Title: Chicago Bootlegger House Sleeps 11-22 with 3 parking spots - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Chicago Bootlegger House Sleeps 11-22 with 3 parking spots Lakefront vacation home with kitchen and balcony ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77990000/77987800/77987740/0473ba28.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Outdoor dining](https://images.trvl-media.com/lodging/78000000/77990000/77987800/77987740/c1af4bd7.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77990000/77987800/77987740/90eff6c2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/78000000/77990000/77987800/77987740/2f9efbd9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/78000000/77990000/77987800/77987740/34f3856b.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location East Lakeview's historic single-family home, built by a bootlegger in the 1920s, now welcomes you to its unique space. With plenty of room for up to 22 guests, enjoy activities like foosball or explore the nearby Wrigley and Lincoln Park areas. 10 Exceptional ### Entire home 6 bedrooms2 bathrooms ## Popular amenities - - - Dryer - Washer - Pet-friendly - Fireplace ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Chicago Bootlegger House Sleeps 11-22 with 3 parking spots This is a single family home that was originally built and owned by a bootlegger during the prohibition period of the 1920's. He had a boat in nearby Belmont Harbor and would sail to Windsor Canada to pickup whiskey and then sell it from the backyard to locals. He was always on the lookout for cops. There is one remaining "escape door" in one of the bedrooms on the main level. We keep it locked, but it still works to get you outside fast. Large enough to sleep 22 people with plenty of space to mix, mingle and play (including a foosball table). 2 car garage and outside pad for large vehicles. Awesome location in East Lakeview near Wrigley, Lincoln Park and more. ## Property amenities ### Beach - Beach nearby ### Internet - Available in the house: Free WiFi ### Parking and transportation - Electric car charging station on site - Onsite parking options include a garage ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Ice maker - Kitchen island - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 6 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub - Bathtub or shower - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Fireplace - Living room - Separate dining area ### Entertainment - Books - Games - Smart TV ### Outdoor areas - Balcony - Barbecue grill - Fenced yard - Garden - Outdoor furniture ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk chair ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - 2 pets total (up to 50 lbs per pet) ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Housekeeping (limited availability) - Iron/ironing board ### Location highlights - In the city center - Next to a golf course - On a lake - On the waterfront ### Things to do - Arcade/game room - Foosball table ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) ### General - Electric car charging station - Garden ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/64000000/63940000/63935500/63935488/f4557ac6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Inspiring Stone Grotto Sleeps 10-20 & Free Parking Lakeview - Kitchen - Washer - Dryer - Pet-friendly 9.8 Exceptional 28 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-08&selected=63935488&PinnedHotelID=63935488&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37150000/37146600/37146543/ff7896b0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Wrigley Field/Lakeview -Entire Home- Large Groups! 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Lakeview - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 24 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-08&selected=67391679&PinnedHotelID=67391679&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 3:00 PM ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets allowed Service animals are welcome, and are exempt from fees 2 total (up to 50 lbs per pet) Note from host: walk your pet off the property to eliminate waste ### Children and extra beds Children are welcome Note from host: We have a baby crib, bed rail and stroller ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know 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 Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation Property Registration Number R24000123644 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=41.936775,-87.645096&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:%7Ds%7E%7EFzd%7DuO%3FU%3FU%40S%3FS%40U%3FU%40S%40S%40UBU%40SBSBSBU%40SBSDSBSDSBSDSDSDQDSDSFQDSFQDQFSFQFQHOFQFQHQHOFQHMHQHOHOJMHOJOHMJMJOJMJMHKLMJKJMLKJKLIJKLKLILILIJILINGLILGLENGLGLGNELENELENELCNENCLCNANCNANCL%3FNANANAN%3FN%3FN%3FL%3FN%40N%40N%40L%3FNBN%40NBN%40LDN%40NDLBNDNDLDLDNDLFNFLFLDLFNHLFLHJHLHLHLHLJJJLHJJLJJLJJLLHJJLLLHNJLHLJNHNJLHNHNHPHLFPHNHPFPFPHNFPFPFRDPFPFRDPDRDRDPDRDRBRDRBRDRBRBR%40TBRBR%40RBT%40T%40R%40R%3FT%40T%40R%3FR%3FT%3FT%3FR%3FT%3FRARAT%3FTATAPATCTARCRCRATCRCRETCPERCREREREPEREREPGRGPERGPGPGPINGRGNIPINGPILIPININKNILKNILKLINMLKLILMJKJKLMJKJMHKJMJMHMHMHKHMHMFOHMFMFMDOFMFODMDMDODODMDOBO%40MDO%40OBO%40OBM%3FO%40O%40O%40M%3FO%3FO%3FO%3FOAOAOAM%3FOCOAOCOAMCOCOCMEOEMEOEMEOEMGMGOEMGMGMIOGMIKIMIMIMIMKKKMIKKMKKMKKMKIMKMKMKOKMIMKOIMKOIOIOIQIMGQIOIQGOGSIOGQGQGQESGQESGQESESEQESESCSESCQEUCSASCUCSCSASCUAUAQAU%3FUAU%3FSAS%3FU%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=WQ_vIZbb8FcG8qxgHn3-n08x1wk=) Chicago, IL #### What's nearby - Lincoln Park - 5 min walk - 0.4 km - Wrigley Field - 19 min walk - 1.7 km - Lincoln Park Zoo - 2 min drive - 2.5 km - Michigan Avenue - 5 min drive - 5.3 km - Navy Pier - 9 min drive - 8.1 km #### Getting around - Chicago Clybourn Station - 5 min drive - Belmont Station (Red Line) - 13 min walk - Chicago Midway Airport (MDW) - 35 min drive #### Restaurants - ‪DryHop Brewers - ‬3 min walk - ‪Wilde Bar & Restaurant - ‬3 min walk - ‪The Bagel - ‬4 min walk - ‪Fancy Plants Cafe - ‬3 min walk - ‪OMi Cafe - ‬3 min walk ## Frequently asked questions ### Is Chicago Bootlegger House Sleeps 11-22 with 3 parking spots pet-friendly? > Yes, this property allows pets (limit 2 total) with a maximum weight of up to 50 lbs per pet. ### What time is check-in at Chicago Bootlegger House Sleeps 11-22 with 3 parking spots? > Check-in begins at 3:00 PM. ### What time is check-out at Chicago Bootlegger House Sleeps 11-22 with 3 parking spots? > Check-out is at 11:00 AM. ### Where is Chicago Bootlegger House Sleeps 11-22 with 3 parking spots located? > This family-friendly Chicago vacation home is located on the waterfront, within 1 mi (2 km) of Lincoln Park and Wrigley Field. Lake Michigan is 1.8 mi (2.9 km) away. Belmont Station (Red Line) is 13 minutes by foot and Wellington Station is 15 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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