Search Cottages in Winona

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Learn more about Winona

Nestled between dramatic bluffs along the Mississippi River, this historic town offers vibrant arts festivals and excellent hiking through Sugar Loaf's trails. Visit the Minnesota Marine Art Museum to see masterpieces, then rent kayaks to explore hidden backwaters when summer temperatures peak.

A lake with a rocky hill and trees in the foreground.

Top reviews in Winona

Frequently Asked Questions

Why book your cottage in Winona with Expedia?

Expedia has some superb cottages in Winona, so get set for a memorable holiday on nature's doorstep. If you have a certain budget, choose how much you want to spend and the preferred star rating of your property. Or take advantage of our filters to search for cottages with a kitchen or a pool. We'll help you find the right place whatever your escape looks like.

How can I find cheap cottages in Winona?

With Expedia's convenient filter tool, scoring cheap cottages in Winona is a breeze. To find accommodation that'll make your hip pocket happy, fine-tune your search results by star rating, budget and amenities.

What is there to do in Winona near my cottage?

Winona has enough activities and experiences to keep you amused for weeks (or months!), starting with Aghaming Park And Preserve. Lake Lodge Recreation Centre, St. Stanislaus Kostka Basilica and Minnesota Marine Art Museum are other awesome attractions. If you have time to spare, Garvin Heights City Park and Winona County Courthouse will add the finishing touches to your itinerary.