Big Chip - 2 Is In The Heart Of The Chippewa Flowage 20 Minutes From Hayward, Wi
3 2
cabin , New Post
This New Post lodge is conveniently located within 9.6km of Ghost Island, Glover Lake, and Pine Island Lake, and within 14.5km of Hunter Town Hall and Callahan Lake. Sleeping six guests, this three-bedroom, one-bathroom property boasts a fully equipped kitchen, Jacuzzi, in-cabin laundry, Smart TV, and air conditioning, plus excellent proximity to various lakes ideal for fishing and swimming.
8.6 7 reviews
Winter, WI
25/08 – 03/09
161 €/nighttotal: 1449 € (9 )
Rustic Cabin On Private Lake
3 4
cabin , Winter
This three-bedroom lakeside lodge is situated near the Chequamegon-Nicolet National Forest, within 5km of Black Dan Lake and Barber Lake. Sleeping seven, the property boasts a fully equipped kitchen (fridge, microwave), fireplace, DVD player, patio, barbecue, and parking, offering easy access to winter hiking, snowshoeing, and lake activities.
10 2 reviews
Winter, WI
18/10 – 22/10
1934 €/nighttotal: 7736 € (4 )
Historic Prohibition Lodge Next To Golf Course With Private Beach
10 2
chalet , New Post
This historic lodge and five cabins in New Post are located directly opposite Barker Lake Golf Course, adjacent to Ojibwa State Park and Chequamegon National Forest. Offering accommodation for up to 47 guests, this family-friendly property includes internet, air conditioning, a garden, and access to canoes, rowboats, and kayaks.
10 3 reviews
Winter, WI
12/08 – 15/08
142 €/nighttotal: 426 € (3 )
The Bear Den
1 2
house , Winter
This winter retreat, situated approximately 137 kilometres from Gogebic-Iron County Airport in Michigan's Upper Peninsula, offers convenient access to winter sports and a rural setting. The 13-square-metre dwelling sleeps 15 guests, boasting a fully equipped kitchen, bathroom, free Wi-Fi, private parking, and outdoor play equipment; a washing machine and barbecue are also available.
This Winter lodge is situated within an 8-minute walk of Doc Smith Park and a 7-minute walk of Winter Public Library, offering easy access to local attractions. This pet-friendly accommodation sleeps four guests, featuring a fully equipped kitchen with a fridge and microwave, air conditioning, and Wi-Fi for a comfortable stay.
9.9 41 reviews
Winter, WI
18/10 – 22/10
167 €/nighttotal: 668 € (4 )
Club Suite Recreational Retreat
2 2
house , Winter
This riverside property sits directly on the Chippewa River, across the road from the Tuscobia State Trail, offering direct access to kayaking, tubing, and snowmobiling. The two-bedroom, one-bathroom house sleeps six, features a kitchen with a fridge, air conditioning, internet, parking, and a garden, plus on-site kayaks and tubes for guest use.
9.8 32 reviews
Winter, WI
18/10 – 22/10
330 €/nighttotal: 1320 € (4 )
The Lakeside: Hot Tub Ice Fishing Snowmobile Trail
1 2
apartment , Winter
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.
10 4 reviews
Winter, WI
18/10 – 22/10
338 €/nighttotal: 1352 € (4 )
Lakeview Lodge
1 2
cabin , Winter
This lodge is located on Barber Lake, offering direct access to South Barber Lake and stunning winter lake views. This dog-friendly, four-bedroom holiday home accommodates up to 14 guests and features a kitchen, air conditioning, internet, and parking, perfect for winter activities like ice fishing and snowshoeing.
10 7 reviews
Winter, WI
12/08 – 15/08
255 €/nighttotal: 765 € (3 )
Big Chip - 1 Is In The Heart Of The Chippewa Flowage 20 Minutes From Hayward, Wi
1 2
cabin , New Post
This New Post holiday lodge is situated 0.2km from the South boat landing on the Chippewa Flowage, directly on ATV/UTV/snowmobile trails, and within walking distance of public hiking and snowshoeing trails, offering easy access to the American Birkebeiner Trail and Lumberjack Bowl. The single-bedroom, single-bathroom property sleeps two guests, features a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, parking, Wi-Fi, and wheelchair accessibility, plus a heated garage for recreational equipment storage and a concrete patio.
10 5 reviews
Winter, WI
25/08 – 03/09
221 €/nighttotal: 1989 € (9 )
Lake Chippewa Flowage - Open Year Round, Private Home & Dock, A/c, Washer, Dryer
2 4
apartment , New Post
This rural, waterfront holiday let near Hayward offers easy access to outdoor pursuits and natural attractions, situated a 10-minute drive from Chequamegon National Forest and a 17-minute drive from Callahan Lake. This pet-friendly apartment for six guests features two bedrooms, one bathroom, air conditioning, a microwave, Wi-Fi, a television, a garden, a private terrace, a barbecue, and an in-unit washer and dryer.
10 9 reviews
Winter, WI
18/10 – 22/10
365 €/nighttotal: 1460 € (4 )
Luxury Log Cabin On Lake Winter
1 2
cabin , Winter
This Northwoods lakefront lodge, situated near various attractions (distances unspecified), offers a winter escape with kayak and pontoon boat rental directly on the lake. Sleeping six guests across two bedrooms and one bathroom, this self-catering retreat boasts a contemporary kitchen, jacuzzi, hot tub, gas grill, and fire pit; snowshoeing and cross-country skiing opportunities are available nearby (distances unspecified).
10 6 reviews
Winter, WI
12/08 – 15/08
619 €/nighttotal: 1857 € (3 )
Big Chip Outdoors - 4 Bedroom House With Wifi & Ac In Heart Of Chippewa Flowage
4 2
apartment , New Post
This four-bedroom, two-bathroom Hayward holiday home is situated on 11 private acres, approximately 0.2 kilometres from the Chippewa Flowage South boat launch and directly accessible to ATV/UTV/snowmobile trails. The property, offering wheelchair access on the lower level, sleeps up to 10 guests in four queen beds and two twin camping cots, and features two Blackstone griddles, a heated garage with bar, and Wi-Fi; nearby attractions include Chequamegon National Forest and Wildwood Marshes Golf Course.
Best family friendly Winter, WI lodging
Among the 4 accommodations in Winter, WI, here are the 4 best for families
9.9 128 reviews
Winter, WI
12/08 – 15/08
149 €/nighttotal: 447 € (3 )
Gateway To The Great North Woods By Donbar
3 2
apartment , Winter
This three-bedroom, two-bathroom apartment is located directly on the Tuscobia State Trail, minutes from lakes suitable for fishing and boating, and approximately 50-65 km from Hayward and Ladysmith, Wisconsin. Sleeping up to ten guests, this self-catering property boasts a fully equipped kitchen, two 43-inch Smart TVs with streaming services, family-friendly amenities including a travel cot, highchair and booster seats, and free Wi-Fi; guests also benefit from direct access to the state's top-rated ATV/UTV trail.
10 37 reviews
Winter, WI
12/08 – 15/08
355 €/nighttotal: 1065 € (3 )
Luxury Cabin, 800+ Feet Frontage, 733 Acre Lake, Hot Tub, Pontoon, Fireplace .
2 2
cabin , Winter
This Winter lodge is situated 0.6km from Lake Winter and within 10km of Winter Town Hall, Winter Public Library, Doc Smith Park, and South Barber Lake. Sleeping six guests across two bedrooms and one bathroom, this self-catering property boasts a fully equipped kitchen, Jacuzzi, terrace, garden, free Wi-Fi, and parking, plus BBQ facilities and a fireplace.
9.8 8 reviews
Winter, WI
25/08 – 03/09
198 €/nighttotal: 1782 € (9 )
Eagle Lodge - Large Log Cabin On The E. Fork Of Chippewa River
2 4
cabin , New Post
This New Post lodge is situated near the East Fork of the Chippewa River, close to Chequamegon National Forest, Fishtrap Lake, and Barker Lake Golf Course. Sleeping up to nine guests, this two-bedroom property (with a possible third) at Eagle Lodge Resort & Campground boasts two living rooms, a kitchen with fridge and microwave, air conditioning, a garden, parking, internet access, and direct dock access for fishing, making it ideal for families.
9.7 75 reviews
Winter, WI
12/08 – 15/08
439 €/nighttotal: 1317 € (3 )
Bears Den On The Private Lake
5 2
apartment , Winter
This five-bedroom house is situated on the waterfront near Winter, just 0.1 miles from Chequamegon National Forest and within 20 km of Lake Chippewa and Ojibwa State Park. The property offers a garden, barbecue grills, and parking, as well as a fully equipped kitchen, free Wi-Fi, and a DVD player, making it ideal for families or groups of up to 12 people.
Best Winter, WI lodgings with a pool
Among the 1 accommodations in Winter, WI, here are the 1 best ones with a pool
9.9 159 reviews
Winter, WI
25/08 – 03/09
297 €/nighttotal: 2673 € (9 )
Secluded Riverfront Cabin | Hot Tub + Starlink
3 4
cabin , Radisson
This Radisson lodge boasts ski-in/ski-out access, a riverfront location 3 km from Ojibwa State Park, and is within 14.5 km of Doc Smith Park and Lake Winter. The 135-square-metre property sleeps seven across three bedrooms and features a fully equipped kitchen, Jacuzzi, sauna, spa, and terrace, plus access to winter sports and barbecue facilities.
Frequently asked questions about accommodations in Winter, WI
What outdoor activities can visitors enjoy in and around Winter, WI?
Winter is a great place to enjoy the outdoors. You can go hiking or biking on the many trails in the Kettle Moraine State Forest, or go fishing or boating on one of the area's many lakes. In the winter, you can go snowshoeing or cross-country skiing.
When is the ideal time to plan a trip to Winter, WI?
The best time to visit Winter depends on what you're looking for. If you want to enjoy the warmer weather, the summer months are ideal. For those who prefer cooler temperatures and the chance to see snow, winter is a good option. Autumn is also a beautiful time to visit, with its vibrant foliage.
What are the best accommodations for families and kids in Winter, WI?
What nearby towns or cities can be explored from Winter, WI?
You can easily visit the cities of Milwaukee, Madison, and Waukesha from Winter. Each offers a unique blend of history, culture, and entertainment. For a smaller town experience, try visiting the charming village of Oconomowoc, known for its beautiful lakefront and historic downtown.
What are the best pet friendly accommodations in Winter, WI?
What amenities can travelers expect from accommodations in Winter, WI?
Winter has a few hotels and motels, but most accommodations are in the form of bed and breakfasts and vacation rentals. Most accommodations offer standard amenities like Wi-Fi, parking, and breakfast. Some may have additional features like swimming pools, hot tubs, or fire pits.
What are the best accommodations with parking in Winter, WI?
This pet-friendly holiday home enjoys a Main Street location, offering easy walking access to local amenities, the Tuscobia Trail, and numerous lakes within a 8-16 km radius. Sleeping up to eight guests in three bedrooms and one bathroom, this property features a fully equipped kitchen (fridge, freezer, microwave), air conditioning, a garden, parking for cars and RVs, plus a fenced yard ideal for families and pets.
8.0 2 reviews
Winter, WI
12/08 – 15/08
397 €/nighttotal: 1191 € (3 )
Park And Ride-lucky Charlie Is On Atv/snowmobile Trail And Fish Lake Winter.
3 2
apartment , Winter
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.
9.8 60 reviews
Winter, WI
18/10 – 22/10
214 €/nighttotal: 856 € (4 )
Amazing Sunsets, Peaceful, Well Maintained Lake Home On Beautiful, Barker Lake
2 2
apartment , New Post
This New Post beachfront property offers direct lake access and stunning views, situated near Chequamegon National Forest and within 5km of Barker Lake Golf Course and Two Axe Lake. Sleeping up to 12 guests, this two-bedroom, one-bathroom holiday home boasts a fully equipped kitchen, private patio, fireplace, barbecue, DVD player, and free internet access, perfect for families or groups exploring the surrounding natural beauty and recreational opportunities.
8.4 28 reviews
Winter, WI
18/10 – 22/10
120 €/nighttotal: 480 € (4 )
Bucktail Lodge Riverview Cabin On Barker Lake In Winter, Wisconsin
2 2
cabin , New Post
This New Post waterfront lodge is situated in Winter, Wisconsin, offering direct access to Barker Lake and proximity to the Eastern Fork of the Chippewa Flowage and Chequamegon National Forest. Sleeping up to five guests, this two-bedroom, one-bathroom property boasts a kitchen with fridge and microwave, air conditioning, internet access, parking, and pet-friendly accommodation; nearby activities include snowmobiling, UTV trails, fishing, and hiking.
Best Winter, WI accommodations with a kitchen
10 1 review
Winter, WI
25/08 – 03/09
255 €/nighttotal: 2295 € (9 )
The Blue Bungalow
1 4
cabin , Winter
This lakefront lodge offers direct access to the Tuscobia snowmobile trail, ideal for winter enthusiasts seeking snow-based adventures. This property accommodates up to eight guests with three bedrooms and one bathroom, featuring an electric fireplace, a full kitchen, high-speed Wi-Fi, and parking for two vehicles and two trailers, all while providing scenic lake views and a firepit for outdoor enjoyment.
Winter, WI
18/10 – 22/10
505 €/nighttotal: 2020 € (4 )
Lucky Charlie Lodge 3 Bedroom Home By Redawning
1 2
house , Winter
This smoke-free holiday home is situated in Winter, just steps from Lake Winter and within 9.6km of Winter Public Library and Doc Smith Park. The property offers two bathrooms, a washing machine, free WiFi, a refrigerator, and a garden with barbecue grills, providing comfortable accommodation for guests seeking lake access and proximity to local amenities.
Winter, WI
18/10 – 22/10
495 €/nighttotal: 1980 € (4 )
Luck Charlie Lodge Home
3 2
house , Winter
Luck Charlie Lodge, situated in Winter, Michigan, offers lake views and is approximately 132 kilometres from Gogebic-Iron County Airport. This 122 square metre property sleeps up to 11 guests in its three-bedroom layout, boasting a fully equipped kitchen, terrace, garden, and free Wi-Fi.
This cottage in Winter is located 640 metres from Doc Smith Park and 560 metres from Winter Public Library, with easy access to Ojibwa State Park and Barker Lake Golf Course. This property accommodates up to seven guests in one bedroom and features a fully equipped kitchen, a bathroom with essential amenities, air conditioning, and heating, making it suitable for winter stays.