Discover a selection of 46 vacation rentals in Winona, MN that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and fireplaces. Prices start at $43 per night, and houses and cabins are popular options for a stay in Winona. Either way, you'll find a rental for everyone's needs.
Destination guide

Travel to beautiful Winona

The area's museums and churches are just a few of the reasons to vacation in Winona. Travelers to this scenic city praise the bird watching, wildlife and gardens. A vacation rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.


Sightseeing in and around Winona

Do you want to find things to do while you're in the area? Venture out of your vacation home and check out everything that makes Winona a one-of-a-kind vacation spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Cedar Valley Golf Course (5.9 mi / 9.5 km)
  • Elmaro Vineyard (8.1 mi / 13 km)
  • Trempealeau Moutain Golf Club (10.7 mi / 17.2 km)
  • Riverside Amusement Park (21.9 mi / 35.2 km)
Natural features

Exploring the natural landscape of Winona

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Winona is a great place to get outside. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Sugar Loaf (2.9 mi / 4.6 km)
  • Garvin Heights City Park (3 mi / 4.8 km)
  • Lake Lodge Recreation Center (3.7 mi / 5.9 km)
  • Aghaming Park And Preserve (5 mi / 8 km)
  • Trempealeau Mountain (7.6 mi / 12.3 km)
  • Perrot State Park (8.7 mi / 14 km)
How to get there

Traveling to and around Winona

The nearest airport is in La Crosse, WI (LSE-La Crosse Municipal), located 20.4 mi (32.8 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Rochester, MN (RST-Rochester Intl.), which is 42.5 mi (68.4 km) away.

If you prefer train travel, the main station serving the city is Winona Station.

How many vacation rentals are available around Winona, MN?

Our 2021 property listings offer a large selection of 46 vacation rentals around Winona. From 36 house rentals to 9 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Winona?

Vrbo offers a large selection of vacation rentals near lovely places in Winona. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Winona Station: 40 vacation rentals
  • Pickwick Mill: 49 vacation rentals
  • Sugar Loaf: 33 vacation rentals
  • Great River Bluffs State Park: 49 vacation rentals
  • Winona County Courthouse: 40 vacation rentals

But there are many other points of interest around Winona listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Winona?

Yes, of course. Vrbo has 36 Houses in Winona. Our other popular types of vacation rentals in Winona include:

  • Cabins: 9 rentals available
  • Bed & breakfasts: 3 rentals available
  • Cottages: 9 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Townhouses and more.

Can I find a vacation rental with pool in Winona?

Yes, you can select your preferred vacation rental with pool among our 3 vacation rentals with pool available in Winona. Please use our search bar to access the selection of vacation rentals available.