, Very good, (15)
"Everything was excellent! The house was beautiful and the beach access was a huge plus. The large porch was cozy with a beautiful view of the river. I would recommend this property!"
Current River Cabin

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

10.0 out of 10, Exceptional, (78)
"Awesome cabin, friendly hosts. Would definitely stay there again "
CLEAR VIEW CABIN - only 1 mile from Van Buren & Current Rvr @ Big Spring Park!

5-Bedroom house on Current River

10.0 out of 10, Exceptional, (15)
"Kitchen was large and fully functional. Place was clean and view of the river. Would go again!"
5-Bedroom house on Current River

RIVER FRONT HOUSE

9.6 out of 10, Exceptional, (38)
"House was in a great location for a family stay."
RIVER FRONT HOUSE

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

9.4 out of 10, Exceptional, (20)
"Very nice cabin! Better than staying at a hotel, at near the same price."
Kings Cabin on the edge of town only 1/2 mile from Current River !

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

Secluded Ozarks Bunk House Cabin at Old Desperado Ranch

10.0 out of 10, Exceptional, (50)
"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, (56)
"Great stay, very clean. Would definitely recommend to friends and stay again."
Bluff View Inn and Resort

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

9.6 out of 10, Exceptional, (15)
"Good location and really nice place"
Pine Perfect Cabin on the edge of town only 1/2 mile from Current River!
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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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?

Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!: This highly rated holiday home rental in Winona is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

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.