Mansion accommodation & holiday rentals in Chicago
Find and book unique mansions on Airbnb
Top-rated mansion accommodation & rentals in Chicago
Guests agree: These mansions are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago mansion rentals
Luxury mansion rentals
Apartment in Chicago
4.96 out of 5 average rating, 235 reviewsSpacious 5-BR home next to transit! Great area!
18 – 25 Sept
Condo in Chicago
4.98 out of 5 average rating, 123 reviewsLuxury 4 bedroom steps from Wrigley
5 – 12 Mar
Apartment in Chicago
4.86 out of 5 average rating, 166 reviewsImpeccable 5-Bed Wrigleville Beauty
29 Sept – 6 Oct
Condo in Chicago
4.82 out of 5 average rating, 187 reviewsChicago River West 4 Bedroom / 3 Bathroom
8 – 15 July
Home in Chicago
4.9 out of 5 average rating, 160 reviewsSoaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP
21 – 28 July
Townhouse in Chicago
4.97 out of 5 average rating, 122 reviews*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*
3 – 10 Oct
Home in Chicago
5.0 out of 5 average rating, 10 reviewsTHE DAMEN - Ultra Luxe & Modern + Skyline Rooftop!
15 – 22 May
Home in Chicago
5.0 out of 5 average rating, 50 reviewsArchitect's Family Friendly Oasis | 4bd/3ba I Luxe
4 – 11 Nov
Pet-friendly mansion rentals
Apartment in Chicago
4.92 out of 5 average rating, 133 reviews❤️ Lowest Rates! Spacious Duplex with Parking!
10 – 17 July
Apartment in Chicago
4.8 out of 5 average rating, 263 reviewsSophisticated, Historic & Comfy Flat near Wrigley!
9 – 16 Feb
Condo in Chicago
4.79 out of 5 average rating, 107 reviewsSpacious Home, Incredible Lincoln Park Location
15 – 22 July
Home in Chicago
4.93 out of 5 average rating, 100 reviewsLuxury House 6BED/2.5BATH/4PARKING close to lake
12 – 19 Jan
Home in Chicago
4.84 out of 5 average rating, 150 reviewsDowntown Elegance ✨ Private Yard Parking
10 – 17 Feb
Home in Lombard
4.94 out of 5 average rating, 54 reviewsImagine… 5 Brs/ Game Room
16 – 23 Dec
Home in Chicago
5.0 out of 5 average rating, 20 reviews4BD/4BTH - Entire Building+Garage - Wicker Park!
11 – 18 Jan
Home in Elmhurst
4.88 out of 5 average rating, 8 reviewsElegant Haven: 4BR/3BA Retreat
3 – 10 May
Mansion rentals with a pool
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
9 – 16 Jan
Home in Glen Ellyn
4.94 out of 5 average rating, 16 reviewsGlen Ellyn Home
5 – 12 May
Yurt in Homewood
4.97 out of 5 average rating, 74 reviewsGlamping Yurt&RV Game Room Pool/Hot Tub/Sauna plus
24 – 31 Jan
Apartment in Chicago
5.0 out of 5 average rating, 4 reviewsLuxe 2-Level PH + Spa House Retreat! Pets Welcome
23 – 30 Oct
Apartment in Chicago
4.61 out of 5 average rating, 49 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
24 – 31 Mar
Apartment in Chicago
5.0 out of 5 average rating, 3 reviewsCloud9 | Up to 15 ppl Millenium Park | The Jordan
19 – 26 Jan
Home in Schaumburg
New place to stayParadise 4BR w/ Pool & Games
25 June – 2 July
Home in Chicago Heights
Olympia field -matteson IL- homewood, park forest
5 – 12 July
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Accommodation & holiday rentals
- Lake Michigan Beach Accommodation & holiday rentals
- Saugatuck Accommodation & holiday rentals
- Evanston Accommodation & holiday rentals
- Holland Accommodation & holiday rentals
- South Haven Holiday rentals
- Naperville Accommodation & holiday rentals
- South Side Accommodation & holiday rentals
- South Bend Accommodation & holiday rentals
- New Buffalo Holiday rentals
- Bed and breakfasts Chicago
- Kid-friendly rentals Chicago
- Loft rentals Chicago
- Rentals with breakfast Chicago
- Monthly Rentals Chicago
- Smoking-friendly rentals Chicago
- Rentals with a home theatre Chicago
- Boutique hotel rentals Chicago
- Guesthouse rentals Chicago
- Private suite rentals Chicago
- Rentals with a balcony Chicago
- Rentals with lake access Chicago
- Rentals with a washing machine and dryer Chicago
- Waterfront rentals Chicago
- House rentals Chicago
- Rentals with a hot tub Chicago
- Family-friendly rentals Chicago
- Rentals with pools Chicago
- Villa rentals Chicago
- Rentals with an EV charger Chicago
- Townhouse rentals Chicago
- Rentals with a fire pit Chicago
- Rentals with outdoor seating Chicago
- Rentals with a sauna Chicago
- Fitness-friendly rentals Chicago
- Apartment rentals Chicago
- Condo rentals Chicago
- Cottage rentals Chicago
- Lakehouse rentals Chicago
- Rentals with a patio Chicago
- Beachfront rentals Chicago
- Rentals with beach access Chicago
- Hotel rentals Chicago
- Rentals with a fireplace Chicago
- Pet-friendly rentals Chicago
- Rentals with an accessible height bed Chicago
- Mansion rentals Milwaukee
- Mansion rentals Illinois
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom