Houses for 10+ guests in Chicago, IL
Houses for 10+ guests in Chicago, IL, from $181 a night. Book direct on each manager's site, no OTA fee.
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4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
From $181 a night
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
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
Book direct on Luxury Furnished Vacation Rentals & Property Management
Douglass Atelier | 3BR Home & Private Garden
House · 3 bed · 2 bath · sleeps 10
Chicago, IL
From $499 a night
- conditioner
- hair dryer
- bed linens
- dryer
Exact location
Book direct on Luxury Furnished Vacation Rentals & Property Management
Location! Private Deck! Parking!
House · 4 bed · 3 bath · sleeps 14
Chicago, IL
From $983 a night
Exact location
Book direct on House Swap for Airbnb Hosts, No Nightly Rates
The Pilsen House
House · 5 bed · 3.5 bath · sleeps 11
Chicago, IL
From $375 a night
City-level location
Book direct on Comfi-Stays
4BR City Retreat, Great for Business & Family
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Bright 4BR Apartment Near Lincoln Park Zoo
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Chic 4-Bedroom with Skyline Views, Firepit and Gym
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Envitae Hotel, 4BR Modern Sleek Apartment
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Modern 3BR City Retreat - Near Old Town
House · 3 bed · 2 bath · sleeps 10
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
New 4 King Bed / Family Ready Apartment
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Premium Urban 4BR - Perfect Mix of Comfort & Location
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Sophisticated 4BR Suite - Walk to Shops, Dining & Transit
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Spacious 4BR Central Apartment w/ Skyline Views
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
Spacious 4BR Near Fulton Market & Riverwalk
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
- city skyline view
- kitchen
- wifi
- dedicated workspace
Exact location
Book direct on Envitae
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
Book direct on Wieser Host
The Wrigleyville Deluxe -Steps from Wrigley Sleeps 10
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
- air conditioning
- cleaning products
- dishes and silverware
- hair dryer
Exact location
Book direct on Wrigleyville Vacation Rentals
Gold Coast Estate | Luxury 6BR Home with Private Patio
House · 6 bed · 6.5 bath · sleeps 12
Chicago, IL
No nightly rate published
- hot water
- shampoo
- shower gel
- hair dryer
Exact location
Book direct on Luxury Furnished Vacation Rentals & Property Management
Bright Apartment Near Lincoln Park Zoo
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
City Retreat, Great for Business & Family
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Premium Urban - Perfect Mix of Comfort & Location
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Sophisticated Suite - Walk to Shops, Dining & Transit
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Chic with Skyline Views, Firepit and Gym
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Chicago Skyline View Pilsen Apt + Parking Spot
House · 3 bed · 1 bath · sleeps 12
Chicago, IL
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
ENVITAE Hotel, Luxury Modern Apartments
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Envitae Hotel, Modern Sleek Apartment
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Modern City Retreat - Near Old Town
House · 3 bed · 2 bath · sleeps 10
Chicago, IL
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Spacious Central Apartment w/ Skyline Views
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Spacious Near Fulton Market & Riverwalk
House · 4 bed · 3 bath · sleeps 10
Chicago, IL
No nightly rate published
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
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 2026-10-30 07:37 UTC. Prices and facts are whatever the manager published on their own site.