Peerspace is the easiest way to book unique spaces for retreats. We also have spaces for productions and events.
Discover SpacesEvery day we uncover new, creative spaces perfect for your group retreat — from neighborhood gardens, expansive rooftops, trendy office spaces, and beyond.
Our spaces are priced to fit your budget. Hire by the hour for your retreat without worrying about hidden fees.
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Vesatile Luxury Spa Retreat Near South Lakeshore - Perfect for Events, Productions, Meetings, and Relaxation Retreats
South Side, Chicago, IL4.8 (5)
40 guests
Versatile 3BR Retreat near United Center
Garfield Park, Chicago, IL15 guests
Premium Corporate Retreat Space in River North (Entire Suite)
Near North Side, Chicago, IL5.0 (9)
50 guests
Versatile Temple Space for for Wellness, Yoga, Martial Arts, Retreats, Trainings, Photo/video shoots, Rehearsals and more!
Lake View, Chicago, IL10 guests
Western suburban workspace suitable for corporate boards or annual retreat, small training
York Township, Oak Brook, IL5.0 (1)
10 guests
A bespoke private villa with on-site speakeasy, theater and bistro.
Bucktown, Chicago, IL99 guests
Suburban customizable event space
Maine Township, Park Ridge, IL5.0 (21)
144 guests
Cozy Art Gallery in Pilsen arts district
Lower West Side, Chicago, IL4.8 (10)
75 guests
Event Space on Michigan Avenue, South Loop, Chicago (Meetings, Workshops, Panels, Corporate Retreats)
Near South Side, Chicago, IL5.0 (2)
35 guests
Sophisticated and Unique Meeting & Workshop Space in Logan Square
Logan Square, Chicago, IL5.0 (3)
50 guests
Sophisticated Event Venue in the Heart of Chicago
Chicago Loop, IL200 guests
Corporate Event & Private Party Loft with Chef’s Kitchen in Downtown Chicago
Near North Side, Chicago, IL5.0 (4)
150 guests
A Bright White Box: Converted Storefront in the Industrial West Fulton Market
Near West Side, Chicago, IL4.8 (115)
40 guests
Woodlawn Oasis: Book Your Lake Shore Retreat Today!
Woodlawn, Chicago, IL15 guests
Premium Corporate Office Space
Near North Side, Chicago, IL5.0 (1)
35 guests
Wicker Park Social Club
West Town, Chicago, IL5.0 (1)
250 guests
IA House- Inspiring Private Industrial Loft & Garden
Irving Park, Chicago, IL5.0 (84)
30 guests
Cozy 3-Bedroom Retreat with Bonus Loft in Chicago South Suburbs
Calumet Township, Calumet Park, IL20 guests
Light-Filled Meeting Space in Wicker Park
West Town, Chicago, IL5.0 (125)
25 guests
Stunning 5BR Home in Heart of Chicago with 2 Rooftops
West Town, Chicago, IL20 guests
Warm, friendly loft-style event space with dreamy old-world outdoor patio
Uptown, Chicago, IL5.0 (2)
60 guests
Atrium Club
Chicago Loop, IL300 guests
City Views, Elevated: Our Stunning Lounge in River North
Near North Side, Chicago, IL5.0 (1)
80 guests
Modern Remodeled Secluded Showcase Home with Expansive Seating.
South Side, Chicago, IL20 guests
Urban Penthouse in Historic Bronzeville Neighborhood
South Side, Chicago, IL10 guests
Golden Girls Inspired Retreat
Evanston, IL10 guests
Wicker Park Industrial Loft for Meetings & Offsites – Steps from Damen Blue Line
West Town, Chicago, IL4.9 (59)
30 guests
The Portage Park Venue: Meetings & Workshops
Portage Park, Chicago, IL4.8 (236)
80 guests
Bright, Artistic Wellness Studio & Spa – Perfect for Photoshoots, Events & Workshops
Near West Side, Chicago, IL5.0 (1)
40 guests
Funky, art-filled space for offsites, brainstorms & client meetings
West Town, Chicago, IL5.0 (4)
16 guests
Terrace M: An Elevated Escape Above the City
South Side, Chicago, IL5.0 (4)
77 guests
Pricing and popularity information in this section is based on proprietary Peerspace booking data, reflecting recent booking activity and the latest data available through July 2026.
Saturdays are the most popular day for booking retreat spaces in Chicago. For those seeking a deal, consider booking Sunday and Friday as these days are 40% cheaper on average.
Our local hosts have welcomed 2026 people into their retreat spaces with reviews averaging 4.94 stars. Most even said they would book again -- about 99%.
Retreat spaces in Chicago average $117 per hour to rent, but it’s easy to spend less or more depending on what you’re looking for. For a space on the smaller side, expect to spend closer to $132, whereas larger venues run about $206 per hour.
Most retreat spaces are scheduled for 7 hours, with 19 people in attendance. You’ll find the most Retreats starting between 11:00 AM and 12:00 PM.