Mansion accommodation & holiday rentals in Chicago
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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, 130 reviewsLuxury 4 bedroom steps from Wrigley
Home in Chicago
4.9 out of 5 average rating, 162 reviewsSoaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP
Home in Chicago
4.97 out of 5 average rating, 100 reviewsThe Hamlin In Logan Square 4BR/2BA w/Parking!
Townhouse in Chicago
4.95 out of 5 average rating, 198 reviewsLuxury River West Townhome with Garage
Condo in Chicago
4.94 out of 5 average rating, 126 reviews711 The Penthouse
Apartment in Chicago
4.86 out of 5 average rating, 170 reviewsImpeccable 5-Bed Wrigleville Beauty
Home in Chicago
4.9 out of 5 average rating, 180 reviewsALOHA Tropical Penthouse Wicker Park Sleeps 14
Pet-friendly mansion rentals
Home in Glen Ellyn
4.9 out of 5 average rating, 100 reviewsHome in Glen Ellyn
Home in Highland Park
4.91 out of 5 average rating, 114 reviewsRejuvenate and Relax in the North Shore
Townhouse in Chicago
4.93 out of 5 average rating, 99 reviewsUpscale 4-Bedroom Townhouse w/Garage - LOCATION
Apartment in Chicago
4.81 out of 5 average rating, 278 reviewsSophisticated, Historic & Comfy Flat near Wrigley!
Townhouse in Chicago
4.97 out of 5 average rating, 126 reviews*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*
Home in Burbank
4.92 out of 5 average rating, 24 reviewsKing bed, Free Wi-Fi, Burbank
Home in Oakbrook Terrace
4.82 out of 5 average rating, 39 reviewsDesirable chic home in a Prime Location!
Home in Schaumburg
4.86 out of 5 average rating, 35 reviewsTranquility - 4+BR, 2BA
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, 6 reviewsParadise 4BR w/ Pool & Games
Yurt in Homewood
4.97 out of 5 average rating, 77 reviewsGlamping Yurt&RV Game Room Pool/Hot Tub/Sauna plus
Home in Glen Ellyn
4.94 out of 5 average rating, 18 reviewsGlen Ellyn Home
Apartment in Chicago
5.0 out of 5 average rating, 4 reviewsLuxe 2-Level PH + Spa House Retreat! Pets Welcome
Apartment in Chicago
4.6 out of 5 average rating, 52 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Apartment in Chicago
New place to stayCloud9 |@TheLoop|Indoor pool|The Pansy
Home in Chicago Heights
Olympia field -matteson IL- homewood, park forest
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