Windy City Wonder

Planning a large group getaway to Chicago, but don’t want to get under each other’s toes? This trio of apartments in the same high-end serviced apartment complex should do the trick. In each home expect two boutique-style bedrooms and bathrooms, a made-for-action kitchen, and a private balcony to take in those sweeping vistas of West Loop. When it’s time to get together, the rooftop communal sky lounge and outdoor terraces, complete with fire pits, should do nicely. Location-wise, West Loop's local gems, including Little Italy and Union Park, are all within easy reach on foot, so having a car isn’t a dealbreaker here.