Holiday Rentals in Winter, WI

Lucky Charlie Lodge, a three-bedroom apartment in Winter, Wisconsin, boasts a direct lakefront location on Lake Winter, less than 1.6km from the Tuscobia State Trail.
This 122 square metre property offers an open-plan layout sleeping six, with a well-equipped kitchen, two bathrooms, a wood-burning stove, two kayaks, a screened porch, lakeside firepit, and Wi-Fi; guests can enjoy nearby ATV/snowmobile trails and the Upper Wisconsin trail system.

This waterfront house is situated just 0.5 kilometres from Ojibwa State Park, offering easy access to hiking trails, fishing, and other outdoor activities, and is within 24 kilometres of Chequamegon National Forest and Lake Chippewa. The two-bedroom, one-bathroom property features a fully equipped kitchen, a comfortable living space with a sofa bed, a patio, a garden, and barbecue grills, perfect for enjoying meals and socializing outdoors.

The Lakeside, a lakeside holiday home in Sawyer County, Wisconsin, boasts direct access to Lake Winter and the Tuscobia Trail.
This four-bedroom property sleeps eight, offering a fully equipped kitchen, hot tub, private dock, and pontoon boat rental (seasonal), alongside kayaks and a stand-up paddleboard.

This recently renovated two-bedroom apartment, near Winter, Wisconsin, is conveniently located off Highway 70, a 7-minute drive from Winter and 5 minutes from Loretta, offering easy access to the Tuscobia Trail.
Sleeping up to five guests comfortably in one king-size bed, one queen-size bed and a sofa bed, this pet-friendly dwelling boasts a fully equipped kitchen, air conditioning, ample parking (including for trailers), and is within easy reach of local amenities and wildlife viewing opportunities.