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Winona Vacation Rentals

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Vacation Rentals in Winona

Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!
Fridge, microwave, oven, stovetop
Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!
10.0 out of 10, Exceptional, 43 reviews
"Return guest…perfect location just outside of town very private…well stocked…Recliner would be great addition"
Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!
Secluded Ozarks Tiny House cabin in Eminence, MO
Property grounds
Secluded Ozarks Tiny House cabin in Eminence, MO
9.8 out of 10, Exceptional, 81 reviews
"We loved the Tiny House...the area is so beautiful"
Secluded Ozarks Tiny House cabin in Eminence, MO
Spacious 4 bedroom cottage near Current River
Fridge, microwave, oven, stovetop
Spacious 4 bedroom cottage near Current River
9.8 out of 10, Exceptional, 9 reviews
"The house was very clean and the beds were comfortable. We needed a place to crash the weekend of the Solar Eclipse - and wanted to stay away from hotels and bigger cities. It worked perfectly for what we needed."
Spacious 4 bedroom cottage near Current River
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Cozy on Current River
Property grounds
Cozy on Current River
10.0 out of 10, Exceptional, 2 reviews
"We had a very nice trip with very accommodating owners! Even though the river flooded, we had an excellent relaxing weekend. Thanks you so much!"
Cozy on Current River
RIVER FRONT HOUSE
Property grounds
RIVER FRONT HOUSE
9.6 out of 10, Exceptional, 25 reviews
"Rental was clean inside, but the deck area needs attention. There was a thick layer of pollen on all the furniture, and a dead bird in the center of the floor. It was filthy. It appeared as if the deck hadn't had attention or cleaning for a long time. It definitely was not prepared fir the rental."
RIVER FRONT HOUSE
Unique cabins in the woods<br>Not friendly for Street Bikes. Beautifulin FALL!
Fridge, microwave, oven, stovetop
Unique cabins in the woods<br>Not friendly for Street Bikes. Beautifulin FALL!
10.0 out of 10, Exceptional, 68 reviews
"I love staying here. It is so clean and comfortable. I loved waking up in the morning and having my coffee on the front porch soaking in the beautiful natural world. It far enough away from town to enjoy the quiet but close enough to grab delicious food for meals. I’ll always stay here when visiting Eminence."
Unique cabins in the woods<br>Not friendly for Street Bikes. Beautifulin FALL!
Secluded Ozarks Bunk House Cabin at Old Desperado Ranch
Fridge, microwave, oven, stovetop
Secluded Ozarks Bunk House Cabin at Old Desperado Ranch
10.0 out of 10, Exceptional, 37 reviews
"Beautiful piece of property to get away from everything! The bunkhouse was nice and cozy. Lisa was amazing. Showed great hospitality and put us right on a herd of wild horses. Also made some great suggestions for things to see. We had a great 2 night stay"
Secluded Ozarks Bunk House Cabin at Old Desperado Ranch
Cozy, secluded cabin in the middle of the Ozark National Scenic Riverways.
Smart TV
Cozy, secluded cabin in the middle of the Ozark National Scenic Riverways.
Cozy, secluded cabin in the middle of the Ozark National Scenic Riverways.
Deadwood Acres cabin #2
Exterior
Deadwood Acres cabin #2
9.8 out of 10, Exceptional, 19 reviews
"This place was awesome and our host was the best"
Deadwood Acres cabin #2
Country and lovin’ it @ Robin’s Nest Cabin @ Current River/Jacks Fork River
Fridge, microwave, stovetop, coffee/tea maker
Country and lovin’ it @ Robin’s Nest Cabin @ Current River/Jacks Fork River
9.6 out of 10, Exceptional, 5 reviews
"Easy to find and looks exactly like pictures. We loved sitting outside in the evening under the stars at the fire pit!"
The price is CA $143
CA $219 total
includes taxes & fees
Jun 23 - Jun 24
Country and lovin’ it @ Robin’s Nest Cabin @ Current River/Jacks Fork River
Deadwood Acres cabin #1
Exterior
Deadwood Acres cabin #1
9.8 out of 10, Exceptional, 31 reviews
"The host could not BE any nicer or easy to work with. He let us stay late for the eclipse with no fuss. And mailed back a CPAP machine I accidentally left there. The cabin was exactly the right size for a getaway weekend to view the eclipse. Everything was clean, it is easy to find, bit feels remote. We want to explore the property next time we stay - cannot wait to find the creek! We think this could be our base when we float the Jack’s Fork. Excellent all around!"
Deadwood Acres cabin #1
Family-friendly Cabin w/150 ft Current River frontage in Ozark Scenic River Wa
Property grounds
Family-friendly Cabin w/150 ft Current River frontage in Ozark Scenic River Wa
9.6 out of 10, Exceptional, 50 reviews
"It was a great cabin! We all enjoyed it very much! The hill to the water was brutal. I would recommend fixing that for clients or be more up front about it. It is dangerous unless you are about 11-35! The location was great and very easy to get to and close to town."
Family-friendly Cabin w/150 ft Current River frontage in Ozark Scenic River Wa
Ozark seclusion with a fully loaded cozy cabin, creeks, springs ,oh my!!!
Fridge, microwave, oven, stovetop
Ozark seclusion with a fully loaded cozy cabin, creeks, springs ,oh my!!!
9.8 out of 10, Exceptional, 107 reviews
"Such a pleasant location. Quietly tucked away with a relaxing view across the pasture of horses. We loved spending time sitting in the screened-in porch every morning as we drank our morning cup of coffee. Due to the inclement weather, the porch also provided us the opportunity to enjoy the scenery while staying nice & dry! The kitchen was a little small, but was well stocked. The queen bed had a memory foam mattress that was too soft for our liking, but most likely would have been comfortable...
Ozark seclusion with a fully loaded cozy cabin, creeks, springs ,oh my!!!
River Time Cottage Get Away! 1/2 Mile from Current River!
Outdoor dining
River Time Cottage Get Away! 1/2 Mile from Current River!
9.2 out of 10, Wonderful, 19 reviews
"Everything was very nice. Ample cleaning products for our needs. Comfy and cozy for all of us. Nice big back yard. Quiet little neighborhood. Enjoyed all the surrounding areas we visited. Just a lovely area to visit."
River Time Cottage Get Away! 1/2 Mile from Current River!
The Cabin on Current River with Private Gravel Bar!!
Property grounds
The Cabin on Current River with Private Gravel Bar!!
9.0 out of 10, Wonderful, 19 reviews
"Cabin appeared to be an older updated River Cabin, but had newer Appliances, furniture, fixtures and paint. The moth ball smell was 'overwhelming' until we aired it out. It overlooks the river, with a beautiful view. Unless you plan a little hike, you'll want to drive down to the river and fire pit. Might be a little challenging for a small vehicle. Our stay was to kayak, parked a truck at the cabin landing and had no problems. Would deffinatley recommend, plenty of room and totally enjoyed or...
The Cabin on Current River with Private Gravel Bar!!
Private Hilltop Cabin Near Current River
Pool
Private Hilltop Cabin Near Current River
10.0 out of 10, Exceptional, 34 reviews
"Perfect home while float tripping!"
Private Hilltop Cabin Near Current River
Secluded Eminence Ranch House Cabin in the Ozarks
Fridge, microwave, oven, stovetop
Secluded Eminence Ranch House Cabin in the Ozarks
10.0 out of 10, Exceptional, 86 reviews
"Exactly as described. Enjoyed walks with our dog down the quiet country road to the pretty creek. Very safe being off leash. Enjoyed kayaking with Windy outfitters just a few miles away. The town is also a few miles away with gas, groceries, eating places. Everyone is so friendly in Missouri! (We are from Illinois). Recommend the Pie Barn in town too. If you enjoy cooking you might bring some sharp knives, maybe a big pot and some dish towels. The hosts provide only one dish cloth and one dish...
Secluded Eminence Ranch House Cabin in the Ozarks
Relax on beautiful Current River in Luxury!
Interior
Relax on beautiful Current River in Luxury!
10.0 out of 10, Exceptional, 3 reviews
"The camper was very comfortable for 4 adults. Everything was clean. The camper has 2 private bedrooms. The area is very pretty, the Current River within easy walking distance. Plenty of firewood was provided. Excellent star viewing on clear nights. Big Spring is so beautiful and is very close to this location. An enjoyable 3 days!"
Relax on beautiful Current River in Luxury!
#ContemplationCabin on the Jacks Fork River!
View from property
#ContemplationCabin on the Jacks Fork River!
10.0 out of 10, Exceptional, 46 reviews
"We enjoyed our stay at the cabin. The river is absolutely gorgeous, and it is where we spent most of our time playing. The cabin is very private and is the perfect place to unplug and relax. The only sounds you hear is the river and the birds. Highly recommended."
#ContemplationCabin on the Jacks Fork River!
Deadwood acres cabin #3
Property grounds
Deadwood acres cabin #3
10.0 out of 10, Exceptional, 8 reviews
"We were greatly surprised how cute ot was. We stayed to go kayaking."
Deadwood acres cabin #3
Don't see what you're looking for?
See all available properties in Winona
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.

Winona Vacation Rental Travel Info

Popular accommodation
Winona private vacation homes
Known landmarks
Rocky Falls
International airports
St. Louis, MO (STL-Lambert-St. Louis Intl.) and Fort Leonard Wood, MO (TBN-Waynesville Regional)

Other types of properties in Winona you may be interested in

Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!
Fridge, microwave, oven, stovetop
Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!
10.0 out of 10, Exceptional, 43 reviews
"Return guest…perfect location just outside of town very private…well stocked…Recliner would be great addition"
Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!
Honeysuckle Inn - Mountain View
Front of property
Honeysuckle Inn - Mountain View
3.0 star property
8.6 out of 10, Excellent, 192 reviews
"Exterior of the building was a neat design. Interior of the room so what dated, but generally clean."
The price is CA $151
CA $164 total
includes taxes & fees
Jun 5 - Jun 6
Honeysuckle Inn - Mountain View
Current River Inn
BBQ/picnic area
Current River Inn
3.0 star property
8.0 out of 10, Very good, 104 reviews
"I"
The price is CA $110
CA $120 total
includes taxes & fees
Jun 6 - Jun 7
Current River Inn
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.

Everything you need to know about Winona 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 Winona vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Winona vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winona vacation rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winona vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winona vacation rentals we have selected for you start as low as CA $143 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winona rentals

At Expedia, we put the best Winona 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 Winona 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 Winona 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 Winona. 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 Winona?

Yes, we give you a choice of vacation rentals near the most popular attractions in Winona, or you can select a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Winona?

Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!: Visitors give good reviews to this Winona vacation home rental, which is located on a river and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 vacation rental in Winona like?

Vacation rentals are private properties you can stay in for short or long periods in Winona. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for families.

Recent reviews of Winona properties
Expedia verified reviews

Secluded Ozarks Tiny House cabin in Eminence, MO

Secluded Ozarks Tiny House cabin in Eminence, MO

5/5 Excellent
Get away
"We loved the Tiny House...the area is so beautiful"
A verified traveller stayed at Secluded Ozarks Tiny House cabin in Eminence, MO
Posted 6 days ago
Secluded Ozarks Tiny House cabin in Eminence, MO