House holiday rentals in Northwest Side

Very well thought through place for every detail, with a mix of 70s wood style and some higher tech upgrades like the main bathroom mirror with light and anti fog, or sensor lights. Kate was very responsive and accommodating for the 1 baby & 1 toddler we asked for. The place was stocked with all necessary items especially in the kitchen with appliances and cutlery, coffee, tea. There were 2 hairdryers, nice shampoo and conditioner, shower gel.

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.

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.

This home was super cozy for my big family. Everything was clean, comfortable, and the way it is set up makes you feel right at home. This home had everything we needed. TV’s, kitchen items, recommendations, and even fun family games and activities to do. Every time I visit the area I’ll be checking to see if it’s available. 10/10

They were a fantastic host, very responsive to every question and anything we needed. The location is quiet and amazing, great place to relax and enjoy time. love the pool! Will definitely stay again. 100% recommend!

Stayed here the night before my wedding with my siblings who stayed the night of the wedding. We hosted our getting ready portion here for the morning of the wedding and Olinka and Daniel were gracious enough to allow us to stay in their beautiful home. Made for gorgeous pictures and a comfortable stay both nights. Thank you!!

Great place and easy to work with.

Great stay for a family trip! It was in a calm, quiet neighborhood where we felt safe that had all necessities! We did have a hard time with finding available parking on the street a few nights out of our visit, but other than that it was great and comfortable! We have already discussed visiting again and staying at Sarah’s!

Beautiful home in a quiet neighborhood with responsive and helpful hosts.

Mia & Franco are great hosts going above and beyond to make our stay enjoyable, including leaving lovely roses to help celebrate our daughter's wedding weekend! We really enjoyed the back patio space and game tables. They were very responsive before, during and after our stay. We would definetly stay at Mia and Franco's again.

First time staying at an Air Bnb and it was amazing. Instructions were very clear and the place had everything we needed!

Glomery was a great host. Our first trip to Chicago, so we weren’t too sure about the safety of the neighborhood, but overall a very nice experience and had all the necessities. Very clean and tidy. Beds were so comfortable with fluffy pillows. Plenty of towels, coffee and extra pillows. Easy access in and easy street pick up for Ubers. We had a nice time and felt comfortable.

We had a truly wonderful stay at Casa22. The home is beautiful, luxurious, and impeccably maintained — everything was clean, spotless and thoughtfully arranged. It had all the essentials we needed for a comfortable extended stay with our family, including a well-equipped kitchen, and spacious layout. The hosts, Narcis and Gabriel, were fantastic — extremely responsive, clear in their communication. They provided detailed instructions that made check-in, check-out, and everything in between seamless. The neighborhood is quiet, safe, and very family-friendly, with easy access to main roads — a great location if you're planning to explore Chicago without the stress of city parking. Having a car made it easy to get around, and the area itself felt peaceful and well-kept. If you're visiting the Chicago area and looking for a clean, elegant, and well-managed place to stay, I highly recommend Casa22. We would absolutely love to return!

Great stay for a 3-night family getaway. Appreciated the bunk-bed room for kids. (With toys!) The game room in the basement was a hit, but watch your head if you are tall. Overall great value for a large group (we had 10), especially with kids, but the construction on I-90 (obviously not the fault of the owner) makes getting to and from downtown a major chore.

We love staying in this little house that’s actually quite big, wonderful outdoor area. Unfortunately it was too cold for us to enjoy it, but looked really amazing. Kitchen had everything we needed to enjoy our stay. Beds were extremely comfortable and hot water was fantastic. Close to the airport and convenient to lots of nice restaurants.

Beautiful view! The house was cute and clean and very comfortable. The pictures don’t do it justice! Also, the Fox River Trail is right out the back door. It’s great for walking, biking or running along the river.

Great place in a great location. Would definitely book again!

Our group had a great time in Beth’s place. Beth is very responsive and a great host. We will definitely use this space again in Chicago.

Perfect place to stay for our visit to Chicago with friends! There was ample room in the BnB for all of us, including a spacious dining and living room. The kitchen was very well stocked including coffee, juice, eggs, and toast for us to make our own breakfast (a welcome surprise!). It was very walkable to transit, with a CTA Blue Line station nearby. Thatheu was very responsive and check in was straightforward. Also the later check-out time was very convenient as we were able to take the time for breakfast before heading out for the day. Thanks again for helping us to have a great trip!

Juan was not only a great communicator but his home was beautiful and centrally located. If ever in the Chicago/Burbank area would definitely love to rent.

We had a great time at Gabriela's place. The listing was accurate, the location was great, and we were pleasantly surprised by how new and clean everything felt. Would stay again.

Dan is a gracious host! He takes great pride in his property and making sure guests are comfortable and satisfied with their stay. I recommend this property to anyone who truly wants a home away from home stay! My family and I will book again next year!

We had a great stay! The place was clean, cozy, and had everything we needed. The area was quiet and convenient, and check-in was super easy. Would definitely recommend to anyone looking for a comfortable and well-located stay!