Mansion holiday rentals in Chicago

Find and book unique mansions on Airbnb

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Popular amenities for Chicago mansion rentals

Luxury mansion rentals

Guest favourite
Home in Wicker Park
4.9 out of 5 average rating, 200 reviews

ALOHA Penthouse in Wicker Park w/Backyard Patio

JennaRating, 5 stars5 months ago
Great Airbnb for a bachelorette party! Tons of space, beds and a great location in Chicago even for a local group. The hosts were very easy to communicate with. I would recommend the space to anyone looking for an Airbnb for a large group!
Guest favourite
Flat in Lake View
4.83 out of 5 average rating, 338 reviews

Sophisticated, Historic & Comfy Flat near Wrigley!

DeborahRating, 5 stars3 days ago
Definitely a beautiful home in a great neighborhood. We loved Chicago and being able to stay in such a a lovely home.
Guest favourite
Home in West Town
4.99 out of 5 average rating, 79 reviews

Luxe SFH Bucktown Retreat with Garage Parking

JacquieRating, 5 stars3 months ago
The home was beautiful, clean, easily accessible and located in a great area. We had many options for restaurants within a few minutes drive. Easy access to downtown for exploring. Very comfortable amenities and well stocked kitchen. We would stay here again!
Guest favourite
Home in Wicker Park
4.98 out of 5 average rating, 152 reviews

Spacious Five Bedroom Home in Trendy Chicago Neighborhood

Kevin And CourtneyRating, 5 stars2 months ago
Great experience at Casey’s place. The home is as well stocked with kitchen essentials and extras as any place that we have ever stayed. There were toys for the kids and the design of the place was awesome. We had a great stay and would definitely come back.
Superhost
Loft in West Loop
4.85 out of 5 average rating, 123 reviews

Luxury Penthouse Loft | Heart of Fulton Market

BenjaminRating, 5 starstoday
This apartment is fantastically located and has many great amenities. My college buddies and I did a weekend in Chicago (7 of us total) and this place was an awesome home base. Sleek, modern feel, plenty of room and a great location. Highly recommend!
Guest favourite
Townhouse in Old Town
4.85 out of 5 average rating, 169 reviews

Downtown Elegance ✨ Private Yard Parking

JohnRating, 5 stars1 week ago
Alex was great at communicating and following up. We had some questions and she was responsive. Also goes beyond expectations on things like forgetting coats :0) - thank you! The location is great. Short walk to a Main Street of bars and restaurants, kid friendly too - happy campers pizza joint was a great reco! Also close to the brown line train station and not too far into town - we walked it with children and it was fine. House is really large, spacious. I know some have mentioned about hearing the train, but that is part of city living, it was more than fine. Enjoyed the stay, would recommend it and would go back again if visiting Chicago. Thanks Alex!
Guest favourite
Home in Belmont Cragin
4.97 out of 5 average rating, 30 reviews

Game Room • Fire-pit • Basketball • Gym • Billiard

RobbRating, 5 stars1 month ago
Extremely nice home. One of the rooms was smaller than expected, that being said, 4 bedrooms is very impressive. Only complaint is things that I had to repair. The towel holder kept falling down but once I tightened the screws it stopped falling. Also the blind that covering the sliding door to the backyard was broken. So if we wanted to go outside or take out the trash we had to move around the blinds. Besides that the home was very spacious with a very nice kitchen and bathrooms. The master bathroom even had a bidet, which was a nice surprise!
Guest favourite
Apartment in Lincoln Park
4.96 out of 5 average rating, 101 reviews

Large Remodeled Home in Lincoln Park, Sleeps 12!

TroyRating, 5 stars4 weeks ago
Kelsey and Sean’s place was fantastic. Beautiful home that was clean, in a great location, and easy check-in/check-out process. Would 100% recommend to others.

Pet-friendly mansion rentals

Superhost
Home in Evanston
5 out of 5 average rating, 4 reviews

Cozy Private & Spacious Duplex

KevinRating, 5 stars4 months ago
We had a large group staying overnight for a memorial service the next day. They were extremely accommodating as we had family coming from multiple states. It was exactly as described and Craig responded quickly. Would highly recommend and would be happy to stay there again.
Guest favourite
Home in Chicago
4.94 out of 5 average rating, 94 reviews

Spacious Row Home next to Transit w Garage

MollyRating, 5 stars1 month ago
Tian’s row-house was spacious and comfortable! Great for large groups with kids. 4 bedrooms had doors on them, and the 2 extra sleeping spaces were not enclosed, so better for kids (bunk beds). Kitchen was well appointed, open to the dining and living rooms, making the open plan common space really spacious. We were a group of 11 people and there was plenty of room for all of us. The neighborhood was quiet at night, sleeping was never a problem, and the beds were comfortable… plenty of extra pillows, blankets, etc. The 2 and a half bathrooms were also large and roomy. We mostly used Uber to get to downtown Chicago, although there is a train stop nearby. It usually took about 20 minutes and cost around $30. This was economic for us since we didn’t want to rent a car and navigate independently. The price for this extra large property was great, given all the comfortable space we got! We had a wonderful stay there.
Guest favourite
Home in Romeoville
5 out of 5 average rating, 11 reviews

Rejuvenate: 4BR, fenced yard

Fredy JavierRating, 5 stars5 months ago
The only thing I didn’t like was the smart lock due to having to download an app and creating an account , there is not an exterior pic of the place and the floor was to noise when walking, I would wake up in the middle of the night from my roommates waking up to the toilet or early in the morning . But everything else was perfect.
Superhost
Home in Markham
4.73 out of 5 average rating, 124 reviews

The Country Life! Entire House.

DeniseRating, 5 stars1 month ago
Cathy was a great host, very responsive! House was great, it accommodated our family size perfect. The only thing in my opinion that was missing was washer and dryer access in the home. We were traveling with toddlers and couldn’t wash a load of clothes. But aside from that everything else was great.
Superhost
Home in Bridgeport
4.73 out of 5 average rating, 123 reviews

Chicago's Bridgeport Huge 4 Story w/Garage Parking

CynthiaRating, 5 stars3 months ago
Wonderful home! Plenty of space for our family, super responsive host, very clean, and very close to lots of things in Chicago.
Top guest favourite
Home in Addison
4.96 out of 5 average rating, 84 reviews

Home in Unincorporated Addison. RV & Pet Friendly

LydiaRating, 5 stars1 day ago
We loved our stay at Javier’s place! It was perfect for a large group. So spacious, clean, and comfortable. The backyard was also great, if the weather had been better it would have been lovely to spend time out there. Javier was also very responsive and proactive.
Superhost
Flat in Chicago
4.84 out of 5 average rating, 280 reviews

4BDRM Gorgeous Apt Pilsen Private Prking Available

AlbertoRating, 5 stars4 weeks ago
The hosts were very responsive. The place is in a great location and close to public transit. Would definitely stay there again
Superhost
Home in Elmhurst
4.82 out of 5 average rating, 28 reviews

Elegant Haven: 4BR/3BA Retreat

LorinRating, 5 stars1 week ago
Jamie and Erika were very helpful and the home was beautiful and clean. Easy access to everything in Elmhurst. IL

Mansion rentals with a pool

Home in Glen Ellyn
4.83 out of 5 average rating, 6 reviews

Pardizes Suites

RayRating, 5 stars1 day ago
Lisa was the best host I've ever had. The house was amazing. Definitely #1 against every other AIR BNB I've ever stayed at before. This house was comfortable, up to date (if not ahead of its time). The atmosphere was great. The beds were comfortable. There was so much to do in that home. I honestly will do my best to stay in this home again in the future. Outstanding job Lisa. See you soon!!! Rated 10 stars.......
Guest favourite
Home in Munster
5 out of 5 average rating, 10 reviews

Munster hide away

ChristopherRating, 5 stars4 months ago
Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area again.
Top guest favourite
Home in Bloomingdale
4.94 out of 5 average rating, 48 reviews

Whole House With Hot Tub And Spacious Bedrooms

KarinaRating, 5 stars3 weeks ago
Amazing stay! This place has everything you need for both short and long visits. The location is extremely safe and convenient with shops within walking distance. My family and I thoroughly enjoyed the entire property, especially the game room and TV room which were perfect for entertainment. Moiz, the host, was very kind and quick to respond to any needs we had. Thank you for everything! We would definitely stay here again
Cabin in New Lenox
4.58 out of 5 average rating, 66 reviews

Your favorite vacation spot

ClayvionRating, 5 stars3 weeks ago
A nice quiet calm getaway perfect for friends or family
Superhost
Home in Lake Forest
4.9 out of 5 average rating, 63 reviews

Beautiful 137 Year Old Farm Home (3night min)

MaribethRating, 5 stars8 months ago
Beautiful and eclectic home. It was perfect for our group of girls visiting from all over the U.S to attend our HS Reunion. Plenty of lovely spaces to gather or a private, quiet nook to read or rest. The pool was wonderful. Beds were super comfortable. Kitchen was large enough and well stocked to prepare meals. Andy was very responsive with any issues or questions. Highly recommend!
Home in Glenwood
4.8 out of 5 average rating, 56 reviews

Spacious Family Glenwood Estates Home w/ Hot Tub!

Nicole And ArnoRating, 5 stars1 month ago
Loved this Airbnb! Didn’t want to leave.
Guest favourite
Home in Schaumburg
4.95 out of 5 average rating, 21 reviews

Paradise 4BR w/ Pool & Games

MariaRating, 5 stars5 days ago
We recently moved backed to the Chicagoland area from Texas. We needed a place to stay while our Chicago home was being renovated. Lily’s place was perfect. It had everything we needed for the duration of our extended stay. It was well appointed. Exceptionally clean. It had all the amenities necessary for our family to live comfortably and it was close to grocery stores, shopping, restaurants, and downtown Chicago. Highly recommend.

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