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Love it or hate it, winter is the coziest time of year in the Midwest—you might as well lean into the season with a stay at a warm, inviting vacation rental. Take a day trip from Chicago and check out Airbnb cabins just over the border in Wisconsin and Michigan, or stick closer to home for a cozy Chicago staycation; both options provide ample possibilities for intimate evenings away from the elements. Banish your fears of freezing temps and transform them into daydreams about toasty hearths at these cozy Airbnbs near Chicago.
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