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Winona Holiday Rentals

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Holiday Rentals in Winona

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

10.0 out of 10, Exceptional, (63)
"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
Fox Pen Cabins Cabin #2 Not friendly for street bikes… Pet-Friendly

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

10.0 out of 10, Exceptional, (1)
"Wonderful stay! Very quiet and a great place to stay! Great location for floating the upper Jack's Fork River. Great outdoor space, also. Very clean! Town is so close but feels like your miles away. It's a great setting by the woods, but close to town. "
Rustic charm with modern amenities, ensuring a comfortable and memorable stay.

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

10.0 out of 10, Exceptional, (2)
"My fiancè and I had a lovely time staying at this cute little cottage. The location is perfect. It's tucked away but close enough to all there is to see and do in Eminence. The hot tub in the patio with the tv was so cool. I definitely would stay here again!"
The price is AU$369
includes taxes & fees
22 June - 23 June
Springside Cottage in beautiful Eminence. Great outdoor space - NEW Hot tub!

Near Current River: Family-Friendly Cabin w/ Deck!

Near Current River: Family-Friendly Cabin w/ Deck!

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"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 AU$250
includes taxes & fees
25 June - 26 June
Charming 2-bedroom house with AC, WiFi in serene Van Buren

Secluded Ozarks Bunk House Cabin at Old Desperado Ranch

10.0 out of 10, Exceptional, (46)
"Great place to stay! So quiet and relaxing"
Secluded Ozarks Bunk House Cabin at Old Desperado Ranch

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

10.0 out of 10, Exceptional, (23)
"Beautiful property, I’d recommend to anyone going here to stay here."
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

Beautiful 3-bedrm , 3.5 ba Log/Stone in Eminence MO. Will sleep up to 16 guests.

10.0 out of 10, Exceptional, (1)
"Very nice"
Beautiful 3-bedrm , 3.5 ba Log/Stone in Eminence MO. Will sleep up to 16 guests.

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

10.0 out of 10, Exceptional, (98)
"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.

Hogan's Hideout Cottage #7

9.2 out of 10, Wonderful, (7)
"Close to everything in town and very laid back!"
Hogan's Hideout Cottage #7

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

Family-friendly Cabin w/150 ft Current River frontage in Ozark Scenic River

9.6 out of 10, Exceptional, (52)
"House is really lovely and comfortable, we (7 adults) had a wonderful stay. The view of the river is beautiful and the most intrepid in our group went down to the river's edge and said it was even more gorgeous down there."
Family-friendly Cabin w/150 ft Current River frontage in Ozark Scenic River

Secluded Eminence Ranch House Cabin in the Ozarks

10.0 out of 10, Exceptional, (95)
"This property was very cute. The owners were extremely friendly. Would definitely stay again."
Secluded Eminence Ranch House Cabin in the Ozarks

#ContemplationCabin on the Jacks Fork River!

10.0 out of 10, Exceptional, (61)
"My husband, dog and I stayed here for Valentine’s day weekend. We absolutely loved the property and want to book another visit ASAP! It snowed while we visited, so we enjoyed our view of the water from the hot tub. We did check out the Jack’s Fork River and loved that we could fish right there on our own gravel bar. Can’t wait to come back when it is warm so we can swim and bring our kayak to really explore the river. The communication and hospitality was top notch. "
The price is AU$532
includes taxes & fees
29 June - 30 June
#ContemplationCabin on the Jacks Fork River!

Unbeatable convenience in amazing Eminence!

10.0 out of 10, Exceptional, (2)
"Great time. Clean place. Easy access to town and river. Penty of amenities (cooking utensils, bathroom supplies, games and movies) Beds were comfortable and plenty of linens. Quiet inside from outdoor noise."
Unbeatable convenience in amazing Eminence!

Cabin in the heart of the Ozark National Scenic Riverway!

10.0 out of 10, Exceptional, (46)
"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!

Quiet 2 story Cabin on 32 acres near eleven point river

10.0 out of 10, Exceptional, (12)
"Had an awesome stay, the place was clean and well stocked, we saw a bunch of deer and a few armadillo's"
The price is AU$333
includes taxes & fees
8 July - 9 July
Quiet 2 story Cabin on 32 acres near eleven point river

1 Mi to Current River: Sunset-View Van Buren Cabin

9.6 out of 10, Exceptional, (4)
"Very nice property!"
1 Mi to Current River: Sunset-View Van Buren Cabin

Triple H Properties

8.8 out of 10, Excellent, (24)
"Lori’s place was a nice spot for a two night stay"
Triple H Properties
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?

Charming 2-bedroom house with AC, WiFi in serene Van Buren: This holiday home rental outside of Winona is on a river, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What’s there to see and do in Winona?

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