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
Home in Glen Ellyn
4.94 out of 5 average rating, 16 reviewsGlen Ellyn Home
Yurt in Homewood
4.97 out of 5 average rating, 74 reviewsGlamping Yurt&RV Game Room Pool/Hot Tub/Sauna plus
Apartment in Chicago
5.0 out of 5 average rating, 4 reviewsLuxe 2-Level PH + Spa House Retreat! Pets Welcome
Apartment in Chicago
4.61 out of 5 average rating, 49 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Apartment in Chicago
5.0 out of 5 average rating, 3 reviewsCloud9 | Up to 15 ppl Millenium Park | The Jordan
Home in Schaumburg
New place to stayParadise 4BR w/ Pool & Games
Home in Chicago Heights
Olympia field -matteson IL- homewood, park forest
Luxury mansion rentals
Apartment in Chicago
4.96 out of 5 average rating, 235 reviewsSpacious 5-BR home next to transit! Great area!
Condo in Chicago
4.98 out of 5 average rating, 123 reviewsLuxury 4 bedroom steps from Wrigley
Apartment in Chicago
4.86 out of 5 average rating, 166 reviewsImpeccable 5-Bed Wrigleville Beauty
Condo in Chicago
4.82 out of 5 average rating, 187 reviewsChicago River West 4 Bedroom / 3 Bathroom
Home in Chicago
4.9 out of 5 average rating, 160 reviewsSoaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP
Townhouse in Chicago
4.97 out of 5 average rating, 122 reviews*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*
Home in Chicago
5.0 out of 5 average rating, 10 reviewsTHE DAMEN - Ultra Luxe & Modern + Skyline Rooftop!
Home in Chicago
5.0 out of 5 average rating, 50 reviewsArchitect's Family Friendly Oasis | 4bd/3ba I Luxe
Pet-friendly mansion rentals
Apartment in Chicago
4.92 out of 5 average rating, 133 reviews❤️ Lowest Rates! Spacious Duplex with Parking!
Home in Highland Park
4.91 out of 5 average rating, 109 reviewsRejuvenate and Relax in the North Shore
Apartment in Chicago
4.8 out of 5 average rating, 263 reviewsSophisticated, Historic & Comfy Flat near Wrigley!
Condo in Chicago
4.79 out of 5 average rating, 107 reviewsSpacious Home, Incredible Lincoln Park Location
Home in Chicago
4.93 out of 5 average rating, 100 reviewsLuxury House 6BED/2.5BATH/4PARKING close to lake
Home in Chicago
4.84 out of 5 average rating, 150 reviewsDowntown Elegance ✨ Private Yard Parking
Home in Lombard
4.94 out of 5 average rating, 54 reviewsImagine… 5 Brs/ Game Room
Home in Elmhurst
4.88 out of 5 average rating, 8 reviewsElegant Haven: 4BR/3BA Retreat
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- Family travel hub Tips and inspiration
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