A guide to the amazing winter vacation rentals in Wisconsin for a unique cabin getaway in Wisconsin (South, Central & North!)
A winter wonderland is waiting for you when traveling Wisconsin, with soft snow and many different activities to try.
From skiing to watching sled dog races, there are many new experiences to try, so why not rent a cozy little cabin to tie up the perfect winter getaway in Wisconsin?
If you are an outdoor lover like me, you hardly can’t imagine anything cozier than cabins in Wisconsin. But it’s hard to choose one or find the best cabin for your needs.
That’s why I put together a list compiling some of the best winter cabins in Wisconsin that are worth every penny! What’s your favorite winter cabin in Wisconsin?
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Psssst…!!?? You can’t get enough of Wisconsin? Have a look at my other posts:
- Best Winter Resorts in Wisconsin
- Winter Getaways in Wisconsin
- Cool Things to Do in Winter in Wisconsin
Table of Contents
Overview: My favorite winter cabins in Wisconsin
- Cottage w/Deck at Lake Koshkonong – Fort Atkinson
- Cozy Lakefront Home – Madison
- Hand-Hewn Log Cabin – Egg Harbor, Door County
- A-Frame Cottage – Sister Bay
- Bay Breeze Cottage – Oconto
Best Winter Cabins in Northern Wisconsin
1. Lakefront Cabin on a Private Peninsula – Hayward
Facing the calm and quiet Little Sissabagama Lake, this cozy cabin provides wonderful fishing opportunities with its high populations of marine creatures swimming about.
It is fully decked out with outdoor and indoor activities and offers equipment for various winter sports.
Not only is this beautiful retreat very warm and welcoming in the winter, but they are also pet friendly, so don’t forget to bring along your lovable furry companion!
It’s one of the best winter cabin rentals in Northern Wisconsin. You can even find the best waterfalls of Northern Wisconsin here.
2. Private Cabin on Upper Twin Lake – Hayward
This secluded haven becomes the perfect winter wonderland in the cold months with pretty snowflakes to catch on your tongue and a pretty fireplace to warm up in while drinking some hot chocolate.
It’s one of the best Northern Wisconsin cabin rentals for winter.
The snowmobiling and skiing trails scattered near the area are super fun to try. There’s no better way to spend the day before retiring into the warmth of the beautiful cabin.
At night, however, the shimmering stars are in clear view and take center stage of the dark sky.
From here it is only a short drive to the scenic lakeshore of Lake Superior.
3. Gorgeous Lake Home on Lac Courte Oreilles – Hayward
This tall 3-storey cabin has big floor to ceiling windows and glass sliding doors that lead to the balcony so you are able to enjoy the view of the snowy landscape while staying warm by the heater in your soft blankets.
Spend your winter vacations in Wisconsin at this beautiful cabin!
Many trails for ATVs and snowmobiles closely surround the cabin rental, which is situated right in front of a clear lake called Lac Courte Oreilles, where you can go for boating, fishing or water skiing.
You can also find several cool things to do in Northern Wisconsin here to enjoy your stay.
4. Fancy Fireflies – Hayward
This light wood cabin is the perfect nest for a cozy winter getaway in Northern Wisconsin. It has huge floor-to-ceiling windows that let in the cloud-filtered sunlight and the white snowy landscape. On top, it’s incredibly affordable!
This, on top of the calm and peaceful atmosphere, creates the perfect setting for a lovely getaway with close friends or a loved one.
After long winter walks in an idyllic setting, a hot bath is awaiting you. Visitors loved the proximity to the lake and the closeness to trails. Truly a home away from home.
It’s a great cabin for a romantic getaway in Wisconsin…all year round!
5. Amazing Lake Home – Hayward
With a ping pong table indoors and a golf club not too far away, this luxurious lake cabin in Wisconsin faces the Chippewa Flowage lake, the perfect spot for some afternoon canoeing with the complimentary canoe or fishing.
You can cuddle up with friends, family, and your adorable animal companion in front of the warm bright fireplace or go outside in the large area around the cabin and play in the snow.
This makes it one of the best cabins for rent in Northern Wisconsin!
6. Quaint Cabin in Mercer – Mercer
This secluded winter cabin in Wisconsin is the perfect spot for a lovely and calm getaway from the stress of daily life.
You get a magical view of the snow blanketing the surrounding forest, which is filled with ATV trails quite close to this beautiful cabin to drive down. It’s an ideal winter cabin for romantic getaways in Wisconsin.
In addition, there’s also a nice fireplace to warm up by. Create your own meal in the fully stocked kitchen or go fishing in the Spider lake, overlooked by this rental. Grill it with the complementary charcoal grill.
From here it is only a 30 min drive to the scenic Boulder Junction area.
Best Winter Cabins in Central Wisconsin
7. Lake Home With Wonderful Sunsets – Wautoma
This spacious lakefront cabin sets itself apart with how many people it can easily accommodate with its big rooms and a plethora of fun games and activities for everyone to try.
It even has a game room with a foosball table, dual electric score basketball game, consoles for video games, and much more to pass time in the chilly night.
In the day when the winter sun is providing a soft glow to the snow-covered landscape, have fun with family and friends by going on long winter walks at the lake or building snowmen and walking through the white forest.
You may even stumble upon the wildlife.
8. Eagles Nest Retreat – Wisconsin Dells
This pleasant retreat contains not only wonderful rustic wooden aesthetic-themed furniture but also an indoor jacuzzi! It’s one of the best cabins in Wisconsin Dells!
Built on some elevated rocks, this 3-story cottage, including a fun loft, overlooks a trail leading to Timme’s dam, the perfect spot for fishing (if you have a fishing license) and kayaking down the stream while admiring the surrounding greenery.
Enjoy the chill of the winter winds in the large decks and balcony!
9. Lakefront Cabin with Dock & Canoe – Westfield
An optimal choice for a group of four friends or a small family to spend their winters in leisure by boating in the beautifully quiet and serene lake.
With a seamless central heating system and rooms equipped with large comfortable beds, this winter cabin in Wisconsin tends to be one of the best places to stay in Central Wisconsin.
Surrounded by lush greenery, the area offers skiing and snowshoeing through the woods. Go fishing and cook up a deliciously fresh fish meal in the fully equipped kitchen!
You could also relax and cozy up in the lounge area, binge-watching your favorite show on the flat-screen while sipping on a cup of hot chocolate or coffee.
And why not ice fish in the nearby surroundings?
10. Unique A-Fram Cabin – Hatfield, Merrillan
Enclosed by tall pine trees, overlooking the gorgeous Buckhorn lake, this rental cabin in Wisconsin is a treat for large groups to stay over.
It contains fully furnished ensuites for you to relax in, a stone fireplace to warm you up, and a well-equipped kitchen for you to wake up the chef in you.
This cabin offers a deal you simply cannot turn down. Detach from the world and enjoy the chilly evenings around the fire pit roasting some marshmallows or having a BBQ with your family or friends.
It’s one of the prettiest winter cabin rentals in Wisconsin so make sure you don’t miss.
Lake Arbutus is just a mile away, so guests can easily enjoy the water activities and other recreational activities offered there.
11. Lazy Bear Cabin – Wisconsin Dells
Looking for cozy cabins in Wisconsin with less human interaction and amenities that won’t let you step out? Well, the Lazy Bear cabin would be your perfect match.
The entire cabin is built with logwood, giving a heartfelt aesthetic vibe, perfect for travel pictures for your gram!
Soak up the warm sun in the attractively large backyard or enjoy your breakfast overseeing the dense forest; and if lucky, you might spot some wild turkey, deer, or raccoons.
If you’re looking for some adventure, you can drive up to the Christmas mountain or Cascade mountain for some hiking and bike trail activities; all within a 5-mile radius.
This cabin is one of the best cabins near Wisconsin Dells and considered as a top Airbnb in Wisconsin Dells!
Best Winter Cabins in Southern Wisconsin
12. Cottage w/Deck at Lake Koshkonong – Fort Atkinson
This Fort Atkinson Cottage is considered to be one of the most romantic cabins in Wisconsin!
This place turns into a winter wonderland during the winters, with activities like snowmobiling and snowshoeing!
Snug into the warm, soft blankets and enjoy the starry evening or vibrant orange sunsets at the deck.
Walk your way through the town’s eateries, offering some fine quality seafood, fresh out of the lake!
With full-fledged amenities and functional appliances, the cabin makes it difficult for you to step out!
13. Cozy Lakefront Home – Madison
Witness the spectacular radiant sunsets and beautiful sunrises from the huge windows installed in the rooms of this cozy cabin near Madison, Wisconsin.
Spend your winters in this warm and comfortable cabin surrounded by ambrosial greenery and relax in the tranquility by the colossal lake.
This place is apt for adventure-seeking souls as the bike and hiking trails are right outside the backdoor. Easily one of the best vacation ideas in Wisconsin is to hike the trail with beautiful nature scenery experience side by side.
Drive up to downtown Madison and shop for some fresh produce to cook up a scrumptious meal that you can relish while lounging in the spacious living area or set up a proper 3-course dinner in the dining room.
While you’re here, don’t forget to enjoy all of the amazing activities available during winter in Madison, WI.
14. Homey Cabin on 7 Acres – Lake Geneva
This cabin will vibe perfectly with the ones who enjoy staying between nature and animals.
Accompanied by 2 horses and a pond full of bash and other fish, you can bring your fishing rods along to spend quality time fishing in the pond while the horses graze on the lush grass around you.
This luxury cabin in Wisconsin offers a comfortable stay for a group of 6 people with 3 spacious bedrooms and 2 bathrooms.
You can either just relax in the cabin, equipped with all amenities, or roam around the town for some window shopping or having a quick bite at the local eateries.
For fun-loving people, the area is packed with great winter activities at the Mountain Top Ski or the Adventure Center at Grand Geneva.
This cabin is perfect when looking for a place to stay in Lake Geneva.
15. Williams Bay Home – Lake Geneva
This luxury cabin in Wisconsin is a ‘getaway’ in the truest form. Feel nature and its purity in this severed area from the city. Rejuvenate yourselves in the daylight hours.
If visiting Lake Geneva in winter, make sure to see the nearby Lake Geneva Ice Castles and have a look at the hand-placed icicles by professional artists.
Explore nature at the Kishwauketoe Nature Conservancy with activities like hiking and birdwatching. This is also a great place to start your perfect Wisconsin road trip.
16. Dreamy Twin Lakes Cottage – Twin Lakes
Equipped with modern and top-notch amenities, these cabins in Southern Wisconsin offer a group of friends or family a care-free and enjoyable stay.
With activities like boating, fishing, or skiing at Wilmot Mountain Ski Resort, you will never have a dull moment at this lake cabin.
Experience luxury like never before in the modern rooms, bathrooms, and well-furnished kitchens.
Best Winter Cabins in Door County
17. Hand-Hewn Log Cabin – Egg Harbor, Door County
With an open floor plan with high ceilings and a chic interior, this cabin will make your stay Instagram-worthy!
With high-standard cleanliness and a well-structured house, this luxury cabin in Wisconsin offers great entertainment facilities, excellent kitchenware, and comfortable ensuites!
Furthermore, it is extremely close to Lake Michigan where you can spend an entire day indulging in amazing activities and food options.
If you’re looking for cozy and comfortable log cabins in Wisconsin, this is the best place for you! It’s often considered one of the top luxury cabins in Wisconsin.
18. Peace And Tranquility Cabin – Baileys Harbor
Away from the frenzied city life, this winter cabin in Wisconsin is your escape to nature’s paradise!
Submerged in lush greenery, this cozy cabin in Door Country offers a fully functional central heating system to keep you warm in the wintery nights and is also equipped with amenities that make living here a breeze.
The natural environment is home to various wildlife and if it’s a good day, you might spot a deer, monkey, or even a raccoon!
19. A-Frame Cottage – Sister Bay, Door County
The secluded A-Frame Cottage is a handmade wonder! This cozy cabin in Wisconsin is the cutest vacation home. A perfect match for people looking to relax in grandeur!
This cottage is located on a 1.6-acre private wooded lot surrounded by beechwood trees. No matter which corner you visit, you always get to step out and breathe in some fresh air!
It’s one of the prettiest Door County Airbnbs.
20. Waterfront Getaway – Sturgeon Bay, Door County
This all-year-round available cabin has perks you wouldn’t want to lose!
This romantic winter getaway in Wisconsin is situated over a hundred feet of private sand beach, where you can forget about all your worldly tensions and relax under the warm sun overlooking the enormous water!
The bay turns into a huge plus during the winters as it completely freezes – ideal for fun activities like broomball, skating, snowshoeing, or hiking.
21. Peace of Beach – Sturgeon Bay, Door County
Situated along the shores of Lake Michigan in Sturgeon Bay, the Peace of Beach cottage offers a huge array of facilities that ensure a comfortable and hassle-free stay.
If you’re looking for the best lake cabins in Wisconsin, this is the place to go! Not only does it offer free WiFi and a fully equipped kitchen, but this cabin is also one of the best pet-friendly cabins in Wisconsin!
Don’t let the winter take a toll on you and explore tons of entertainment options here from state parks and beaches to wineries and cheese factories.
There are lots of fun things to do in Sturgeon Bay in winter that you have to try out.
What more could you ask for? This place has something for everyone!
Best Winter Cabins in Wisconsin for Couples
22. Bay Breeze Cottage – Oconto
Do you want to “Netflix and chill” in a bright airy house with tall glass windows? I’ve got you covered! the Bay Breeze Cottage is known for being one of the most romantic winter getaways in Wisconsin!
The exciting winter activities such as the ATV, ice-fishing, downhill skiing, sledding etc won’t allow you to have a boring day. Plan your fun day trips in Oconto and Green Bay, both offering heaps of activities to keep you entertained.
Unwind at night in the cozy, centrally heated, and spacious bedrooms of the cabin! It’s one of the most beautiful cabins for romantic getaways in Wisconsin.
23. Hideaway on Voyageur Lake – Eagle River
Book the best winter cabins in Wisconsin and have the time of your lives! Not only is the area entertainment-rich, but also comes with top-notch housing facilities that’ll give you an unforgettable experience.
Situated at the shore of the 3 largest interconnecting freshwater lakes, this romantic cabin provides a spectacular view of sunset one cannot miss.
The weather does not affect the fun activities here! Even when it is snowing, you can ski, snowshoe, and go snowmobiling around the area!
Eagle River and nearby are home to some of the best snowmobile trails in Wisconsin.
It’s one of the cutest lake cabins in Wisconsin!
24. Serene LakeFront – Wautoma
As an avid traveler and nature lover, I can’t help but gush about the time I spent at Blackberry Lodge near Wautoma.
Nestled on seven acres of untouched nature, this idyllic escape is nothing short of a dream for outdoor enthusiasts like me.
As dusk fell, the lodge took on a magical charm.
I would gather around the inviting fire pits with newfound friends, sharing stories and toasting marshmallows under the starlit sky.
Blackberry Lodge is more than just a place to stay. It’s a harmonious blend of rustic charm, outdoor adventure, and tranquility.
Whether you’re seeking a peaceful retreat or looking to explore, this lodge provides the perfect base. If you’re anything like me, you might not want to leave. On top the cabin is pet-friendly!
25. Dreamy Cabin in Williams Bay – Lake Geneva
The Geneva Lake Cabin offers you a peaceful atmosphere and a naturally lit house, a classic combination for little winter getaways in Wisconsin.
Equipped with amenities that provide nothing but luxury and basic safety features, this cabin becomes a deal you simply cannot put down!
Breathe in the fresh air walking on the trails or opt for a boat ride – this area has all the relaxing activities you could possibly think of.
This is the perfect cabin for a Christmas getaway for the family so you can enjoy all the best things to do in Lake Geneva in December together.
Best Winter Cabins in Wisconsin for Families
26. Hana Log Cabin near Devil’s Lake– Baraboo
Are you looking for the best cabins in Wisconsin for your large family or group of friends? Then this place will be your optimal choice!
With Devil’s Lake State Park being a few minutes’ drive away, your stay here in winters can never get boring.
You can enjoy skiing with your friends at the park, have the best quality food or shop for some groceries to cook up a hearty meal in the cabin’s fully-functional kitchen!
27. Hygge Lakefront Cabin w/Dock – Westfield
Lakefront Westfield is one of the best pet-friendly cabins in Wisconsin.
If you’re looking for the most romantic, cozy, and comfortable cabins in Wisconsin, this is the place for you!
This place is a treat for those who love indulging in outdoor activities. Labeled as the best winter getaways in Wisconsin, this place is ideal for wildlife enthusiasts as deer and other wildlife surround the property.
The area also hosts winter activities like skiing and snowshoeing through the woods! It’s thus perfect when looking for winter cabins in Wisconsin.
28. The Driftless Escape! – Richland Center
A paradise for all the fun-loving souls, the Driftless Escape is considered as the most secluded cabins in Wisconsin, yet having a ton of activities just a few miles away.
This winter cabin rental in Wisconsin is ideal for people looking for a short break to relax in nature’s realm and also fits right for those who love adventure.
The area offers activities like canoeing, skiing, snowmobiling, and sledding!
29. Lakefront Cabin with Hot Tub – Wild Rose
Get your hands on one of the best winter cabins in Wisconsin. This extremely large living space can host up to 22 people!
It’s perfect for people traveling with large families. Or a gettogether with loads of friends!
Adjacent to the Kuzel Lake, the property offers a stunning view from its patio and balcony. One can kayak, canoe, and perform other watersports activities!
30. Beautiful Whitetail Ridge – Wisconsin Dells
Do you crave privacy but don’t want to cut off from the world either? Then consider the Whitetail Ridge cabin to rent in Wisconsin Dells in winter.
Filled with intricate hand-crafted décor items, the cabin is nothing but exclusive and beautiful!
Go for a morning walk or spend the night star gazing around the fire pit in the deck area. Spend your vacations in comfort and grandeur in this palatial cabin!
It’s definitely one of the prettiest winter cabins in Wisconsin.
Final thoughts on winter cabins in Wisconsin
Winter is one of the most magical times to visit Wisconsin. Picture snow-covered landscapes, frozen lakes, and the cozy glow of cabins nestled in the woods.
Whether you’re embracing the thrill of skiing through the slopes or prefer the warmth of a crackling fireplace, Wisconsin’s winter cabin rentals provide the perfect retreat.
There’s no shortage of accommodations that provide a blissful escape, while offering the comforts of home.
Start planning your trip now, and create unforgettable moments in these best cabins for rent in Wisconsin in winter.
FAQ about the best winter cabins in Wisconsin
What are the best winter cabins in Wisconsin for couples?
Some of the best winter cabins in Wisconsin for couples are Bay Breeze Cottage in Oconto, Cabin Cottage on Lake in Wautoma, and Dreamy Cabin in Williams Bay in Lake Geneva.
What are the best winter cabins in Door County?
Some of the best winter cabins in Door County are the Hand-Hewn Log Cabin in Egg Harbor, the A-Frame Cottage in Sister Bay, and the Waterfront Getaway in Sturgeon Bay.
What are the best Wisconsin winter cabin rentals?
Some of the best winter cabin rentals in Wisconsin are Quaint Cabin in Mercer, Eagles Nest Retreat at Wisconsin Dells, and Unique Log Cabin in Hatfield, Merrillan.
You can’t get enough of winter cabins in Wisconsin? Have a look at my Google Story here.
Hola! I’m Paulina, a seasoned travelette who crossed the Atlantic Ocean by Boat HitchHiking. On my blog, find expert insights for an extraordinary holiday through outdoor and sustainable travel like hiking, cycling, and sailing. Let’s embark on unforgettable journeys together! 🌍🚀
Hi Paulina,
Please check out this really cool place called ” Adeline’s House of Cool”
Also, check out the google reviews, they’re really crazy good too!
Oh I will have a look at this!! 🙂 Thanks for the tip!