Rent a retreat space in South Side, Chicago, IL

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

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...
...
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...
...
Victorian House Located in Chicago Image in South Side, Chicago, IL
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...
...
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(13)
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...
...
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...
...
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...
...
Image of South Side map showing location pins.

See all retreat spaces

near South Side, IL

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...
...
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...
...
Vesatile Luxury Spa Retreat Near South Lakeshore - Perfect for Events, Productions, Meetings, and Relaxation Retreats Image in South Side, Chicago, IL
from$175/hr
Vesatile Luxury Spa Retreat Near South Lakeshore - Perfect for Events, Productions, Meetings, and Relaxation Retreats

South Side, Chicago, IL

4.0(1)
Venue capacity icon40

House

...ranch home, just 5 minutes from Lakeshore! This luxurious and versatile space is ideal for a 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...
...
SouthSide Liberation Center Image in South Side, Chicago, IL
from$125/hr
SouthSide Liberation Center

South Side, Chicago, IL

Venue capacity icon90

Event Space

...Can sit 75 people seated. Space can be converted to fit whatever need i.e. Workshops, fundraisers, birthday and baby shower, yoga, spa retreat, repass, meeting space. Chair and tables provided. Ample public parking available and easily accessable by public transportation...
...
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...
...
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...
...
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...
...
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
South Facing Windows

South Side, Chicago, IL

5.0(163)
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...
...

Frequently Asked Questions

Reviews for retreat spaces

Molly T.
Creative Meeting Space on East 6th | The Garden on 6th | Company Off-Site
Booked the space for a team retreat and couldn't recommend more! Ian was fantastic and super responsive. The space is wonderful - 10/10 would book again...
Savannah D.
Quonset Hut Studio
Perfect for our retreat photoshoot
Paisley T.
Ryewood Backyard Retreat
Such a wonderful venue! Unassuming from the outside, the backyard retreat provided ample space with great vibes. The rainy weather tried to deter our event, but David was very accommodating and an all around great host. Would absolutely rent this space again...
Laura S.
Creekside Light Joy & Peace Yurt
Taylor was extremely responsive and a pleasure to work with. The venue was perfect for a small corporate off site retreat. I would recommend this venue...
Chris M.
The Zen Retreat: A Japanese Style Modern Designer Home
The Zen Retreat was beautiful! Great afternoon light spilled through the window illuminating the living room. The atmosphere my model and I were able to create here translated to some amazing photos. Check it out for yourself...
Lafinnis W.
Short North Sun-Drenched Corner Apartment
The bedroom is a true sanctuary, combining minimalist design with rich textures for a warm, inviting feel. The bathroom is equally impressive — spa-like retreats with premium finishes and designer fixtures. Beyond the apartment itself, the amenities elevate the experience even further: a serene balcony, and stylish communal lounge that...
Allie S.
Desert Wild Joshua Tree
The perfect desert retreat! So enjoyable to stay in and it was perfect for our video retreat
Maureen C.
Contemporary Conference Room w/ Breakout Space in Dublin
The place was exactly what we needed for our retreat. It was quiet, allowing us to focus and get work done. The apartment staff were very helpful and responsive to our questions. Clint was helpful and provided all the information we needed. Everything was clean and well-maintained — overall...
Vy N.
Modern Minimalist Dream House
The space is even more beautiful in person! Yna is a lovely host. Very communicative. The space was so wonderful for our team retreat. The backyard space was so great for mingling and getting some sun. Plenty of space for 20 people to comfortably be in the space. Would definitely...
Sara R.
Sugarhouse Gathering Space, Photo & Video Studio, Art Gallery
This space was amazing!! We had a work team retreat here and this was exactly what we were looking/hoping for. Very clean, easy to adjust to our needs, great parking etc. It was awesome to have a full kitchen to use as well as multiple areas that we could be...
Nicole L.
Workshop / Classroom
This space was perfect for hosting our mini-mindfulness retreat on a Saturday afternoon. It was clean and comfortable with an artistic vibe. Raj was welcoming and helpful. He made sure we were all set up before the event and all of our needs were addressed. I'm already dreaming...
Maya R.
Meeting Room on Top Floor with Views of Downtown Manhattan
We enjoyed this lovely space for our senior management retreat - for a second time! The meeting room has lots of light, lovely views and all the amenities. The staff onsite are always kind and helpful. Highly recommend...
Sydney R.
Northeast Portland Studio / Event Space
We loved this space for our team retreat! It was bright, spacious and accessible. Booking and communicating with Raymond was very easy. We will definitely be coming back...
Ayesha D.
Bright and Modern Event Space
We rented this space for an afternoon team retreat and it was PERFECT. The hosts were extremely flexible and accommodating, from tech details to our logistics with food and beverages, to arranging furniture in a way that would work best for our group. Everyone was comfortable, everything was SPOTLESS and...
Charity Y.
Modern Farmhouse Retreat
and communicative, and provided a lovely spread of snacks & light lunch for our group of executive directors. Would definitely recommend for an "offline" corporate retreat or any type of intimate gathering...
Austin K.
1949 Custom Built Mid-Century Modern Gem,
and lovely spot..our crew used it for a small music video production, but this space could very easily used for a small/medium team retreat or something similar. Listing matched the space well, and Candace was super easy to work with, very responsive, etc. Entry and exit were seamless. All...
Sharron M.
Cozy Clubhouse in Richmond
available in the front of the building. If you’re hosting a small/intimate gathering, birthday, baby shower, bridal shower or even a team building retreat for staff, this space is a great fit. After the party, the playground in the rear of the building was a hit for the kids...
Kat L.
Event Pavilion in Johnson City
giving guests the best experience they can possibly have. I HIGHLY recommend this space and will 100% be booking again for our future wellness retreats! Thank you, Melinda and staff...
Sophia R.
Encinitas Modern Spanish Home
organizing anything like this, and she was a great host. The house is stunning. Genuinely. Even more gorgeous than the photos. We had a retreat and just spent the day by the pool...
Karene F.
Unique, Cozy Venue for Intimate Meetings & Offsites
she went above and beyond to make sure that we were comfortable as a group! I’m looking forward to booking again for another retreat...

Find retreat spaces near South Side, IL

Lower West Side, Chicago, IL
Chicago Loop, Chicago, IL
Near West Side, Chicago, IL
Near North Side, Chicago, IL
West Town, Chicago, IL
Logan Square, Chicago, IL
Lake View, Chicago, IL
Irving Park, Chicago, IL