Winona Holiday Rentals from AU$344: Search Short-Term Rentals

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Holiday Rentals in Winona

"We chose this property for our 1st Christmas away from home. I traveled with my husband, 3 kids aged 10-17, and 2 dogs. Walking in the first thing we saw was the beautiful Christmas tree and the decorated screened in porch. The home was very clean and had everything we could possibly need. The furniture was comfy and there were plenty of places for everyone to sit and relax. The bedrooms were spacious. The closets provided more than enough space to hang the clothes we brought with us. These...

"Its not secluded!! the bar is right accross property, just turn around you'd see and hear it. The residents are in the same location, you will see people, horses, dogs. If you don't mind that is the spot. There's several horse stalls that house horses for events and what not. Smells of poops all day. We were out all day long so it didn't matter. Its fun if you are not there to be alone!!"

"Very clean accommodations. Very secluded location. Private, peaceful, and quiet. Very relaxing environment. We found it to be a very good central location for going out and exploring the trails."

"Due to a situation beyond the property owners control we weren’t able to stay at the original cabin but they acted quickly and moved us to another. Great service and we had a great time. "

"The property is terrific -- we loved the river access -- and the hosts do a great job providing all the various amenities and tools to help make your stay fun and easy. Really nice hosts with great communication."

includes taxes & fees

16 Feb - 17 Feb

"Very quiet and quant little cabin. Nice walk to the creek. Close to everything. Would stay there again "

"Very nice cabin! Better than staying at a hotel, at near the same price."

"We had a wonderful stay in the cabin. It was nice and had everything that we needed. The floor was not super clean and the hideawayneed was a little dirty, but we had a great time anyway and would stay there again"

"Clean and convenient "

"Everything was clean and just as advertised. Ron was responsive and extremely nice. Love the area and would go back again and stay here."

"We were looking for a secluded getaway and we were not disappointed. We enjoyed the local hiki ng trails, with Greer Springs being our favorite. The cabin was really big and well maintained. Lots of extras were provided. We saw a lot of deer and birds but our favorite was the large skunk that made its way back and fourth during the evening in the meadow across the back fence line. We would stay here again."

includes taxes & fees

26 Jan - 27 Jan

"We had 3 cozy generations stay at Ron’s beautiful cabin for the weekend. We enjoyed the space and surroundings. The layout is wonderful for multiple people and there is room to explore the property for short hikes. We grilled, cooked, and roasted marshmallows over the fire! We also got to check out Ally Springs, which was amazing. Definitely recommend! "

"It was great"

"This is a nice cabin in the woods. It's quiet, comfortable, and clean. There was nothing I didn't like. "

"Nice place. Would stay again."

"Our family has been staying in these cabins for 5 years and they are always clean and comfortable. The kitchen has the right utensils for us to be able to cook and grill. The checkin in process is super easy and straightforward. "

"Loved staying a week at Sunshine Shack. The screened in deck is perfect to watch the deer at dusk."

"Thank you for sharing your beautiful home! Everything about it was perfect. We loved the fur mattresses and the quiet secluded yard. Everything was so clean. Everything we needed was there. Thank you;we would highly recommend!"

"It was nice to be able to pull right up to the entrance of the property and walk through the door with no stairs. For a one bedroom one bathroom apartment everything was very spacious and accommodating. We especially picked this because of the king size bed. We were not able to utilize some of the outdoor space, but I imagine it would be really nice to do so. We did however enjoy the wonderful gliders /on the front porch. The owner did a great job on the decor and the furniture is very...

includes taxes & fees

31 Jan - 1 Feb

"The little cabin is very nice, and has a great A/C and HOT shower. Drive can get muddy in heavy rains."

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Other types of properties in Winona you may be interested in

"We chose this property for our 1st Christmas away from home. I traveled with my husband, 3 kids aged 10-17, and 2 dogs. Walking in the first thing we saw was the beautiful Christmas tree and the decorated screened in porch. The home was very clean and had everything we could possibly need. The furniture was comfy and there were plenty of places for everyone to sit and relax. The bedrooms were spacious. The closets provided more than enough space to hang the clothes we brought with us. These...

"I've been staying at Echo Bluff for years, always in January or February. It's always been wonderful. We live about an hour away. During the spring, summer and fall we'll pack a picnic, drive up for the day and hike. It's always a good time. And the staff is excellent, always friendly and helpful. My only complaint is the restaurant. The food is always good but the menu is limited. I wish there was more variety. However, this doesn't keep me from coming back. I' m already planing my trip for...

includes taxes & fees

28 Jan - 29 Jan

"One of the best along highway 60 in MO"

includes taxes & fees

26 Jan - 27 Jan

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 favourite 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 depend 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 AU$344 per night. Entering your travel dates in the search wizard might find you 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.

Winona Holiday Home Travel Info

Popular accommodation	Winona private holiday homes
Known landmarks	Rocky Falls
International airports	St. Louis, MO (STL-Lambert-St. Louis Intl.) and Fort Leonard Wood, MO (TBN-Waynesville Regional)

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?

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

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Winona Holiday Rentals

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Holiday Rentals in Winona

Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!

Secluded Eminence Ranch House Cabin in the Ozarks

Secluded Ozarks Tiny House cabin in Eminence, MO

The Cabin on Current River with Private Gravel Bar!!

#ContemplationCabin on the Jacks Fork River!

Deadwood Acres cabin #2

Kings Cabin on the edge of town only 1/2 mile from Current River !

New cabin located on the jacks fork river front.

Spacious 4 bedroom cottage near Current River

Deadwood Acres cabin #1

Quiet 2 story Cabin on 32 acres near eleven point river

Deadwood acres cabin #3

Private Hilltop Cabin Near Current River

Pine Perfect Cabin on the edge of town only 1/2 mile from Current River!

RIVER FRONT HOUSE

Hillside Hideaway West just 1/2 mile from Current River!

Sunshine Shack at Clearwater Lake (sleeps 6)

2 Bedroom Home less than 2 miles to Jacks Fork River

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

The GiGi is a tiny exquisite house nestled on the river

Other types of properties in Winona you may be interested in

Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!

Echo Bluff State Park

Honeysuckle Inn - Mountain View

Find out more about Winona

Winona Holiday Home Travel Info

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Frequently asked questions