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Holiday Rentals in Winona

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Holiday Rentals in Winona

Charming 2-bedroom house with AC, WiFi in serene Van Buren
2.0 star property
9.0 out of 10, Wonderful, (15)
"It was beautiful and homey. We really enjoyed our stay. "
The price is €148
includes taxes & fees
20 Oct - 21 Oct
Charming 2-bedroom house with AC, WiFi in serene Van Buren
Stay in our cozy quiet country getaway just minutes from the Current River
2.0 star property
The price is €117
includes taxes & fees
17 Oct - 18 Oct
Stay in our cozy quiet country getaway just minutes from the Current River
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock
10.0 out of 10, Exceptional, (32)
"Beautiful property, I’d recommend to anyone going here to stay here."
The price is €120
includes taxes & fees
18 Oct - 19 Oct
Clearwater Lake, cabin minutes from Bluff View Marina & boat dock
Hilltop House #2
9.0 out of 10, Wonderful, (2)
"Very clean and nice. Not far from the river and places to eat. Would 100% stay again. "
Hilltop House #2
Quiet 2 story Cabin on 32 acres near eleven point river
10.0 out of 10, Exceptional, (15)
"Had a great time. Really nice place, great to have WiFi. If you have AT&T the WiFi in area is not the greatest. You will have if At the house. Enjoyed visiting, hiking Mark Twain National Forest. The host was so kind and helpful. Family enjoyed the little getaway. "
Quiet 2 story Cabin on 32 acres near eleven point river
Just A Stone's Throw Cabin from Eminence, Jacks Fork, & Cross County Trail Ride
9.4 out of 10, Exceptional, (15)
"Decent place, lots of ladybugs in the house!"
Just A Stone's Throw Cabin from Eminence, Jacks Fork, & Cross County Trail Ride
Living Waters Estates, Elegant 3 BR Home with kids area, hot tub, sleeps 12
2.0 star property
10.0 out of 10, Exceptional, (10)
"Wonderful stay. Good location. Very enjoyable experience."
The price is €501
includes taxes & fees
23 Oct - 24 Oct
Living Waters Estates, Elegant 3 BR Home with kids area, hot tub, sleeps 12
Family-Friendly Central 3BR/2BA Van Buren Home w/ Fire Pit & Starlink WiFi
2.0 star property
Family-Friendly Central 3BR/2BA Van Buren Home w/ Fire Pit & Starlink WiFi
#ContemplationCabin on the Jacks Fork River!
10.0 out of 10, Exceptional, (68)
"Great experience at the contemplation cabin. Perfect place to float and fish all day long! Excellent hosts! "
The price is €299
includes taxes & fees
26 Oct - 27 Oct
#ContemplationCabin on the Jacks Fork River!
Newly renovated early 1900’s farmhouse
10.0 out of 10, Exceptional, (19)
"We absolutely loved our stay! The house was beautiful and exactly as showed."
The price is €249
includes taxes & fees
20 Oct - 21 Oct
Newly renovated early 1900’s farmhouse
Hilltop House #1 with AMAZING views
10.0 out of 10, Exceptional, (1)
"Absolutely perfect in every way, beautiful view! Host were very kind and helpful!!"
Hilltop House #1 with AMAZING views
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, apart-hotels, 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 €120 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.