Close to restaurants, bars and beaches; two blocks from three subway lines
Intimate, Old World vibe
Large, luxurious rooms with fireplaces and big flat-screen TVs
Fully-stocked communal kitchen with breakfast, snacks, and fresh cookies
Rooftop sun deck with whirlpool
Grotto-style backyard with a gas grill
Free Wi-Fi throughout
Far from the city’s top tourist attractions
No full restaurant (but free access to stocked kitchen)
Two rooms have a shared bathroom
No iPod docks
Parking can be a challenge (hotel has first-come/first-served two-car garage)
The six-room Villa D’Citta is a cozy, romantic bed-and-breakfast occupying in a 19th-century stone mansion in residential Lincoln Park. Its small handful of features are all charming: an arched brick courtyard with a barbecue grill, a sun deck with outdoor whirlpool, and a large communal kitchen stocked with free coffee, juice, and ingredients for guests to make their own waffles, panini, or other snacks. The bright, luxurious rooms have distinct personalities, but all have big flat-screen TVs, fireplaces, and hardwood floors; note that two of them share a bathroom. For a historic boutique hotel in the heart of Chicago's Gold Coast, closer to the city's top attractions, consider the Talbott Hotel.