The Current River flows through the Ozark National Scenic Riverway through the mountains of Missouri

Winona Vacation Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Winona vacation rentals

Interior

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

Charming 2-bedroom house with AC, WiFi in serene Van Buren
Van Buren
9.0 out of 10, Wonderful, (18 reviews)
"It was beautiful and homey. We really enjoyed our stay. "
United States
Jessica
The price is AED 257
AED 620 total
includes taxes & fees
22 Jun - 23 Jun
Charming 2-bedroom house with AC, WiFi in serene Van Buren
Outdoor dining

Quiet 2 story Cabin on 32 acres near eleven point river

Quiet 2 story Cabin on 32 acres near eleven point river
Alton
10.0 out of 10, Exceptional, (20 reviews)
"King size bed was comfortable, lovely farmhouse style furniture "
United States
Courtney L.
The price is AED 419
AED 818 total
includes taxes & fees
22 Jun - 23 Jun
Quiet 2 story Cabin on 32 acres near eleven point river
Fridge, microwave, oven, stovetop

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

Clearwater Lake, cabin minutes from Bluff View Marina & boat dock
Piedmont
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful property, I’d recommend to anyone going here to stay here."
United States
tom
The price is AED 441
AED 539 total
includes taxes & fees
22 Jun - 23 Jun
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock
Outdoor dining

Cozy quiet country getaway just minutes from the Current River

Cozy quiet country getaway just minutes from the Current River
Van Buren
10.0 out of 10, Exceptional, (4 reviews)
"Great little place"
United States
Nancy C.
The price is AED 404
AED 659 total
includes taxes & fees
29 Jun - 30 Jun
Cozy quiet country getaway just minutes from the Current River
Property grounds

#ContemplationCabin on the Jacks Fork River!

#ContemplationCabin on the Jacks Fork River!
Summersville
10.0 out of 10, Exceptional, (78 reviews)
"Cabin was clean and cosy. Took a little bit of patience to get the fire going but it warmed up the cabin quite nicely once going."
United States
Teagan B.
The price is AED 918
AED 1,311 total
includes taxes & fees
23 Jun - 24 Jun
#ContemplationCabin on the Jacks Fork River!
1 bedroom, bed sheets

Hogan's Hideout Cottage #8

Hogan's Hideout Cottage #8
Eminence
8.0 out of 10, Very Good, (1 review)
"Nice private and rustic"
United States
Anonymous traveler
The price is AED 533
AED 818 total
includes taxes & fees
22 Jun - 23 Jun
Hogan's Hideout Cottage #8
WiFi

Cozy Corner

Cozy Corner
Van Buren
10.0 out of 10, Exceptional, (3 reviews)
"The cutest place to stay after a long day on the river! Natalie was great, and the place was very clean and comfortable."
United States
Krista M.
The price is AED 493
AED 799 total
includes taxes & fees
22 Jun - 23 Jun
Cozy Corner
Terrace/patio

Desperado Town Cabin

Desperado Town Cabin
Eminence
The price is AED 364
AED 659 total
includes taxes & fees
22 Jun - 23 Jun
Desperado Town Cabin
Exterior

Easy Street Apartment

Easy Street Apartment
Van Buren
10.0 out of 10, Exceptional, (2 reviews)
"The property was clean and comfortable. It had everything we needed for a weekend stay innVan Buren."
United States
Tara W.
The price is AED 493
AED 799 total
includes taxes & fees
22 Jun - 23 Jun
Easy Street Apartment
Shower, hair dryer, towels, soap

Family-Friendly 3BR/2BA Van Buren Home w/ Fire Pit & Starlink WiFi!

Family-Friendly 3BR/2BA Van Buren Home w/ Fire Pit & Starlink WiFi!
Van Buren
10.0 out of 10, Exceptional, (4 reviews)
"Perfect spot to get away with the family!"
United States
Jennifer P.
The price is AED 569
AED 910 total
includes taxes & fees
28 Jun - 29 Jun
Family-Friendly 3BR/2BA Van Buren Home w/ Fire Pit & Starlink WiFi!
Exterior

Enjoyable 1-bedroom barn with AC in charming Eminence

Enjoyable 1-bedroom barn with AC in charming Eminence
Eminence
10.0 out of 10, Exceptional, (1 review)
"Great place to stay."
United States
Brock H.
The price is AED 459
AED 575 total
includes taxes & fees
21 Jul - 22 Jul
Enjoyable 1-bedroom barn with AC in charming Eminence
Fridge, microwave, oven, stovetop

Newly renovated early 1900’s farmhouse

Newly renovated early 1900’s farmhouse
Birch Tree
10.0 out of 10, Exceptional, (27 reviews)
"One of the best places I have ever stayed! Marsha was a wonderful host! "
United States
Devon J.
The price is AED 625
AED 1,098 total
includes taxes & fees
25 Jun - 26 Jun
Newly renovated early 1900’s farmhouse
Interior

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

Just A Stone's Throw Cabin from Eminence, Jacks Fork, & Cross County Trail Ride
Eminence
9.6 out of 10, Exceptional, (21 reviews)
"Very convenient location for us. The cabin is perfect for two people. "
United States
Cynthia A. S.
The price is AED 624
AED 926 total
includes taxes & fees
13 Jul - 14 Jul
Just A Stone's Throw Cabin from Eminence, Jacks Fork, & Cross County Trail Ride
Private kitchen

Bungalow with Hot Tub in Birch Tree

Bungalow with Hot Tub in Birch Tree
Birch Tree
The price is AED 592
AED 1,016 total
includes taxes & fees
22 Jun - 23 Jun
Bungalow with Hot Tub in Birch Tree
Exterior

Hogan's Hideout Cottage #7

Hogan's Hideout Cottage #7
Eminence
9.4 out of 10, Exceptional, (9 reviews)
"Wonderful place to stay! Close enough to everything in town but far enough to enjoy the quiet woods. Will definitely be staying here again!"
United States
Arika D.
The price is AED 533
AED 818 total
includes taxes & fees
23 Jun - 24 Jun
Hogan's Hideout Cottage #7
Terrace/patio

Living Waters Estates, Elegant 3 BR Home with kids area, hot tub, sleeps 12

Living Waters Estates, Elegant 3 BR Home with kids area, hot tub, sleeps 12
Van Buren
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful stay. Good location. Very enjoyable experience."
United States
Thomas H.
The price is AED 1,157
AED 2,155 total
includes taxes & fees
22 Jun - 23 Jun
Living Waters Estates, Elegant 3 BR Home with kids area, hot tub, sleeps 12
Exterior

Hogan's Hideout Cozy Cottage #5

Hogan's Hideout Cozy Cottage #5
Eminence
9.6 out of 10, Exceptional, (4 reviews)
"The cabin was clean and had everything we needed. We did not spend a lot of time there during the day but it was just what we needed, especially with the heat! The A/C unit worked great. "
United States
Shawna C.
The price is AED 533
AED 790 total
includes taxes & fees
22 Jun - 23 Jun
Hogan's Hideout Cozy Cottage #5
Property grounds

New cabin located on the jacks fork river front.

New cabin located on the jacks fork river front.
Eminence
8.4 out of 10, Very Good, (11 reviews)
"Great location"
United States
Trent B.
The price is AED 918
AED 1,270 total
includes taxes & fees
28 Jun - 29 Jun
New cabin located on the jacks fork river front.
Private kitchen

Peaceful Stay Near Current River

Peaceful Stay Near Current River
Van Buren
The price is AED 826
AED 1,457 total
includes taxes & fees
28 Jun - 29 Jun
Peaceful Stay Near Current River
Private kitchen

Awesome 3 bedroom suite

Awesome 3 bedroom suite
Eminence
The price is AED 1,010
AED 1,703 total
includes taxes & fees
28 Jun - 29 Jun
Awesome 3 bedroom suite
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

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

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

8/10 Good
"Very Clean and Well Prepared. Very accommodating and responsive hosts. I would recommend this as a place to stay with the two (2) pieces of information in mind. 1) The gravel road in and out has some hills and is slightly rough (but not bad); 2) The place itself has great sleeping and bathroom space but the rest of the space is very small, but efficiently used."
Michael T. 3-night trip
Posted 4 days ago
Fox Pen Cabins Cabin #2 Not friendly for street bikes… Pet-Friendly

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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 can relax into your vacation with a selection of games and a hot tub.

What’s there to see and do in Winona?

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