9 Best Mansion Rentals In Chicago, Illinois - Updated 2024

Kat
Kat 
Updated
| 3 min read

Planning on going on a trip to Chicago soon? You can visit Millennium Park and the Museum of Science and Industry, or you can try walking on the sky deck at the Willis Tower while watching the city below your feet. If you want to explore, go on a river cruise and see the different significant buildings and beautiful architecture around Chicago. You can also simply walk along the streets and have some famous Chicago-style hotdogs. There are many non-touristy things to do in Chicago, so plan your trip well. If you are heading here with a large group, consider staying in a mansion for an upgraded experience. Read on for the best mansion rentals in Chicago, Illinois.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.

1. Sleek mansion in Chicago's downtown Gold Coast neighborhood (from USD 2571)

This mansion vacation rental in Chicago is ideally located in the heart of the city, within walking distance of restaurants and the beach. It comes with free onsite parking. You can bring your furry family members to this pet-friendly property.

The accommodation features a fully equipped kitchen where you can prepare gastronomic delights. Enjoy outdoor dining in the garden while taking in the fresh air. You can stay connected to the world and work remotely with free WiFi and a dedicated workspace available.

Unwind with a calming soak in the bathtub. You can also relax by the indoor fireplace, whose smokeless and efficient design keeps the air clean while providing heat.

Stayed at this property?
Chicago, Illinois, United States
2.31 km (1.5 mi) from Millennium Park
21 reviews   Superhost Wifi Available
ENTIRE HOME 9 Beds 14 Guests 5 Bedrooms 6 Bathrooms

Accommodates: 14

Top guest reviews
Cleanliness:
it was spotless and extremely comfortable
spacious clean luxurious well stocked
Host:
our host tonya was fantastic
tonya was an excellent host
she is the ideal host
Location:
but the highlight is the location - perfect location to enjoy the city
tonya pays great attention to detail and the location is in the heart of it all
it's in the most convenient location ever and it's very well kept and cared for
the location is perfect for anything you would want to do in chicago
the house is in a wonderful location with lots of restaurants and sites to see
Read more reviews

2. Gorgeous house in a trendy neighborhood (from USD 474)

Rent this mansion for a weekend and enjoy living in one of the hippest parts of town, Logan Square. Plus, you will have free parking on the premises. Bars and restaurants of the highest quality can be found nearby. When you’re not in the mood to dine out, you can barbecue smoky, juicy meats on the grill in the backyard. You can also whip up delicious recipes in the well-appointed kitchen.

Additionally, you can watch movies and shows on the TV or stream videos via complimentary WiFi for indoor entertainment. End your day with a long, tranquil soak in the bathtub.

Stayed at this property?
Chicago, Illinois, United States
8.8 km (5.5 mi) from Millennium Park
207 reviews   Superhost Wifi Available
ENTIRE HOME 8 Beds 16 Guests 6 Bedrooms 3 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
fantastic for larger groups with plenty of beds and space
we especially loved the large kitchen (where we spent most of our time)
this was a very comfortable home with plenty of space for 11+ people to spread out
plenty of room for everyone to be comfortable and spread out
the kitchen is a great area for hanging out as well as the living room area
Cleanliness:
the house was very clean and nicely furnished
very big clean new and well appointed
the house is spacious clean and beautiful
the house was very nice and clean
beautiful apartment spacious and very clean
Host:
amit was a great host
owner very easy to deal with
he went above and beyond best airbnb host i’ve ever had
amit is a gracious and accommodating host
great host very responsive and will stay here again
Location:
great neighborhood and convenient location with decent parking
it's in a great location with easy access to the highway and in walking distance from logan boulevard
location was great for needs and nearby stores and restaurants
the house is a great location and easy to get to
place is very nice inside and everything you need is very close by
Read more reviews

3. Modern accommodation with games (from USD 617)

This modern mansion for rent in Chicago, made of brick and steel, has a floor space that spans 6,200 sq. ft.(576 sqm). With 8 bedrooms and 5 bathrooms, the mansion can fit up to 16 guests.

The property features a chef’s kitchen with a big island and a great room with two double French doors. It also has a soaking tub in the master bathroom, allowing guests to dip their bodies in warm water whenever they wish. For some indoor entertainment, you can play pool, foosball, board games, and a dartboard.

Stayed at this property?

4.94 km (3.1 mi) from Millennium Park
15 reviews   Wifi Available
House 16 Guests 8 Bedrooms 5 Bathrooms

Accommodates: 16
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Host:
thanks to our host and their management company
the house host neda was attentive and wanted to make sure we had what we needed
Location:
the location was great close to the city and millennium park
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

4. Spacious mansion with a full kitchen (from USD 300)

16 guests can stay in this spacious 2,300-sq. ft. (213.7 sqm) mansion, which features 5 bedrooms and 2 baths. It is within walking distance of bars, cafes, restaurants, and shopping centers, making it perfect for groups who want to explore what the city has to offer.

The property, which has been around since 1893, features a dining room with a large 8-seater table and a kitchen with a breakfast nook. It also has a comfortable living area with three futons for extra sleeping space and a two-car garage for guests. In the backyard, there are tables and chairs for those who want to unwind in the open air.

Stayed at this property?
Chicago, Illinois, United States
6.52 km (4.1 mi) from Millennium Park
182 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 10 Beds 16 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
this is a huge apartment with comfortable beds and garage for parking
and having 2 bathrooms was very convenient as well
Cleanliness:
it was very clean and spacious
it’s was very clean and the a lot of room for our friends
the house was very spacious and clean easy check in and plenty parking space
the home was very clean and felt safe
Host:
owner is super responsive
will is an amazing host with very quick responses
will is an excellent host
will was very quick and helpful with his responses
will was an excellent host and the entire building is one of a kind
Location:
the location is perfect walking distance to everything
the location is a safe neighborhood close to many transportation services restaurants and shopping
great location to bars shops restaurants and transportation
location is perfect for enjoying the city as it's the perfect distance from downtown
great property in a great location
Read more reviews

5. The perfect mansion for events and gatherings (from USD 1600)

Check out this elegant mansion on Chicago’s Gold Coast. It is within walking distance of the city’s nightlife and Magnificent Mile, where you can find upscale shops. Only steps from bars, restaurants, and churches, this mansion is perfect for hosting weddings.

The mansion has four big bedrooms and ensuite baths, and it is designed with high ceilings, crown moldings, and large windows. The property also has three beautiful gas fireplaces where everyone can gather around and a chef’s kitchen. There is also a fully furnished patio behind the kitchen if you want to enjoy your meals outside.

Stayed at this property?
Chicago, Illinois, United States
2.11 km (1.4 mi) from Millennium Park
8 reviews   Superhost Wifi Available
ENTIRE HOME 6 Beds 12 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 12

Top guest reviews
Location:
kanan’s property was absolutely beautiful and in a perfect location within walking distance to many restaurants and bars
Read more reviews

6. Nine-bedroom property for a large group (from USD 1150)

This huge mansion is 100 years old and it’s perfect for big groups and families looking for a home base. It has several common areas and nine bedrooms that are all spacious, most of which have queen-sized beds. This property has four bathrooms, a fully stocked kitchen, and five parking slots, which means everyone is guaranteed a convenient time during their stay. Two living rooms make sure that everyone has enough space to relax.

It is conveniently located near Lake Michigan and Wrigley Field. Public transport is nearby, as well.

Stayed at this property?
Chicago, Illinois, United States
9.46 km (5.9 mi) from Millennium Park
PRIVATE VACATION HOME 21 Guests 6 Bedrooms 4 Bathrooms

Top guest reviews
Amenities & Room:
nice dining area w/ large table to fit a large family
it looks just like the pictures with comfortable beds eclectic decor comfortable beds and lots of space
the yard is perfect for a bbq with room for games
there's plenty of space for all to relax and gather in a lovely comfortable setting
the kitchen utensils were perfect to prepare a wonderful large family meal
Cleanliness:
the place was clean w/ nice features
the house itself was very clean and organized
the house was very clean and well equipped
the house was clean throughout and overall quite charming
the rooms were clean and looked exactly as the pictures posted
Host:
the owners were excellent and treated us very well
the owners were helpful with all questions we had and responded quickly
they were very accommodating and helpful
the owner was very responsive to our needs
ana was a very gracious host and quick to respond to any questions we had
Location:
the location was golden for having fun downtown
the location offered a variety of restaurants and a great walk to montrose beach
the neighborhood is great to walk around
it’s a beautiful house that’s walking distance to anything you’ll need
loved that target/aldi were a quick walk incase someone forgot something
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

7. Lovely vacation rental near downtown

Rent this mansion for a party in Chicago. It has a huge terrace ideal for a large gathering. This accommodation near downtown Chicago is a six-bedroom, three-bathroom home. It is suitable for large families or groups of friends looking for a hassle-free experience in the city.

The property comes with a fully stocked kitchen and pantry. Offering plenty of dining tables and even a breakfast bar, it allows everyone to enjoy meals together. Guests can also relax in the large living room, which comes with a TV.

Stayed at this property?

8.03 km (5.0 mi) from Millennium Park
11 reviews   Wifi Available
ENTIRE HOME 8 Beds 16 Guests 6 Bedrooms 3 Bathrooms

Accommodates: 16

Top guest reviews
Host:
the host seemed very nonchalant about it telling me to open windows and it would clear out
Location:
this place is a fantastic find wish we could have stayed to enjoy it longer
Read more reviews

8. Gleaming mansion on the Blue Line

This beautiful 4,500 sq ft (418 sq m) mansion is right on Blue Line, 20 minutes from downtown. It has 7 bedrooms and 3 baths, perfect for up to 14 people.

The space is fitted with large rooms, a fully equipped kitchen, a classy living room, and a dining area with a piano. Its patio has chairs and tables, making it the perfect spot for morning coffee or a cool drink after a long day of tours in Chicago. The front yard is beautifully landscaped, allowing you to have picnics while surrounded by greenery.

Stayed at this property?

11.19 km (7.0 mi) from Millennium Park
10 reviews   Wifi Available
House 14 Guests 7 Bedrooms 3 Bathrooms

Accommodates: 14
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
all of the (7) beds in the 7 separate bedrooms are comfortable and the rooms are well appointed
Host:
the host is very welcoming and responsive
the house was the perfect size for our mixed family group size and nicoll was a very responsive host
communication improved when the host provided their cell ph #
Location:
this is a unique mansion/house the place is great
the neighborhood is quiet it was easy to find there is ample parking
Read more reviews
Oops, this listing is currently inactive. Check out these alternative properties in the same location.
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

9. Two suites in a mansion

Guests can stay in two adjacent suites within the mansion. They will have access to seven bedrooms with queen-sized beds, two fully stocked kitchens, and a modern living room connected to a dining area. Since the property has a strict rule about no noise after 9pm, you will be guaranteed a good night’s sleep.

The home also has a massive balcony, perfect for candlelight dinners or drinks with friends. Free parking spaces are also provided for a hassle-free stay.

Stayed at this property?
Chicago, Illinois, United States
3.83 km (2.4 mi) from Millennium Park
1 review   Wifi Available
ENTIRE RENTAL UNIT 13 Beds 16 Guests 7 Bedrooms 6 Bathrooms

Accommodates: 16

Live in luxury in Chicago

Chicago has always been a famous city. Experience all it has to offer by going on tours. However, before you embark on a journey, make sure to book one of the mansion rentals listed above.

Frequently asked questions about mansion rentals in Chicago


Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

History


Get Trip101 in your inbox

Unsubscribe in one click. See our Privacy Policy for more information on how we use your data

Writing from surfing paradise

 Want to contribute as a Local Expert?
Explore Chicago
x
Good things are meant to be shared!
Back to top
Visited any of these places? Click this button to activate our "Add a Tip" feature to share your experience.