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Chicago Bootlegger House Sleeps 11-22 with 3 parking spots

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Fridge, microwave, oven, stovetop
Property grounds
Exterior
6 bedrooms, iron/ironing board, travel cot, free WiFi
Dining
Reviews
10

Exceptional

Entire home

6 bedrooms2 bathrooms

Popular amenities

  • Fireplace
    FireplaceFireplace
  • Pet-friendly
    Pet-friendlyPet-friendly
  • Kitchen
    KitchenKitchen
  • Barbecue grill
    Barbecue grillBarbecue grill
  • Outdoor space
    Outdoor spaceOutdoor space
  • Washer
    WasherWasher

Check-in time

3:00 PM

Check-out time

11:00 AM

Explore the area

Map
Chicago, IL
  • Popular LocationWrigley Field2 min drive
  • Popular LocationLincoln Park Zoo3 min drive
  • Popular LocationChicago Riverwalk6 min drive
  • AirportChicago, IL (MDW-Midway Intl.)35 min drive

Room options

About the area

Chicago

A family-friendly stay in the heart of Chicago awaits you at this holiday home. You'll be 1.8 km (1.1 mi) from Wrigley Field and 2.9 km (1.8 mi) from Lake Michigan. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 2 bathrooms, a fireplace and a balcony. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a dining area and a fenced private garden are also available. Limited housekeeping is available. .This pet-friendly holiday home offers a games room, a garden and barbecues. .Attractions within a 10-minute drive of this Lakeview holiday home include Michigan Avenue and Grant Park.
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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
  • ‪Dryhop Brewers - ‬3 min walk
  • ‪Wake ‘n Bacon - ‬4 min walk
  • ‪The Bagel Restaurant & Deli - ‬4 min walk
  • ‪Wilde Bar & Restaurant - ‬3 min walk

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 manager

Will Goldstein

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: Free WiFi

Parking and transport

  • 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
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • 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

  • Washing machine

Work spaces

  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Up to 23 kg per pet

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Housekeeping (limited availability)
  • Iron/ironing board

Location highlights

  • In the city centre
  • Next to a golf course
  • On a lake
  • On the waterfront

Things to do

  • Arcade/game room on site
  • Foosball table on site

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Electric car charging station
  • Garden

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 are welcome
  • Maximum 2 (weight limit: 50 lb per pet)
    • Service animals are exempt from fees.
  • 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

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
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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. On-site parties or group events are strictly prohibited.

Property Registration Number R22000081519

Frequently asked questions

Are there any beaches close to Chicago Bootlegger House Sleeps 11-22 with 3 parking spots?

The closest beach to Chicago Bootlegger House Sleeps 11-22 with 3 parking spots is North Avenue Beach (3 km).

Does Chicago Bootlegger House Sleeps 11-22 with 3 parking spots have a pool?

No, this holiday home doesn't have a pool.

Is Chicago Bootlegger House Sleeps 11-22 with 3 parking spots family-friendly?

You bet! With amenities such as a playground and an arcade, as well as highchairs and travel cots, it's no surprise that Chicago Bootlegger House Sleeps 11-22 with 3 parking spots is a winner with our family travellers.

Is there a free airport shuttle available at Chicago Bootlegger House Sleeps 11-22 with 3 parking spots?

No, Chicago Bootlegger House Sleeps 11-22 with 3 parking spots does not offer an airport shuttle service.

What time are check-in & check-out at Chicago Bootlegger House Sleeps 11-22 with 3 parking spots?

Check-in begins at 3:00 PM. Check-out time is 11:00 AM.

Is there a golf course on site at Chicago Bootlegger House Sleeps 11-22 with 3 parking spots?

There is a golf course next to Chicago Bootlegger House Sleeps 11-22 with 3 parking spots.

Chicago Bootlegger House Sleeps 11-22 with 3 parking spots Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 24 out of 24 reviews" "
Rating 8 - Good. 0 out of 24 reviews" "
Rating 6 - Okay. 0 out of 24 reviews" "
Rating 4 - Poor. 0 out of 24 reviews" "
Rating 2 - Terrible. 0 out of 24 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Katie G.

Liked: Cleanliness
Great stay, lots of space
Wonderful location, plenty of room, thoroughly enjoyed our stay! We were a group of 30-somethings in town for a weekend. Really enjoyed how close we were to the lake and to coffee shops, restaurants, and transit, but still on a quiet street. It was super convenient, really easy check in with door codes. We enjoyed the roof deck on one nice day, and overall had a great time. Lots of space for all of us! We would happily stay here again.
Stayed 2 nights in Apr 2024

10/10 Excellent

Julita M.

Liked: Cleanliness
Wonderful place for large families - highly recommend
This house is perfect for large families. There is everything you need for cooking, sleeping, and just hanging out. The outdoor patio was a favorite with us all. It almost felt like being at home. We loved the large kitchen table and all of the games in the house. There was so much to do from ages 78 - 24 and so close to everything. We loved there we could park 3 cars safely and did not have to worry about parking garages, or on street. The location was great and I would highly recommend this house to anyone. I know we will be back someday.
Stayed 2 nights in Apr 2024

10/10 Excellent

Peter V., Reno, USA

Liked: Cleanliness
Great house and location!
Charming, big house with all of the amenities. Garage, parking pad, rooftop deck, game room, TVs in all rooms. Really well managed and directions easy. Awesome location in Lake View East with easy walk to coffee shops, restaurants. 20 minute walk to Wrigley Field. Hope to stay again!
Stayed 2 nights in Apr 2024

10/10 Excellent

Francisco R.

Liked: Cleanliness
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

10/10 Excellent

Michelle G.

Liked: Cleanliness
Better Than the Pictures
I grew up in Chicago and most of my family is there so when my Mom passed, of course we were going to Chicago where most of my family still lives. I wanted a place where the out of town people could come together. This was it...beds are comfy, kitchen has what you need. Exit is easy (garbage in bin and sheets by washer). Amazing dining room table for card games (how we roll). And history...which my Mom as lifelong Chicagoan would have lived. Two car garage + parking pad awesome. Unconditionally recommend. Michelle
Stayed 3 nights in Oct 2023

10/10 Excellent

ryan f.

Liked: Cleanliness
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

10/10 Excellent

Jennifer V., Dacula, US

Liked: Cleanliness
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

10/10 Excellent

Jon H.

Liked: Cleanliness
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

10/10 Excellent

Edwin F T.

Liked: Cleanliness
The Best Private Accommadations We Ever Stayed At
Starting with the owner who was one of the best I have ever worked with, he promptly return all my calls, knew the area, was always accommodating, and was a professional at all times. The house was awesom, fully equipped with the best of appliances, had a large amount of kitchen ware, a large amount of bathroom supplies,bed linens and towels were plentiful, and there were many board games to playl The house was spotless. The decor was beautiful. Excellent location. Everyone in our party said they would highly recommend this property to stay at.
Stayed 4 nights in Aug 2023

10/10 Excellent

Yan C.

Liked: Cleanliness
Wills is great
The property manager Wills is very responsive. You will like this house. Yan
Stayed 4 nights in Jul 2023