7 Romantic Cabins for a Warm Wisconsin Winter

The snow is falling, the fire is crackling. You’re cozied up in a charming log cabin, a warm mug in hand, alone together amid quiet woods. You have nowhere to be but right here.

This is winter in Wisconsin – the chance to escape the everyday, slow the pace of life and enjoy everything that makes the season so special, in a place where getting snowed in is…well, exactly what you want to happen.

Retreat to these Wisconsin cabins for a winter weekend made just for two.

A Secret Cottage – Oxford

View of A Secret Cottage from Across the Water

You and your significant other can gaze out over your own private lake from the loft-level whirlpool in this delightfully secluded cottage on its own acreage. Just a 45-minute drive north from Madison, bask in solitude away from the busy world while enjoying time together in the middle of a winter wonderland.

The warmth of the wood-burning stove in the living room below will drift through the open space to keep you cozy in the upstairs bedroom, which includes a skylight for stargazing from bed and a complimentary bottle of wine. Cheers!

Sand County Vacation Rentals - Wisconsin Dells

From quaint cottages to elaborate vacation homes, whatever you and the holder of your heart desire is available in Wisconsin Dells.

Whether you’re looking for somewhere in snow-covered woods or on glittering lakefronts, the options are endless. These rentals offer jacuzzis, fireplaces, heated swimming pools, complete kitchens and much more. Fulfill your vacation dreams by staying in a place that fits you and your loved one perfectly. Breakfast in bed anyone?

Rustic Ridge Log Cabins – Merrimac

Cabin at Rustic Ridge Resort with Holiday Lights Up

If it’s luxury you’re after, try these rentals perched along 40 acres of the scenic Baraboo Hills. All five offer stone fireplaces and jacuzzis are available in some units. Just don’t expect your typical tiny cabin — these log lodges range from 1,250 to 1,500 square feet so there’s extra room to relax. Conveniently located near some of Wisconsin's most gorgeous landscapes like Devil's Lake and Parfrey's Glen, there are plenty of opportunities to wander into a winter wonderland. After all, a beautiful couple deserves beautiful scenery.

Woodside Cottages – Bayfield

Heading up north hoping to see the Apostle Islands ice caves this winter? Even if the winter conditions don’t allow for the ice caves this year, you’ll find the quintessential cabin experience in Bayfield. Try one of these cozy, reasonably-priced cottages just a mile outside of town. All the rentals were built after 2000, and units three, four and five have gas fireplaces and comfy jacuzzis for two.

Do you and your person like fat biking or snowshoeing together? The Brownstone Trail winds along Lake Superior to offer a 1.5-mile trek to the town of Bayfield. Frozen Lake Superior is a magical sight perfect for enjoying with your special someone.

Whispering Pines – St. Germain

Tucked in the tall pines of the Northwoods, the scenery of St. Germain makes for an ideal winter getaway with whoever you choose to bring. The main lodge at Whispering Pines was built over 100 years ago as a logging camp—you and your extended family (up to 18 people) will have plenty of room in this cabin with a magnificent stone fireplace at its heart. 

Couples can rent one of the nearby side-by-side cottages that sit right on the lakeshore. Enjoy the crisp winter air by ice fishing and cross-country skiing right outside your door. Whether you’re with one person or 17, you’re sure to enjoy your time away at this winter paradise.


Coulee Junction Caboose – De Soto

Looking for a one-of-a-kind stay for this year's anniversary getaway? How about a 1954 caboose turned two-bedroom cottage? The surprisingly spacious cupola seating area and detailed decor are the highlights inside, while the deck leads to a gazebo with a huge screened-in hot tub, all overlooking five acres of gorgeous forest not far from the Mississippi River. Host John will be happy to point you to his favorite nearby wineries, and four-legged friends are allowed to stay with you in this special space you’re sure to remember for a long time.

Waubee Lake Lodge - Lakewood

Choose from one of seven cabins at this Northwoods resort, three of which have lovely lake views. Recently built cabin seven has a first level that’s wheelchair accessible and all cabins have one to three bedrooms. Enjoy the feeling of a remote getaway even though it’s only a short distance to the main lodge with a restaurant and full bar that overlooks the water.

This location is a dream for couples who love snowmobiling, as the lodge sits right on the Oconto County Trail System that offers almost 500 miles of breathtaking trails. For other outdoor adventures, try out the two ice rinks in town or 25 km of cross-country ski trails in the surrounding Chequamegon-Nicolet National Forest.

Whether you're looking for seclusion or full amenities, discover more recommendations with these eight hidden cabins and cottages in Wisconsin.

Ready for refreshing winter fun? Check trail conditions and know before you go with the Wisconsin Snow Report.

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