Amazing Airbnb cabins for the perfect Midwest getaway

Escape the city at one of these incredible Airbnb cabins near Chicago, including fishing havens and chic retreats
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We absolutely adore Chicago, but sometime we just need to skip town and unwind. And where better to decompress than a cabin in the middle of nowhere? Whether you’re planning a weekend getaway with pals, a romantic retreat with your partner, or an outdoor adventure, Airbnb offers a variety of cozy places to rest your head. We’ve selected 10 excellent cabins available for rent, all just a short drive from Cook County.

10 best Airbnb cabin rentals near Chicago

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Historic Frank Lloyd Wright home

A getaway to the Bernard Schwartz House isn’t exactly a low-key escape, but it’s certainly a unique one. Initially designed as a “Dream House” for LIFE Magazine, this residence was built for a private family in 1938. Complete with a 63-foot-long living room, Wright-designed furniture, a classic Usonian design and its own Wikipedia page, you’ll get a chance to experience a Frank Lloyd Wright house the way it was intended: as a place where you can live. The house sleeps eight (maximum), and guests must be 25 or older to rent. Sleep inside of a bonafide work of art, just three hours north of Chicago.

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Secluded fishing cabin in the forest

Sequester yourself in the depths of the Huron-Manistee National Forest in this cozy, craftsman-style home. With large windows overlooking the Pere Marquette River, the cabin features dreamy sunrise views and immediate outdoor access. The house does have central heat and air conditioning, but no Wi-Fi or TV. Instead, guests have access to a two-person kayak, a canoe and fishing poles. The Pere Marquette Rail Trail, a popular hiking and biking destination, is about 3.5 miles away from the house, too.

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Houseboat in a Michigan marina

Not all cabins are in the woods! This 30-foot wooden houseboat sleeps two, with one bedroom, a half-bath and a small kitchen. It’s docked on the Kalamazoo river—on the marina in Saugatuck, a 10-minute walk from the center of town—and (unfortunately?) is not to be driven during your rental. There’s a space heater if you’re brave enough to rent in the winter, but we’d opt for a May–September stay.

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Chic Michigan City hideaway

Less than 90-minutes outside Chicago, this stylish home is a perfect pied-à-terre for city folk who want just a little bit of nature. The modern home attracts architecture and design enthusiasts, but is an ideal spot for anyone who just needs to relax. The two-bedroom, two-bathroom, two-story house includes a fireplace, a screened-in porch and an open deck, evoking a traditional log cabin vibe with rugged wooden tables and decor. It’s just a short drive from the Lake Michigan shore and other Harbor Country attractions.

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Waterfront getaway in Door County

Escape with friends or family to this cozy lakefront cabin in Door County. With a classic Midwest lake retreat vibe, this house sleeps 10 guests total. (Though there are only two bedrooms and two bathrooms, so prepare to get to know each other really well, if you don’t already.) The cabin is situated directly on Green Bay and includes its own private beach and boat launch. Facing west, the house’s location should give you some outstanding sunset photo opportunities.

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Tiny cabin in Northern Michigan

Venture up to Frankfort, Michigan to vacation in 144 square feet of tiny house living. The hosts built this gorgeous little home on a 7-by-14-foot trailer, using Michigan ash and basswood as well as natural sheep’s wool as insulation. It comes complete with hot water, an indoor sink and indoor shower, and comfortably sleeps two people. In Frankfort, you’re just a short drive from Sleeping Bear Dunes and Traverse City, so consider this a perfect home base for your Northern Michigan exploration.

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Delightful A-Frame outside Madison

If you’re not averse to slanty ceilings, you’ll love this cozy triangular home outside of Wisconsin’s capital city. The rental shares 20 acres of property with the hosts’ home, which comes with some perks: In addition to a private lake, guests have access to the hosts’ swimming pool, tennis court, hot tub, sauna, bonfire area and more. Outdoorsy types, in particular, will love its location adjacent to Volo Bog State Park, which is home to a variety of plants and animals.

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Urban cabin in Door County

Into the “cabin” thing but not a fan of the “being in the middle of nowhere” thing? This adorable apartment in the heart of Sturgeon Bay gives you the best of both worlds. The pad sleeps two people—it’s a one-bedroom, one-bathroom, just 400 square feet. Guests have access to a shared courtyard and a barbecue area. This impeccably decorated flat with make you feel like you’re living inside a Pinterest board.

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Family gathering destination in Saugatuck

Pile the whole family into this homey, wooden lodge outside of Saugatuck, Michigan. Just under two-and-a-half hours outside Chicago, this sturdy wooden structure has four bedrooms and can sleep up to 10 guests. It’s got all the necessities for a perfect summertime barbecue: a screened-in porch, a gas grill, an eight-person outdoor table and a community pool just across the driveway. Other amenities include two bicycles, two kayaks, Wi-Fi and an accessible community dock.

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Fisherman’s dream home in Wisconsin

If your idea of a perfect vacation fishing, fishing and more fishing, the Chalet On The Shore is perfect for you. The nautical-themed home was crafted to resemble the hull of a ship, and was built with wood from ships dating back to World War II. It’s just steps away from the shoreline, and guests have access to a pier, a rowboat, two kayaks, and fishing gear, as well as bikes, lawn games, a grill, snowshoes and sleds. This Door County retreat sleeps 10 total, with three bedrooms and six beds.

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