Mansion vacation rentals in Chicago
Find and book unique mansions on Airbnb
Top-rated mansion rentals in Chicago
Guests agree: these mansions are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago mansion rentals
Mansion rentals with a pool
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Dec 8 – 15
Home in Glen Ellyn
4.94 out of 5 average rating, 16 reviewsGlen Ellyn Home
Jul 23 – 30
Yurt in Homewood
4.97 out of 5 average rating, 74 reviewsGlamping Yurt&RV Game Room Pool/Hot Tub/Sauna plus
Oct 17 – 24
Apartment in Chicago
5.0 out of 5 average rating, 4 reviewsLuxe 2-Level PH + Spa House Retreat! Pets Welcome
Oct 23 – 30
Apartment in Chicago
4.61 out of 5 average rating, 49 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Mar 24 – 31
Home in Schaumburg
New place to stayParadise 4BR w/ Pool & Games
Nov 30 – Dec 7
Apartment in Chicago
New place to stayCloud9|Golf,Gym,CoWorking@LincolnPark|The Ash
Mar 16 – 23
Cabin in New Lenox
4.59 out of 5 average rating, 37 reviewsYour favorite vacation spot
Jan 31 – Feb 7
Luxury mansion rentals
Condo in Chicago
4.95 out of 5 average rating, 129 reviewsThe Grand Kimball Lodge, Logan Square, Sleeps 14
Jan 22 – 29
Condo in Chicago
4.94 out of 5 average rating, 124 reviews711 The Penthouse
Oct 19 – 26
Apartment in Chicago
4.92 out of 5 average rating, 133 reviews❤️ Lowest Rates! Spacious Duplex with Parking!
Jul 12 – 19
Condo in Chicago
4.91 out of 5 average rating, 144 reviewsWarm & Comforting 4br/2ba In Andersonville
Jul 30 – Aug 6
Apartment in Chicago
4.86 out of 5 average rating, 166 reviewsImpeccable 5-Bed Wrigleville Beauty
Oct 9 – 16
Home in Chicago
4.9 out of 5 average rating, 160 reviewsSoaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP
Jul 23 – 30
Condo in Chicago
4.98 out of 5 average rating, 123 reviewsLuxury 4 bedroom steps from Wrigley
Oct 25 – Nov 1
Townhouse in Chicago
4.97 out of 5 average rating, 122 reviews*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*
Sep 25 – Oct 2
Pet-friendly mansion rentals
Condo in Chicago
4.79 out of 5 average rating, 107 reviewsSpacious Home, Incredible Lakeview Location
Oct 30 – Nov 6
Apartment in Chicago
4.82 out of 5 average rating, 275 reviewsStylish Comfy Flat by Wrigley Field+CTA for Groups
Apr 9 – 16
Apartment in Chicago
4.86 out of 5 average rating, 154 reviews*Comfortable & Spacious Home Close to Downtown*
Sep 26 – Oct 3
Home in Chicago
4.84 out of 5 average rating, 150 reviewsDowntown Elegance ✨ Private Yard Parking
Feb 3 – 10
Apartment in Chicago
4.83 out of 5 average rating, 251 reviews4BDRM Gorgeous Apt Pilsen Private Parking avail
Mar 29 – Apr 5
Home in Chicago
4.93 out of 5 average rating, 101 reviewsLuxury House 6BED/2.5BATH/4PARKING close to lake
Oct 13 – 20
Townhouse in Chicago
4.86 out of 5 average rating, 43 reviewsLarge Executive Row house in Historic Pullman
Feb 1 – 8
Home in Mokena
4.85 out of 5 average rating, 13 reviewsMarvel - 4BRs, 2 BA
May 9 – 16
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