Mansion vacation rentals in Chicago

My family and I enjoyed our stay at this lovely home. We felt extremely welcomed, comfortable, had everything we could have thought of and more. We definitely had a wonderful experience from the time we checked in the home until we checked out. The host, Lisa, was responsive and accommodating. Any issue that occurred, which there really weren’t many, she took care of right away. We had an issue with the temperature in the house due to not knowing how to work the thermostat but other than that everything exceeded our expectations. This home and host deserves the 5 stars I provided all the way. I look forward to staying in the future. Thank you for having us!

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.

From start to finish the entire process was seamless. The penthouses were stunning with amazing views. Will definitely work with cloud9 again. Thank you for a great experience!

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!

Moizs was an amazing host. Very accommodating, quick response, had some great recommendations for local restaurants, shopping, etc. Bloomingdale is a cute and nice suburb of Chicago. We had a great trip and we will definitely be back.

Nico responded quickly with everything we asked of him. He has a nice home. The pool wasnt available for use but other than that it was good!

Had a great time! Beautiful place and great location. Matthew was very quick to respond and flexible

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.

Really cool place - amazing view - and very responsive hosts. Great for a big group.

It was a wonderful vacation for the entire family! Everything is walkable and in a very safe neighborhood. Absolutely beautiful view from the roof of the city. The only little things that stuck out to me where the fact that it's a split level apartment, with the arguably nicer of the two units being up an additional flight of stairs. Lots of stairs in the apartment, especially to get to the roof. The garage is detached from the main house and backs up to an alley - very safe, but incredibly difficult to navigate in a large vehicle such as a Yukon Denali. None of which are deal breakers, just small tips to manage expectations for the next guest! Brad was super responsive, very kind, and has a beautiful home for the next guest!

We (group of 10 women) stayed here for a weekend reunion. There were enough beds, including a few to double-up. We spent most of our time on the main floor hanging out in the front room and dining room areas. Kitchen has all the amenities (although we didn't cook much) - mostly used the fridge and coffee maker! Getting into the house was super easy for everyone since its a code access. The location is great for walking to shops and restaurants and a nearby L station.

We were a party of 8 humans and 2 dogs, staying for the weekend. Our family had plenty of space, and the outdoor patio was a nice bonus. The kitchen was well-equipped with coffee and tea, nice new appliances, lots of dishes and utensils (we did not need a melon baller, but she had one in case we needed it!). We found it really easy to get to the L, and also convenient for walking. It was such a relief to park once and not have to drive at all. The street was nice and quiet (I mean, there were trains, because Chicago ☺️). It felt very safe, so we were comfortable taking the dogs on walks anytime. Alexandra communicated with me really well leading up to our stay, and stayed in touch throughout. We made a lot of memories, and the lovely accommodations were part of that.

This home is absolutely the "WOW" experience as advertised, true to all details in the listing, and yet so much more once you arrive!! My wife and I rented this home for a week including extended family totaling 9 of us and all I saw were smiles and laughter the entire time. This home just exudes happiness, togetherness, and fun, yet there is plenty of room for privacy as well. All the beds are super comfy as is the furnishings, kitchen has everything you need, with reliable appliances in great shape. Our host Ami is so very welcoming, going out of his way to provide the extra flourishes that made our trip so very memorable. This house is awesome as is the host, for a large family or friends reunion, this is definitely the place to stay ... plus the neighborhood is perfect!

The house feels a lot bigger than what you see in photos, it was very clean and the neighborhood quiet. Great location and easy to get around. Places we visited were all less than a 30 minute drive. There’s room for improvement in the home like a wider selection of pots and pans. We were 8 adults and sharing one set of cookware was difficult at times. Overall the kitchen seemed pretty bare, there were some small basic items that we had to buy because the kitchen did not have them. The host is very responsive and quick to solve any issues regarding the home itself, but there were times where a separate team had to be contacted and I would almost never hear back regarding updates unless I asked and at times it was just quicker to contact the team directly. Besides that, our stay was wonderful, I would definitely love to be back.

Beautiful place, nicely laid out, two queens in one room instead of common bunk beds was great for this mostly adult group. Excellent location close to the metro, supermarket and beautiful Lincoln park, train passes by, wasn’t an issue and there are white noise machines. Will definitely stay here again, responsive host.

Thank you thank you! We were comfortable and loved the ease of your booking! It's a beautiful home and I definitely left it as so. Again it's worth the stay!

Very cozy, great host!

We had a great stay. The house was perfect for our group - 4 adults and 1 baby. Very clean, with great facilities. The wireless chargers were so helpful as we were international visitors. Also, the provision of tooth brushes, mouthwash and razors in the bathroom was a great bonus. Plenty of towels, comfortable beds and lovely location near the Prairie path made it a wonderful stay.

Beth was an amazing host! Super easy to work with! The place was beautiful, immaculate and comfortable. Would definitely stay there again!

The house was perfect for our needs. Jaime was very responsive to all communication.

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.

The house was very spacious and young children friendly. There is even had a cabnet full of books for my kids! My kids loved the play structure and we were able have a camp fire.

Exceeded expectations. Beautiful accommodations for a wedding weekend. A classic apartment with attention to detail and personal touches. Sean was incredibly helpful. We all hated to leave.

We loved that this stay was so close to the train station so that we didn’t have to drive into the city, but even without the train, it was only about a 15 minute drive. The place was great with common areas for everyone to hang out. The host was great to work with and offered private parking which was very convenient since most of the street parking is taken early in the evening.