A river surrounded by dense green forest.

Winona Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Winona vacation rentals

Private kitchen

1. Newly renovated early 1900’s farmhouse

Newly renovated early 1900’s farmhouse
Birch Tree
10.0 out of 10, Exceptional, (28 reviews)
"One of the best places I have ever stayed! Marsha was a wonderful host! "
United States
Devon J.
The price is ￥25,647
￥45,904 total
includes taxes & fees
Aug 30 - Aug 31
Newly renovated early 1900’s farmhouse
Outdoor spa tub

2. Bungalow with Hot Tub in Birch Tree

Bungalow with Hot Tub in Birch Tree
Birch Tree
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥25,647
￥44,028 total
includes taxes & fees
Aug 30 - Aug 31
Bungalow with Hot Tub in Birch Tree
Exterior

3. Hogan's Hideout Cottage #7

Hogan's Hideout Cottage #7
Eminence
8.8 out of 10, Excellent, (13 reviews)
"Very helpful with anything we needed!"
United States
Janice
The price is ￥23,084
￥35,440 total
includes taxes & fees
Aug 30 - Aug 31
Hogan's Hideout Cottage #7
Property grounds

4. New cabin located on the jacks fork river front.

New cabin located on the jacks fork river front.
Eminence
8.8 out of 10, Excellent, (15 reviews)
"Great location"
United States
Trent B.
The price is ￥39,800
￥55,056 total
includes taxes & fees
Sep 8 - Sep 9
New cabin located on the jacks fork river front.
Interior

5. 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, (26 reviews)
"Nice little place. Great amenities. Great host. Perfect for a weekend getaway to kayak and hike."
United States
Kent L.
The price is ￥24,358
￥36,943 total
includes taxes & fees
Aug 30 - Aug 31
Just A Stone's Throw Cabin from Eminence, Jacks Fork, & Cross County Trail Ride
Exterior

6. The Western

The Western
Eminence
9.6 out of 10, Exceptional, (7 reviews)
"Cute decor, comfortable beds, covered patio with grill and clean hot tub!"
United States
Robert
The price is ￥19,104
￥24,050 total
includes taxes & fees
Sep 25 - Sep 26
The Western
Property grounds

7. Hogan's Hideout Cottage #8

Hogan's Hideout Cottage #8
Eminence
8.0 out of 10, Very Good, (4 reviews)
"Nice private and rustic"
United States
Anonymous traveler
The price is ￥23,084
￥35,440 total
includes taxes & fees
Sep 8 - Sep 9
Hogan's Hideout Cottage #8
Exterior

8. Hogan's Hideout Cozy Cottage #5

Hogan's Hideout Cozy Cottage #5
Eminence
9.8 out of 10, Exceptional, (7 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 ￥23,084
￥34,236 total
includes taxes & fees
Sep 8 - Sep 9
Hogan's Hideout Cozy Cottage #5
Private kitchen

9. Nice 2-bedroom cottage with AC in Mountain View

Nice 2-bedroom cottage with AC in Mountain View
Mountain View
10.0 out of 10, Exceptional, (3 reviews)
"What a great, off the beaten path and away from people noise cabin. Wonderful views and very relaxing! Clean, new and comfortable. Will be back!"
United States
Deena P.
The price is ￥23,928
￥28,846 total
includes taxes & fees
Sep 8 - Sep 9
Nice 2-bedroom cottage with AC in Mountain View
Room

10. Cozy Corner

Cozy Corner
Van Buren
9.8 out of 10, Exceptional, (7 reviews)
"Host was amazing and extremely responsive!! Close to everything we wanted to do"
United States
Dierdre
The price is ￥25,950
￥40,958 total
includes taxes & fees
Sep 24 - Sep 25
Cozy Corner
Interior

11. 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
9.2 out of 10, Wonderful, (9 reviews)
"Perfect spot to get away with the family!"
United States
Jennifer P.
The price is ￥27,860
￥43,473 total
includes taxes & fees
Sep 1 - Sep 2
Family-Friendly 3BR/2BA Van Buren Home w/ Fire Pit & Starlink WiFi!
Exterior

12. Easy Street Apartment

Easy Street Apartment
Van Buren
10.0 out of 10, Exceptional, (3 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 ￥32,158
￥48,188 total
includes taxes & fees
Sep 26 - Sep 27
Easy Street Apartment
Private kitchen

13. Peaceful Stay Near Current River

Peaceful Stay Near Current River
Van Buren
10.0 out of 10, Exceptional, (4 reviews)
"We had a great stay at this house! Super clean, and easy find! Will definitely stay here again!"
United States
Danni H.
The price is ￥51,740
￥82,938 total
includes taxes & fees
Aug 28 - Aug 29
Peaceful Stay Near Current River
Terrace/patio

14. 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, (17 reviews)
"Amazing place for our crew of 7 adults and 6 kids to stay. Everything was clean and perfectly located for exploring current river."
United States
Dillion
The price is ￥50,148
￥93,423 total
includes taxes & fees
Aug 30 - Aug 31
Living Waters Estates, Elegant 3 BR Home with kids area, hot tub, sleeps 12
Private kitchen

15. White Family Suite

White Family Suite
Eminence
The price is ￥43,780
￥73,805 total
includes taxes & fees
Sep 8 - Sep 9
White Family Suite
House (3 Bedrooms) | Interior

16. Home Near Eleven Point River & Nat'l Forest!

Home Near Eleven Point River & Nat'l Forest!
3.0 star property
Alton
The price is ￥18,467
￥32,782 total
includes taxes & fees
Aug 30 - Aug 31
Home Near Eleven Point River & Nat'l Forest!
Private kitchen

17. Home Near Eleven Point River & Nat'l Forest!

Home Near Eleven Point River & Nat'l Forest!
Alton
7.0 out of 10, Good, (2 reviews)
"We had a great stay! The getaway was clean and inviting. Its super artsy and creative-just a really fun place. Amber and Marc were very informative. Any and all questions we had were answered. Everything was ready and available. Amber is super helpful and just a really great person. Will be back and highly recommend!!!"
United States
Amy
The price is ￥12,577
￥33,405 total
includes taxes & fees
Aug 30 - Aug 31
Home Near Eleven Point River & Nat'l Forest!
Outdoor dining

18. 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, (23 reviews)
"This was one of the best trips we’ve ever had! The cabin was beautiful and stocked with so many nice surprises. We loved our stay!"
United States
Lisa B.
The price is ￥18,149
￥36,412 total
includes taxes & fees
Aug 30 - Aug 31
Quiet 2 story Cabin on 32 acres near eleven point river
Property grounds

19. #ContemplationCabin on the Jacks Fork River!

#ContemplationCabin on the Jacks Fork River!
Summersville
10.0 out of 10, Exceptional, (84 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 ￥39,800
￥57,460 total
includes taxes & fees
Sep 7 - Sep 8
#ContemplationCabin on the Jacks Fork River!
Private kitchen

20. 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, (44 reviews)
"Would stay here again"
United States
Steve A.
The price is ￥19,104
￥23,382 total
includes taxes & fees
Aug 28 - Aug 29
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock
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

Current River Luxury in a Camper

Current River Luxury in a Camper

10/10 Excellent
"Excellent RV for a family! Excellent location with excellent communication. We will be back!"
Johnny H. 2-night trip
Posted 4 hours ago
Current River Luxury in a Camper

Find out more about Winona

Search for holiday rentals in Winona on Expedia! You can easily find your home rentals, villas, holiday apartments in Winona using one of the methods below:

  • View our selection of featured holiday rentals in Winona
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  • Enter your travel dates to view the best deals on holiday rentals in Winona while they last

Look no further and take a look at our great range of rental properties in Winona!

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?

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