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Getting out of the city and into nature doesn’t have to mean compromising on luxury—why not scroll down to check out where to stay with a pool near Chicago? Cozy glamping cabins, fairytale-like vintage cottages, and beautiful romantic bed and breakfasts getaways, this collection has a little something for every glamper wanting to relax and unwind in natural surroundings. Right on Lake Michigan, there are great beaches throughout the region, like Oak Street and Montrose, just perfect for tranquil picnic days or a spot of boating, sailing, or fishing. Adventurous glampers can try out paddle boarding or rock climbing, and those looking for a calm vacation can enjoy relaxing strolls along the lake’s shores.