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Winona Vacation Rentals

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Check prices for these dates

Tonight
Dec 25 - Dec 26
Tomorrow
Dec 26 - Dec 27
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Winona vacation rentals

Private kitchen
Big River Escape Parkside Bungalow

Cottage in Winona

Big River Escape Parkside Bungalow
3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
The price is P12,103
P13,511 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Big River Escape Parkside Bungalow
Private kitchen
Big River Escape Riverside Cabins

Cabin in Cochrane

Big River Escape Riverside Cabins
3.0 star property
9.2 out of 10, Wonderful, (39)
"Place was clean and comfortable. "
United States
Tristan
The price is P6,625
P6,989 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Big River Escape Riverside Cabins
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

Country Inn & Suites by Radisson, La Crosse, WI

Country Inn & Suites by Radisson, La Crosse, WI

10/10 Excellent
"Great staff and good location "
David 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, La Crosse, WI

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
  • Use the map to find apartments and other holiday homes in the Winona neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winona while they last

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

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Frequently asked questions

Can I find vacation rentals in Winona?

Yes, there are vacation rentals near the most popular sights in Winona, or you can choose a more secluded option if you'd like a relaxing place to stay. The riverfront and museums are just a few reasons why tourists like Winona. Make sure you have time to check out the gardens and churches during your trip.

How many vacation rentals are there in Winona?

Expedia has 14 vacation rentals for your stay in Winona.

What can I see and do in Winona?

Enjoy the outdoors at Lake Lodge Recreation Center and Mississippi River, or simply take in cultural attractions like Minnesota Marine Art Museum and Winona County Historical Society. While here, Great River Bluffs State Park and Aghaming Park And Preserve are other places worth a visit.

What are vacation rentals like in Winona?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Winona. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.