Best Airbnbs & Hotels Outside Chicago: Weekend Getaways Near Chicago


Whether or not you are seeking to escape for a weekend or every week, these are some standout Airbnbs price preserving in your radar for you and your crew.

Airbnb

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Group getaways exterior town are nice, so long as you handle to line up two important parts: a well-curated crew of individuals with none moist blankets, and a spacious and stress-free place to name residence wherever you are going. Sadly, we will not provide a lot assist determining the previous (that is on you), however we will provide some steering on the latter. In truth, we did a little bit digging to seek out some spectacular group-friendly Airbnbs in laid again locales in Michigan, Wisconsin, and rural Illinois which might be price planning a whole getaway round. And even higher? They’re all underneath three hours from town by automotive. 

Airbnb

Saugatuck, Michigan
eight company, $766 per night

Distance from Chicago: ~2.5 hours
Set on a inexperienced 1.5 acres, this charming and spacious lodge-lie house is decked out to function the last word escape it doesn’t matter what time of 12 months you are there. Throughout the hotter months, the professionally landscaped yard is a good place to lounge due to its screened in porch, heated pool, outdoor bathe, and basketball courtroom. Indoors, in the meantime, it contains a grand lounge with vaulted ceilings (and a towering stone hearth), plus a beautiful pro-grade kitchen and big eating space. Additionally, it is only a quick stroll to get pleasure from beautiful views of the close by Kalamazoo river byways. 

Airbnb

Wisconsin Dells, Wisconsin
16+ company, $531 per night 
Distance from Chicago:
~three hours
Determined for some true nation residing? This spot delivers. It is tucked away and surrounded by lush greenery and wildlife, which you can simply regulate from both the additional extensive entrance deck, outsized again deck BBQ space, or yard fireplace pit. Inside, you may discover loads of areas to decamp to, whether or not it is the large essential lounge with hovering ceilings, the bar space, the second lofted lounge/TV space, or within the basement the place there is a full billiards room full with its personal cozy lounge nook and its personal merchandising machine.

Airbnb

Holland, Michigan
12 company, $350 per night
Distance from Chicago:
~2.5 hours
Set in an idyllic wooded are, “cottage” undersells this residence only a bit contemplating it is primarily an image good minimalist West Elm ground show come to life and surrounded by nature. Regardless that it is simply minutes to all of the motion in Holland, you and your crew will doubtless be content material staying put to simply absorb the stress-free vibes from the large sofa within the sun-soaked household room, hand around in the open idea kitchen cooking meals, or sit back on the large entrance porch or again deck. 

Airbnb

Lake Geneva, Wisconsin
10 company, $2,900 per night
Distance from Chicago:
~1.5 hours
Whereas this place is admittedly on the expensive facet, it is a exceptional waterfront residence that you will always remember. The trendy four-story home is stacked with huge home windows searching onto an unimaginable view of Lake Geneva (the sundown from its perch are actually insane). You may additionally get entry to all of its outdoor facilities together with the lakeview pool, non-public pier, and a spacious deck with not one however two BBQ grills. Inside, it is a true trip paradise of facilities with an epic kitchen, sprawling eating table for 14, three fireplaces, billiards, health room, an arcade, and a sauna. 

Airbnb

Johnsburg, Illinois
12 company, $1,000 per night
Distance from Chicago:
~1.5 hours
Really feel like giving lakefront residing a test-drive? You may get simply that at this trip dream home, which boasts 6,000 sq. ft of residing area throughout 4 ranges — and most significantly, unimaginable panoramic views of Chain O’ Lakes. It additionally uniquely blends indoor and outdoor residing due to an enormous windowed “lake room” off the again that opens up onto a big patio, which continues straight all the way down to the lakefront. Different perks embody a chef’s kitchen, a number of entertaining areas, two fireplaces, parking for 10 vehicles, and a ping pong room.

Airbnb

Douglas, Michigan
10 company, $1,098 per night
Distance from Chicago:
~2.5 hours
This contemporary farmhouse is the last word heat climate escape, notably out again the place there’s an enormous, model new heated saltwater pool (which is open Could-October) and a standalone trendy pool home full with a glass storage door, hearth, flatscreen TV, bar/lounge space, and an outdoor bathe. The principle home, in the meantime, boasts a brilliant stress-free screened in porch, an enormous kitchen, a lounge on the principle ground, a basement lounge, and 5 bedrooms, making it good for a bigger trip crew.

Airbnb

Fennville, Michigan
10 company, $400 per night
Distance from Chicago:
~2.5 hours
Only a fast drive to downtown Saugatuck, this stress-free mid-century respite sits on a lush three.5 acres with a meticulously landscaped yard and backyard. Out again, there is a attractive in-ground pool with a canopied lounge space to spare your self the glare of the solar, plus a fireplace pit space to relax with some drinks after darkish and stare up on the stars. Indoors, it is furnished to the hilt with beautiful mid-century touches, and is decked out with sufficient bedrooms and sitting areas to really feel spacious even if you happen to’re rolling deep.

Airbnb

Peru, Illinois
16+ company, $685 per night
Distance from Chicago:
~2 hours
When you’ve at all times wished to decamp to the realm of Starved Rock State Park for an extended weekend, you may need to hold this 160-year previous Greek Revival-style property in your favorites record. The four,700 sq. foot residence itself is full of distinctive unique historic particulars (e.g., ornate horse hair and plaster molded unique ceilings), plus trendy facilities that bridge the previous with the brand new (e.g., a house theater, gymnasium, and a billiards/recreation room). When you occur to remain within the hotter months, the yard can be arrange for lounging with fenced in in-ground pool, lighted gazebo, fireplace pit, and patio.

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