Winona Vacation Rentals, Minnesota: homes, house rentals & more

Discover a selection of 10 homes, 13 apartments, and other vacation rentals in Winona that are perfect for your trip. Vacation homes provide the best amenities for your family, friends, or furry companion, such as WiFi and a pool. At the end of the day, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

Find properties near top attractions in Winona

Winona State University

Find the best place to stay - Winona

Grand home with views of the Mississippi!

Sleeps 18 · 8 bedrooms · 4 bathrooms

Top rated rentals - Winona

Premier Host

Great place

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
Learn more

Take in the natural beauty of Winona

The area's museums and churches are just a few of the reasons to vacation in Winona. Well known for its bird watching, wildlife and gardens, this scenic city won't disappoint. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Winona

Are you hoping to find attractions to visit in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Winona a fun place to get away. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

Elmaro Vineyard (8 mi / 12.8 km)
Trempealeau Moutain Golf Club (11.4 mi / 18.3 km)
Shenanigans Entertainment Center & Sports Bar (24.5 mi / 39.5 km)
Garvin Heights Vineyard (2 mi / 3.3 km)
Cedar Valley Golf Course (8.9 mi / 14.3 km)
Walnut Grove Golf Course (14.2 mi / 22.8 km)

Exploring the natural landscape of Winona

Whether you're looking for exciting outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Winona. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

Trempealeau Mountain (8.8 mi / 14.2 km)
Perrot State Park (9.9 mi / 15.9 km)
Great River Bluffs State Park (15.3 mi / 24.6 km)
Whitewater State Park (18.7 mi / 30.1 km)
Riverside Park (26.3 mi / 42.4 km)
Root River (27.9 mi / 44.9 km)

Transportation options to and around Winona

The nearest airport is in La Crosse, WI (LSE-La Crosse Municipal), located 23.6 mi (37.9 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Rochester, MN (RST-Rochester Intl.), which is 42.2 mi (67.8 km) away.

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

Frequently asked questions

What is the best area to stay in Winona when booking a vacation rental?

If you're thinking about a Winona getaway, Goodview is one of the most desirable places to stay. Whether you prefer a chalet, cottage or another property style, you'll always have the entire place to yourself.

What is the most popular type of vacation rental accommodation in Winona?

Based on our data, houses are the most popular type of property in Winona. But naturally, everyone's idea of the perfect stay isn't the same. Vrbo has vacation homes of all shapes, sizes and budgets, and we'll help you discover your ideal fit.

How much does it cost to rent a vacation rental in Winona?

Property type, length of stay and season are some of the things that can influence the price of a vacation home. Simply add your travel dates to find your ideal escape. From cozy cabins to plush villas, all Vrbo vacation rentals provide incredible value.

How much does it cost to rent a beach house in Winona?

When you travel and the size and style of the property will influence how much you'll pay for your beachside stay. Put in your Winona travel dates to see all your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use our filters to pick the amenities and features you need.

What are popular rental amenities in Winona?

A firepit, nearby museums and a garden top the list of most popular rental amenities in Winona. Whether you're planning to travel solo, with your other half or a group of dear friends, Vrbo will help you find a vacation home that matches your tastes with a load of extras you'll love.

What are the top attractions for families in Winona?

Keep your kids occupied at these awesome family-friendly attractions in Winona:

Winona County Historical Society
Minnesota Marine Art Museum
Lake Lodge Recreation Center

How old do you have to be to rent a vacation rental in Winona?

We advise checking with the Winona vacation rental you'd like on Vrbo as age restrictions differ. However, it's normally 16, 18 or 21.

How long can I rent a vacation rental in Winona for?

It's down to the Winona property. To look over a list of options offering extended stays, just enter your dates and guest number into Vrbo's search page. You can enjoy having the whole place to yourself, as well as comforts such as a full kitchen, air conditioning and outdoor spaces where the kids can play. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.