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Winona holiday rentals

We found 79 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 10 homes, 13 apartments and other holiday rentals in Winona that are perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as air conditioning and Wi-Fi. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Take in the natural beauty of Winona

The area's museums and churches are just some of the reasons to come on holiday to Winona. Well known for its bird watching, wildlife and gardens, this scenic city won't disappoint. A holiday 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 discover things to do in the area? Venture out of your holiday home and experience everything that makes Winona a one-of-a-kind holiday spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Elmaro Vineyard (8 mi / 12.8 km)
  • Trempealeau Moutain Golf Club (11.4 mi / 18.3 km)
  • The Craft Barn (17.5 mi / 28.2 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)

Exploring the natural landscape of Winona

Whether you're an adventurous traveller or just want to appreciate the scenery, Winona is a great place to get out in nature. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Grandad Bluff Park (28.3 mi / 45.5 km)

Transport 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 centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Rochester, MN (RST-Rochester Intl.), which is 42.2 mi (67.8 km) away.

If you're travelling by train, the main station serving the city is Winona Station.

Frequently asked questions

What is the best area to stay in Winona when booking a holiday home?

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 holiday home 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. Stayz has holiday homes of all shapes, sizes and budgets, and we'll help you discover your ideal fit.

How much does it cost to rent a holiday home in Winona?

Property type, length of stay and season are some of the things that can influence the price of a holiday home. Simply add your travel dates to find your ideal escape. From cosy cabins to plush villas, all Stayz holiday homes 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 Stayz. 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 home amenities in Winona?

A firepit, nearby museums and a garden top the list of most popular home amenities in Winona. Whether you're planning to travel solo, with your other half or a group of dear friends, Stayz will help you find a holiday 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 Centre

How old do you have to be to rent a holiday home in Winona?

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

How long can I rent a holiday home 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 Stayz'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.

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