Rent a retreat space in South Side, Chicago, IL

Discover and book unique spaces directly from hosts in South Side, Chicago, IL

An indoor studio space with wooden floors, a large mirror on one wall, and a prominent flat-screen TV mounted above a white stone feature wall.
from$200/hr
Chicago Southside luxury Hidden Gem

South Side, Chicago, IL

Venue capacity icon75

Event Space

...and nonprofit businesses. We have had guest that have done photo shoots, game nights, Zumba classes, dance classes, release parties,movie sets, retreat, meditation, school classes and cooking classing in our chef kitchen. We have about 1300 open square feet inside and about 1200 square...
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The interior features a lounge area with a basketball hoop, leather sofas, and a vibrant green wall, creating a relaxed atmosphere for socialization.
from$450/hr
Urban Event Lounge

South Side, Chicago, IL

5.0(2)
Venue capacity icon20

Event Venue

Discover the perfect place for birthday parties, graduation celebrations, family gatherings, and more! We offer a spacious and versatile environment designed to make every event unforgettable. Enjoy ample seating and multiple screens for seamless entertainment. Our unique cyc wall serves as both a photobooth and...
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A modern interior featuring a dining table with fruit, a pool table, and a staircase leading to an upper level.
from$85/hr
Urban Penthouse in Historic Bronzeville Neighborhood

South Side, Chicago, IL

Venue capacity icon10

Penthouse

...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...
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The living room features two blue sofas with decorative pillows, a glass coffee table, and large windows covered with light blue curtains.
from$30/hr
Urban Southside Cozy Apartment

South Side, Chicago, IL

4.9(11)
Venue capacity icon20

Apartment

Our aesthetically pleasing and cozy 1 bedroom apartment is perfect for your next small event or creative project! Within our 500 sq. ft space, we offer a vibrant swanky living room area, complete with a plush sofa set, sleek coffee table and Instagram-worthy fireplace along...
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The scene depicts an open, industrial-style loft with a blue couch, a wooden table surrounded by black chairs, and large windows allowing natural light to fill the space.
from$125/hr
Bridgeport Natural Light Studio

South Side, Chicago, IL

5.0(159)
Venue capacity icon30

Photo Studio

South Facing Windows. Beautiful natural light studio located in the historic Spiegel headquarters building in Bridgeport. 2,330 sqft space with 13 ft ceilings and beautiful south facing windows. Perfect for photoshoots, video production, conferencing and more. Open layout for you to utilize the space for your needs. 2...
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A modern dining room features a long wooden table surrounded by black chairs, with a large window overlooking a patio and a chandelier hanging from the ceiling.
from$200/hr
Maison Blanc Noir Beverly Production Space

South Side, Chicago, IL

5.0(6)
Venue capacity icon40

Farmhouse

...square-foot Victorian-style mansion — ideal for video production, a family retreat, photo shoots, offsite meeting space, or an intimate dinner with friends. The options are limitless. This venue boasts unique, modern details, including floor-to-ceiling partition-style French doors, a full-service chef...
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near South Side, IL

A modern salon interior with black leather chairs, a green plant wall, and hooded hair dryers on stands.
from$30/hr
Urban , south side , roomy

South Side, Chicago, IL

5.0(1)
Venue capacity icon3

Hair Salon

Looking for a Clean, Bright, Airy and Welcoming Suite with plenty of sunlight. This 70sq.foot storefront office space is located Morgan Park Area . It is the perfect location for your next meeting, study space , Work space , Creative thinking , Photo Shoot...
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Stay Inn South Shore Image in South Side, Chicago, IL
from$50/hr
Stay Inn South Shore

South Side, Chicago, IL

5.0(3)
Venue capacity icon20

Single-Family Home

...large tulip dining table seats eight, making it an ideal spot for dinner parties or group scenes. Bedrooms: Bedroom One: A chic retreat with a queen bed, alabaster sconces, and a desk, offering a stylish setting for any scene. Bedroom Two: Featuring a twin trundle...
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A dining area with a dark wooden table surrounded by upholstered chairs, a chandelier overhead, and an open view into a kitchen with modern appliances and decor.
from$125/hr
Chic Urban Residence with basement bar and games

South Side, Chicago, IL

Venue capacity icon25

Residence

...and stylish residence provides the perfect setting for any occassion. Anything from photoshoots, baby showers, family game nights, prom send off, business retreats, girls night, and pop up shops. Contemporary large dining room table that seats up to 6 , and an open kitchen which is...
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Charming Apartment near U of C Campus Image in South Side, Chicago, IL
from$50/hr
Charming Apartment near U of C Campus

South Side, Chicago, IL

5.0(1)
Venue capacity icon15

Apartment Home

...Welcome to your perfect city retreat! This charming, newly renovated apartment offers a blend of classic charm and contemporary comforts . The space features high ceilings, large windows for abundant natural light, and tasteful décor that adds to the apartment’s cozy vibe. With two private...
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An empty storefront space with exposed brick walls, wooden flooring, and a ladder positioned against the far wall.
from$36/hr
1400 sq ft Southside Gem of a Dance Studio

South Side, Chicago, IL

5.0(169)
Venue capacity icon80

Dance Studio

1,400 sq ft blank slate studio equipped with four 7ft X 8ft mirrors with a state of the art Bluetooth sound system and sound activated LED lights. Floor is optimal for dance rehearsals, video shoots, photoshoots, paint and sips, pop up dance classes, facilitated birthday...
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Cozy and spacious 4 bedroom house, 3 floors, fireplace, with pond in the back yard Image in South Side, Chicago, IL
from$60/hr
Cozy and spacious 4 bedroom house, 3 floors, fireplace, with pond in the back yard

South Side, Chicago, IL

Venue capacity icon13

House

...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...
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A meeting room with a large wooden table surrounded by chairs, two windows providing natural light, and a decorative fireplace.
from$100/hr
Victorian House Located in Chicago

South Side, Chicago, IL

Venue capacity icon30

Victorian House

...We can host holistic activities such as, yoga, sound therapy and other similar activities. The space is also ideal for team meetings, retreats and small social gatherings. There are several spaces available for use including individual meeting rooms, small prep kitchen, a large open living/dining...
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A dining room features a wooden table surrounded by chairs, large windows with sheer curtains, and a sideboard, with an adjoining hallway visible.
from$75/hr
Chicago Content House

South Side, Chicago, IL

5.0(2)
Venue capacity icon40

Photo Studio

...stainless steel island – a perfect gathering spot for cooking classes or intimate culinary events. Our fully furnished bedrooms provide a comfortable retreat for guests or a breakout space for small group discussions. The large bathroom adds an extra touch of convenience, ensuring that every aspect...
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Frequently Asked Questions

Reviews for retreat spaces

Stacy B.
Airy and Spacious Lounge in Monrovia
Beautiful space!! Perfect for our leadership retreat. Clean and quiet. We have used the space 2 times and will rent it again...
Erin T.
Private Midtown Strategic Meeting Space
Great experience using the space at The Bonhoeffer. I reserved it for the Staff Retreat and it was my second time using it. It's clean, everything you could possibly need for an all day meeting is there, plenty of drinks & snacks, and there are multiple rooms which we used...
Kristen B.
Bright and Cozy Downtown Studio Space for Photoshoots, Meetings or Coworking
Great space for our team retreat
Maribel Q.
Urban Downtown Lounge with City View
Humanity was a great space for our planning and team building retreat. The open layout is spacious yet cozy, perfect for building community. For many it was the first time entering the Union and impressed with its beauty and charm. The in house coffee shop was convenient...
Santiago O.
Workspace Studio with Skyline View
Kayley was an incredible host! The space was exactly as described and worked perfectly for my team's retreat. The downstairs yard was perfect for a little photo shoot we did...
Cheryl Z.
Meeting Retreat in South Lake Union Penthouse with View
The Meeting Retreat was perfect for our event and Chasten was very responsive and helpful. Would book again
Alexis F.
Classroom for bodywork, yoga, meditation
The space was beautiful and perfectly equipped for our day long meditation retreat. Yevgeniy was kind and supportive and made the whole process smooth and easy. There’s also plenty of parking on site and cute shops and restaurants nearby...
Haruko M.
Modern Lounge with Upscale Kitchenette and Bonus Loft Space
The space was perfect for the board retreat for our small non-profit. We setup food and drinks in the kitchen where we started our day with light conversations. Then, we migrated to the upstairs for serious get down for a serious business meeting. It was an open and inviting...
Mya L.
Inspiring Loft in the heart of Logan circle
This is our second year in a row that we've booked this space for our company retreat. As always, John and his team were very responsive and accommodating. The space meets all our needs and the location is great...
Salma M.
Boho Modern Williamsburg Loft | MomentHaus
This space was perfect for a staff planning retreat. Wonderful art/decor for a creative conversation. The furniture was perfect for various kinds of games and conversations around the space. The kitchen was lovely and well equipped. The host was excellently available and super helpful. Thank you for a great day...
Danielle M.
16-Person Conference Room in Mission Valley
This space was perfect for our team retreat! Clean, functional, and had all the amenities we required. We booked a hotel within walking distance which made transportation easy. The staff was helpful and friendly. I absolutely recommend this space...
Melissa S.
Large studio with raised ceiling and separate lounge just south of downtown in the Cedars
Very nice! A lot of space for my team retreat
Tracey K.
Oakland Event Space with Private Outdoor Space
We loved Lia's space for our team off-site retreat. The space itself had great vibes and it was such a luxury to have indoor and outdoor space. We also benefitted from having multiple breakout spaces and the ease of connecting to the big screen for Zoom. We'll...
Diane B.
Gorgeous Meeting Room on 5 acre Farm
We rented this venue for an all-staff retreat...it was definitely a different kind of space with a very different vibe than a "coporate-style" venue. Since this was very much a how do we bring "heart" into our work (in this rather difficult time) this was the perfect...
Seenae C.
Beautiful Oakland Garden Oasis + Tree House + Traditional Cottage for Team Escape
comfortable and cozy while still feeling spacious. Joann was a very responsive and helpful host. I had booked her home to hold a writing retreat for my students. They particularly loved being able to write outside in the enchanting garden. The outdoor gazebo has a large table that has plugs...
Giuliana P.
Inspiring Loft in the heart of Logan circle
first time — and this second time was even better. The space was clean and well-stocked, anything you would need for a workshop or retreat is available, the breakfast add-on was incredible, and we had a super productive session. This wasn’t my first time renting and I know...
Joyana J.
Albany/Irving Park Dance Studio
host and very responsive and helpful from the booking all the way to day of. We used the space for a women’s yoga retreat afternoon and it was the size and space we needed. I’m so grateful this this is a community resource to gather people in my...
Lina H.
Spacious Studio filled with Elegance
reserved this venue for a meditation retreat, and it proved to be an excellent choice. The space offered plenty of room for guests to sit, stand, and practice walking meditation. The facility was clean and open, making it suitable for any type of event. It provided a quiet atmosphere, perfect...
Jose M.
Urban Multi Use Meeting Space with Eclectic Living Room Vibe
the place was amazing for our Retreat
Melissa K.
Light-Filled Downtown Sweet Auburn Library for Your Salon Series, Book Release Party, Client Meeting, or Brainstorm
wonderful space, gracious hosts, and everything we could have wanted for our retreat

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