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
Luxury mansion rentals
Home in Lake View
4.95 out of 5 average rating, 111 reviewsEntire house 1 City block from Wrigley Field!
Home in Downers Grove
4.87 out of 5 average rating, 31 reviewsLuxury Bliss: Opulent 5BR/3.5BA Delightful Escape
Home in West Town
4.97 out of 5 average rating, 90 reviewsRelax with Family in a Luxury Chicago Single Family Home
Condo in Lake View
4.81 out of 5 average rating, 124 reviewsSpacious Home, Incredible Lakeview Location
Home in Logan Square
4.91 out of 5 average rating, 139 reviewsSouthwestern Luxury El Motel Dos | Sleeps 12
Home in Logan Square
5 out of 5 average rating, 35 reviewsLux LoganHouse w/garage, Sleeps 12, & rooftop deck
Condo in Wrigleyville
4.99 out of 5 average rating, 145 reviewsLuxury 4 bedroom steps from Wrigley
Townhouse in West Town
4.91 out of 5 average rating, 117 reviewsUpscale 4-Bedroom Townhouse w/Garage - LOCATION
Pet-friendly mansion rentals
Rental unit in Uptown
4.94 out of 5 average rating, 154 reviews❤️ Lowest Rates! Spacious Duplex with Parking!
Home in Schaumburg
4.85 out of 5 average rating, 71 reviewsSpacious 5 Bedroom 1 Level Renovated Modern House
Rental unit in Humboldt Park
4.92 out of 5 average rating, 100 reviewsTraditional Greystone Chicago 4-bedroom Duplex Apt
Home in Chicago
4.95 out of 5 average rating, 76 reviewsSpacious Row Home next to Transit w Garage
Rental unit in Lake View
4.96 out of 5 average rating, 53 reviews5 Bedroom Wrigleyville Experience right by stadium
Condo in Westmont
4.78 out of 5 average rating, 59 reviewsbright two-story condo
Townhouse in Pullman
4.84 out of 5 average rating, 57 reviewsLarge Executive Row house in Historic Pullman
Townhouse in Uptown
4.96 out of 5 average rating, 140 reviews*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*
Mansion rentals with a pool
Rental unit in The Loop
4.85 out of 5 average rating, 13 reviewsDTown Penthouse - 4bd/4ba (+Parking + Gym + Pool)
Home in Glen Ellyn
4.94 out of 5 average rating, 18 reviewsGlen Ellyn Home
Home in Munster
5 out of 5 average rating, 8 reviewsMunster hide away
Home in Bloomingdale
4.94 out of 5 average rating, 35 reviewsWhole House with a Hot Tub!
Cabin in New Lenox
4.56 out of 5 average rating, 57 reviewsYour favorite vacation spot
Rental unit in Logan Square
4.89 out of 5 average rating, 9 reviews2-level PH w/ 2 Luxe Suites Combined; Spa Access
Home in Glenwood
4.79 out of 5 average rating, 53 reviewsSpacious Family Glenwood Estates Home w/ Hot Tub!
Destinations to explore
- Downtown Chicago Vacation rentals
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