Winona Holiday Rentals

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Our top choices for Winona holiday rentals

Walk to Current River: Ozarks Adventure Home!

Walk to Current River: Ozarks Adventure Home!
3.0 star property
Van Buren
The price is NZ$466
includes taxes & fees
14 Apr - 15 Apr
Walk to Current River: Ozarks Adventure Home!

#ContemplationCabin on the Jacks Fork River!

#ContemplationCabin on the Jacks Fork River!
Summersville
10.0 out of 10, Exceptional, (76 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 NZ$610
includes taxes & fees
26 Apr - 27 Apr
#ContemplationCabin on the Jacks Fork River!

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, (35 reviews)
"Beautiful property, I’d recommend to anyone going here to stay here."
United States
tom
The price is NZ$252
includes taxes & fees
14 Apr - 15 Apr
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

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, (19 reviews)
"Host was very welcoming. We are an outdoors centric family and this was better than camping…very secluded and peaceful location. "
United States
Troy S.
The price is NZ$387
includes taxes & fees
14 Apr - 15 Apr
Quiet 2 story Cabin on 32 acres near eleven point river

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 NZ$983
includes taxes & fees
15 Apr - 16 Apr
Living Waters Estates, Elegant 3 BR Home with kids area, hot tub, sleeps 12

Newly renovated early 1900’s farmhouse

Newly renovated early 1900’s farmhouse
Birch Tree
10.0 out of 10, Exceptional, (23 reviews)
"Place was perfect for our stay. Beautiful property. "
United States
Drew W.
The price is NZ$486
includes taxes & fees
14 Apr - 15 Apr
Newly renovated early 1900’s farmhouse

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 NZ$608
includes taxes & fees
26 Apr - 27 Apr
Hilltop House #1 with AMAZING views

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 NZ$289
includes taxes & fees
27 Apr - 28 Apr
Charming 2-bedroom house with AC, WiFi in serene Van Buren

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, (1 review)
"Lots of room, recently remodeled and up to date. Fully stocked with just about everything you need. Host quick with response. Close to the current river, big springs national park and downtown businesses "
United States
Angela W.
The price is NZ$424
includes taxes & fees
17 Apr - 18 Apr
Family-Friendly 3BR/2BA Van Buren Home w/ Fire Pit & Starlink WiFi!

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, (1 review)
"Was a great little cabin"
United States
Ann C.
The price is NZ$254
includes taxes & fees
15 Apr - 16 Apr
Cozy quiet country getaway just minutes from the Current River

H.D. Franks Guesthouse - Romantic Vintage Colonial Home in Historic Alton Mo.

H.D. Franks Guesthouse - Romantic Vintage Colonial Home in Historic Alton Mo.
Alton
The price is NZ$422
includes taxes & fees
20 Apr - 21 Apr
H.D. Franks Guesthouse - Romantic Vintage Colonial Home in Historic Alton Mo.

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 NZ$202
includes taxes & fees
14 Apr - 15 Apr
Melody King Suite. Experience peaceful relaxation in this Micro Boutique Hotel

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 NZ$369
includes taxes & fees
27 Apr - 28 Apr
Cozy Corner

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 NZ$369
includes taxes & fees
27 Apr - 28 Apr
Easy Street Apartment

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
9.4 out of 10, Exceptional, (18 reviews)
"Very convenient location for us. The cabin is perfect for two people. "
United States
Cynthia A. S.
The price is NZ$384
includes taxes & fees
27 Apr - 28 Apr
Just A Stone's Throw Cabin from Eminence, Jacks Fork, & Cross County Trail Ride

Walk to Current River: Ozarks Adventure Home!

Walk to Current River: Ozarks Adventure Home!
Van Buren
The price is NZ$465
includes taxes & fees
26 Apr - 27 Apr
Walk to Current River: Ozarks Adventure Home!

Newly renovated family/pet-friendly Mountain View home

Newly renovated family/pet-friendly Mountain View home
Mountain View
The price is NZ$547
includes taxes & fees
25 Apr - 26 Apr
Newly renovated family/pet-friendly Mountain View home

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 NZ$425
includes taxes & fees
27 Apr - 28 Apr
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

Find out more about Winona

Everything you need to know about Winona holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winona holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winona holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winona holiday rentals we have selected for you start as low as NZ$610 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 holiday 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 holiday.

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 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.