Winona Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Winona holiday 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, (15 reviews)
"It was beautiful and homey. We really enjoyed our stay. "
United States
Jessica
The price is HK$547
HK$1,313 total
includes taxes & fees
12 Feb - 13 Feb
Charming 2-bedroom house with AC, WiFi in serene Van Buren
Iron/ironing board, WiFi, bed sheets

Melody King Suite. Experience peaceful relaxation in this Micro Boutique Hotel

Melody King Suite. Experience peaceful relaxation in this Micro Boutique Hotel
Alton
10.0 out of 10, Exceptional, (1 review)
"Thoroughly enjoyed our stay! Room was clean, welcoming and relaxing. Hosts were pleasant, accommodating and kind. Would highly recommend. We will definitely be back! "
United States
Paula W.
The price is HK$506
HK$663 total
includes taxes & fees
4 Mar - 5 Mar
Melody King Suite. Experience peaceful relaxation in this Micro Boutique Hotel
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, (34 reviews)
"Beautiful property, I’d recommend to anyone going here to stay here."
United States
tom
The price is HK$938
HK$1,094 total
includes taxes & fees
12 Feb - 13 Feb
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock
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 HK$1,048
HK$1,724 total
includes taxes & fees
12 Feb - 13 Feb
Cozy Corner
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 HK$1,048
HK$1,724 total
includes taxes & fees
12 Feb - 13 Feb
Easy Street Apartment
Microwave, stovetop

Cozy quiet country getaway just minutes from the Current River

Cozy quiet country getaway just minutes from the Current River
Van Buren
The price is HK$633
HK$1,102 total
includes taxes & fees
12 Feb - 13 Feb
Cozy quiet country getaway just minutes from the Current River
Interior

Walk to Current River: Ozarks Adventure Home!

Walk to Current River: Ozarks Adventure Home!
3.0 star property
Van Buren
The price is HK$1,532
HK$2,752 total
includes taxes & fees
12 Feb - 13 Feb
Walk to Current River: Ozarks Adventure Home!
Interior

Hilltop House #1 with AMAZING views

Hilltop House #1 with AMAZING views
Van Buren
10.0 out of 10, Exceptional, (1 review)
"Absolutely perfect in every way, beautiful view! Host were very kind and helpful!!"
United States
Loretta B.
The price is HK$1,954
HK$2,681 total
includes taxes & fees
17 Feb - 18 Feb
Hilltop House #1 with AMAZING views
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, (16 reviews)
"Beautiful property, lots of fun stuff to do. Wild life was really cool, and the sky at night is insane. Can’t wait to come back next year for our eleven point trip!"
United States
Anonymous traveller
The price is HK$891
HK$1,649 total
includes taxes & fees
15 Feb - 16 Feb
Quiet 2 story Cabin on 32 acres near eleven point river
Terrace/patio

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
The price is HK$703
HK$1,258 total
includes taxes & fees
12 Feb - 13 Feb
Family-Friendly 3BR/2BA Van Buren Home w/ Fire Pit & Starlink WiFi!
Exterior

🔴Van Buren 3 Bedroom Home Near the Landing with an Arcade! Fast Wifi!

🔴Van Buren 3 Bedroom Home Near the Landing with an Arcade! Fast Wifi!
Van Buren
10.0 out of 10, Exceptional, (26 reviews)
"Very nice place. Close to the landing. I would definitely stay here again. "
United States
Casey C.
The price is HK$1,336
HK$2,110 total
includes taxes & fees
12 Feb - 13 Feb
🔴Van Buren 3 Bedroom Home Near the Landing with an Arcade! Fast Wifi!
Property grounds

#ContemplationCabin on the Jacks Fork River!

#ContemplationCabin on the Jacks Fork River!
Summersville
10.0 out of 10, Exceptional, (75 reviews)
"The cabin was beautiful and perfectly maintained. Our weekend stay was relaxing and memorable — everything was clean, comfortable, and thoughtfully managed. We’re already looking forward to returning in every season!"
United States
Kathia L.
The price is HK$1,954
HK$2,649 total
includes taxes & fees
12 Feb - 13 Feb
#ContemplationCabin on the Jacks Fork River!
Fridge, microwave, oven, stovetop

Newly renovated early 1900’s farmhouse

Newly renovated early 1900’s farmhouse
Birch Tree
10.0 out of 10, Exceptional, (21 reviews)
"Place was perfect for our stay. Beautiful property. "
United States
Drew W.
The price is HK$1,255
HK$2,204 total
includes taxes & fees
12 Feb - 13 Feb
Newly renovated early 1900’s farmhouse
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 HK$2,462
HK$4,434 total
includes taxes & fees
17 Feb - 18 Feb
Living Waters Estates, Elegant 3 BR Home with kids area, hot tub, sleeps 12
Interior

Walk to Current River: Ozarks Adventure Home!

Walk to Current River: Ozarks Adventure Home!
Van Buren
The price is HK$1,368
HK$2,790 total
includes taxes & fees
12 Feb - 13 Feb
Walk to Current River: Ozarks Adventure Home!
Interior

Newly renovated family/pet-friendly Mountain View home

Newly renovated family/pet-friendly Mountain View home
Mountain View
The price is HK$1,055
HK$2,368 total
includes taxes & fees
20 Feb - 21 Feb
Newly renovated family/pet-friendly Mountain View home
Iron/ironing board, WiFi, bed sheets

H.D. Franks Guesthouse - Romantic Beautiful 2 Story 1946 Home

H.D. Franks Guesthouse - Romantic Beautiful 2 Story 1946 Home
Alton
The price is HK$2,032
HK$2,313 total
includes taxes & fees
12 Feb - 13 Feb
H.D. Franks Guesthouse - Romantic Beautiful 2 Story 1946 Home
Exterior detail

Hilltop House #2

Hilltop House #2
Van Buren
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful property. Would stay again."
United States
Sharon P.
The price is HK$1,351
HK$2,099 total
includes taxes & fees
17 Feb - 18 Feb
Hilltop House #2
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

#ContemplationCabin on the Jacks Fork River!

#ContemplationCabin on the Jacks Fork River!

10/10 Excellent
"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."
Teagan B. 1-night trip
Posted 7 days ago
#ContemplationCabin on the Jacks Fork River!

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

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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?

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 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.