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.

Alex was great at communicating and following up. We had some questions and she was responsive. Also goes beyond expectations on things like forgetting coats :0) - thank you! The location is great. Short walk to a Main Street of bars and restaurants, kid friendly too - happy campers pizza joint was a great reco! Also close to the brown line train station and not too far into town - we walked it with children and it was fine. House is really large, spacious. I know some have mentioned about hearing the train, but that is part of city living, it was more than fine. Enjoyed the stay, would recommend it and would go back again if visiting Chicago. Thanks Alex!

We had a great stay here. It was very private. We enjoyed our time.

Super responsive and helpful host. We didn’t need much from the start but was still blown away how cute , fun and nice the place felt.

This was our first time staying at an Airbnb and it was a very pleasant experience. Place was very clean and we felt right at home. Steve was very responsive with the questions I had.

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!

We had a wonderful stay! The home was spotless, cozy, and incredibly comfortable. The neighborhood is super charming and walkable. Highly recommend—10/10!

We always try to stay at Al and Mary's place when we come to Chicago. It is the perfect location for visiting family, and walkable to restaurants, coffee shops and a Latin grocery with nice produce. The neighborhood is quiet and street parking is usually plentiful. The apartment is nicely decorated and comfy and the kitchen is well-appointed. But no need to cook—DoorDash will deliver meals from all kinds of cuisine to your front gate. We love it.

Great place to stay out of the overwhelming downtown without being far from what you want to do.

Absolutely loved staying here! Our family really enjoyed our time here at the house, along with the recommendations. We would most definitely stay here again!

We had a great stay and enjoyed the apartment!

Pics didn’t do this place justice! I would give it 10 stars if I could. Nikki was a SuperHost!!!! Loved the decor and the vibe. The Rasta Pasta with infused olive oil was delicious!!! Will definitely be doubling back when in town!!

We felt right at home here as well as my dogs. Back yard was perfect for them. Kitchen and bathroom is fully stocked with anything we needed. I feel like there was more room than what was listed and was perfect for us.

The place was very clean, easy to find. The host was very responsive and friendly. Would definitely recommend this place if you don’t have issue with no bathroom in master bedroom.. Great place and would stay again. Lamar

Rain’s location in Wicker Park was perfect for our visit. Can’t beat the location for walking to so many stores, restaurants and bars. Easy check in and nice amenities - like patio and soaking tub. Ideal for two couples - stairs might be tricky for children. Very comfortable and clean. Recommended!

Karen’s townhouse in Chicago was spacious and very clean. Added bonus for providing a parking spot in the townhouse’s garage. The location was close to Chinatown with many amazing restaurants. It has a city charm to it. If you are traveling with a group would recommend this place.

Really enjoyed my stay, host was very responsive and helpful !

Celina’s apartment was as pictured. We enjoyed having the fireplace while watching tv. Big plus was that we never had to search for parking! Its location was perfect to get to many places with ease.

We loved our stay! Great location. Beautiful area. Felt very safe. Easy to find and park. Emily provided street parking passes for our second car. We walked everywhere or took the train. When we had a question at check in they answered right away and were very helpful. We travelled with teens, dogs, and grandparents. This is a perfect place for dogs! Great patio, comfy beds, dog bed and bowls, and most importantly next to many parks for the dogs. The kitchen had everything we needed. There is a grocery store, Starbucks, and Target down the street. Kids figured out the TV right away. Considerations when booking: this is a three story house with the bedrooms and shower upstairs, laundry downstairs and the stairs are spiral staircases. No biggie for us but if you have mobility concerns (human or dog) this might prove challenging. The water pressure in the shower was low but plenty of hot water for all of us. We would definitely come again! Thanks Emily!

Lovely spot, exactly as expected. Great space for our large group. Does lack a good central "lounge" space - this wasn't unexpected with the couch upstairs from the kitchen & dining table but it did make for a less social space than anticipated. Be sure to read closely - the outdoor space can only be accessed through one of the bedrooms so though it was a good space, it was limited as a public space for our group. Beautifully furnished though and a great location for our group, no real complaints

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!

This was our fifth stay at Gabriel and Glaucia's property. We love coming to this property because it is comfortable, inviting, and allows each of us space to work and relax. The kitchen is outfitted well for cooking. Their property is always immaculate, and Gabriel is quick to respond to any questions. It is in a most convenient location. Having a garage is especially convenient. Highly recommended ~ and we'll definitely come back!

This was one of the best AirBnb’s I’ve ever stayed in! It was absolutely spotless, really immaculate. It was a great location, 7 minute walk to the train station and lots of restaurants nearby. While being close to so much, it still felt very tucked away in a little neighborhood on a dead end street. Having off street parking was great. All the amenities you could possibly need were included, including plenty of toilet paper for the week, all the kitchen utensils you could need and lots of towels. We never heard a peep out of any neighbors! I would stay here again in a heartbeat and will be recommending it to any friends heading to Chicago. Hien was very responsive and checked in via messages to make sure we had everything we needed.

My family and I were very pleased with this Airbnb. The townhouse was exactly how the pictures show. The sofa in the living room was extremely comfortable This unit has a FULL WASHER and DRYER which was extremely convenient. There was also laundry soap provided. :)