Winter vacation rentals

We found 58 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 13 homes, 29 cabins, and other vacation rentals in Winter that are perfect for your trip. Vacation homes offer the amenities you expect for your stay with friends, family, or just your pet, like WiFi and parking. At the end of the day, you're sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Find the perfect vacation rental for your Winter getaway

Experience the unique character of Winter with a stay in a vacation home rental. This city has something for everyone. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Winter

Are you hoping to discover attractions to visit during your stay? Venture out of your cozy vacation rental and experience everything that makes Winter a fun spot to vacation. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Josie Creek County Park (21.1 mi / 33.9 km)
  • The Tee-Away Golf Course and Supper Club (23.9 mi / 38.4 km)
  • St Croix Rod Company (28.4 mi / 45.8 km)
  • Park Falls Country Club (29.4 mi / 47.3 km)

Exploring the natural landscape of Winter

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Winter is a great place to spend some time outside. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Lake Chippewa (6.4 mi / 10.4 km)
  • Round Lake (19.9 mi / 32.1 km)
  • Lost Land Lake (20.5 mi / 33 km)
  • Lac Courte Oreilles (20.9 mi / 33.7 km)
  • Grindstone Lake (21.1 mi / 34 km)
  • Chequamegon National Forest (24.1 mi / 38.9 km)

Frequently asked questions

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

A number of things affect what you'll pay for a vacation rental in Winter, including the length of stay, type of property and season. Still, all our vacation homes have something in common — unbeatable value. Simply enter your travel dates to find your ideal match.

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

When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Click on your Winter travel dates to see your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to choose the amenities and features you want in your beach house.

What are the top attractions for families in Winter?

If you're in search of some family-friendly entertainment close to the heart of Winter, plan a visit to Lake Chippewa.

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

The minimum age is typically 16, 18 or 21. It can change from property to property on Vrbo, so look at the rules of your preferred Winter vacation home before booking your trip.

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

It all depends on the Winter property. To browse a list of options offering extended stays, simply type your dates and number of people into Vrbo's search page. You can enjoy having the whole property to yourself, along with the comforts of home like a full kitchen, air conditioning and a backyard to play in. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.

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