Chicago Bootlegger House Sleeps 11-22 with 3 parking spots | House in Chicago

10.0 (46 Reviews) |   Pet Friendly   6 Bedrooms  2 Bathrooms  20 Guests
Lake View East House | Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

6 Bedroom House in Lake View East, Chicago

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.

Chicago Bootlegger House Sleeps 11-22 with 3 parking spots is located in Lake View East. Chicago Bootlegger House Sleeps 11-22 with 3 parking spots provides accommodation, featuring Laundry, Pet Friendly, TV, among other amenities. This House features Laundry, Pet Friendly, TV, to make your stay a comfortable one.

Chicago Bootlegger House Sleeps 11-22 with 3 parking spots has 6 Bedrooms , 2 Bathrooms, and max occupancy of 20 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Lake View East has interesting places to visit. If you want to learn more about the House in Lake View East, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pet Friendly
TV
View
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Bathtub or shower
  • Shampoo
  • 2 bathrooms
  • Toilet paper
  • Hair dryer
  • Soap
  • Towels provided
Bedroom
  • Bed sheets provided
  • 6 bedrooms
  • Dining table
  • Living room
  • Fireplace
  • Dining room
Kitchen
  • Refrigerator
  • Dishwasher
  • Blender
  • Cookware/dishes/utensils
  • Ice maker
  • Oven
  • Microwave
  • Coffee grinder
  • Stovetop
Laundry
  • Laundry facilities
  • Washing machine and dryer
Ocean view
  • Near the beach
Parking
  • Onsite parking
  • Onsite parking options include a garage
  • Electric car charging station on site
Pet Friendly
  • Pet friendly
  • 2 total (up to 50 lbs per pet)
Accessibility
  • Smoke-free property
Entertainment
  • Arcade/game room
  • Books
  • Foosball table
  • Smart TV
  • Games
General
  • In the city center
  • On the waterfront
  • On the lake
  • Next to a golf course
  • Desk chair
Guest Services
  • Travel crib
  • Playground
  • Children's toys
  • Children's games
  • Highchair
  • Iron/ironing board
  • Limited housekeeping
Internet
  • Free WiFi
Outdoors
  • Fenced yard
  • Barbecue grill
  • Balcony
  • Outdoor furniture
  • Garden
Security/Safety
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)

Policies

Check-in
Check-in time starts at 3:00 pm
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome. note from host: we have a baby crib, bed rail and stroller
Event Policy
No events allowed
Pet Policy
2 total (up to 50 lbs per pet) note from host: walk your pet off the property to eliminate waste pets allowed service animals are welcome, and are exempt from fees
Smoking Policy
Smoking is not permitted

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited property registration number r24000123644 special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

License number: R24000123644

Reviews

Robert W.
Jul 14, 2025 08:40:40 PM
Review Score:   8
Summary: Over all a great place to stay if you want to see the city and all the attractions. The house was clean. The Foosball table needs some work missing a couple of screws, lots of board games for the kids but a lot of them were missing pieces and need to be thrown out.
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