Vacation rentals with outdoor seating in North Side

Karna was very helpful with check-in and responsive to all questions. The place was very well organized and well maintained.

Very comfy apartment in a great neighborhood. We were in town for a baseball game and it’s a terrific place for that, just about a 20-minute walk to Wrigley Field. The only thing to be concerned about is the stairs: there are two flights to get into the apartment and they’re fairly steep and small, so if you have mobility issues that would be a concern. I don’t and had no problem. Karen is a lovely host and was very helpful when I was getting into the place and unloading my stuff from my car. There are tons of restaurants and coffee shops in the area, so it’s a great place to explore and hang out.

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!

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.

We had a great stay at this place. The location is very nice. Get to be outside of downtown still while close enough to visit whenever you’d like. The retro vibes of the home itself is very cozy and unique. Will definitely book again if we ever come back.

My husband and I really enjoyed our stay. Arlene was super proactive with communication and made everything very clear. It was easy to find and get inside. The bed was also extremely comfortable. I was really impressed with the location and the space. Extremely walkable to everything we needed for a wedding weekend at Tied House.

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.

This place absolutely perfect! We were back and forth from Navy Pier for a tournament. The apartment was the perfect escape from the noise. We would definitely stay here again if we come back to the city. I can’t recommend this apartment enough. The price, for Chicago, is totally worth it!! Host is very quick to respond. The distance from the Pier to the apartment is an easy, short drive.

My experience with Paul was the best experience I have had booking with Air B and B. His communication was friendly and prompt. He answered all my questions before booking. Upon arriving, his check-in instructions were extremely easy and he explained things throughly. Entering the home was exactly as his pictures showed. Everything was clean and organized. He checked in shortly after our check-in time to make sure everything was up to par and asked if we needed anything. The home was nestled in a residential neighborhood and it was quiet, peaceful and safe. The beds were extremely comfortable which is always a plus when on vacation! I asked him for a couple recommended grocery stores that were close and he gave me great suggestions. All his amenities allowed us to cook at home and enjoy meals as a family. Checkout was super easy. We will defiantly reach out to Paul again when we make it back to Chicago. If I could give more than 5 stars I defiantly would! Highly recommended!

I’ve been to Chicago many times but never to Wrigley Field. This place was amazing, just what we needed! It was faster to walk (20 minute walk) to and from the concert at Wrigley Field than to drive and park, taxi or Lyft. I communicated with the host about safety of walking at night. No problem. I had sent a message and he called me immediately. And also gave me recommendations on food and shopping that were spot on! We met locals and had a blast! The neighborhood is quiet and easy to park (but you do need to be able to parallel park and no one in the area drives big vehicles,.. only a few minute drive to downtown (Navy Pier area or take the L train for fast and cheap transportation without the hassle of parking). We were busy the entire time in the Chicago area so didn’t spend much time at the Airbnb but it was quiet, we slept great and just what we needed!

Gogo’s place was great. He was super helpful and the location was perfect for our trip!

We had an amazing stay at Kitty’s place! From the moment we arrived, she made us feel so welcome. She even decorated the house for my fiancée’s birthday and left us treats, which was such a sweet touch. Her recommendations were super helpful and made our trip even better. The house was full of books and art that made it feel really special, and the beds were super comfy. The separate entrance was great for privacy, and street parking was easy to find, which was a big plus. Thank you so much for all the little things that made our stay unforgettable. We would love to stay here again very soon!

I had a lovely stay with my husband and three adult children this past weekend! James is a responsive and helpful host who proactively offered advice on things to do and places to eat nearby. The home was super comfortable, spacious, clean, and equipped with everything we needed for our stay. Having visited Chicago many times in the past several years, you can't beat the location and one of the best parts... the street and home are incredibly quiet! Great neighborhood feel with walking distance to the lake, El, restaurants, coffee shops, bars, and Wrigley Field. We did have a car with us but you can get anywhere on foot. Parking spot is a HUGE plus. It is a city parking spot, but had no trouble fitting my SUV. Would definitely recommend!

Lovely flat, excellent collection of games and books. Very well stocked, super clean. Hosts were very friendly and responsive.

We enjoyed our stay. It is an older home, which is disclosed in the listing, but they have put upscale amenities almost everywhere possible. It felt very comfortable, clean and uncluttered.

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.

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!

Really liked it, nice location, plenty of room, comfortable, good kitchen. Getting around using buses and the subway was also very easy.

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

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!