
Mansion vacation rentals in Chicago
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Top-rated mansion rentals in Chicago
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Popular amenities for Chicago mansion rentals
Mansion rentals with a pool

Pardizes Suites
I was speechless when I walked in her house it was beyond beautiful nothing was out of place at all when I say she had everything you can think of to accommodate us all she had all the toiletries you could think of the kitchen was stocked with all kind of seasonings dishes she even stocked breakfast sausages she put balloons out she really out done herself she went above and beyond it was plenty of games there the rooms were beautiful the beds were so comfortable I didn’t want to get up it was the best airbnb I ever stayed in we were all blown away by how beautiful and clean and neat it was Lisa is a very great hostess you all make sure to book with her she is great

Munster hide away
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.

Rosemont 4BD2BA house with Pool
Mike was very responsive leading up to our stay and very helpful whenever I had any questions about the property. The home was very clean and well maintained. Would recommend!

Now Open: Heated Pool with Entire House
Really great place to stay, super responsive host! The pool was pretty great and so was the hot tub! Great location too, lots of stores, restaurants around, and parks like the Busse Woods (it’s huge and lots of walking paths)!

Two Units: Seamless Stay, Downtown Convenience
Would stay here again! This stay is 2 separate apartments located directly above and below each other on the 2nd and 3rd floors. Super clean. Nicely stocked nespresso pods and machine. Nice building amenities. Great view of Sears tower from the rooftop pool.

Your favorite vacation spot
We had such a nice stay! The place was clean, comfortable and Nico was very quick to respond to any questions.

2-level PH w/ 2 Luxe Suites Combined; Spa Access
Great place with plenty of space for a group of 8! Matthew was responsive and helpful when needed. Parking was easy, safe neighborhood, and walkable enough! We loved the hot tub and outdoor space as well.

Spacious 4 Bed/3.5 Bath Sleeps 8+
Beautiful house very clean and comfortable. We'll be back very soon
Luxury mansion rentals

Spacious 5-BR home next to transit! Great area!
Great location and well stocked on all counts- linens, cooking gear, plates, silverware, etc. Very spacious for larger groups. I think it’s good to note that it’s actually 2 apartments with shared hallway with a 3rd apartment. But all the good things outweighed this aspect.

Luxury River West Townhome with Garage
Beautiful home! Clean, well taken care of, and stylish furnishings. My coworker and I came to a Chicago for a work meeting and this was a great place for us to stay. Spacious, plenty of extra linens, and lots of privacy per person. The host was proactive and sent us instructions and information to make finding the location and checking in seamless. Highly recommend!

Spacious 6BR in Logan Square + Garage! Sleeps 16
This is our second stay at Amit's place. It's a wonderful home, well suited to larger groups. It was absolutely spotless and well-stocked with all that you need for a stay of a few days or longer. Amit is proactive and responsive with communications but there was no need, nothing was or went wrong. In addition to the house itself there are two external things that make this a great place, it is just a short walk from the Logan Square Blue Line station making it perfect for those that don't have their own wheels, and the whole of the Logan Square neighborhood is right next door. This place is absolutely perfect for your larger group rentals. I recommend it highly!

Luxury Penthouse Loft | Heart of Fulton Market
We had a fantastic stay at this property! The location was perfect—close to great restaurants, attractions, and public transportation, making it easy to explore the city. The space was stylish and well-equipped with everything we needed for a comfortable stay. Our host was incredibly accommodating and responsive, ensuring our experience was seamless from check-in to check-out. The little touches, like thoughtful amenities and local recommendations, made a big difference. Overall, this was one of the best Airbnb experiences we’ve had, and we would absolutely stay here again. We highly recommend it to anyone visiting Chicago!

Lake View | Wrigley Designer House w/Patio
This place is awesome! The house was spotless and very well cleaned. Every room was exactly as described and the beds were incredibly comfortable. One of my friends wants to buy the exact mattress they had in the upstairs room :) . I would definitely stay here again!

Large Remodeled Home in Lincoln Park, Sleeps 12!
Awesome spot Kelsey has! We loved the location. Easy trip to basically anywhere in Chicago and safe area. Thanks for having us!

Spacious 4-Level/4-Bedroom Townhouse in West Loop
Great, comfortable space. Could easily walk to restaurants and close to public transportation.

Massive Old Town Home Steps to Wells St & Beach
Our need for 4 bathrooms across 8 adults on retreat together drove the decision to rent this space. Very nice being off a train line, but for those not familiar with Chicago, this location is near some legacy project housing and the street can get a little…interesting. Also not super walkable relative to other areas of the city like West Loop, but the value was right. Would do it again here - fit our needs.
Pet-friendly mansion rentals

Private Lincoln Park Condo with 2 Parking Spots
It's a great spot, and great room. I was a little skeptical because it said one of the bedrooms and bedroom/living room, but it's a full room with full privacy as well. Good view from the back window.

The Ultimate Escape|Unpack|Relax|Enjoy!Sleeps10-14
Beautiful townhome. Very clean and cozy. Beds are very comfortable. Bathrooms are new and clean. Adorable little yard that’s fully fenced. Parking is secure in a private lot about a block away from the house. The townhome is on the opposite corner of the parking lot, but it was easy to pull alongside the townhouse to unload everything into the backyard and then park the car and walk the block to the house. The kitchen is beautiful, clean and upgraded. The host is very responsive. There is a big dining room table that looks out to the sweet little backyard. Very pet friendly. Neighbors were very nice and quiet. Neighborhood has mature trees and sidewalks. We felt very comfortable staying there. Highly recommend.

Casa PLZN Location | Entire Home | Garage Parking
We enjoyed our stay. Clean, nice house, and in a location convenient to everything we wanted to do. Host was very responsive when we had questions. We loved being so close to the train. Great restaurants around, and also a convenience store and Family Dollar right around the corner for anything you need!

420 at Cheltenham 4BR
thankyou so much! really enjoyed it best host ever.

Spacious 5-BR Apt next to transit Free Parking
Great place but location didn’t seem the safest. Definitely enjoyed all the bedrooms and the neighbors were friendly. Must have missed in the listing that is was part of a duplex and we were on the second floor and that there were a lot of stairs. Also the code for the first door didn’t work for us. Luckily we had someone inside that could let us in! Also, the water never really got hot so it made showers interesting. We never brought any of this up to the host so it’s definitely livable and a good place to stay. We were ultimately happy with it.

Charming Oak Park 4bd/3.5ba and 2 Private Parking
David's place was great. It's very spacious, clean and comfortable. It's in a great, quiet neighborhood and walking distance to coffee shops and grocery stores. The backyard deck is also a great addition which we utilized. This was our second time visiting Oak Park and plan on coming back again and would definitely stay here again for sure. David was a great host and was very responsive and detailed with his instructions. I highly recommend this place!!

The Waveland Room 4 Bed/4bath Private Roof-Deck!
Without a doubt, the” Waveland Room 4 Bed/4bath Private Roof-Deck!” has been the most spectacular and accommodating Airbnb we have ever had the pleasure of staying at. From the very beginning, it was a pleasure to correspond with Hymie. You are literally across the street from the Wrigley Field Stadium and close to every kind of restaurant you could possibly want. The kitchen island had at least 10 stools to sit on, there were multiple appliances that were fabulous for entertaining. The beds were so comfortable, and the duvets were beyond comfortable! The four bathrooms had great showers and appointments. . The deck had several different games to play, a large table, and lots of comfy furniture, complete with BBQ grills and beer coolers. You could see the scoreboard at Wrigley Field from the deck as well as from the kitchen. We look forward to being able to return for more Cubs games and will hope this dream Airbnb will be available. It was a great escape. Thank you, Hymie.

Large Executive Row house in Historic Pullman
We came to town to visit family but got so much more. The house was a well-balanced combination of vintage and modern with the necessary updates to give us everything we needed. The number of rooms was perfect for our group of five adults. Walking historic Pullman was not only pleasant but very enlightening on the rich history of Chicago. Our host, Stephanie, truly lived up to her Super-host status. She was attentive, responsive, and very informative. I would still stay at this property again.
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Moraine Hills State Park
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