Winona County vacation rentals

We found 225 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Discover a selection of 17 homes, 15 apartments, and other vacation rentals in Winona County that are perfect for your trip. Vacation homes offer the best amenities for you and your friends, family, or even pets, like air conditioning and WiFi. At the end of the day, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

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Choose a vacation rental for your Winona County getaway

Learn about the unique charm of Winona County with a stay in a private vacation home. This city has something for everyone. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Winona County

Are you hoping to discover things to do during your stay? Venture out of your vacation home and check out everything that makes Winona County a one-of-a-kind vacation spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Elmaro Vineyard (6.6 mi / 10.7 km)
  • Shenanigans Entertainment Center & Sports Bar (23.2 mi / 37.4 km)
  • Coffee Mill Ski Area (29.2 mi / 47 km)
  • Garvin Heights Vineyard (2.4 mi / 3.9 km)
  • Cedar Valley Golf Course (7.6 mi / 12.3 km)
  • Trempealeau Moutain Golf Club (10 mi / 16.1 km)

Exploring the natural landscape of Winona County

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Winona County is a great place to spend some time outside. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Trempealeau Mountain (7.4 mi / 11.9 km)
  • Perrot State Park (8.5 mi / 13.7 km)
  • Great River Bluffs State Park (13.9 mi / 22.4 km)
  • Whitewater State Park (20.1 mi / 32.3 km)
  • Riverside Park (25 mi / 40.3 km)
  • Grandad Bluff Park (27 mi / 43.4 km)

Transportation to and around Winona County

If you'd prefer to travel by train, the main station serving the city is Winona Station.

Frequently asked questions

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

If you're considering a trip to Winona County, Altura is one of the most popular places to stay. Whether you opt for a cottage, condo or other property type, you'll always have the whole place to yourself.

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

Houses are the most popular type of vacation rental in Winona County, according to our data. Even if you have a different idea in mind, Vrbo has vacation homes in loads of sizes and shapes. Browse our options to find your perfect Winona County pad.

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

The average price for a vacation rental in Winona County is determined by several factors, such as property type, length of stay and season. Whether you'd like a sprawling villa with room to move around or an apartment for just you and the kids, just add your dates of travel to find stays with great value.

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

The average price for a vacation rental by the beach in Winona County will depend on when you'll be there and the size and style of property you're searching for. You can easily find prices on Vrbo by entering the dates you'll be traveling. Then use the handy filter tool to choose the number of bedrooms and amenities essential to you, like air conditioning, WiFi and a hot tub.

What are popular rental amenities in Winona County?

The most popular rental amenities people are searching for in Winona County include an oven, a microwave oven and a fridge. Whether you're vacationing with family, your besties or even pets, Vrbo vacation homes include the best amenities for hanging out with the people closest to you.

Are there large group vacation rentals in Winona County?

Winona County has four vacation rentals that can cater to 10 or more people. These stays come with enough space to enjoy good times with your favorite people.

What are the top attractions for families in Winona County?

Keep the kids amused at these awesome family-friendly attractions in Winona County:

  • Whitewater State Park
  • Lake Lodge Recreation Center
  • Minnesota Marine Art Museum

Can I find two-bedroom vacation rentals in Winona County?

Winona County has five two-bedroom properties that you can choose from. Enjoy a vacation home with all the comfort and space you need at a fantastic price on Vrbo.

Are there vacation rentals with WiFi in Winona County?

You'll have a choice of 12 vacation rentals with WiFi in Winona County. If you'd like to disconnect from the world while on vacation, but still need to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.

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

We recommend you check with the Winona County vacation home you want on Vrbo as age restrictions differ. However, it's generally 16, 18 or 21.

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

It's up to the Winona County property. To see all available options offering extended stays, just enter your dates and number of guests into the Vrbo search page. Enjoy having the whole place to yourself, as well as amenities such as air conditioning, a kitchen and outdoor spaces where the kids can run and play. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.

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