Vacation rentals with a patio in North Side

Diana was great. She was immediately responsive to any question or if I needed anything. She was also very friendly and just made staying at her place very comfortable. The place has a lot of space, which is really nice. The 608 walkway is 2 blocks away and is a great walk, and allows you to exit at various points and visit the Logan Park area, and get food, etc... Getting to Wrigley or thr Frank Lloyd Wright house is a quick drive (arnd 5/6 miles). I didnt want to leave and really enjoyed my stay at Diana's place.

One of the nicest, cleanest apartments we have ever rented. Very spacious and modern. We loved the back patio and the decor throughout. Close to pretty much everything! Would definitely rent this one again!

Great stay in Chicago, Andersonville is a really fun and charming area with lots of cool shops and restaurants. Easy walk to the L. The apartment is beautiful, love the rooftop deck, especially!

We had an enjoyable time at Sam’s BnB. Nice space, great location and comfortable atmosphere. The commuter train runs during rush hours and not at night. The noise was minimal at the front of the unit, and not noticeable at all in the bedrooms, which are located at the back. Sam was responsive and a good host. We hope there are openings the next time we travel to Chicago. We will not hesitate to rent again!

We enjoyed our stay very much. Enrico had clear instructions for checking in that made it easy & was accommodating when we had an earlier flight and let us check in an hour earlier which was very helpful for us. Enrico was also very responsive when we had questions about the area and gave us good recommendations about what we could do in the area. The neighborhood is quiet and easy to walk, bike, or scooter around and is close to the train station (15-20 min walk) that took us straight to Union station where we could shop and do other activities. Overall, we enjoyed our stay and felt very comfortable staying in this home. Thank you!!

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.

Really liked the neighborhood. Was a short walk to the blue line. The place was perfect and will come back again.

Overall great stay! The location was very quiet and free of city noise. Close enough to everywhere we wanted to go. The team was very communicative and answered all questions we had in a very timely manner.

I traveled to Chicago for work and had a nice three-day stay here. The Airbnb is in a great location, clean, and well-equipped with thoughtful amenities. I particularly enjoyed the small library!

We were 4 adult and 1 dog and we stayed at Matthew's place, everything went smooth and easy to feel at home, parking spot and great location of the house make us everything easier, it was so fast to get to the downtonw in lees than 20 minutes. Matthew was always responsive to all our questions, I definitely will search for this place to sray on my next trip to chicago.

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!

We enjoyed our 2nd visit as much as the 1st. Great location! Wonderful hosts! Cool house! Comfortable beds! Beautiful serene backyard. (=

Adam was a great host and very responsive. We loved our stay. The house was clean and the house is easily accessible to everything. Would definitely recommend!

The house is like a page out of an Interior Decorating magazine, an immersion experience. Like the house the grounds were equally beautiful. There was a lot of thought and love in remodeling this property. The hosts were communicative and gracious. It is located in a great neighborhood close to many dining options. I appreciated the modern touches and the cleanliness of the place. I would book this place again. Highly recommended.

We loved Nora’s apartment! It was perfect for two adults and an infant. The pack n play plus high chair were huge helps to have on-site. The free laundry in building laundry was also fantastic. The apartment is charming, clean and close proximity to the park and main strip of restaurants and shops in Lincoln Square. We would definitely stay at Nora’s again.

I loved the little cottage. Quiet neighborhood, felt safe. Restaurants were walkable. Reached out to Marilyn for a breakfast recommendation and checked out bacon and jam, amazing. House was easy to find. Clear instructions. Felt at home.

Easy check in and close to LUC which is what we needed. Clean and comfortable. Bonus that it included parking.

Very nice place. Looked professionally cleaned. Matt was prompt with his replies and managed to accomodate a late check out, which was helpful. 10 mins walk to Logan Square station where you can catch blue line to downtown.

This is our 3rd time staying at Thomas and Cynthia place. We would have it no other way. Home away from home every single time.

This was a fabulous place to stay! My brother and I could easily walk to the "L" and head downtown. The pizza place right downstairs was delicious - we ate there twice in three days! The beds were comfortable, the couch and living room set up was cozy. I would absolutely stay there again!

One of my favorite Aibnbs of all time. The location is FUN - right in the center of the action in Northalsted. The space itself is beautiful and clean. The bedrooms are spacious, and the kitchen is well equipped. Allan was awesome and left us a bottle of prosecco to welcome us. Best part of the house is the huge covered front balcony - a front row seat to the joyous crowds, especially on the weekend. We saw a concert, walked to a Cubs game, spoiled the kids on Michigan Ave - and everyone agreed the balcony was our fave part of the trip. The rear deck is icing on the cake. We were in town so our kids could go to a concert and they also loved the area. If you're sensitive to noise, bring earplugs - all the action brings a bit of music - but really it's a steady din so super easy to tune out at bedtime. We love this place and can't wait to come back!

We had a fantastic stay at this Airbnb during our Chicago trip! The location was perfect — close to everything we wanted to see and do with our kids. The apartment was clean, well-equipped, and exactly as described. It felt like a home away from home. Check-in was smooth, and the host was responsive and helpful throughout our stay. Highly recommend for families or anyone visiting the city!

We enjoyed our time at this apartment! Nestled in the Bucktown neighborhood of the city, which is peaceful and surrounded by beautiful homes. Nearby Wicker Park and Logan Square have a lot to offer, as well as Lincoln Park (the neighborhood) not being too far away either. While the bedroom and bathroom are on the smaller side, that’s just city life and it is a perfect retreat for 1-2 people. It’s very stylish yet cozy with the decor and all updated appliances and bathroom. I would take note of the stairs for this unit in particular, as it’s on the second level but they were fine and the patio deck was nice! We really appreciated Lauren being accommodating to our late booking. We would definitely stay here again!

Supurb stay in Fulton Market! Seth was an outstanding host—responsive, welcoming, and accomidating. The apartment was spotless, well decorated, and thoughtfully stocked with everything we needed for a comfortable stay. The beds and linens were especially cozy, making it easy to relax and feel at home. The location is superb—just steps away from a variety of highly rated restaurants. The location is superb—just steps away from a variety of highly rated restaurants. We also felt completely safe throughout our stay. The neighborhood has a welcoming, upscale vibe, which added to our peace of mind. A quick heads-up: the unit is a second-floor walk-up accessed via a private entry. Inside, as you can see has the spiral staircase; a unique architectural feature, but if you’re traveling with heavy luggage, it’s something to keep in mind. Pack accordingly! 😉 Overall, we had a wonderful experience and would gladly stay here again and agai