Mansion accommodation & holiday rentals in Chicago
Find and book unique mansions on Airbnb
Top-rated mansion accommodation & rentals in Chicago
Guests agree: These mansions are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago mansion rentals
Luxury mansion rentals
Condo in Chicago
4.95 out of 5 average rating, 132 reviewsThe Grand Kimball Lodge, Logan Square, Sleeps 14
Condo in Chicago
4.98 out of 5 average rating, 126 reviewsLuxury 4 bedroom steps from Wrigley
Apartment in Chicago
4.86 out of 5 average rating, 169 reviewsImpeccable 5-Bed Wrigleville Beauty
Apartment in Chicago
4.93 out of 5 average rating, 134 reviews❤️ Lowest Rates! Spacious Duplex with Parking!
Condo in Chicago
4.94 out of 5 average rating, 125 reviews711 The Penthouse
Home in Chicago
4.9 out of 5 average rating, 162 reviewsSoaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP
Townhouse in Chicago
4.84 out of 5 average rating, 150 reviewsDowntown Elegance ✨ Private Yard Parking
Townhouse in Chicago
4.97 out of 5 average rating, 123 reviews*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*
Pet-friendly mansion rentals
Apartment in Chicago
4.82 out of 5 average rating, 278 reviewsStylish Comfy Flat by Wrigley Field+CTA for Groups
Apartment in Chicago
4.83 out of 5 average rating, 254 reviews4BDRM Gorgeous Apt Pilsen Private Parking avail
Apartment in Chicago
4.86 out of 5 average rating, 155 reviews*Comfortable & Spacious Home Close to Downtown*
Home in Chicago
4.85 out of 5 average rating, 116 reviewsHuge Home *Prime Spot *Yard *Parking *Fireplace
Home in Chicago
4.97 out of 5 average rating, 35 reviewsSingle Family Home in Logan w/ 2 Car Garage
Townhouse in Chicago
4.84 out of 5 average rating, 44 reviewsLarge Executive Row house in Historic Pullman
Home in Lombard
4.93 out of 5 average rating, 61 reviewsImagine… 5 Brs/ Game Room
Home in Skokie
5.0 out of 5 average rating, 24 reviewsLuxury Home - Pool Tbl/Bar/Patio
Mansion rentals with a pool
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Home in Schaumburg
5.0 out of 5 average rating, 4 reviewsParadise 4BR w/ Pool & Games
Home in Glen Ellyn
4.94 out of 5 average rating, 17 reviewsGlen Ellyn Home
Apartment in Chicago
5.0 out of 5 average rating, 4 reviewsLuxe 2-Level PH + Spa House Retreat! Pets Welcome
Yurt in Homewood
4.97 out of 5 average rating, 74 reviewsGlamping Yurt&RV Game Room Pool/Hot Tub/Sauna plus
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
Apartment in Chicago
4.62 out of 5 average rating, 50 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Apartment in Chicago
New place to stayCloud9 |@TheLoop|Indoor pool|The Pansy
Destinations to explore
- Downtown Chicago Holiday rentals
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