We found 111 vacation rentals — enter your dates for availability
Discover a selection of 111 vacation rentals in Winter, WI that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and air conditioning. Prices start at $129 per night, and cabins and bungalows are popular options for a stay in Winter. Either way, you'll find a rental for everyone's needs.
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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.
Activities
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.
Weather
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.
How many vacation rentals are available around Winter, WI?
Our 2021 property listings offer a large selection of 111 vacation rentals around Winter. From 68 cabin rentals to 68 bungalow rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.
Can I rent Cabins in Winter?
Yes, of course. Vrbo has 68 Cabins in Winter. Our other popular types of vacation rentals in Winter include:
- Bungalows: 68 rentals available
- Cottages: 68 rentals available
- Houses: 94 rentals available
But you can also enjoy a great stay in one of our other vacation rentals including Lodges 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 93 vacation rentals with internet/wifi available in Winter. Please use our search bar to access the selection of vacation rentals available.