‘The Wellington’ was created for those looking to gather in a piece of Chicago history. This thoughtfully refurbished 1920s factory is the hidden gem of Lakeview & Roscoe Village - secluded from the hustle, yet a quick walk to world class restaurants, bars & Wrigley Field. Large enough to host families & friends uniting together, yet configured for travelers looking to work from ‘home’ in the heart of The Second City.
→ 2,400ft² / 222m² → Entire first floor with private access → Free parking → Quiet & safe family neighborhood
The front half of the space is designed as a fully open floor plan including an expansive kitchen island, exposed brick living room with smart TV and dining table for 10.
Two of the bedrooms are off the main hallway across from one full and one half bathroom. The first bedroom (aka. the green room) has a full-size bunk bed large enough to sleep four. The work station is set up with Zoom in mind - backgrounds are important!
The second bedroom (aka. the blue room) sleeps two with a queen-size bed featuring old school architectural drawings against a modern abstract painted backdrop.
The primary suite is secluded in the back of the unit with a small step up into a private bathroom and spacious bedroom (aka. the black & white room) with his & her closets.
+ Wireless internet is always available. + Artisanal coffee will be waiting for you from a local roaster along with a variety of gourmet teas. + Kitchen has a french press, tea kettle, toaster, cookware, utensils, glasses, cutlery, sharp knives, cutting boards, baking sheets and all the basic tools like wine openers, cheese graters, vegetable peelers, pizza cutters, etc. + Bathrooms are stocked with all the amenities of home including shampoo, conditioner, body wash, hair dryer, paper towels, toilet paper, tissue, sponges, hand soap and dish soap. + TV with streaming options. + Luggage racks and hangers. + Foldable crib is available in the primary suite closet.
Guest access During your stay, the whole unit is yours and only yours. You will have a code for key-less access to come and go as you please.
Washer and dryer are available in the basement. If you need access, don't hesitate to ask!
Other things to note We do have a commuter train (Metra) that goes by, on average, every hour - it's 10 seconds and minimal noise indoors.
Please remember that you're staying in a house, not a hotel. Please treat the space with respect - it was designed for our family and we hope you treat it that way.
If any problems arise, we will do our best to take action ASAP.
Early check-ins and late check-outs are difficult to accommodate, however please let us know if you need to drop off bags early or keep them late.
Our prices include all fees. No hidden fees.
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Pets allowed: dogs less than 9 kg per pet (limit one pet total)
Notice required for pets including service animals
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Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Property Registration Number R22000078558
About the area
Chicago
Located in Chicago, this condo is in the city centre. The area's natural beauty can be seen at Lake Michigan and Millennium Park, while Field Museum of Natural History and Griffin Museum of Science and Industry are popular area attractions. Looking to enjoy an event or a game? See what's going on at Wrigley Field or United Center.
Chicago, IL
What's nearby
Hamlin Park - 5 min walk - 0.5 km
Athenaeum Theatre - 10 min walk - 0.9 km
Theater Wit - 16 min walk - 1.4 km
DePaul University-Lincoln Park - 2 min drive - 1.5 km
Wrigley Field - 3 min drive - 2.5 km
Getting around
Chicago Clybourn Station - 3 min drive
Paulina Station - 13 min walk
Chicago Midway Airport (MDW) - 38 min drive
Restaurants
McDonald's - 8 min walk
Cody's Public House - 5 min walk
Chipotle Mexican Grill - 10 min walk
Redhot Ranch - 7 min walk
Dunkin' - 4 min walk
Frequently asked questions
Is Gather Together & WFH in Piece of Chicago History pet-friendly?
Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.
How much does it cost to stay at Gather Together & WFH in Piece of Chicago History?
As of 8 Apr 2026, prices found for a 1-night stay for 2 adults at Gather Together & WFH in Piece of Chicago History on 31 May 2026 start from £516, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Gather Together & WFH in Piece of Chicago History?
On-site parking is available at the property.
What time is check-in at Gather Together & WFH in Piece of Chicago History?
Check-in begins at 3:00 PM.
What time is check-out at Gather Together & WFH in Piece of Chicago History?
Checkout is at 11:00 AM.
Where is Gather Together & WFH in Piece of Chicago History located?
Located in Lakeview, this condo building is 0.9 mi (1.4 km) from Theater Wit and within 3 miles (5 km) of Wrigley Field and Lake Michigan. Vic Theatre and DePaul University-Lincoln Park are also within 2 miles (3 km). Paulina Station is 13 minutes by foot and Addison Station (Brown Line) is 16 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Amazing hosts and the space is absolutely perfect for family/ friends, wfh, etc. It’s just awesome. The location is great for exploring Chicago, very centrally located, with lots to walk to as well. Can’t recommend highly enough.
We had our annual HS girlfriend get-together in Chicago this year and selected this wonderful place. Perfect for location, spreading out, game playing, privacy and location to everything. Beautiful home! Thank you!
Really enjoyed spending time at the property. Honestly couldn’t find a better place in Chicago to stay.
The hosts were exceptional as well. Answered any questions and the house was exactly as advertised.
Great place and great people.
Beautiful, newly renovated property in a great location
My family and I stayed in this home for a couple of nights and we absolutely loved it. Plenty of space for all of us and updated with cute furniture and nice, modern decor. I loved the exposured brick and the open living room/kitchen/dining area. I highly recommend this house!
Stacy and Elliot were amazing hosts and their home is outstanding. The location is unbeatable, the accomodations are fantastic, and the house was impeccably clean. Couldnt ask for a better experience. The only problem is that im afraid if i hype their home too much then it wont be available the next time were in the Windy City! This will always be our first choice when we visit Chicago to see our daughter. Thanks Stacy and Elliot!
This place is perfectly located to grocery, pharmacy and restaurants. The home is modern, clean and well appointed with everything you’d need to enjoy your stay. The property management was responsive, thoughtful and exceeded expectations. 5 out of 5 would recommend
Stacy and Elliott were terrific hosts. They were helpful and friendly and answered all my questions immediately. The house is stunning. Beautifully and thoughtfully decorated and equipped and so very clean. I hope to stay there again someday.
The home is beautiful and well located and the hosts are responsive and accommodating.
We would have continued to book this place annually if not for a host misunderstanding surrounding a service dog.
“The Wellington” was everything listed and more! It was clean, spacious, and everything we needed for a quick weekend stay! Stacy was a great host! She was always quick to respond to messages and checked in with us to make sure we had everything we needed. Can’t wait to rent again soon!
Perfect for our family. All one level so easy to keep track of our kiddos. Adorable playground thats walking distance and great access to restaurants, etc. Our 4yo didnt want to leave! Would recommend having sound machines if you have littles so they arent disturbed by train noise. We always travel with ours so not a problem at all.
Don’t let the exterior for you. The house is located in a beautiful area Lincoln Park. Easy walk to the grocery store. Nice little breakfast restaurant across the street from the grocery store. This area is a beautiful place to take walks. The interior is absolutely gorgeous! The attention to detail is evident and the decor is very nice
and a cool layout. I highly recommend this place and I will definitely be returning.
JANA K.
Stayed 3 nights in Sep 2024
Verified
10/10 Excellent
Jessica N.
9 Sept 2025
Jessica N.
Stayed 3 nights in Aug 2025
About the host
Hosted by Stacy Callighan
I am the Co-Founder of a human-centered design firm and a recovering architect - born & raised in Chicago. I travel often for research, but when I'm not working, my incredibly talented composer husband and love to soak in all that our hometown has to offer. We're huge wine nerds and beer snobs - if you're looking to share a drink, please ask! We're always down.
Why they chose this property
We bought this building for it's history and connection to Chicago. As born and raised Chicagoans (and architect!), it was important to find and share a space that had meaning. We are still digging up the details on its history and cannot wait to share what we learn.
What makes this property unique
This building was renovated in 2022 to represent the modern design aesthetic of Chicago within a 1920's historic frame - showcasing 100 years of change. We love this building beyond words and hope you do, too.
Premier Host
They consistently provide great experiences for their guests