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
Apartment in Chicago
4.93 out of 5 average rating, 136 reviews❤️ Lowest Rates! Spacious Duplex with Parking!
Condo in Chicago
4.98 out of 5 average rating, 129 reviewsLuxury 4 bedroom steps from Wrigley
Condo in Chicago
4.82 out of 5 average rating, 131 reviewsMassive Old Town Home Steps to Wells St & Beach
Home in Chicago
4.9 out of 5 average rating, 162 reviewsSoaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP
Condo in Chicago
4.94 out of 5 average rating, 126 reviews711 The Penthouse
Townhouse in Chicago
4.95 out of 5 average rating, 98 reviewsUpscale 4-Bedroom Townhouse w/Garage - LOCATION
Condo in Chicago
4.82 out of 5 average rating, 189 reviewsChicago River West 4 Bedroom / 3 Bathroom
Pet-friendly mansion rentals
Home in Glen Ellyn
4.9 out of 5 average rating, 99 reviewsHome in Glen Ellyn
Condo in Chicago
4.79 out of 5 average rating, 110 reviewsSpacious Home, Incredible Lakeview Location
Home in Chicago
4.98 out of 5 average rating, 133 reviewsSouthwestern Penthouse TRES | Sleeps 12
Home in Chicago
4.93 out of 5 average rating, 107 reviewsLuxury House 6BED/2.5BATH/4PARKING close to lake
Home in Schaumburg
4.83 out of 5 average rating, 35 reviewsRadiance - Single Level Home
Condo in Chicago
4.9 out of 5 average rating, 71 reviewsSpacious 5-BR Apt next to transit Free Parking
Home in Chicago
4.96 out of 5 average rating, 24 reviews4BD/4BTH - Entire Building+Garage - Wicker Park!
Apartment in Chicago
4.98 out of 5 average rating, 53 reviews4 BR Mayfair flat
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
4.89 out of 5 average rating, 9 reviewsDTown Penthouse - 4bd/4ba (+Parking + Gym + Pool)
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|Golf,Gym,CoWorking@LincolnPark|The Ash
Destinations to explore
- Downtown Chicago Holiday rentals
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