Townhouse holiday rentals in Near North Side, Chicago

Next time I’m in the area I know I’ll be hitting you guys up again thank you for a great stay

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.

Great place! Plenty of beds and bathrooms! The garage was a little tight but street parking was easy. Thanks for everything!

A great place to stay within downtown chicago - 30-minutes walk to a lot of the city’s attractions, and, unlike many other properties listed on Airbnb, you can barely hear the El train noises here. Bed was comfortable to sleep on. There was a heater in the room that easily warms up the room, making the cold weather no longer a problem. For people more used to digital locks (like me), the front-door keys could need a bit getting used to, though. There was one night at 9pm that I kept on opening the door for 20 minutes. Luckily Mosmi responded to my sos message very quickly and came to my rescue.

This airbnb was wonderful! Matched the description perfectly. It was right near the blue line train station which made getting around easy. Would definitely recommend

I would highly recommend staying with Rose for any long-term needs! The basement provides plenty of space. She is incredibly kind and responsive. As a medical student, I especially appreciated the privacy she provided when I needed to stay inside and study.

Petra was an amazing host with a unique room, great neighborhood, and extremely clean and safe apartment. We definitely recommend her if you need a nice place to stay!

My partner and I were visiting Chicago to celebrate his birthday and stayed here about 2 weeks ago. I'm a very experienced traveler but this was my first time staying in an Airbnb since 2019, and I love the comfortable feeling of being in a home while on the road. This spot was very conveniently placed around Logan Square and the neighborhood felt safe. The host was very helpful, super quick to respond, respectful and gave us tons of itinerary recommendations. 💯 I liked the medieval decor around the apartment. It was very suiting for our trip since we went to Medieval Times Dinner and a dungeon synth show during our stay in Chicago. ⚔️ I will be using Airbnb more often in the future.

The place was so beautiful. I really enjoyed my weekend stay. Josh was great with responding and super professional. I would book again!

Came into town for my son’s Navy recruit graduation with family and friends. The place was very accommodating for our group of 8. The ladies needed more kitchen towels and the host was quick to drop some off. We would definitely rent again. Thanks!

We had a great stay and enjoyed the apartment!

The home was exactly as described. The home was spotless, everything worked as it should. We enjoyed keeping our car in the garage. A very nice welcome bag of goodie’s to boot.

After a tough period of time in my life, my stay at the Luv Happi House was the perfect opportunity for me to rest. The decor was perfect, the bed was extremely comfortable, and Neidra’s attentiveness was top tier. 11/10 I recommend to anybody looking for a relaxing place, especially solo. I’m looking forward to my next stay!

This house was absolutely beautiful. Host was nothing short of sweet, kind, and amazing. Everything went smooth in this house. Would 100% stay here again.

We had an amazing stay at this property in Chicago! The home was even better than the photos, offering plenty of space for our group of six, with room to spare. The layout was perfect, with lots of bathrooms and large windows that filled the space with natural light. The real plants throughout the house added a lovely touch. The location was ideal, within walking distance to grocery stores and fantastic restaurants right next door. We celebrated my husband's 40th birthday weekend here, and it was the perfect setting for our special occasion. Our host, Alice, was incredibly attentive, checking in with us throughout our stay and providing extra supplies when needed. Her hospitality made our experience even more enjoyable. I highly recommend this home to anyone looking for a comfortable and convenient place to stay in Chicago. We couldn’t have asked for a better place to celebrate and enjoy the city!

Great stay, great location, and a really nice, clean home!

Best Airbnb! Very quiet, safe, and nice area. Prime location for getting around the area or hopping the train to downtown, or to the awesome neighborhood cafe or bakery in town. Condo was loaded with well thought out touches. Very comfortable, perfect for a person or a family. Two stories, newly renovated. The host was very kind and responsive. Thank you Jay!!

If you know Chicago, then you know coming across a location like this is too hard to pass up! Amazing property with an even better location. Emily’s hospitality was amazing and will definitely be back again!

We enjoyed our stay at Stephanie and Zach’s. It suited our group and everyone had a comfortable bed. The kitchen was well stocked with utensils and up to date appliances. Everything was just wonderful and lovely. Your house went beyond our expectations. And thank you too for adjusting check in and check out times to coincide with our scheduled arrival and departures into the city. Stephanie and Zach were very accommodating. Thank you for contributing to a wonderful weekend in Chicago. Carolyn and Maurice Spangler

Very nice home, great location to access Chicago attractions as it’s an easy drive into the city. Also fun to walk around the Oak Park neighborhoods.

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!

I appreciate the quick responses to all my inquiries. We stayed in January and there was some snow and ice, it was taken care of so quickly! Before we realized there was ice, there was salt and clear drives and sidewalks! Beds and pillows very comfortable. The entire stay was a “staycation “ for us to be closer to visiting family, this suburban location was perfect . All appliances were new and felt like an upgrade to what we have! Would definitely stay again

Gabriel’s home was an oasis for a girls weekend. The home itself was the perfect size and in the perfect location. We spent the entire weekend walking to 2 cute shopping districts with great restaurants and to the beaches at Michigan Lake. We also loved walking the neighborhoods. Gabriel made us feel right at home.

This was the perfect Wicker Park stay! The building was easy to locate, perfectly clean, and full of amenities. I was particularly pleased with the kitchen and how spacious the home was.