The Greenleaf House, built in 1915, is our 3600ft² home with 6 bedrooms, 2.5 baths, & an open floor plan – perfect for gatherings of any kind. We’re in the heart of the Rogers Park, walking distance to many restaurants & shops, Loyola Beach Park, Lake Michigan, and a 5-15 minute walk to two different train & metro lines. The home is run by friendly local folks who are happy to help during your stay.

Living Room
Room 2, King Bed

Room 6, 2 Twin Beds
Continental Breakfast
Room 5, Queen Bed

Rating: 5 out of 5.

“Gorgeous Home”

“Gorgeous home with great aesthetic choices throughout. I recommend early morning walks to Loyola Beach, coffee in hand.”

Alexandre, Port-au-Prince, Haiti

Rating: 5 out of 5.

“Prompt Communication”

“The host of this home is prompt with communication. He provided so many extra touches and it turned out to be the BEST Airbnb we have ever stayed at.”

Lindsey, Chicago, IL

Rating: 5 out of 5.

“Quaint Hostel Type Stay”

“A quaint hostel type stay. Modest bedrooms; yet, lovely spacious guest bathrooms. Breakfast and coffee to start the day! Perfect! Welcoming living room to relax and get to know other guests.”

Betty, Green Bay, WI

Airbnb Superhosts for over three years.

The Greenleaf House8.7RECOGNITION OF EXCELLENCE 2022

The Greenleaf House has 800+ Reviews with an average 5 Star Rating on Airbnb.com.

Located in Charming Rogers Park


minute walk to Loyola Park & Lake Michigan


minute walk to the Red Line Elevated Train


minute walk to the Rogers Park Metra stop


minute drive to downtown Chicago

The Greenleaf House has become a hub in the Glenwood Avenue Art District of Roger’s Park, where all flavors of creative artists have lived and collaborated for several decades. The Mile of Murals—a community-based public art initiative—begins half a block from our front door. Within easy walking distance you will find a bustling nightlife, small theaters and music venues, several locally-owned eateries, and Loyola Park, which has a great playground and arguably the best sand beach in the city.