Townhouse holiday rentals in Near North Side, Chicago

If you stay at Cary's place (and you should!), be sure to ask him for restaurant recommendations! He knows these restaurants, knows the owners, and even knows what some of their specialties are! This condo is amazing and we will be staying again.

We loved this full home. I booked this home for my parents and family to call home base during my wedding weekend. It was perfect, lots of space and common areas for family and family friends to gather and socialize. Nancy was super kind and helpful as well in the check-in process. Everything smooth and seamless! You get to lakeshore in minutes, the location is excellent to be in the city but a little removed from the chaos. Nice quiet street. We loved it and recommend this for any large family trips especially! Thank you Nancy!

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.

I can’t say enough good things about this Airbnb! The location was absolutely unbeatable—perfectly situated for exploring Chicago and incredibly convenient for ride shares, which made getting around the city a breeze. The home itself was immaculately clean—truly one of the cleanest Airbnbs I’ve ever stayed in. You can tell Mosmi takes great pride in maintaining a comfortable and welcoming space. This was the ideal stay for travelers who just need a reliable, clean, and comfortable place to come home to after a long day of sightseeing. It had everything we needed, with no unnecessary fuss—just a reliable, peaceful place to recharge. Mosmi was fantastic—super responsive and proactive, making check-in seamless and ensuring we had everything we needed throughout our stay. Best of all, there were zero bad surprises—just a smooth, stress-free experience from start to finish. I’d 100% stay here again next time I’m in the city. Highly recommend!

The photos and description were exactly what was portrayed. Joyce responded immediately when I had difficulty with the wifi. Check-in was a breeze and found the place with little difficulty. We loved that the location was so close to Chicago without the high priced overnight parking. We felt very safe and secure.

I stayed here for 3 months to visit Argonne National Laboratory, and it was the perfect place to stay! Supermarkets such as Walmart, Meijer, Tony's and many chain restaurants are around a few minutes away by a car. It takes around 10 mins to get to the Argonne Lab. If you're planning to visit the Argonne Lab, this could be your best choice :) Although it's half-basement, the place is so spacious, so I'm 100% sure it would be better than just living in other small Airbnb rooms. Rose is really understandable easy going person, and she always respect my privacy! And if something happens, don't worry she's gonna text you back so quickly There's a cute dog named Lucy, she is really adorable. If you're a pet lover, you must like it!

One of the best air b&b’s that I’ve stayed in! Petra was a wonderful host, responsive and helpful. The space felt large, clean, and comfortable. Roscoe Village is a lovely neighborhood with lots to do. I highly recommend and would stay again in a heartbeat!

An Unforgettable Experience in Chicago 🌟 Our stay in Chovago was simply amazing. From the very beginning, everything was perfect — the Airbnb exceeded our expectations: comfortable, cozy, and with every detail thoughtfully arranged to make us feel at home. Getting there was super easy and hassle-free. The city’s transportation was also a pleasant surprise — affordable, efficient, and very accessible. The Airbnb’s location was ideal: with a bus stop right on the corner, it was incredibly easy to get to the city center, either by walking or using public transport. We’re leaving with our hearts full of beautiful memories and deep gratitude for the warmth of this place and how easy everything was. Thank you for everything, Chicago. We’ll definitely be back!

Ivan is a amazing host his place is so nice we ended up staying twice extremely clean in a amazing location the home has everything you need full kitchen amzing hot water and water pressure it’s a must stay 5 stars plus more DO NOT MISS OUT one of the cleanest airbnbs I have stayed and I have stayed at over 100 my family will be staying here on all our trips to Chicago btw talk about a great foodie location soooo many options Cafe Utjeha BEST Cappuccino I have had in my life plus right across the street is Toscana Grill voted the best European restaurant In Illinois SOOOO GOOD

Great place to stay in the Irving Park neighborhood. Loved that there was a dedicated garage for the unit. A great feature.

Wonderful area and a beautiful home! My guests and I thoroughly enjoyed the amenities and the walkability of the surrounding area. For the price and location I will happily book with them again!

I booked this space for my sister who is a professional pastry chef. She was in town for my wedding and tasked with creating the wedding cake. This space filled all of the requirements we needed for the project. Right in my neighborhood that I know and love and with a fully functioning and pristine chef's kitchen. The setup could be featured on a food network show, the natural lighting and giant countertops made for beautiful staging. I would absolutely book this space again for a friend or a chef visiting.

We enjoyed Habeeba’s home and her care for special details. It was in a quiet neighborhood where we could walk our dogs with shaded trees. Her home was very clean, with nice comfortable beds and pillows. She had wonderful coffee/tea/drink options. The bathrooms were very clean with special amenities. Habeeba communicates very well with a quick response time. I would highly recommend this Airbnb.

We loved this home away from home for our family. Thank you for opening up your well designed home for us. The location is perfect - quiet enough but near Wicker happenings & grocery etc. The hosts were very helpful, responsive, gracious when we messed a couple things up. We really appreciate such a great stay. My only small qualm is the lack of new/clean/working high end appliances we would ordinarily find in a home of this cost. However we booked last minute and didn’t specifically request anything. And found everything we needed to do the job. I highly recommend this Airbnb stay!

Russell’s home was a perfect spot for my daughter and I to stay. We had absolutely no problems with the location and street parking was always available. Accommodation was comfortable and felt homey. We would definitely like to stay here again!

Great location! Free street parking, walkable to Goose Island and Wicker Park. Easy drive or Uber into city. Great space for large groups. One thing to note is the house is split into two buildings, to get to the back building you do have to walk through a bedroom, that is the only room with a door to the patio connecting the spaces. Also, the back building does not have a bathroom so guests staying back there do have to walk across the patio and through a bedroom to use the bathroom. But overall great space.

Very clean well appointed space. An older townhome, the unit is fully stocked with everything one would need, and parking behind the unit was extremely convenient. Jay was very responsive and helpful. Close walk to train station and restaurants, on a quiet block, with everything one might need.

As Airbnb first timers, Marco & Sarah made a great impression. They were such considerate hosts and accommodating to our situation. They were responsive to all of our questions, from booking through checkout. Their home was clean & cozy; the perfect place to relax and unwind. It was bright, with lots of windows to let in light. The decor was peaceful. The fragrance in the rooms reminded us of a spa, as did the amazing rain shower head in the main bathroom. Guests will appreciate so many amenities, like AC/heat and fans; hand soap/body wash/shampoo/conditioner in the bathrooms; a full kitchen with utensils, gadgets & pans to use, including a Keurig coffee maker and electric kettle; a full washer and dryer w/ detergent; a few games; use of random pantry items; baby & toddler amenities/utensils; even q-tips, tissues and a loofah. Note- there are 2 sets of tall stairs in the unit, but they are sturdy. And, if you come home late at night, you will find parking, but at the end of the street.

This townhouse was perfect for our family of 4 and dog. I loved that the basement level had the TV, because it kept the bedrooms nice and quiet even if someone wanted to stay up late to watch. The patio was fully secure and very private for our dog and kids. It was really nice for them to have an outdoor space to go.

Perfect Chicago unit in a great location. Walking distance to coffee, playgrounds, and great restaurants. We had no problem finding free street parking, even late at night. Host were very accommodating and great communication. Would love to stay here again!

Hien’s place was wonderful! It was the perfect location, comfortable for our family of 5, and walkable to everything! The 606, coffee shops, shopping and neighborhood was fantastic. When we come back to Chicago, we will absolutely stay here again!

Parth's place worked out very well for a quick business trip in the West Loop. The three levels provided ample space to spread out and given the very convenient location and I would definitely stay here again. It was a great stay!

Jared was extremely flexible with the checkin and checkout times. Place is close to public transportation and House was clean and well maintained. Loved staying at Jared’s place.

Marco’s home is one where I want to cheer that everyone she stay here…and also keep it a secret. Because it is so good. This is what AirBnb should be - welcoming, above and beyond amenities, cozy, thoughtful, real humans offering help and meeting you for check in. What a true delight!