Winona Holiday Rentals from NZ$262: Search Short-Term Rentals

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Our top choices for Winona holiday rentals

A cabin with a wooden deck, two doors, and a small porch area.

1. Hogan's Hideout Cottage #7

Eminence

Janice

includes taxes & fees

16 Oct - 17 Oct

A hot tub with a wooden deck and a view of trees and a house in the background.

2. Bungalow with Hot Tub in Birch Tree

Birch Tree

"This place is great! I'd stay here again and again. The yard is beautiful and inviting. There is a convenience store and small town park within walking distance, in case you forgot something. We really enjoyed going to the dive bar and dispensary a one minute walk away. You literally walk out the back door and in the side door of the bar. No driving drunk. Marsha communicates well and has thought of your every need in advance. She even puts out snacks. They were great! There is a fire...

Michael K.

includes taxes & fees

18 Oct - 19 Oct

A wooden interior with a bathroom featuring a sink, mirror, and towel rack. A door leads to a kitchen area with a 'GROCERY' sign.

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

Eminence

Kent L.

includes taxes & fees

1 Nov - 2 Nov

A living room with a black sofa, a patterned throw pillow, a flat-screen TV displaying 'Clemson,' a wooden wall, and a patterned rug.

4. CountryComfortRetreat!!! 2-bedroom mobile home with AC in Birch Tree

Birch Tree

Jennifer H.

includes taxes & fees

8 Nov - 9 Nov

A kitchen with dark wooden cabinets, a white refrigerator, a coffee maker, and a window with a view of trees.

5. Newly renovated early 1900’s farmhouse

Birch Tree

Drew W.

includes taxes & fees

18 Oct - 19 Oct

A cabin with a wooden deck, a covered porch, and a gravel driveway.

6. Hogan's Hideout Cozy Cottage #5

Eminence

Mandy M.

includes taxes & fees

16 Oct - 17 Oct

A red canoe-shaped planter filled with various plants and flowers, placed on a gravel surface.

7. Hogan's Hideout Cottage #8

Eminence

Anonymous traveller

includes taxes & fees

16 Oct - 17 Oct

A wooden cabin with a porch, surrounded by trees and grass.

8. Nat's Cozy River Cabin Quiet 2-bedroom cabin with Current River views

van buren

includes taxes & fees

16 Oct - 17 Oct

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Top Winona Hotel Reviews

Echo Bluff State Park

8/10 Good

"An excellent experience from beginning to end with one exception……the food was disappointing and they’re was not enough wait staff."

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

10/10 Excellent

"We had such an easy time with the whole rental process that we never really needed to reach out to the hosts. The cabin was perfect for my work trip. With two separate bedroom/bathrooms, it made everything easy!!!"

Cozy Riverfront Cabin on the Current River. Relax, Unwind & Explore the Ozarks

10/10 Excellent

"Really enjoyed our 2-night stay at the cabin. The location right on the river was perfect. Plenty of time was enjoyed just sitting on the porch while enjoying the views and sounds. Would recommend to anyone looking for a getaway in Van Buren, MO. Cabin was in great shape and was exactly as advertised. Hosts were great to work with."

The Cabin at Stormy Mountain Ranch, 800acre Ranch. ATV, Horses or Jeeps welcome

10/10 Excellent

"Very well maintained cabin. Easy access. Host was very responsive to a request to make a minor repair. Rooms were clean and comfortable. Only recommendation is for kitchen wash cloths and towels which we could not find."

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$262 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?

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.

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Check prices for these dates

Our top choices for Winona holiday rentals

1. Hogan's Hideout Cottage #7

2. Bungalow with Hot Tub in Birch Tree

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

4. CountryComfortRetreat!!! 2-bedroom mobile home with AC in Birch Tree

5. Newly renovated early 1900’s farmhouse

6. Hogan's Hideout Cozy Cottage #5

7. Hogan's Hideout Cottage #8

8. Nat's Cozy River Cabin Quiet 2-bedroom cabin with Current River views

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

10. Cozy quiet country getaway just minutes from the Current River

11. Cozy Corner

12. Easy Street Apartment

13. Family-Friendly 3BR/2BA Van Buren Home w/ Fire Pit & Starlink WiFi!

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

15. 3-bedroom/2 bath house in Van Buren MO located on the Current River

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

17. Living Waters Estates, Elegant 3 BR Home with kids area, hot tub, sleeps 12

18. Clearwater Lake, cabin minutes from Bluff View Marina & boat dock

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

20. Quiet 2 story Cabin on 32 acres near eleven point river

Find holiday rentals that suit your style

Top Winona Hotel Reviews

Echo Bluff State Park

Honeysuckle Inn - Mountain View

Unbeatable convenience in amazing Eminence!

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

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

Cozy Riverfront Cabin on the Current River. Relax, Unwind & Explore the Ozarks

Collier Cabin in Pine Hollow ~ Eminence, MO

The Cabin at Stormy Mountain Ranch, 800acre Ranch. ATV, Horses or Jeeps welcome

Deadwood Acres cabin #2

Find out more about Winona

Frequently asked questions

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