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Historic Estate | 10 BR, Sleeps 16+, Game Room

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A modern kitchen with white cabinets, a central island, and a dining area with a dark wooden table and wicker chairs. - Historic Estate | 10 BR, Sleeps 16+, Game Room (Chicago)
A covered outdoor patio with a fireplace, seating, and a table set for a meal. - Historic Estate | 10 BR, Sleeps 16+, Game Room (Chicago)
A modern living room with a bed, a green sofa, a wooden coffee table, and a chair. - Historic Estate | 10 BR, Sleeps 16+, Game Room (Chicago)
A bedroom with a bed, two bedside tables, a canopy bed, a wall mural, and hanging lamps. - Historic Estate | 10 BR, Sleeps 16+, Game Room (Chicago)
A modern kitchen with white cabinetry, a stainless steel stove, and wooden shelves with plants. - Historic Estate | 10 BR, Sleeps 16+, Game Room (Chicago)
Historic Estate | 10 BR, Sleeps 16+, Game Room provides a firepit and more. Stay connected with free in-room WiFi.

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

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About this property

Historic Estate | 10 BR, Sleeps 16+, Game Room

  • Summary:



    This 1885 historic residence features 10 BR & 7 BA, comfortably accommodating 30+ guests across multiple thoughtfully curated living spaces within the property. Perfect for large families, group travel, retreats, & extended stays, the layout allows your group to stay together while still enjoying privacy and space.







    ▸ 4 fully stocked kitchens



    ▸ Game room + pool table



    ▸ Private office + work desks



    ▸ 3 decks + 2 patios + fire pits



    ▸ 5 Gbps fiber



    ▸ Coffee bar



    ▸ 4 laundry areas



    ▸ Free street parking







    The Space:



    This is a large, multi-level home designed for group comfort and flexibility.



    Two Upper levels: You'll find 4BR/3BA with game room, pool table, 2 decks, fire pit, office, coffee bar, and 5 Gbps fiber internet across 1,800+ sq ft.







    Lower garden level: You'll find 2BR/2BA with private garden patio, fire pit, kitchen, coffee bar, in-unit laundry, and multiple work areas.



    Each level has its own private entrance, full kitchen, and outdoor space.



    The two additional living spaces are 2BR /1BA.







    The layout allows for both shared experiences and private spaces, making it ideal for large groups.







    Guest Access:



    Full private access to the entire estate upon booking — all 10 bedrooms, 7 bathrooms, 4 kitchens, all living areas, game room, office, all decks and patios, and all work areas.







    Keyless self check-in throughout. Each retreat has its own private entrance.







    The Neighborhood:



    This home sits in West Town — one of Chicago's most walkable, food-forward neighborhoods.







    DINING & COFFEE NEARBY:



    ▸ Dark Matter Coffee



    ▸ Spinning J Bakery & Soda



    ▸ Kasama (Michelin-starred)



    ▸ Beatnik



    ▸ Funkenhausen



    ▸ Roots Pizza







    RELAX: 3-min walk — Sister Lavender Spa



    FITNESS: 4-min walk — REPS Fitness | 10 min — The Garage



    OUTDOORS: 5-min walk — Smith Park, running & biking trails







    Minutes from Wicker Park, West Loop, and downtown Chicago.







    Getting Around:



    Getting around is effortless:







    ▸ Drive 12 minutes to downtown Chicago



    ▸ Downtown is easy from here! Catch the #70 Division bus one block north — ride it straight downtown in ~25–35 min, or connect to the Blue Line for a Loop arrival in ~30–40 min total. Runs 24/7







    Other Things to Note:



    SLEEPING ARRANGEMENTS:



    ▸ Master suite: king bed + full pull-out couch



    ▸ Eight queen bedrooms



    ▸ One room with 2 double beds



    ▸ Living room with 2 single couches



    ▸Three living rooms with queen pull-out/modular couch







    Other enhancements and services:



    ----------------------------------------------



    ▪︎ Free luggage storage



    ▪︎ Early check-in / late checkout (add-on)



    ▪︎ Itinerary recommendations



    ▪︎ Daily cleaning (add-on)







    Stress-free Check -Out Instructions:



    -----------------------------------------------



    You don’t need to worry about tidying up. We’ve got an awesome cleaning team for that!



    Just a few things to do before you head out...



    ▪︎Turn off all the lights & make sure the door is locked behind you.



    ▪︎ If you've moved any furniture, return it to its original place.







    Our goal is to provide a calm, boutique experience for every guest. We kindly ask that you treat the home with care and respect, just as you would your own.







    • No parties or unauthorized events (fee $750). Front door RING camera present for safety and property protection.



    • Quiet hours: 10 PM–8 AM



    • No smoking or vaping indoors (fee $500)



    • Pets must be approved before booking ($45 per pet/stay)



    • Exterior security cameras are on the property for safety



    • Early check-in or late checkout may be available for a fee. Hourly stay past check-out without approval: $45/hr.



    • Be mindful of neighbors when enjoying outdoor areas



    • Please do not move large furniture or rugs. If our cleaning team is required to reset heavy furniture and rugs, an additional fee will apply based on their charge.



    • If we do have to call a plumber due to improper disposal (ex. excessive toilet paper), the service fee would be charged to the reservation.







    Interaction with Guests:



    We are available as needed, but respect your privacy. Messaging is the fastest way to reach us, and we’re happy to assist with anything during your stay, including recommendations, logistics, or special requests.

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About the neighborhood

West Town, a neighborhood in Chicago, is home to this vacation home. Chicago Theatre and Art Institute of Chicago are cultural highlights, and travelers looking to shop may want to visit Michigan Avenue and Navy Pier. Looking to enjoy an event or a game? See what's going on at United Center or Wrigley Field. Visit our Chicago travel guide
View more Vacation Homes in Chicago
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Chicago, IL

What's nearby

  • A riverside path with a stone edge, lush greenery, and yellow flowers.
    Humboldt Park
    6 min walk - 0.6 km
  • A train on an elevated track above a pedestrian walkway.
    The 606
    3 min drive - 2.1 km
  • A nighttime cityscape with illuminated buildings and a river.
    Milwaukee Avenue
    4 min drive - 2.1 km
  • The Garfield Park Conservatory entrance with a signboard, potted plants, and a water feature.
    Garfield Park
    4 min drive - 2.5 km
  • National Museum of Puerto Rican Arts & Culture
    11 min walk - 1.0 km

Getting around

  • Kedzie Station (Green Line)
    3 min drive
  • Chicago Western Avenue Station (Milwaukee District-West)
    16 min walk
  • Chicago Midway Airport (MDW)
    42 min drive

Restaurants

  • Flying Saucer
    8 min walk
  • Dunkin'
    9 min walk
  • Dark Matter Coffee
    11 min walk
  • Café Colao
    10 min walk
  • Casa Yari
    9 min walk

Frequently asked questions

Is Historic Estate | 10 BR, Sleeps 16+, Game Room pet-friendly?

Yes, this property allows pets (limit 3 total).

How much is parking?

Onsite parking is available at the property.

What time is check-in at Historic Estate | 10 BR, Sleeps 16+, Game Room?

Check-in begins at 4:00 PM.

What time is check-out at Historic Estate | 10 BR, Sleeps 16+, Game Room?

Check-out is at 10:00 AM.

Where is Historic Estate | 10 BR, Sleeps 16+, Game Room located?

This family-friendly Chicago vacation home is located in West Town, within 2 mi (3 km) of Humboldt Park, Garfield Park Conservatory, and Garfield Park. United Center is 2 mi (3.3 km) away. Kedzie Station (Green Line) is 28 minutes by foot and California Station (Green Line) is 29 minutes.

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