Find and Rent Perfect Retreat Venues & Spaces in Chicago

Search and book thousands of unique Retreat locations to rent for your meeting in Chicago, IL.

1M +

Users on platform
738

Locations in Chicago, IL
4.8/5

Rating on Reviews.io
$264 USD /hr

Average cost

SuperHost
Welcoming, Spacious, Beautiful Space in Ravenswood

New

5.0 (9)

30 guests

Chicago, IL

Responds within 1 hr

High acceptance rate

This host typically confirms bookings quickly and reliably.

$35 USD/hr Instant book

Our beautiful, sun-filled space is used during the week as a Philosophy School and can hold up to 30 people. We have a fully functional kitchen and sitting area, and as you walk in it opens up to a roomy yet welcoming and quiet space. Our space is perfect for meetings, a serene work space for groups or individuals, theater or music rehearsals, book clubs, group discussions, meetups, classes, workshops, lectures, and other activities. The main space can be divided by a curtain into 2 separate
SuperHost
Bright, Tranquil Lifestyle Oasis in Chicago

New

5.0 (4)

15 guests

Chicago, IL

Responds within 1 hr

$130 USD/hr Instant book

"Bright, Tranquil Lifestyle Oasis in Wicker Park" Discover a remarkable piece of history in this early 1900's warehouse loft, which has undergone a fascinating transformation from a Prohibition era distillery to a spring factory before evolving into the stunning space it is today. Bathed in natural, north-facing light, this loft boasts a clean and inspiring aesthetic that will captivate your senses. Step inside and be greeted by a wood-burning fireplace and exquisite custom woodw
SuperHost
Ranch with Plenty of Natural Lighting

New

5.0 (2)

60+ guests

Chicago, IL

Responds within 1 hr

$55 USD/hr Instant book

"Ranch with plenty of natural lighting and backyard, deck and driveway on a quiet tree-lined block". Great location for movie locations and excellent lighting for photo shoots.
SuperHost
Beautiful Historic Residence on tree lined street

New

5.0 (2)

60+ guests

Chicago, IL

Responds within 1 hr

$200 USD/hr Instant book

Our home is a beautiful, historic, second and third floor residence filled with natural light. We are located on a charming tree lined street in Chicago, just outside of neighboring suburb Oak Park. Our living room features bay windows and floor to ceiling bookshelves original to our home, built in 1850. In addition to the stunning living room, the main floor has two bedrooms (one a large nursery and play room), a dining room, kitchen, bathroom, and laundry nook. Stairs lead to a finished atti
SuperHost
Bolt Fitness Chicago

New

5.0 (5)

60+ guests

Chicago, IL

Responds within 1 hr

High acceptance rate

This host typically confirms bookings quickly and reliably.

$75 USD/hr Instant book

A 6,400 sq ft industrial fitness facility in Chicago. It has gorgeous 17 ft ceilings, a large garage door, state of the art equipment, and floor to ceiling windows in the entrance. Bolt is the perfect place for your fitness photo shoots, commercials, and seminars.
SuperHost
The Izard – Versatile Private Conference & Boardroom

New

5.0 (1)

45 guests

Chicago, IL

Responds within a few hours

High acceptance rate

This host typically confirms bookings quickly and reliably.

$250 USD/hr Instant book

Transform your team meetings and brainstorming sessions into moments of inspiration. The Izard offers a sleek environment and cutting-edge technology to create the perfect setting for hybrid & virtual events, training sessions, leadership meetings, and more. Host dynamic gatherings, and book with us for: • Customizable spaces to fit your meeting needs • Smooth, tech issue-free meetings and presentations • Enhanced focus and comfort for longer meetings • Confidentiality for sensitiv
SuperHost
Urban Meeting Training Space

New

5.0 (2)

30 guests

Chicago, IL

Responds within 1 hr

$75 USD/hr Instant book

This spacious facility is located in Avalon Park and is perfect for corporate meetings, workshops, seminars & training classes. Equipped with Free Wi-Fi, smart televisions, chairs, and tables. Open space for PowerPoint presentations & all-day symposiums. We allow an extra hour to each rental (30 minutes for setup & 30 minutes for breakdown) at no additional charge. Space Details: - WIFI - Chairs - Tables - Restroom - TV Monitor* - Projector/Projector Screen* - Street level access
SuperHost
Classic 1890's greystone in historic Uptown area

New

5.0 (1)

45 guests

Chicago, IL

Responds within a few hours

$200 USD/hr Instant book

Beautiful and spacious, lovingly rehabbed, late 1890s greystone building with great backyard with pond. Large open floorplan on 2nd level including chef's kitchen with private downstairs bedroom suite, with large backyard garden area. Sun room and balcony off of upstairs master suite overlooking the backyard. New privacy fence enclosing the back makes for serene area. Property has a number of unique details - beautiful stonework and cornices on exterior of building, leaded glass throughout
SuperHost
Art/Work Coworking

New

5.0 (3)

15 guests

Chicago, IL

Responds within a day

High acceptance rate

This host typically confirms bookings quickly and reliably.

$50 USD/hr Instant book

Warm sunlit conference room perfect for meetings, interviews, workshops, and anything else you can dream of! Featuring high ceilings and natural light pouring in from art-deco era glass block windows; and accented with modern decor, locally sourced art, and tons of plants! The room is fitted with a large board table with seating for up to 12, plus white boards, TV screen, speakers, and web camera. Located within the Art/Work Coworking space, renters may have access to the Kitchenette and common
SuperHost
Exterior Offices

New

5.0 (6)

30 guests

Chicago, IL

Responds within a few hours

Low acceptance rate

This host rarely approves booking requests. Try messaging before booking.

$120 USD/hr Instant book

Office space for meetings, photoshoots, and movie productions. This listing is for the Exterior Office. Between 100 and 280 sqft. Can fit between 1-10 people.
SuperHost
IA House - Converted Factory Home, Studio & Garden

New

5.0 (3)

30 guests

Chicago, IL

Responds within 1 hr

Selective acceptance rate

This host reviews each request carefully and may not always approve.

$160 USD/hr Instant book

Truly a flex space with countless looks, vignettes, and uses. This converted factory consists of an open floor plan main building with commercial kitchen, catwalk and lofted rooms and several breakout areas. The total sq ft of the main building is 4200sq ft. There is an additional finished industrial garage that opens to the street for extremely convenient load in at ground level. For outdoor productions we have a 4000+sq ft fully landscaped outdoor area with multiple patios. Multiple sections o
SuperHost
Tech Enabled Meeting Room w/ City View (Conf C)

New

5.0 (0)

30 guests

Chicago, IL

Responds within a few hours

High acceptance rate

This host typically confirms bookings quickly and reliably.

$105 USD/hr Instant book

Conference Room C 16 Boardroom I 24 Theatre | 18 Classroom | 30 Pods I 18 U-Shape Square Footage: 625’ Features: Portable 65” TV with Zoom, Google Meet, and Microsoft Teams capability Wireless Screen Sharing Wireless speaker and camera setup Fast, secure Wi-Fi Ample whiteboard space Tables for catering, drinks, or snacks Operable windows and adjustable heat for comfort For the Techies: Poly Studio X30 All-In-One Video Bar TC8 Controller iPad with pan, tilt, and zoom camera control
SuperHost
Tech Enabled Meeting Room w/ City View (Conf AB)

New

5.0 (0)

30 guests

Chicago, IL

Responds within a few hours

$186 USD/hr Instant book

Conference Rooms A+B [V] 20 Boardroom | 60 Theatre | 32 Classroom | 42 Pods I 28 U-Shape Square Footage: 825’ Features: Ability to conduct and/or join virtual meetings via Zoom with curated meeting link Wireless speaker and camera setup Wireless Screen Sharing Fast, secure WiFi Ample whiteboard space Tables for catering, drinks, or snacks Operable windows and adjustable heat for comfort For the Techies: Four MXA910 Ceiling Array Microphones Ensuring Full Microphone Coverage Two 4K Resolution
SuperHost
Flexible Hot Desks for Coworking at Two Thirty

New

5.0 (1)

60 guests

Chicago, IL

Responds within a day

High acceptance rate

This host typically confirms bookings quickly and reliably.

$150 USD/hr Instant book

Our communal desk space accommodates up to eight people, offering a flexible working environment for individuals and teams. You can choose to work in an open space, fostering collaboration while maintaining focus. The workspace is equipped with modern amenities to ensure you have everything you need to stay productive.
SuperHost
Tech Enabled Meeting Room w/ City View (Conf B)

New

5.0 (0)

15 guests

Chicago, IL

Responds within a few hours

$79 USD/hr Instant book

Conference Room B 16 Boardroom | 16 Theater | 16 Classroom | 18 Pods I 12 U-Shape Square Footage: 400’ Features: Portable 65” TV with Zoom, Google Meet, and Microsoft Teams capability Wireless Screen Sharing Wireless speaker and camera setup Fast, secure Wi-Fi Ample whiteboard space Tables available for catering, drinks, or snacks Operable windows and adjustable heat for comfort For the Techies: Poly Studio X30 All-In-One Video Bar TC8 Controller iPad with pan, tilt, and zoom camera contro
SuperHost
Flexible Venue with Industrial Backdrop

New

5.0 (1)

60 guests

Chicago, IL

Responds within 1 hr

Selective acceptance rate

This host reviews each request carefully and may not always approve.

$35 USD/hr Instant book

With its industrial feel and timeless white and black aesthetic, this spacious venue offers a unique backdrop for your next event. The indoor space is about 1200sqft. Guests enter into the main area that seats up to 20. The space also has a private meeting room that can seat up to 6. There is a back room that can seat up to 20 and a courtyard off the back entrance that can seat up to 50. There is a Kitchenette on-site with a full fridge, sink and dishwasher. There is one bathroom on-site. Th
SuperHost
The Bayless – Spacious Private Boardroom with Dry Bar

New

5.0 (0)

45 guests

Chicago, IL

Responds within a few hours

$250 USD/hr Instant book

Elevate your next meeting in a space designed for productivity. The Bayless offers a sleek environment and cutting-edge technology to create the perfect setting for hybrid & virtual events, training sessions, leadership meetings, and more. Feel confident and equipped to host impactful sessions. Book with us for: • Optimized comfort and focus for extended discussions • Adaptable seating arrangements tailored to your needs • Privacy ensured for confidential conversations • Effortle
SuperHost
Quiet Conference Room in Ravenswood

New

5.0 (5)

5 guests

Chicago, IL

Responds within a few hours

High acceptance rate

This host typically confirms bookings quickly and reliably.

$44 USD/hr Instant book

A quiet office space tucked away in the tree-lined Ravenswood neighborhood at 4422 N. Ravenswood Ave. Choose from our flexible seating options or our long-term reserved spaces. Phone booths are available for calls, and a conference room lets you meet with colleagues and clients. Just steps from the Montrose Brown Line and Ravenswood Metra, with plenty of street parking to go around. Walk over to Margie’s Candies for an ice cream cone, or try the rotating unique menu items at Spoken Cafe.
SuperHost
Vibrant Conference Room in the Heart of Wicker Park

New

5.0 (7)

15 guests

Chicago, IL

Responds within a few hours

$50 USD/hr Instant book

Our newest location at 1212 N. Ashland Ave is located in the heart of Wicker Park! Flexible and inviting workspace options, in one of Chicago's most vibrant and dynamic neighborhoods. Overlooking the historic Polonia Triangle, we are steps from the Division Blue Line stop. Contact us for more details.
SuperHost
Beautiful Office/Event Space Magnificent Mile

New

5.0 (2)

15 guests

Chicago, IL

Responds within a day

$308 USD/hr Instant book

Office and event space located in the heart of downtown Chicago with an amazing view of the river. We offer meeting spaces for groups ranging from 2-200 people. We are flexible in our customization of our space. Each room has tech enabled capabilities.

Frequently Asked Questions about Retreat locations

Have a question about Retreat in Chicago, IL?

Do I need my own production or event insurance in Chicago?

Yes. All renters are required to carry Comprehensive Liability and Property Damage insurance with liability coverage of no less than $1,000,000.
What protection plans are available for bookings in Chicago on Giggster?

Giggster offers Damage Protection coverage that you can add to a booking at checkout. Learn more about Giggster's Damage Protection coverage.
What types of locations can I book in Chicago?

You can choose from 42 types! Just search for locations in Chicago at giggster.com, then click 'Filters' to look for something specific.
How many Retreat locations are available in Chicago?

Right now, there are 530 Retreat locations available in Chicago.
What payment methods does Giggster accept for Chicago bookings?

You can pay for your booking with a credit card, or with ACH or wire transfer for bookings over $4k.
What is the cancellation policy for Chicago guests on Giggster?

Refund options vary, based on when the booking is canceled. Learn more about Giggster's cancellation and refund policy.
What are the cleaning and safety policies for Chicago locations on Giggster?

Now more than ever, your health and safety is our number one priority. We've outlined specific health and safety requirements for both hosts and guests. Learn more about Giggster's COVID-19 Health & Safety Measures.
What locations available near Chicago?

You'll find up to 42 different types of locations in Chicago. Just start a search at giggster.com and narrow things down with the 'Filter' option.
Is there an extra cost to add more attendees to my Chicago booking?

Yes. Pricing tiers are based on group size. For example, if you booked a space for a group of 1-5 for $3,000 USD/hr, the price per person is $600 USD/hr. Each additional person would increase the rate by $600 USD/hr.
How much are average location rentals in Chicago?

Rental rates vary with the type and features of the location, but the average rate in Chicago is $264 USD per hour.
Why should I choose Giggster over other platforms offering rentals in Chicago?

Giggster's got your back — and we know our stuff. Our Customer Support team is knowledgeable and accessible, we offer white glove Select service to help you find the perfect location, and we're experts on the unique needs of production teams.
What is the price range for Retreat locations in Chicago, IL?

Booking prices vary with the property type, features, and rental length, but generally a 1-hour booking will be in the range of $20 USD to $2,877 USD.
Which Retreat locations are most popular in Chicago, IL in 2026?

The top 3 Retreat locations in Chicago, IL right now are Welcoming, Spacious, Beautiful Space in Ravenswood, Bright, Tranquil Lifestyle Oasis in Chicago and Ranch with Plenty of Natural Lighting.
How do I book a Chicago location on Giggster?

When you find the right venue, you can connect with the host to get additional info and work out the details. Once everything is all set, you can book and pay for the location in a couple of clicks. Learn more about booking locations.

Reviews for Retreat locations in Chicago, IL

Shaunn M.

The space was great. I thought parking might be a problem, but there was plenty fo space during the day. Marc is super helpful.

Liz P.

Michael was very welcoming and the space is beautiful!

Runor I.

Chris was super helpful and came to assist with the music prior to my event in like 5 minutes.The studio is such a vibe , my guests loved the aesthetics and I will definitely use the space again in the future!

Sonia O.

My guests loved the boho vibes in this small little oasis in Brooklyn. The venue was really similar with what the photos shows. The kitchen was well equipped. It took a bit to heat up but it was fine for most of the event duration. The host was very communicative and very understanding when I requested to extend the time of the booking. Would book again!

Juliette A.

Adina's communication was clear and consistent. Thanks for sharing your beautiful space!

Richard P.

We rented the Topanga Sanctuary for a day event over the weekend — wow! We were thoroughly impressed. What a beautiful spot for us to gather. Plenty of parking made it convenient for everyone. The amenities were exceptional — we had 10 yoga mats, bolsters, blankets, and water, all contributing to a seamless experience. The sanctuary has a cabin-like feel with exposed wood — it was charming and had an energy that enhanced the overall atmosphere. This was perfect for our activities focused on restoration, harmony, meditation, and centering ourselves. The serene beauty, coupled with the sanctuary’s unique aesthetic, made for a truly special and memorable experience. We're grateful you gave us the opportunity to use your wonderful venue. Thank you! We’ll be back!

Saranne W.

We LOVED this space! It's a gorgeous, open space with a ton of natural light which was great for our team photoshoot. Koryn was so helpful beforehand and during the booking process, and was kind enough to let us in earlier for set up and they even let us stay a bit longer when we needed some more time to finish our presentation. During our event they had someone there to support us which was so helpful. We had such a lovely time in this space.

Rita D.

This was the perfect place to host our team retreat! All of the amenities we needed and the on site staff was super communicative and helpful throughout our time there. Highly recommend!