House in Chicago, IL

Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

Photo gallery for Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

Living area
Living area
Interior
Interior
Interior

Overview of Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

5 out of 5 Exceptional
6 bedrooms2 bathroomsSleeps 20

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
  • Free WiFi

Explore the area

Chicago, IL
  • Popular LocationWrigley Field2 min drive
  • Popular LocationLincoln Park Zoo3 min drive
  • Popular LocationMichigan Avenue4 min drive
  • AirportChicago, IL (MDW-Midway Intl.)35 min drive

Rooms & beds

6 bedrooms (sleeps 20)

Bedroom 1

2 Queen Beds

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

2 Queen Beds

Bedroom 6

1 King Bed

Common area 1

1 Double Futon

Living Room 3

2 Single Futons

2 bathrooms

Bathroom 1

Bathtub or shower · Bathtub · Toilet · Shower only

Bathroom 2

Bathtub or shower · Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining Area

About this property

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 manager

Will Goldstein
Premier Host
Premier Host

Amenities

Hot tub
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi

House Rules

Check in after 3:00 PM
Check out before 11:00 AM

Children

Children allowed: ages 0–17
We have a baby crib, bed rail and stroller

Events

No events allowed

Pets

Pets allowed: less than 50 lb per pet (limit 2 pets total)
Walk your pet off the property to eliminate waste

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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
On-site parties or group events are strictly prohibited
Property Registration Number R22000081519

About the area

Chicago

This holiday home is located in Lakeview, a neighbourhood in Chicago, and is next to a golf course and on the waterfront. Art Institute of Chicago and Chicago Theatre are cultural highlights, and some of the area's popular attractions include Lincoln Park Zoo and Field Museum of Natural History. Travelling with kids? Make time for Chicago Museum of Science and Industry, or head to an event or a match at Wrigley Field.

What's nearby

  • Wrigley Field - 2 min drive
  • Lincoln Park Zoo - 3 min drive
  • Michigan Avenue - 4 min drive
  • Chicago Riverwalk - 6 min drive
  • Navy Pier - 7 min drive

Getting around

  • Chicago Clybourn Station - 5 min drive
  • Belmont Station (Red Line) - 13 min walk
  • Chicago Midway Airport (MDW) - 35 min drive

Restaurants

  • Starbucks - 6 min walk
  • Wake ‘n Bacon - 4 min walk
  • The Bagel Restaurant & Deli - 4 min walk
  • Wilde Bar & Restaurant - 3 min walk
  • Nob's Wine Bar - 6 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 lb 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?

Checkout is at 11:00 AM.

Where is Chicago Bootlegger House Sleeps 11-22 with 3 parking spots located?

This family-friendly Chicago holiday 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.

Reviews

5

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 5 - Excellent. 21 out of 21 reviews" "
Rating 4 - Good. 0 out of 21 reviews" "
Rating 3 - Okay. 0 out of 21 reviews" "
Rating 2 - Poor. 0 out of 21 reviews" "
Rating 1 - Terrible. 0 out of 21 reviews" "

5/5

Cleanliness

5/5

Check-in

5/5

Communication

5/5

Location

5/5

Listing accuracy

Reviews

5/5 Excellent

Francisco R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great for a Family Getaway
Great property in a good location, Plenty of space to wind down after a day of exploring the city, very comfortable and roomy. Great host.
Stayed 4 nights in Jan 2024

5/5 Excellent

ryan f.

Liked: Cleanliness, check-in, communication, location, listing accuracy
nice neighborhood
very nice home well kept up with. 2 min walk to bus and 15 min to train. plenty of space for a family of 6 . thanks will
Stayed 4 nights in Oct 2023

5/5 Excellent

Jennifer V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous friends trip!
We had a wonderful time visiting Chicago! This property is located in a great neighborhood with lots of places within walking distance. We had plenty of room to spread out and be comfortable. Navy Pier and the River Walk were all a short drive away!
Stayed 2 nights in Oct 2023

5/5 Excellent

Jon H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a place!
This place is a gem! Located a couple of blocks from the lake, you’ve got great access to the biking and running paths along the water. A few blocks to the west and you’ve got restaurants, shopping, etc.. it was awesome! The place itself is so well equipped with everything you could need. The bedroom count is great so the group could have their own bedrooms but what tops that is the amount of common space for hanging out. Can’t say how much we loved the place! We’ll be back…
Stayed 3 nights in Sep 2023

About the host

Hosted by Will Goldstein

Host profile image

Premier Host

Premier Host
They consistently provide great experiences for their guests
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