Wisconsin is a place that feels the full brunt of all four seasons, and that’s not a bad thing. The Badger State is often overlooked for those seeking greener pastures, but the rolling hills of Wisconsin can’t be any greener in spring. It is a state of great natural diversity, especially as you follow the coastline.

Come and discover Door County, AKA the Cape Cod of the Midwest. Featuring five state parks, 300 miles of shoreline, delicious dining, and beautiful wineries, Door County is the ultimate Wisconsin holiday destination.

Head further towards Canada and find the Northwoods, the sparsely populated dense forests. The Northwoods are ill-defined, but when you havent seen another soul in hours, you’ve probably arrived.

And lastly, tucked away in the northwest corner of Wisconsin is the Apostle Islands, one of four National Parks in the state. Explore a total of 21 islands, historic lighthouses, and sea caves.

A great way to see all this, and more, is to stay one of the many incredible holiday rentals available in Wisconsin.

At Wisconsin Airbnbs, you’ll find home-style living, romantic getaways, and budget options. All with great access to the places you want to see.

Read on to find out why you should stay in one of these homes, and our top picks for the best Airbnbs in Wisconsin!

Staying at a Bed and Breakfast in Wisconsin

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Quick Answer: These are the Top 4 Airbnbs in Wisconsin

Waterfront Cottage

Waterfront Cottage

  • > $$
  • > 2 Guests
  • > Sturgeon Bay Views
  • > Deck & Firepit
Private Room on Lake Michigan

Private Room on Lake Michigan

  • > $
  • > 2 Guests
  • > Sunrise Views
  • > Work Desk
Insane Home in Milwaukee

Insane Home in Milwaukee

  • > $$$$
  • > 13 Guests
  • > Basketball Court
  • > Rooftop Deck
Loft Apartment in Milwaukee

Loft Apartment in Milwaukee

  • > $$
  • > 1 Guest
  • > Great Location
  • > Self Check-in

What to Expect from Airbnbs in Wisconsin

Airbnbs in Wisconsin have a habit of shape-shifting depending on the type of trip you are taking. There are homes near the airport for an early bird flight, lakefront cottages for honeymooners, and large properties for families and groups of friends.

Compared to other states, particularly on the east and west coasts, Airbnbs in the Badger State are pretty easy on the wallet. You will be able to find accommodation in downtown areas, historic small towns and in picturesque locations for cheap prices.

They make for a wonderful staycation, and are perfect for those traveling on a shoestring who are after a memorable adventure.

You won’t have to do without luxury, either. Whether luxury to you means waterfront living with a Jacuzzi, or simply having a kitchen and an ensuite bathroom, Wisconsin has heard and answered your prayers.

Milwaukee Wisconsin

Pack your bags, get away from it all, and head to your very own cabin. Cabins are perfect for those looking to explore the depths of Wisconsin, or those who want a break from urban life.

Cabins in Wisconsin come in all shapes and sizes. From romantic one room retreats to sprawling lodges that can house two families. Either way, these homes are all about spending time around the fireplace with friends and family, while being close to nature.

One of the coolest aspects of staying at an Airbnb, is having a unique vacation. The sort of trip that you remember where you stayed as much as what you did. Tiny homes are one such example of this, and offer an experience that will differ from anything you’ve done before.

After cabins and tiny homes, a regular old home probably doesn’t sound so inspiring. However, it is often the best way for families and large groups to vacation in Wisconsin.

The Top 15 Airbnbs in Wisconsin

Now that you know more about what you’ll find, let’s dive into the best Airbnbs in Wisconsin!

Waterfront Cottage | Overall Best Value Airbnb in Wisconsin

Waterfront Cottage

The Lily Pad cottage is perched right on the edge of Sturgeon Bay, with the water lapping the base of the deck.

A cosy and quaint home, the cottage is filled with plush furnishings, homey amenities and a relaxed atmosphere, allowing you to sit back and unwind. With views out over the lake, you can enjoy the beauty of nature from the comfortable couch.

The bay makes for a wonderful romantic getaway. As for the town, it’s an historic ship building community with a strong artistic culture.

Private Room on Lake Michigan | Best Budget Airbnb in Wisconsin

Private Room on Lake Michigan

Come and enjoy the amazing views of Lake Michigan, without breaking the bank. Check in to your own private room within a larger home at this Airbnb in Wisconsin, before going to explore the region’s gems.

Located in a quiet family neighborhood, it is within walking distance to parks, restaurants, bars, and stores. The evening sunrise view over the lake is as soothing as any morning coffee, and will get your day started nicely.

Walk, or grab a bike to head downtown, where you will find galleries, golf courses, and spas.

Enjoy the full kitchen, grab a board game or play corn hole outside on the terrace yard surrounded by nature.

Check out our budget traveling guide for more tips and tricks to stick to your budget!

Is This the Best Backpack EVER???
audy on top of a mountain in japan with the osprey aether

We’ve tested countless backpacks over the years, but there’s one that has always been the best and remains the best buy for adventurers: the broke backpacker-approved Osprey Aether and Ariel series.

Want more deetz on why these packs are so damn perfect? Then read our comprehensive review for the inside scoop!

View on Osprey View on REI

Insane Home in Milwaukee | Over-the-Top Luxury Airbnb

Insane Home in Milwaukee

This incredible Wisconsin Airbnb is a one-of-a-kind gem. As you walk in you will be struck by the immense open-plan warehouse apartment. With an oversized kitchen, vaulted ceilings, and rich oak floors, you’ll immediately want to extend your stay.

Gather on the couches and soak in the wall graffiti art, or set up a game of pool. Pace along the walkway above the kitchen that acts as a bridge between rooms.

Once you are ready to get serious, grab the ball and head down to the home’s private basketball court, and head up to the rooftop to relax overlooking the Milwaukee skyline.

Loft Apartment in Milwaukee | Perfect Airbnb for Solo Travelers

Loft Apartment in Milwaukee

Tired of sharing your space with strangers? Want to explore Milwaukee before kicking back by yourself at night? Check out this private apartment Airbnb in Wisconsin.

Once a former tobacco warehouse, the building has been transformed into a series of trendy apartments. Located in the 3rd Ward, it is in the perfect spot to explore downtown Milwaukee and all the things to do there.

Wake up in comfort and at your own time, before making use of your own personal kitchen and catching up with family on the free WiFi.

In downtown, you are mere steps from the lake, art museums, public markets, and the city’s best nightlife.

After your adventures, you’ll love coming home to your own apartment and chilling in peace.

Travel with peace of mind. Travel WITH a security belt.
Active Roots Security Belt

Stash your cash safely with this money belt. It will keep your valuables safely concealed, no matter where you go.

It looks exactly like a normal belt except for a SECRET interior pocket perfectly designed to hide a wad of cash, a passport photocopy or anything else you may wish to hide. Never get caught with your pants down again! (Unless you want to…)

Hide Yo’ Money!

More Epic Airbnbs in Wisconsin

Here are a few more of my favorite Airbnbs in Wisconsin!

Tiny on the River | Most Romantic Airbnb for Couples

Tiny on the River (1)

Enjoy the best of both worlds on your romantic escape. At this Wisconsin Airbnb, not only will you have incredible views over the Black River, but you will be only minutes from vibrant, up-and-coming downtown Brockway.

This tiny home is designed by the famous Escape Tiny Homes group, and is complete with exquisite craftsmanship. It features cherry cabinets, oak floors, a fireplace, and of course a heavenly bed.

Wake up relaxed, and look out the large bedroom window to the river below. Outside there is a spacious porch, fitted with a day bed for naps on sunny days.

Despite the surrounding trees and nature, the home is very close to Black River Falls and Brockway for shopping and cafes.

Cozy Lakeside Cabin | Best Airbnb in Wisconsin for Families

Cozy Lakeside Cabin

Located on Lake Koshkonong, this spacious cabin is perfect for your next family vacation.

Complete with two bedrooms (a double bed and bunk-beds), there is plenty of room for both you and the kids.

The young and restless will love the outdoor space, with room to run around and throw the ball. All three meals will run like clockwork, as the full kitchen and patio grill are fit to serve large families. But, if you want to take a break from cooking, the cabin is within walking distance of multiple lakeside restaurants, including the lake’s most popular bar & grill.

Enjoy the lakeside views each day, dive off the dock into the water, relax in the hammock and hang around the fire pit as a family each night.

Big R’s Retreat | Best Cabin on Airbnb in Wisconsin

Big Rs Retreat

Come and enjoy a taste of the country life at this cabin Airbnb in Wisconsin. Named after the host, Big R fell in love with the rolling hills of Wisconsin and he can’t wait to share his joy with you.

His love of the area has manifested itself into this amazing two bed cabin in the woods. Secluded and surrounded by nature, you can check out from the world alongside your partner and friends, and enjoy the fresh air.

Gather around the fire pit each evening and tell stories of the good ol’ days, and get out a deck of cards as you take in the warmth of the cabin’s fireplace.

In the morning, get up early, blanket in hand and sit on the porch as the sun creeps over the horizon.

Arbor Crest Cottage | Best Tiny Home on Airbnb in Wisconsin

Arbor Crest Cottage

Built by the passion and skilful hands of the hosts, Ashley and Jeremiah, this tiny home has quickly shot to the top to be the best in Wisconsin.

Located on their farmette, the tiny home is surrounded by leafy trees and flowers that bloom with bright colors. You are welcome to meet the many animals that graze on the property, or simply relax in your wonderful surrrounds.

The tiny home has been designed and decorated by Ashley. It is unique, and everything has been thought out with care. The kitchenette has everything you need for simple, but tasty dinners. The home is even stocked with raw honey from the family bee hives!

Lakeshore House | Best Home on Airbnb in Wisconsin

Lakeshore House

If you are looking to take a trip to Lake Michigan, grab yourself a front row seat to beauty at this wonderful lakeshore home.

Whether you are traveling with your partner, or a couple of friends, this home has plenty of space with two second story bedrooms overlooking the water. Both have skylights, so you can fall asleep under the sparkling stars each night.

The kitchen is fitted with a wood stove, so you can whip up a different dinner each night. Or, use the gas grill and cook up a storm, as you watch people paddle around the lake.

Your group will have direct and private access to the lakeside beach, so bring along a kayak for an awesome day on the water.

White Pine Villa | Best Airbnb with Jacuzzi

White Pine Villa

Soak in the picturesque views of the Fox River from the comfort of you very own Jacuzzi. This year-round hot tub will keep you smiling, even as the winter snow falls.

As for the home itself, it has a newly renovated kitchen and a screened-in porch with a fire table so the bugs won’t get to you.

The space around the home lights up into a million colors each evening as the sun heads toward the horizon.

This end of the Fox River is right on the brink of Tichigan Lake, with its own water access and a variety of day activities.

A YurtCation | Best Airbnb With a View

A YurtCation

The best Airbnb in Wisconsin for a view is this super special yurt. Have a glamping vacation, set on 40 acres of immensely scenic land.

Approximately 17 of those 40 acres is a mostly private lake for you to explore. Enjoy bonfires next to your yurt, and go canoeing or mountain biking. In the winter you can trade the bike for cross country skiing, while year-round hikes will take you deeper into nature.

Each night, come home and soak in the amazing views, some of the best that you’ll find traveling Wisconsin.

Apartment in Egg Harbor | Best Airbnb for a Weekend in Wisconsin

Apartment in Egg Harbor

Their is no doubt that Egg Harbor is one of the coolest towns in the state of Wisconsin. From giant eggs that line the street, to distilleries, breweries and vineyards, it makes for a fun weekend staycation.

The home was architecturally designed, with large windows that invite you out to the cozy patio. The relatively small space has been designed to make the most of every inch, so you won’t feel cramped.

Place yourself in the action by heading to this bright and modern home. It is within walking distance of downtown Egg Harbor, close to dining, and the lake itself.

Larsen Farm Log Cabin | Best Airbnb in Wisconsin for a Group of Friends

Larsen Farm Log Cabin

Text your mates and tell them its time for a trip to this log cabin in Wisconsin. Strap in for a time of adventure and fun, because from this secluded cabin you can rent ATVs!

If you take your host up on the offer, you can explore the numerous private trails around the property. If not, you can simply explore them on foot and try and find the property’s cave.

At the home, you will love the fire pit to catch up with friends, along with the pool table, foosball and table tennis.

Wake up with your best buds on the spacious front porch overlooking the rolling hills. Keep an eye out for deer or cows wandering down to the lake.

Little Lake House | Most Beautiful Airbnb in Wisconsin

Little Lake House

Often when we write about the most stunning Airbnbs around the world, they are expensive mansions that blow our minds. But there is something ultimately striking about this lakefront cottage.

Located right on the edge of Lake Winnebago, this little lake house is at the end of it’s own private road.

The gorgeous white exterior has a subtle contrast to the dense green trees and grass that surrounds it. From the back deck, the manicured grass extends to the lake and you feel as if you are at World’s End.

The home’s deck extends out into the lake for peaceful swimming and even better views back to the home itself.

Stay on a WWII Submarine | Most Unique Airbnb in Wisconsin

Stay on a WWII Submarine

Unique stays on the Airbnb platform often range from boats in the marina, to treehouses and hobit homes. But never a submarine with such historic significance. Until now!

Spend a night on USS Cobia, and make history. This submarine is a fully restored WWII sub and features 65 beds. The listed price is for just five guests, and each additional guest is $50.

Great for year-round visits, you can explore the submarine with a dedicated guide. Your stay comes with a tour that explores the boat entirely.

You can even enjoy a WWII or maritime based movie in the museum’s theater. While cards and board games will be available for a fun night onboard the submarine.

What To Pack For Wisconsin

Pants, socks, underwear, soap?! Take it from me, packing for an Airbnb stay is not always quite as straightforward as it seems. Working out what to bring and what to leave at home is an art I have perfected over many years.

Don’t Let Snorers Keep You Awake!
Don’t Let Snorers Keep You Awake!

Ear Plugs

Snoring dorm-mates can ruin your nights rest and seriously damage the hostel experience. This is why I always travel with a pack of decent ear plugs.

Keep your laundry organized and stink free
Keep your laundry organized and stink free

Hanging Laundry Bag

Trust us, this is an absolute game changer. Super compact, a hanging mesh laundry bag stops your dirty clothes from stinking, you don’t know how much you need one of these… so just get it, thank us later.

Stay Dry With a Micro Towel
Stay Dry With a Micro Towel

Sea To Summit Micro Towel

Hostel towels are scummy and take forever to dry. Microfibre towels dry quickly, are compact, lightweight, and can be used as a blanket or yoga mat if need be.

Make Some New Buddies…
Make Some New Buddies…

Monopoly Deal

Forget about Poker! Monopoly Deal is the single best travel card game that we have ever played. Works with 2-5 players and guarantees happy days.

Reduce Plastic – Bring a Water Bottle!
Reduce Plastic – Bring a Water Bottle!

Grayl Geopress Water Bottle

Always travel with a water bottle! They save you money and reduce your plastic footprint on our planet. The Grayl Geopress acts as a purifier AND temperature regulator. Boom!

Don’t Forget Your Wisconsin Travel Insurance

ALWAYS sort out your backpacker insurance before your trip. There’s plenty to choose from in that department, but a good place to start is Safety Wing.

They offer month-to-month payments, no lock-in contracts, and require absolutely no itineraries: that’s the exact kind of insurance long-term travellers and digital nomads need.

SafetyWing is cheap, easy, and admin-free: just sign up lickety-split so you can get back to it!

Click the button below to learn more about SafetyWing’s setup or read our insider review for the full tasty scoop.

Final Thoughts on Wisconsin Airbnbs

The best Airbnbs in Wisconsin will no doubt motivate you to ditch the dusty hotel room, or the crowded dorms and explore the state a different way. If you are on a budget, stretch your dollar further with a private room in the perfect location, or a small cabin by the lake.

Families can find spacious properties that were created with kids in mind. With bunk beds, lawns and games you will have the time and room to enjoy each others company.

Couples and friends will find the perfect Airbnbs in Wisconsin for them—with cabins, cottages, tiny homes and lodges, be prepped for a memorable adventure.

Now that you are all psyched to head to Wisconsin, consider picking up some travel insurance for your journey.

Looking for more info on visiting Wisconsin and USA?

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