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
Apr 18 – 25
Home in Glen Ellyn
4.94 out of 5 average rating, 16 reviewsGlen Ellyn Home
May 6 – 13
Yurt in Homewood
4.97 out of 5 average rating, 74 reviewsGlamping Yurt&RV Game Room Pool/Hot Tub/Sauna plus
Jan 18 – 25
Apartment in Chicago
5.0 out of 5 average rating, 4 reviewsLuxe 2-Level PH + Spa House Retreat! Pets Welcome
Oct 23 – 30
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
Jan 12 – 19
Apartment in The Loop
4.61 out of 5 average rating, 49 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Mar 24 – 31
Apartment in The Loop
5.0 out of 5 average rating, 3 reviewsCloud9 | Up to 15 ppl Millenium Park | The Jordan
Jan 22 – 29
Home in Schaumburg
New place to stayParadise 4BR w/ Pool & Games
Aug 31 – Sep 7
Luxury mansion rentals
Condo in Chicago
4.95 out of 5 average rating, 128 reviewsThe Grand Kimball Lodge, Logan Square, Sleeps 14
Jan 11 – 18
Apartment in Chicago
4.96 out of 5 average rating, 235 reviewsSpacious 5-BR home next to transit! Great area!
Jul 10 – 17
Apartment in Chicago
4.92 out of 5 average rating, 133 reviews❤️ Lowest Rates! Spacious Duplex with Parking!
Jul 2 – 9
Condo in Chicago
4.98 out of 5 average rating, 123 reviewsLuxury 4 bedroom steps from Wrigley
Dec 20 – 27
Condo in Chicago
4.82 out of 5 average rating, 187 reviewsChicago River West 4 Bedroom / 3 Bathroom
Jul 8 – 15
Apartment in Chicago
4.86 out of 5 average rating, 166 reviewsImpeccable 5-Bed Wrigleville Beauty
Oct 14 – 21
Home in Chicago
4.9 out of 5 average rating, 160 reviewsSoaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP
Jul 21 – 28
Home in Chicago
4.84 out of 5 average rating, 150 reviewsDowntown Elegance ✨ Private Yard Parking
Mar 27 – Apr 3
Pet-friendly mansion rentals
Home in Highland Park
4.91 out of 5 average rating, 109 reviewsRejuvenate and Relax in the North Shore
Oct 16 – 23
Apartment in Chicago
4.86 out of 5 average rating, 154 reviews*Comfortable & Spacious Home Close to Downtown*
Nov 7 – 14
Apartment in Lake View
4.82 out of 5 average rating, 273 reviewsStylish Comfy Flat by Wrigley Field+CTA for Groups
Mar 14 – 21
Condo in Chicago
4.79 out of 5 average rating, 107 reviewsSpacious Home, Incredible Lakeview Location
Jul 15 – 22
Home in Des Plaines
4.83 out of 5 average rating, 167 reviewsExotic House - Few minutes from O'Hare and Chicago
Jan 19 – 26
Home in Elmhurst
4.88 out of 5 average rating, 8 reviewsElegant Haven: 4BR/3BA Retreat
May 5 – 12
Home in Chicago
5.0 out of 5 average rating, 20 reviews4BD/4BTH - Entire Building+Garage - Wicker Park!
Oct 18 – 25
Home in Schaumburg
5.0 out of 5 average rating, 4 reviewsNifty King Bed Home, 4 BR, 2.5 Ba Game room
Dec 5 – 12
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