Destination guide

Winter's coming

It may be small and it may be a day's drive from the nearest city, but Wisconsin's Winter is at the heart of something huge—the great outdoors. With woods that run from horizon to horizon, lakes that glint pristine in the sun, and rivers that split and meander in endless play, Winter is an adventurer's dream. Canoeists delight in the watery possibilities, cross-country skiers lose themselves in the snowy wonder, and families breathe in the pine-scented air. Winter vacation rentals are just the ticket—no matter what the season.

Things to do

Winter's path—from trails to rivers

Winter lies at the heart of the famed Tuscobia State Trail, an old railroad route that's plied by adventurers of every persuasion. It's well-tracked throughout the seasons, but especially when the snows arrive. Many visitors will time the booking of their Winter vacation rentals to coincide with the Tuscobia Winter Ultra—a wintry run-bike-and-ski event. The Flambeau River State Forest is another sight worth days of your time, even if you're not a canoeist. Then there's the 70-foot high-Morgan Falls in the heart of the Chequamegon-Nicolet Forest Park. It commands beautiful views over the Chequamegon Bay of Lake Superior.


Canoers' Winter paradise

Surrounded on all sides by vast expanses of wild landscapes, there is very little you can’t do here in Winter. Highlights include canoeing and kayaking on the waters found rippling all across the landscape (especially the Flambeau River) and the hundreds of miles of tracks open to ATVs, snowmobiles, and mountain bikers alike. Families booking Winter vacation rentals can enjoy camping by tranquil lakes or taking strolls through the delightful woods. And the nearby towns offer up arts and craft festivals that are sure to satisfy the curious.


A Winter for all seasons

Winter by name, winter by nature. Temperatures in this northern Wisconsin town can stay below freezing from November through March. Not that you'll be cozying up in your Winter cabin; it's the time to snap on the cross-country skis or snowshoes and to go and explore. Spring may be brief here, but it comes with an explosion of color on the prairies and in the woodland clearings. But summer is when Winter's wilds become a delight to all— temperatures lift to the mid-70s from June through August. The trails are finally snow-free, while the lakes and rivers are ready for paddling.

Natural features

A wild Winter

The horizon may seem to stretch without a break around your Winter vacation rentals. But there's an incredible diversity to the landscapes here. Once you're out of the surrounding farmland, you'll discover the pine thickets of the Flambeau River State Forest. The Flambeau River itself meanders to the south, while north is the lake country of New Post. Wildlife comes as part of the scenery here; so, expect to see plenty of deer, coyotes, and chipmunks. Bears and wolves are more reclusive, but perhaps the star (if you stay in the forest at night) is the nocturnal flying squirrel.

Where to stay around Winter?

Our 2019 property listings offer a large selection of 95 vacation rentals near Winter. From 54 Cabins to 27 Houses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Winter for a holiday or a weekend are on HomeAway.

What are the popular points of interest near where I can stay when traveling to Winter?

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

  • Park Falls Country Club: 42 vacation rentals
  • Cable Natural History Museum: 244 vacation rentals
  • Teal Wing Golf Club: 262 vacation rentals
  • The Tee-Away Golf Course and Supper Club: 23 vacation rentals
  • Lidice Memorial: 29 vacation rentals

But there are many other points of interest around Winter listed on HomeAway 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 Cabins in Winter?

Yes, of course. HomeAway has 54 Cabins in Winter. Our other popular types of vacation rentals in Winter include:

  • Houses: 27 rentals available
  • Bungalows: 54 rentals available
  • Cottages: 54 rentals available

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

Can I find a vacation rental with internet/wifi in Winter?

Yes, you can select your preferred vacation rental with internet/wifi among our 70 vacation rentals with internet/wifi available in Winter. Please use our search bar to access the selection of vacation rentals available.