Rent a retreat space in South Side, Chicago, IL
Discover and book unique spaces directly from hosts in South Side, Chicago, IL
Vesatile Luxury Spa Retreat Near South Lakeshore - Perfect for Events, Productions, Meetings, and Relaxation Retreats
South Side, Chicago, IL4.8 (5)
40 guests
…wide range of gatherings—from wellness retreats and intimate celebrations to corporate meetings and creative productions. Experience the serene ambiance of our spa-inspired retreat , designed with modern aesthetics, abundant natural light, and thoughtfully curated spaces. Whether you’re looking to unwind with a relaxing getaway or…
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From
$195
/hr
1 hr min
Boutique Wine Bar & Hidden Speakeasy | Meetings, Workshops & Retreats
South Side, Chicago, IL50 guests
…or together: The Park, our bright and modern front lounge, and The Manor, our intimate hidden speakeasy. Whether you’re planning a leadership retreat , board meeting, client presentation, networking event, or creative workshop, our venue offers a comfortable, inspiring setting designed to encourage collaboration and…
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From
$75
/hr
1 hr min
Versatile 3BR Retreat near United Center
Garfield Park, Chicago, IL15 guests
Welcome to your next creative escape or cozy gathering spot, just minutes from the United Center and downtown. This 3-bedroom, 1-bath first-floor apartment offers a bright, open layout with modern decor and a private deck. It’s perfect for photoshoots, film projects, private dinners, cooking demos,…
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From
$45
/hr
1 hr min
Cozy Art Gallery in Pilsen arts district
Lower West Side, Chicago, IL4.8 (10)
75 guests
Our space is perfect for: -Birthday Parties -Pop Ups -Baby Showers -yoga -workshops -Open mics/Creative showcases -meetings -retreats Space Includes: -Wifi -Bathroom -3 Highboy tables -5 6ft folding tables -chairs -Street level / ADA accessible -Ceiling speakers and bluetooth -Stage,PA, projector and mics (extra charge)…
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From
$100
/hr
1 hr min
Woodlawn Oasis: Book Your Lake Shore Retreat Today!
Woodlawn, Chicago, IL15 guests
Stay in one of our two charming 2-bedroom, 1-bath apartments with private parking in the heart of Woodlawn! Perfect for families, professionals, and travelers, our rentals are just a short walk from Bessie Coleman Library, Washington Park, The University of Chicago, Hyde Park, the local…
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From
$100
/hr
1 hr min
See all retreat spaces
near South Side, IL
Cozy 3-Bedroom Retreat with Bonus Loft in Chicago South Suburbs
Calumet Township, Calumet Park, IL20 guests
Welcome to a spacious and versatile 3-bedroom space with a cozy loft area — perfect for meetings, content creation, small gatherings, or photoshoots. The open layout offers plenty of room to customize and create the setup that works best for you. The space features a…
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From
$75
/hr
1 hr min
Modern Remodeled Secluded Showcase Home with Expansive Seating.
South Side, Chicago, IL20 guests
Welcome to a freshly reimagined, modern oasis in Chicago’s West Pullman neighborhood. This space is a premier choice for lifestyle photo shoots, film productions, and professional off-sites. With its sleek, brand-new furnishings and minimalist aesthetic, it serves as a versatile "blank canvas" for creators. The…
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From
$75
/hr
1 hr min
Event Space on Michigan Avenue, South Loop, Chicago (Meetings, Workshops, Panels, Corporate Retreats)
Near South Side, Chicago, IL5.0 (2)
35 guests
Mox.E Coworking is a Black-owned coworking and enterprise-level event space on Chicago’s historic Michigan Avenue, designed to empower entrepreneurs, creatives, and community builders. Our mission is to provide beautiful, professional, and accessible spaces where underrepresented founders (especially POC/women entrepreneurs) can work, meet, and grow. We…
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From
$290
/hr
1 hr min
Premium Corporate Retreat Space in River North (Entire Suite)
Near North Side, Chicago, IL5.0 (9)
50 guests
Perfect for Executive Teams & Corporate Gatherings | 25-30 People Transform your next corporate retreat , board meeting, or quarterly leadership session in this stunning design-forward space overlooking Chicago's iconic Brown Line in the heart of River…
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From
$250
/hr
1 hr min
Urban Penthouse in Historic Bronzeville Neighborhood
South Side, Chicago, IL10 guests
Welcome to the Urban Penthouse 44, your ideal setting for photoshoots, video productions, off-site meetings, retreats, and teambuilding events. Situated in the heart of historic Bronzeville, Chicago, our 4-bedroom, 2.5-bathroom duplex spans two floors, offering a versatile and dynamic environment. Our space uniquely marries the…
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From
$85
/hr
1 hr min
Sophisticated Event Venue in the Heart of Chicago
Chicago Loop, IL200 guests
This event venue on the 6th floor of the building is a chic hideaway from the hustle and bustle of Chicago’s busy Loop district. With access to the building’s outdoor patio space included, it is ideal for corporate retreats, important meetings, and anticipated celebrations. Featuring…
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From
$900
/hr
1 hr min
A Bright White Box: Converted Storefront in the Industrial West Fulton Market
Near West Side, Chicago, IL4.8 (115)
40 guests
Our modular 1700 square foot space has all the tech trimmings needed to present, discuss and/or brainstorm in clean industrial comfort without distractions. We are very convenient to all of Chicago, with free street parking. Benefits for Off-Site business retreats / meetings. We have a…
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From
$110
/hr
1 hr min
Terrace M: An Elevated Escape Above the City
South Side, Chicago, IL5.0 (5)
77 guests
Terrace M is a stylish, open-air terrace designed for intimate gatherings and elevated social experiences. The space works beautifully for cocktail receptions, birthday celebrations, networking events, wine tastings, private dinners, and relaxed celebrations with friends or colleagues. The layout features a spacious main terrace ideal…
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From
$150
/hr
1 hr min
Soderquist Room - Michigan Avenue, South Loop, Chicago (Meetings, Professional Events, Workshops, Corporate Retreat)
Near South Side, Chicago, IL5.0 (9)
18 guests
Mox.E Coworking is a Black-owned coworking and enterprise-level event space on Chicago’s historic Michigan Avenue, designed to empower entrepreneurs, creatives, and community builders. Our mission is to provide beautiful, professional, and accessible spaces where underrepresented founders (especially POC/women entrepreneurs) can work, meet, and grow. We…
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From
$175
/hr
1 hr min
Atrium Club
Chicago Loop, IL350 guests
…-Full venue, partial, or single-room rentals available -A 3,000 SF outdoor courtyard — fully sheltered from the wind, creating a calm, peaceful retreat right in the heart of downtown Chicago -Indoor/outdoor bar perfect for receptions and celebrations -Flexible conference center accommodating 10 to 150 guests,…
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From
$900
/hr
1 hr min
Premium Corporate Office Space
Near North Side, Chicago, IL5.0 (1)
35 guests
Our 7th floor office space, located on the top floor of the building, is a beautifully designed, fully equipped workspace in the heart of River North. It features 25 sit to stand desks with monitors and essential tech, three breakout meeting rooms, versatile work stations,…
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From
$250
/hr
1 hr min
Open Concept Location and Creative Studio
South Side, CHICAGO, IL70 guests
Welcome to The McClarn, an open-concept studio and multi-purpose event space located in the heart of vibrant and historic Chatham, Chicago. Our 1500 square foot venue offers a sleek, flexible environment ideal for a variety of experiences, including: • Pop-up shops • Tastings and brand…
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From
$125
/hr
1 hr min
Twisted Dough Private room
Bronzeville, Chicago, IL5.0 (2)
40 guests
Your Gathering Place in Bronzeville Located in the vibrant heart of Bronzeville, our intimate venue is designed for connection, creativity, and celebration. Comfortably hosting up to 50 guests, the space is perfect for small events — from pop-ups and workshops to family milestones and community…
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From
$135
/hr
1 hr min
Corporate Event & Private Party Loft with Chef’s Kitchen in Downtown Chicago
Near North Side, Chicago, IL5.0 (4)
150 guests
Looking for a unique venue to host a corporate event or private party in Chicago? Our industrial-chic loft in downtown Chicago is designed for high-end experiences, featuring a fully equipped chef’s kitchen, flexible dining areas, and an open floor plan perfect for professional or social…
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From
$300
/hr
1 hr min
A bespoke private villa with on-site speakeasy, theater and bistro.
Bucktown, Chicago, IL99 guests
…a dynamic and memorable stay. LOCATION Located in Chicago with convenient access to restaurants, nightlife, and the lakefront while offering a private retreat -style setting. IDEAL FOR Large groups, celebrations, bachelor and bachelorette parties, birthdays, corporate retreats, and unique experiential stays. NOTES This is a…
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From
$350
/hr
1 hr min
City Views, Elevated: Our Stunning Lounge in River North
Near North Side, Chicago, IL5.0 (1)
80 guests
This Space is Great For: Company Offsite, Board Meeting, Team Building, Networking, Happy Hour, Panel Discussion, Fireside Chat, Presentation, Holiday Party, Training Sessions, Corporate Retreats, Charity Events, Conferences Layout Options: • Lounge Furniture: 80 guests • Flex Options: i.e., classroom and theatre mix • Theatre:…
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From
$620
/hr
1 hr min
Light-Filled Meeting Space in Wicker Park
West Town, Chicago, IL5.0 (125)
25 guests
…Board Meetings, Brainstorming, Casting, Class, Client Meeting, Book Club Meeting, Coaching, Collaboration, Creative Meeting, Discussion Group, Focus Group, Planning Session, Sales Meeting, Retreat , Seminar, Speaker Event, Team Building, Work Session, Off-Sites, Orientation, Cooking Class, Food Demonstration, Photo Shoot, Food Bloggers Video and Photo Shoot,…
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From
$150
/hr
1 hr min
Catch a Pure Vibe in this Bronzeville Beauty
Bronzeville, Chicago, IL4.9 (34)
25 guests
This Bronzeville Beauty has had the pleasure of hosting ample amazing events over the years. From intimate gatherings to private dinners, workshops, retreats, photo shoots, video shoots, and movie production, this home has it all. Enjoy the space and design this home has to offer.…
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From
$135
/hr
1 hr min
Cozy and spacious 4 bedroom house, 3 floors, fireplace, with pond in the back yard
South Side, Chicago, IL13 guests
…room with a charming fireplace, three inviting bedrooms, and a bathroom. This layout is perfect for families or groups needing a comfortable retreat . **Unique Features:** Our home is equipped with modern amenities, including high-speed Wi-Fi, smart TVs, and a serene yard with a picturesque…
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From
$60
/hr
1 hr min
Bright, Artistic Wellness Studio & Spa – Perfect for Photoshoots, Events & Workshops
Near West Side, Chicago, IL5.0 (1)
40 guests
…A serene, modern setting for group gatherings, brainstorming sessions, or intimate events. ✔️ Pop-Up Events & Small Gatherings – Whether a wellness retreat , sound bath, corporate offsite, bridal party or private event, the space can be transformed to suit your needs. Unique Features &…
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From
$125
/hr
1 hr min
Beautiful Creative Yoga Loft Space Lower Westside
Lower West Side, chicago, IL20 guests
The Untethered Suite | Luxury Wellness & Creative Space Welcome to The Untethered Suite, a warm and elevated sanctuary designed for intentional experiences, meaningful connection, and creative expression. Located right between China Town & Pilsen, our boutique wellness and creative space blends luxury, comfort, and…
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From
$60
/hr
1 hr min
Stunning 5BR Home in Heart of Chicago with 2 Rooftops
West Town, Chicago, IL20 guests
…designed home, perfectly situated in the trendy Wicker Park neighborhood. With 5 spacious bedrooms and 3.5 pristine bathrooms, our clean and modern retreat is ideal for families, friends, or business travelers. Located just steps away from eclectic shops, trendy restaurants, and vibrant nightlife, you’ll have…
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From
$300
/hr
1 hr min
Brand New Bridgeport BYOB Event Space: Upscale & Modern
South Side, Chicago, IL5.0 (4)
60 guests
Our modern and upscale venue is the perfect setting for your next event. This brand-new, clean, and well-lit space is designed to comfortably accommodate up to 60 guests, making it ideal for celebrations, corporate outings, and private events of all kinds. Whether you're hosting an…
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From
$100
/hr
1 hr min
Wicker Park Social Club
West Town, Chicago, IL5.0 (1)
250 guests
Three Cities Social — Wicker Park is a 10,000 sq ft, two-floor venue purpose-built for offsites, retreats, and team gatherings that need more than a conference room. With multiple workspaces, an outdoor terrace, breakout rooms, and amenities that keep teams comfortable through long days, it's…
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From
$500
/hr
1 hr min
Row 24 - Historic Motor Row Venue, Close to McCormick Place
Near South Side, CHICAGO, IL200 guests
Located in the heart of the South Loop, our historic venue is a unique space that marries urban sophistication with timeless charm, perfect for a wide range of events. From weddings to social gatherings and corporate functions, our versatile space offers the ideal setting for…
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From
$400
/hr
1 hr min
Charming Urban Art Cottage Close to the United Center
Garfield Park, Chicago, IL25 guests
This charming, brick, single-family cottage home is in a quaint neighborhood minutes from the United Center and Downtown Chicago. Owned by an artist and interior designer, this fully furnished home is meticulously and beautifully decorated with contemporary original art, eclectic vintage furniture, fun finishes and…
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From
$150
/hr
1 hr min
Playful Paradise Lounge
Bronzeville, Chicago, IL5.0 (4)
40 guests
Experience a Sweet Blast from the Past! Step into Nitro Nostalgia, Bronzeville's newest hotspot where the magic of liquid nitrogen meets the joy of classic board games. Founded by father-daughter duo Garland and Kamillah Lucas, this cozy café offers a unique blend of homemade ice…
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From
$90
/hr
1 hr min
Luxury Chic Condo near Hot Attractions
South Shore, Chicago, IL15 guests
Escape to this spacious "Home Away from Home" fully equipped with all you need for your comfort & enjoyment. A 3 bedroom/ 1 bathroom condo with ample closet space. With a dedicated workspace & surrounded by public transportation and hospitals, it's perfect for WFH &/or…
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From
$75
/hr
1 hr min
Small Glamorous Space
South Side, Chicago, IL50 guests
Our space is located in the Beverly area and is great for small parties, conferences, photoshoots, and paint and sips. The open layout allows functionality for your small event purposes. The Nail Room has a compact kitchen equipped with a sink, microwave and mini fridge.…
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From
$100
/hr
1 hr min
Frequently Asked Questions
Pricing and popularity information in this section is based on proprietary Peerspace booking data, reflecting recent booking activity and the latest data available through August 2026.
How popular are retreat spaces in South Side?
Our local hosts have welcomed 6332 people into their retreat spaces with reviews averaging 4.93 stars. Most even said they would book again -- about 98%.
How long do people rent retreat spaces in South Side?
Most retreat spaces are scheduled for 5 hours, with 25 people in attendance. You’ll find the most retreats starting between 4:00 PM and 5:00 PM.
retreat spaces Booking Times in Chicago, IL
Image representing average rental time for retreat spaces in Chicago, emphasizing most start between 4:00 PM to 5:00 PM.
4:00 PM - 5:00 PM
1:00 PM8:00 PM
How much does a retreat space cost to rent in South Side?
Retreat spaces in South Side average $102 per hour to rent, but it’s easy to spend less or more depending on what you’re looking for.
retreat spaces Pricing Range in Chicago, IL
Graphic displaying average hourly rates for retreat spaces venues in Chicago, ranging between $71 and $133.
$102/hr average
$71/hr$133/hr
Reviews for retreat spaces
Christine A.
Bright And Sunny Open Loft With Exposed Brick Walls
Beautiful, cozy, high vibe place and space that was perfect for our day long leadership retreat. Easy to have lunch delivered. Good amount of space for an intimate group. Beautifully curated and cultivated. thank you...
Jamiece A.
Bright & Airy Gorgeous Loft | Meeting Ready
The space was just what we needed for our work retreat. Brett was very communicative and helpful. Our team would recommend and use this space again...
Yvonne A.
Bright Natural Light Studio Loft on Grand Ave in Ukrainian Village
The space was huge, more than enough room for the 10 of us during our management retreat. We moved around to the different spaces based on our agenda, often sitting at the couch for the book club portion and at the large table for our technical topics.
Chris was available...
Moji A.
NEW Photo Studio + Creative Space with Skyline Views
space and Neil was a breeze to work with, super responsive and accommodating.
I can see this space being utilized for an intimate board retreat or even a small private dinner - quite versatile. Would certainly book again...
Daniel B.
Bright, Artistic Wellness Studio & Spa – Perfect for Photoshoots, Events & Workshops
Beautiful space, I host a wellness retreat here and it went really well. The space is clean, equipped for a variety of offerings, and there are a variety of options for space. Great location, I'd book again...
Tamara E.
Bright And Sunny Open Loft With Exposed Brick Walls
LOVEDDD this space!! So perfect for our personal branding retreat where folks can feel comfortable and relax
Marissa F.
Bright And Sunny Open Loft With Exposed Brick Walls
We hosted a staff retreat and this was the perfect aesthetic to have a creative incubator space for planning. We had everything we needed...
Ava F.
Bright And Sunny Open Loft With Exposed Brick Walls
the necessary instructions and shared her cellphone number for easy communication. Her space was spacious, clean, beautiful, and provided the essentials for a great retreat . I would definitely book this space again...
Karla G.
Sacred Work Space- beautiful, sunny, modern in the heart of Wicker Park
We used the space for our leadership retreat. It's a great space and is perfectly set-up for yoga followed by lunch and a long meeting. We'd definitely book again...
Katlyn H.
West Loop Loft with Skyline View & Rooftop
Melissa was an excellent host and the space was absolutely perfect for our team retreat. We couldn't have asked for a better experience! Thank you so much...
Katlyn H.
West Loop Loft with Skyline View & Rooftop
This space worked perfectly for our team retreat! Melissa is a wonderful host. She provided coffee, snacks and water to accommodate our group. This was our second time utilizing this space, and we'll certainly be booking again soon. Thank you so much, Melissa...
Zane H.
Spectacular Corner 3BR Loft In Fulton Market, Newly Renovated
Todd was great to work with for our organization’s retreat! We’d love to stay here again
Krista K.
Bright And Sunny Open Loft With Exposed Brick Walls
Absolutely gorgeous and cozy space, perfect for our staff retreat! Great WiFi and sound system. Super helpful host. We are so excited to book again in the future...
Carina K.
Modern Industrial Studio in West Town
Space was perfect for my teams 2 day summer retreat! There was plenty of room and sections of space for collaboration and individual work. The tech worked great with AirPlay on the tv to review materials. Loved our time there! Will definitely book again...
Rose L.
Bright And Sunny Open Loft With Exposed Brick Walls
my event and will definitely book again! Thank you for being an amazing host with an amazing space! So peaceful and perfect for our retreat...
Christine M.
West Loop Loft with Skyline View & Rooftop
The space itself was gorgeous - more spacious than I anticipated and very comfortable. This met all of my needs for a work related committee retreat; the amenities provided and cleanliness of the space were exemplary. I and everyone on my team said that we would absolutely book again! Thanks to...
Cecily M.
Hip West Loop loft production and meeting space
AMAZING SPACE held a company retreat here and the hosts were hands on, attentive, helpful and even chatted with the group if you’re thinking of booking don’t think about it go for it it’s absolutely the best choice to make...
Leona Q.
Bright And Sunny Open Loft With Exposed Brick Walls
My team had an incredible time for our annual retreat! This was the perfect place for a change of pace, with gorgeous plants, decor, and a very different feel than a 9-5 office. We were a group of 10 and were very comfortable.
Shannon was an incredible host...
Jennifer S.
Vibrant Sunlit Conference Room in Historic Loft
This was a such a beautiful space for my team and I to have our annual mini retreat
Ted T.
High-end bohemian oasis. Large open floor plan, high ceilings, concrete floors and features.
my day! The space is calming and live enriching. Highly recommended for personal and professional needs. I may book again to have a meditation retreat for a few hours...
Updated July 29, 2026Our data is refreshed in real time using booking trends, verified guest reviews, and direct partner updates — with additional quality checks from our team.