Apartment holiday rentals in North Side

Cute older place but has been given a face lift. Our family had a comfortable stay. Having a car is a good idea and there was always plenty of street parking. Not a far drive to stores and restaurants.

This is a charming and very comfortable unit. All the amenities are thoughtful and more generous than most other AirBNBs that I’ve stayed. We found the location very convenient to family and Northwestern U, and even getting downtown. The unit was spotless, clean and organized. And exceeded our expectations. Being able to park in the garage was a huge benefit for us. We had a busy schedule with leaving in the morning and not getting back until later evening. It was so nice not to have to search for street parking and not have that worry. We very much enjoyed our stay. This will be our “place” when we return. Elizabeth

Laura was a great host.. there was a small plumbing problem that was nobody’s fault… texted her immediately and she had a team there immediately to fix the problem! She kept in contact with us the whole time.. and the place was absolutely perfect… a plus the beds were soooo comfortable!

Martha’s place was a real gem. It was a great apartment that was well decorated and ft very comfortable. The location felt very safe and there were great restaurants around!

Love your place. The owners are available and very helpful. The neighborhood is very nice—great location, etc. Our only request would be a handrail to go up the steps into the house. As seniors, we really need handrails. However, we love staying in your beautiful unit and will definitely stay there again when we come back to Chicago. Thanks again for a great stay.

At first I couldn’t believe so many 5 star reviews—and now I know why. Because you can’t give a 6. We were between business trips and have a child who lives Chicago so we thought we’d make a weekend of it rather than flying home. Lovely, homey, classy, unique, comfortable, warm and very cool all in one place. You need only to roll out of the door to find great food, great people and great fun. Thank you for opening your home to us.

The apartment was impeccably clean. Was traveling for business had everything needed. It is loft style with open bedroom ceiling. Restaurants nearby

This was a very cute one bedroom apartment. It was perfect for my husband, myself and my daughter. Extremely clean. So sweet they left treats and snacks! Host was very nice and accommodating. Would definitely stay again!

This is a cozy apartment that is perfect for families, close to a great neighborhood and a nice walk among historic homes to the CTA. Charles was extremely helpful and courteous throughout the entire process. The apartment was very clean and inviting with 3 small but separate bedrooms. I definitely plan to reach out to Charles again next time that I am visiting Chicago with family.

Clean place, exactly as pictured. No frills place to spend a weekend in Chicago. Only comment on the place is that it’s 3 floors up, so if you have a big heavy suitcase it’ll be a workout to get up!

We had a wonderful stay at Kristin’s place! She was a generous host and very responsive communicator. We traveled with our toddler and Kristin was great about providing everything we’d need, including a few toys. The primary bedroom and bathroom were both amazing, as everyone else has mentioned in their reviews. We had a very busy trip and it was great to come home to a spa-like bathroom and extremely comfortable bed each night. We will definitely be back!

Lovely basement studio in very nice neighborhood. Easy drive to nearby neighborhoods or downtown area. Highly recommend if you’re looking for a comfortable stay!

Great 1st floor town home on the boarder between Rogers Park and Evanston, right on the waters of Lake Michigan. Lots of sunlight (and able to watch the sunrise over Lake Michigan in the morning) and a couple of parks next door. The bathrooms (especially the showers) were great--full size, nice water pressure. I was able to work remotely while I was there without any issues. As others have noted, parking is on the street; but if you're proactive or book with Spot Hero or similar, it's very manageable. I really enjoyed my stay!

We loved staying at Richard's home; He ensured my friend, and I had a great time and accommodated the space to our needs. The place was clean and feel comfy. They left clear instructions and recommendations for our stay. They even left some snacks in the fridge for us that helped us after a long trip. The home is in a beautiful, peaceful neighborhood. Richard is a kind and thoughtful host; you can tell she cares about the people, and that makes a huge difference when it comes to picking a place when you are traveling!.

Another great stay! Eva is a great host and ensured that everything was well stocked and ready for my stay. The location was great for outdoor running, just a block from an entrance to the popular 606 Trail. 5 stars!

We really enjoyed our stay at Hugh’s place! Check-in was straightforward and the apartment was just as described as well as being clean and well-stocked with dishes, pillows, blankets and bathroom supplies. Hugh and Susan were very responsive and kindly allowed us an early check-in. The neighborhood was lovely and it was an easy walk to restaurants, shops and an L stop on the Brown Line. These aren’t negatives about this listing but things to keep in mind: the apartment does require use of stairs and it’s about an hour’s L ride into downtown Chicago. We didn’t have any trouble getting around but definitely needed to be mindful of timing. We would highly recommend Hugh’s place for a stay in Chicago!

We stayed on the third floor of the complex and enjoyed Matthew's attention to detail. He gave a lot of thought to all components of his property.

We came for our daughter’s graduation and stayed a few extra days to tour the city. This place was perfectly located for both occasions. It was much more spacious than we expected, and everything was very clean. We especially appreciated the fresh towels and beddings. Our only wish is that the beds were a bit larger, especially the double bed, which would be more comfortable for a couple if it were at least a queen size. That said, the beds were very comfortable. Overall, we had a wonderful stay - definitely one of our best Airbnb experiences!

Freddy was an incredibly friendly and responsive host, really went above and beyond to ensure a good trip. The location is perfect, just a few minute walk to everything you could want while still maintaining a quiet residential feel.

The apartment at 160 north Elizabeth was wonderful! Friendly tenants and staff. Loved it!!!

Perfect weeklong stay in Chicago! The apartment is well equipped and makes you feel right at home. The building is connected via sky bridge to Jewel making it easy to grab groceries. The location cannot be beat - easy access to West Loop, Wicker Park, River North. The hosts were fantastic and flexible with our check in times. Looking forward to coming back!

We stayed with my family for 3 days n loved the place it's ambience, cleanliness, very well equipped with all the necessities.....this place definitely feels like home and the hosts are very kind and quick with there response. Wherever in future I am coming to chicago shall book this place.

David and his co-host were excellent. Our family enjoyed our stay. We used to live in the Bronzeville area and love the new additions to the neighborhood. Everything met or exceeded our expectations.

Sentral worked great for us going to a graduation for a long weekend. Unit is exactly as described, modern, and clean. Kitchen utensils are reasonable while shelves and refrig are empty save for some coffee so if going to cook/eat be sure to bring everything such as butter, spices, etc. - a Trader Joes is 3 blocks away. Price is not cheap but is very convenient and easy so on balance okay for us. Front desk is very helpful and cheerful.