Photo by Jessica Richter

Holiday Homes in Winona

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Featured Holiday Homes in Winona

Whole house, secluded getaway near Alley Springs, Eminence , Missouri.

10.0 out of 10, Exceptional, (2)
"This location was a perfect place for a large family gathering. There was adequate space for a couple of families to stay overnight! Close to Harvey’s canoe/raft rentals! The host was very helpful!"
Whole house, secluded getaway near Alley Springs, Eminence , Missouri.

“ RIVER SIDE “ cabin with Private dock

9.4 out of 10, Exceptional, (32)
"Awesome house with great view"
“ RIVER SIDE “ cabin with Private dock

The Cabin on Current River with Private Gravel Bar!!

8.6 out of 10, Excellent, (25)
"Due to a situation beyond the property owners control we weren’t able to stay at the original cabin but they acted quickly and moved us to another. Great service and we had a great time. "
The Cabin on Current River with Private Gravel Bar!!

Newly renovated early 1900’s farmhouse

10.0 out of 10, Exceptional, (14)
"This old farmhouse has been spectacularly renovated. Hearts feel right at home when you enter here. Such a wonderful place for resting, relaxing and rejuvenating the spirit. Marsha is the most amazing hostess, who creates the most picture perfect experience for guests who enter her home. If you love peace and quiet, this charmer is the perfect retreat for you. "
The price is AU$418
includes taxes & fees
1 Dec - 2 Dec
Newly renovated early 1900’s farmhouse

2 Bedroom Home less than 2 miles to Jacks Fork River

10.0 out of 10, Exceptional, (18)
"Thank you for sharing your beautiful home! Everything about it was perfect. We loved the fur mattresses and the quiet secluded yard. Everything was so clean. Everything we needed was there. Thank you;we would highly recommend!"
2 Bedroom Home less than 2 miles to Jacks Fork River

Sunshine Shack at Clearwater Lake (sleeps 6)

8.8 out of 10, Excellent, (10)
"Loved staying a week at Sunshine Shack. The screened in deck is perfect to watch the deer at dusk."
Sunshine Shack at Clearwater Lake (sleeps 6)

🎄Enjoy a Christmas Stay in Van Buren! 3 bdrm home with Arcade☃️

10.0 out of 10, Exceptional, (16)
"My words, I'm sure can not come close to expressing how much my daughter & I enjoyed our stay. Let's just say it was awesome & I would give it a 10 star rating if offered. The house was so warm & cozy. It had so many extras from the Host to make our stay the best stay possible. The Host truly genuinely cares for their guests that stay. They went beyond to make sure the house had plenty of items for all ages including tge adults to have a fantastic time just at the house without going anywhere at...
The price is AU$321
includes taxes & fees
1 Dec - 2 Dec
🎄Enjoy a Christmas Stay in Van Buren! 3 bdrm home with Arcade☃️

Just A Stone's Throw Cabin from Eminence, Jacks Fork, & Cross County Trail Ride

9.0 out of 10, Wonderful, (9)
"It was nice to be able to pull right up to the entrance of the property and walk through the door with no stairs. For a one bedroom one bathroom apartment everything was very spacious and accommodating. We especially picked this because of the king size bed. We were not able to utilize some of the outdoor space, but I imagine it would be really nice to do so. We did however enjoy the wonderful gliders /on the front porch. The owner did a great job on the decor and the furniture is very...
Just A Stone's Throw Cabin from Eminence, Jacks Fork, & Cross County Trail Ride

RIVER FRONT HOUSE

9.6 out of 10, Exceptional, (37)
"House was in a great location for a family stay."
RIVER FRONT HOUSE

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

10.0 out of 10, Exceptional, (94)
"Tucked away in natures beauty."
Unique cabins in the woods<br>Not friendly for Street Bikes. Beautifulin FALL!

5-Bedroom house on Current River

10.0 out of 10, Exceptional, (14)
"Kitchen was large and fully functional. Place was clean and view of the river. Would go again!"
5-Bedroom house on Current River

The Loft on the River with Private Gravel bar!!

8.4 out of 10, Very good, (16)
"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!!

Private Elk Pointe Cabin next to Big Spring Park & Current River

10.0 out of 10, Exceptional, (36)
"The propert is amazing and very clean and up-to-date definitely worth the trip to get away and have fun we will be back when we can go floating next summer..."
The price is AU$833
includes taxes & fees
2 Dec - 3 Dec
Private Elk Pointe Cabin next to Big Spring Park & Current River

Private scenic Ozark Mountain retreat near beautiful Current River; sleeps 10!

10.0 out of 10, Exceptional, (15)
"Very comfortable and beautiful "
Private scenic Ozark Mountain retreat near beautiful Current River; sleeps 10!

Triple H Properties

8.8 out of 10, Excellent, (23)
"Property is prime location for floating the jacks fork and current river. Very spacious! Fits the need for a cool place to stay and cook "
Triple H Properties

River Time Cottage Get Away! 1/2 Mile from Current River!

9.4 out of 10, Exceptional, (28)
"We love staying here.Actually the third time.Only problem we had was the TV and internet weren't working for about a day and a half.If it wasn't for the cleaning girl (Becca) it probably would have been out longer.She was a real sweetheart. Her son actually turned us on to the internet tower which she noticed wasn't plugged in all the way."
River Time Cottage Get Away! 1/2 Mile from Current River!

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

10.0 out of 10, Exceptional, (57)
"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!

Guests enjoy their own one bedroom apartment in the Ozarks

9.8 out of 10, Exceptional, (59)
"Second time staying there! Great location!"
Guests enjoy their own one bedroom apartment in the Ozarks

Clearwater Lake and Black River Vacation Home

9.6 out of 10, Exceptional, (17)
"Nice clean property! Comfortable beds plenty of seating. "
Clearwater Lake and Black River Vacation Home

Quaint Haven

9.4 out of 10, Exceptional, (6)
"Its close to food, stores and the river."
Quaint Haven
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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Other property types in Winona

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

10.0 out of 10, Exceptional, (57)
"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!

Secluded Ozarks Tiny House cabin in Eminence, MO

9.6 out of 10, Exceptional, (88)
"We loved the scenery. Traveling up the mountain road and all the way down to the current river. Absolutely loved the craftsmanship of the cabin. It was beautiful. Owners were accessible if needed and gave great suggestions on places to visit."
Secluded Ozarks Tiny House cabin in Eminence, MO

Deadwood Acres cabin #1

9.8 out of 10, Exceptional, (40)
"Relaxing on the porch or inside the cabin we were comfortable. No noise other than nature. "
Deadwood Acres cabin #1
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.
Beautiful view of the beach with palm trees

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