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Vacation Rentals in Winter, Wisconsin

about Winter

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Winter vacation rentals

Look under Winter savings to know how you can have a budget Winter vacation. Connect with nature this vacation by spending some days in Winter, Wisconsin. Stay in a Winter cabin rental near the woods and enjoy a unique experience! Winter’s a truly amazing place. You have everything here that you’d need in a tourist spot that offers nature as a package.

Terrific trails, thrilling water sports like canoeing, kayaking, white water rafting and fantastic mountain slopes on which you can do skiing, snowmobiling and snowboarding all day makes Winter a top notch tourist spot. Get the most affordable Winter vacation rentals by choosing the best Winter deals from our web pages and save a lot of money on restaurant bills.

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Check out more areas which feature homes, villas, cabins, cottages, or condos.

Winter things to do


Angler's Bar & Grill

Angler's is such a fun hangout along Main Street in downtown Hayward. It has great views of the street with its outdoor seating. And there's the more


Fishing Hall of Fame

My inlaws had a cabin nearby so we had to come check this out. My hubby loves fishing and anybody who loves it should definitely visit the giant musky. I' more


Wilderness Walk Zoo & Western Town Family Fun Park

Great!!!!!! We had a blast even without children. Lol. I got to pet a baby skunk and a fawn. We had a blast and plan on returning every year! more


Copper Falls State Park

This is an absolutely beautiful State Park! It's about 6 hours from MKE and tends to be a popular spot for camping (make reservations!). It's a lovely more


Hookstone Winery

At first, you're excited. A winery in Northern Wisconsin...right on main street. But then you realize the juice is shipped in from out of state and more


Fred Scheers Lumberjack Shows

This show was entertaining for my whole family. We will go back next year for sure. I was impressed with how cute the guys were and my nephew was more


Morgan Falls St. Peter's Dome Trail

Beautiful waterfall, and awesome hike for newbies. The drive in from the highway is a 9.5 mile gravel road, but well worth the dust on the truck. more


Ross' Teal Lake Lodge

We spent a wonderful weekend at the resort. Telephone conversations prior to our visit, and directions provided were excellent. The Lodge has a very more


Lumberjack Village Mini Golf

My husband and I played both here and at Towering Pines. Towering Pines was better, but this was a pretty decent mini golf course. There were some more


Spider Lake Ranch Riding Stable

We were in town for a friend's wedding. My girlfriend booked the place, this is my first time horseback riding. This is quite a special place. It's more


Hayward Fly Fishing Company

Just returned from three awesome days fly fishing muskie on the Chippewa and Flambeau rivers with Larry from Hayward Fly Fishing. Great service, more


Fred Smith's Wisconsin Concrete Park

This is an amazing place! It is one of several locations in Wisconsin that was created by a self-taught artisan. Fred Smith (1886-1976) started working more


Jack's Canoe Rental

A trip down the Namekagon River with the help of Jack's Canoe Rental was the highlight of our trip to this area. We showed up around 10am on a Monday more


Firefly Stained Glass

Great little shop in a place you'd never expect! Local art, stained glass supplies available!read more



We visited Gillian's twice over the long weekend. High points: -being able to roll in straight from the water -fried green beans. Crispy, crunchy, more

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

The Coolest Place Ever!!! (a Must See) in Green Lake
Winter House Rental Picture
  • bedrooms 6
  • community
  • rental type House
  • sleeps 12
  • baths 2
  • rates (USD) $550 - $650 /nt
    $3,850 - $4,550 /wk

write a review

WOODLAND ESCAPE--Brand New Home Lake Chippewa 800 Feet Of Frontage!
Winter House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 3
  • rates (USD) $686 /nt
    $3,983 /wk

5 reviews write a review

Charming lake home near ATV trails in N. WI
Winter House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 1
  • rates (USD) $200 - $250 /nt
    $1,300 - $1,400 /wk

3 reviews write a review

Spacious Lake Home all set up for Fun in the Great Outdoors! Fish Swim Boat ATV
Winter House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 11
  • baths 2
  • rates (USD) $175 - $250 /nt
    $1,600 /wk

5 reviews write a review

Legendary 1920's Log Lodge on Golf Course-Lake-National Forest
Winter Lodge Rental Picture
  • bedrooms 10
  • rental type Lodge
  • sleeps 26
  • baths
  • rates (USD)

1 reviews write a review