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Mansion 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.

Rental unit in Lake View
Sophisticated, Historic & Comfy Flat near Wrigley!
Down comforters, nice towels and linens + stylish design and comfort You will have access to the entire space - 4 bedrooms, 2 bathrooms, living room, dining room, kitchen, back deck, and back yard. Send me a text or call. This home is in the heart of it all, just a 10-minute drive to the lake, beach, and Wrigley Field. A strip mall is close by with different food outlets. Uptown's Green Mill Jazz club, Riviera Theatre, and Aragon Ballroom are a short bus ride away. The Montrose Brown Line stop is a 7 minute walk directly west. The #22 bus is a 2 minute walk away and takes you to Wrigleyville (south 10 mins) and Andersonville (North 10 mins) The #78 bus stops right outside and can take you Montrose Beach (east 10 mins) or to the Blue Line airport transfer (west about 25 minutes) Free Street parking on Montrose or Ashland is usually available. Deluxe California King Blowup Mattress available for living room. Very comfortable.
$199 per night
Rental unit in Ukrainian Village
Stunning 4 Bed Penthouse w/2 Balconies and Rooftop
Welcome to our exquisite 4-bedroom penthouse, where modern luxury meets breathtaking views. This stunning urban retreat boasts not one, but two private balconies and a rooftop oasis that will take your Chicago experience to new heights. As you step into this meticulously designed space, you'll be greeted by an abundance of natural light that illuminates the sleek and stylish interiors. The spacious living area is the perfect place to unwind, with comfortable seating and elegant decor.
$305 per night
Rental unit in Humboldt Park
Spacious & Modern 4BR Near Downtown and Night-Life
Welcome to our beautifully renovated 4BR/1BA apartment in the trendy Humboldt Park/Wicker Park/Logan Square area. Our modern and chic apartment has free in-unit laundry, fully stocked kitchen with marble counters, high-speed internet, and family-friendly amenities, including board games and cards. Located steps away from major attractions, our apartment is perfect for large families, concert-goers, and city explorers. Book now for an unforgettable Chicago experience!
$172 per night

Luxury mansion rentals

Rental unit in Magnificent Mile
Luxurious 4br Gold Coast Duplex Penthouse/sleeps 8
$861 per night
Condo in The Loop
Architect's Stunning Urban Oasis | 4bd/3ba I Luxe
$959 per night
Loft in Old Town
Stunning Old Town Penthouse with Private Rooftop
$601 per night
Home in Lake View
Entire house w/ free parking, close to Wrigley!
$532 per night

Pet-friendly mansion rentals

Home in Des Plaines
Big home minutes from O'Hare.
$226 per night
Home in Illinois Medical District
CASA Pilsen
$299 per night
Rental unit in McKinley Park
COZY McKinley Park Living
$185 per night
Rental unit in Wrigleyville
Stunning Wrigleyville 3BR / 1BA Brownstone
$244 per night

Mansion rentals with a pool

Rental unit in West Loop
3BR Elegant Glass Penthouse Pool With Deck & Gym
$335 per night
Home in Highland Park
2-Acre Highland Park Retreat with Heated Pool ~ 5*
$855 per night
Home in Oak Lawn
Chi Town Relaxation
$219 per night
Rental unit in The Loop
Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
$654 per night