Holiday rentals with a patio in Near North Side, Chicago

I had a very last minute birthday trip and Thomas was so nice to accept me the night before! Everything was perfect, the only small issue I had was very minor, just with some codes not working. Thomas responded immediately and the issue was fixed in less than 2 minutes! Would definitely recommend this to anyone wanting to stay in Chicago. If you are driving your vehicle and worried about parking, I promise this will make your trip so much less stressful, the garage parking was a major plus! Parking in the city is around $80 a night at hotels, and this one is pretty private and you have NO worries about your car being left there! The home was very peaceful and plenty of room! There’s even a nice little view of the skyline from the balcony, at night it was beautiful!

Good location with easy street parking. Plenty of space inside--felt bigger than the photos show. The ceilings are a bit low but my 6'1" partner was able to stand everywhere, and they're a bit higher in the main living space. Host was friendly and the space was private.

Fantastic location. Beautiful neighborhood, street parking was easy to find and lots to do within walking distance. Highly recommend!!

Beautiful apartment in Chicago’s Gold Coast area - lots to do, easy walking distance to shops, restaurants and Oak Street Beach (and a view of the beach from the dining room). Well appointed building with a rooftop pool, gym and lounge. Quiet neighbors on the floor.

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!

Staying with Johana was a pleasure. The location was perfect, the house was cozy and clean. Highly recommend.

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

Great location! Safe, clean, clear check-in/out instructions, perfect for our weekend in Chicago.

Staying at Matt’s Air BnB was a fantastic experience. We stayed with our two kids and another couple and the space was perfect for our group. The spacious, fenced in yard made for a great hangout space for our toddler to safely run around. The house looks exactly like the pictures and was extremely clean. We will definitely stay here again! Thank you, Matt!

I enjoyed my stay here which enabled me to be close enough to Northwestern’s campus as I worked on a writing project. Being minutes from downtown Wilmette was a plus—be sure to check out Saint Roger’s Abbey bakery for wonderful French pastries! The house was neat, tidy, and matched the description. I also appreciated the record collection!

We loved Megan’s place! It’s adorably decorated and very cozy. We felt at home during our stay. The beds were comfortable and the kitchen was great for cooking dinner one night. Checking in and out was really simple. You’re not immediately by the train, but it’s a quiet safe neighborhood and there’s a little park across the street and a cute coffee shop a short walk from the house. As was clearly indicated by the hosts, it’s notably warmer upstairs than it is downstairs (we stayed in November) but it wasn’t a real issue. Would happily stay here again.

Great place. Great location. No issues at all. I would rent again. It's a good spot between the Gold Coast and Lincoln park and beer some really good restaurants. Place was as described and would have no issues staying there again.

This is our second stay at this location and we hope to return again in the future. It is a very well-maintained place in a safe location. Also, we love how clean it is!

We had an excellent stay here. hosts went above and beyond to make sure we had everything we needed. beautiful house and parking spot was ideal.

It was a nice break from the hustle and bustle of the big city. A few great restaurants just a couple blocks away. And just a block away from bus stops.

Our daughter was graduating from University of Chicago while our other daughter graduated from USAF flight school in Mississippi, and our family and friends visited from locations scattered around multiple time zones. Florin's location was simply the perfect place to handle such incoming chaos while lowering blood pressure to encourage a wonderful graduation experience headache-free. The rooftop experience was stunning, and everybody has been raving about the furnishings and easy-going environment in such a lovely place. The bathrooms and bedrooms were spa-worthy, and there were simply so many careful and thoughtful touches at this location that made it hard to leave! Florin has multiple parking options, but we only needed one nearby, offstreet parking place that was never a problem---surprising for a big city like Chicago! In short, this was probably the finest AirBnB we ever visited, and we are so grateful for such an exclamation point on a magical weekend. Thank you, Florin!

Tom’s place was exactly what we needed for a weekend in Wicker Park! The location was perfect to enjoy restaurants and stores, and the ease of access with the keypad was great for check-in and coming/going. The unit was very clean and spacious, and having a dedicated parking spot was amazing! Would definitely stay here again.

Matt is a great host. Open, responsive and informative…everything you want really when on vacation

Great place! Everything was clean, in a good location and they communicated well.

John's place is great, just as described. Very clean and location is perfect (across the street from Pequod's). Check in/out was easy and communication was good.

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 had a great stay for an extended wedding weekend with our entire family. Adrian's home was clean, modern, and well appointed. The beds were all very comfortable and linens were very soft. We felt very safe and the garage parking spot was a nice addition. I would highly recommend his home and would not hesitate to rebook there in the future.

Cody’s place was a perfect hideaway from which to venture into the city, and both far enough away to be peaceful but close enough to a string of good restaurants and cafes to be walkable. Check-in and house instructions were comprehensive, Cody himself was proactive and communicative, and the hot tub was a major plus on cool nights. Looking forward to another stay!