The Greenleaf House, Chicago

The Greenleaf House - A historic 1915 residence with shared spaces and beach proximity in Rogers Park

Located in Rogers Park, the first of Chicago's 77 community areas, this historic Chicago hotel spans 3600 square feet across 6 bedrooms and 2.5 bathrooms. The Greenleaf House, built in 1915, features an open floor plan with a shared lounge, garden, and fully-equipped kitchen. Guest rooms come with air conditioning, tea/coffee makers, and electric kettles, while bathrooms include bathtubs. The property sits within walking distance of multiple dining options, including Nibbles and Nosh (0.5 miles), XO Marshmallow (0.5 miles), and various pizzerias. Nearby attractions include Loyola Park (0.5 miles), Touhy Park (0.5 miles), and multiple beaches within 0.5 miles. The Greenleaf House positions guests 5.5 miles from Wrigley Field, with two train and metro lines accessible within a 5-15 minute walk. Both O'Hare International Airport and Midway International Airport serve the area.

Pros

Historic 1915 residence with 3600 square feet of living space

Located in the creative Glenwood Avenue Art District with theaters and music venues

Self-serve breakfast included

Dog-friendly accommodation available for $10 per night

Regular farmers market in Rogers Park

Cons

Individual rooms only bookable 2 weeks in advance

Strict 12:00 PM check-out policy