A river surrounded by dense green forest.

Winona Holiday Rentals

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Check prices for these dates

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

Our top choices for Winona holiday rentals

Coffee/tea maker, fridge, microwave, oven

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 HK$1,263
HK$2,260 total
includes taxes & fees
30 Aug - 31 Aug
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 HK$1,263
HK$2,168 total
includes taxes & fees
30 Aug - 31 Aug
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 HK$1,137
HK$1,737 total
includes taxes & fees
3 Sept - 4 Sept
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 HK$1,960
HK$2,711 total
includes taxes & fees
30 Aug - 31 Aug
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 HK$1,199
HK$1,819 total
includes taxes & fees
30 Aug - 31 Aug
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 HK$941
HK$1,184 total
includes taxes & fees
3 Sept - 4 Sept
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 traveller
The price is HK$1,137
HK$1,721 total
includes taxes & fees
29 Aug - 30 Aug
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 HK$1,137
HK$1,686 total
includes taxes & fees
29 Aug - 30 Aug
Hogan's Hideout Cozy Cottage #5
Microwave, stovetop

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 HK$1,192
HK$1,435 total
includes taxes & fees
8 Sept - 9 Sept
Nice 2-bedroom cottage with AC in Mountain View
WiFi

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 HK$1,238
HK$1,967 total
includes taxes & fees
31 Aug - 1 Sept
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 HK$1,372
HK$2,141 total
includes taxes & fees
1 Sept - 2 Sept
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 HK$1,348
HK$2,099 total
includes taxes & fees
27 Sept - 28 Sept
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 HK$2,548
HK$4,084 total
includes taxes & fees
28 Aug - 29 Aug
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 HK$2,469
HK$4,600 total
includes taxes & fees
30 Aug - 31 Aug
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 HK$2,156
HK$3,611 total
includes taxes & fees
3 Sept - 4 Sept
White Family Suite
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 HK$909
HK$1,614 total
includes taxes & fees
30 Aug - 31 Aug
Home Near Eleven Point River & Nat'l Forest!
Coffee/tea maker, fridge, microwave, stovetop

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 HK$619
HK$1,645 total
includes taxes & fees
30 Aug - 31 Aug
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 HK$894
HK$1,793 total
includes taxes & fees
30 Aug - 31 Aug
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 HK$1,960
HK$2,829 total
includes taxes & fees
7 Sept - 8 Sept
#ContemplationCabin on the Jacks Fork River!
Coffee/tea maker, fridge, microwave, oven

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 HK$941
HK$1,151 total
includes taxes & fees
28 Aug - 29 Aug
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 16 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 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?

Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!: This highly rated holiday home rental in Winona is located on a river, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 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 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.