Stays for 12+ guests in Chicago, IL
Stays for 12+ guests in Chicago, IL, from $367 a night. Book direct on each manager's site, no OTA fee.
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Wrightwood Place | Lincoln Park 4BR Elegant Apartment
House · 4 bed · 3 bath · sleeps 12
Chicago, IL
From $367 a night
- body soap
- cleaning products
- conditioner
- hot water
Exact location
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Location! Private Deck! Parking!
House · 4 bed · 3 bath · sleeps 14
Chicago, IL
From $983 a night
Exact location
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Maison Blanc Noir
House · 5 bed · 3.5 bath · sleeps 15
Chicago, IL
No nightly rate published
- air conditioning
- airport transfer
- free wi-fi
- laundry
City-level location
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Designer Combo Loft 2E & 2W|Gold Coast/River North
Loft · 6 bed · 5 bath · sleeps 20
Chicago, IL
No nightly rate published
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Designer Loft 2E | Heart of Gold Coast/River North
Loft · 3 bed · 2 bath · sleeps 12
Chicago, IL
No nightly rate published
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Designer Loft 2W | Heart of Gold Coast/River North
Loft · 3 bed · 2.5 bath · sleeps 12
Chicago, IL
No nightly rate published
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Designer Loft 3W | Heart of Gold Coast/River North
Loft · 3 bed · 2.5 bath · sleeps 12
Chicago, IL
No nightly rate published
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Luxury Designer Penthouse 3803 | Pool | Gold Coast
Apartment · 3 bed · 2 bath · sleeps 12
Chicago, IL
No nightly rate published
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Luxury Designer Penthouse 3804 | Pool | Gold Coast
Apartment · 3 bed · 2 bath · sleeps 12
Chicago, IL
No nightly rate published
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Luxury Designer Penthouse Combo West | Gold Coast
Apartment · 6 bed · 4 bath · sleeps 20
Chicago, IL
No nightly rate published
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Luxury Designer Penthouse Combo | NW | Gold Coast
Apartment · 6 bed · 4 bath · sleeps 20
Chicago, IL
No nightly rate published
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Luxury Designer Penthouse Combo |North| Gold Coast
Apartment · 6 bed · 4 bath · sleeps 20
Chicago, IL
No nightly rate published
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Luxury Designer Penthouse Combo |South| Gold Coast
Apartment · 6 bed · 4 bath · sleeps 20
Chicago, IL
No nightly rate published
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Luxury Designer Penthouse Loft | Sleeps 20
Loft · 4 bed · 3 bath · sleeps 20
Chicago, IL
No nightly rate published
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Luxury Fulton Market Penthouse Amazing City Views
Apartment · 4 bed · 4.5 bath · sleeps 16
Chicago, IL
No nightly rate published
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Luxury Loft Collection 01 - Terrace - River North
Loft · 3 bed · 3 bath · sleeps 12
Chicago, IL
No nightly rate published
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Luxury Loft Collection 02 - Terrace - River North
Loft · 3 bed · 3 bath · sleeps 12
Chicago, IL
No nightly rate published
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Luxury Loft Collection 03 - Terrace - River North
Loft · 3 bed · 3 bath · sleeps 12
Chicago, IL
No nightly rate published
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Luxury Loft Collection 1, 2, 3
Loft · 9 bed · 9 bath · sleeps 42
Chicago, IL
No nightly rate published
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Luxury Loft Collection 902 - Terrace - River North
Loft · 3 bed · 3 bath · sleeps 12
Chicago, IL
No nightly rate published
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Luxury Loft Collection 903 - Terrace - River North
Loft · 3 bed · 3 bath · sleeps 12
Chicago, IL
No nightly rate published
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Luxury Loft Collection COMBO 01/02 | Terrace
Loft · 6 bed · 6 bath · sleeps 22
Chicago, IL
No nightly rate published
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Luxury Loft Collection COMBO 01/03 | Terrace
Loft · 6 bed · 6 bath · sleeps 22
Chicago, IL
No nightly rate published
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Luxury Loft Collection COMBO 02/03 | Terrace
Loft · 6 bed · 6 bath · sleeps 22
Chicago, IL
No nightly rate published
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Luxury Loft Collection COMBO 902/903 Terrace
Loft · 6 bed · 6 bath · sleeps 20
Chicago, IL
No nightly rate published
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Luxury Penthouse COMBO 04/02 Terrace | River North
Apartment · 5 bed · 3.5 bath · sleeps 14
Chicago, IL
No nightly rate published
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Luxury Penthouse COMBO 07/02 Terrace | River North
Apartment · 5 bed · 5 bath · sleeps 16
Chicago, IL
No nightly rate published
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Luxury Penthouse COMBO 07/04 Terrace | River North
Apartment · 4 bed · 4.5 bath · sleeps 16
Chicago, IL
No nightly rate published
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Luxury Penthouse Loft - Heart of Fulton Market
Loft · 5 bed · 3 bath · sleeps 16
Chicago, IL
No nightly rate published
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Luxury SOHO Styled Two-Level Townhouse - Old Town
Townhome · 3 bed · 3 bath · sleeps 14
Chicago, IL
No nightly rate published
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Luxury Two-Level Townhouse | Patio | Lincoln Park
Townhome · 6 bed · 4 bath · sleeps 16
Chicago, IL
No nightly rate published
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Penthouse Designer Loft 4W | GoldCoast/River North
Loft · 3 bed · 2.5 bath · sleeps 12
Chicago, IL
No nightly rate published
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Penthouse Designer Loft4E | Gold Coast/River North
Loft · 3 bed · 2.5 bath · sleeps 12
Chicago, IL
No nightly rate published
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Unique Luxury Fulton Market Penthouse - Sleeps 32
Apartment · 9 bed · 7.5 bath · sleeps 32
Chicago, IL
No nightly rate published
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Chicago Skyline View Pilsen Apt + Parking Spot
House · 3 bed · 1 bath · sleeps 12
Chicago, IL
No nightly rate published
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How prices are computed
Lowest rate the manager has published. Your dates may cost more; the real price is on their site. The "from" figure is the lowest nightly rate the manager published on that listing page when we last fetched it. It excludes taxes, cleaning and other fees, it is not a quote, and it is not live availability.
Updated 2026-10-31 08:42 UTC. Prices and facts are whatever the manager published on their own site.