Kid-friendly holiday rentals in Wrigleyville, Chicago

Wonderful home close to train station. Very convenient and cozy. Would recommend!

The Roscoe house was the perfect spot for our trip with our teenage daughter and her two friends. The location had everything we needed and could ask for in terms of nearby, fun and food, as well as close to everything we wanted to do. And the place itself was stocked better than any place we’ve ever stayed, which made cooking and hanging out easy and fun. And it felt like a home away from home. But elevated since the decor and the layout we’re super cool and modern and unique. We definitely will stay here again. It made for a wonderful trip.

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.

This place is awesome! The house was spotless and very well cleaned. Every room was exactly as described and the beds were incredibly comfortable. One of my friends wants to buy the exact mattress they had in the upstairs room :) . I would definitely stay here again!

Loved our stay at Arturo’s place. The location was super convenient and only a 10 minutes walk to the red line. We were able to grab coffee and food within a 5 minutes walk. We will definitely stay again if we’re in town.

It was a great place to stay!! We were in town for Cubs games and the location was an A+. Easy to get around, we walked everywhere without using the car the whole weekend - ballgames, bars, restaurants, grocery store, and coffee shops were all nearby. The unit was perfectly clean and well appointed. We hope to come back soon!

Not our first time here. Jessica is always quick to respond to our questions and requests. If just the 2 of us, will always look to see if Jessica’s home is available. And close to our grandson!

We had a great stay here! We were able to easily walk to many shops and restaurants and also Ubers were always available as needed and a quick ride to almost anywhere - this air bnb is in a great location! It was quiet, safe, and fun! Also super cute throughout and very clean!

We loved it. The apartment was so beautiful. The location was amazing. Mark 5 stars all the way around communication everything!! there’s a dog Snowy💕 didn’t get to meet but saw how cute. The park a couple block downs everything in walking distance had fun taking the train and the bus to the zoo. Me and my daughter will book with them every time we come to Chicago restaurants everything amazing!!!! Thank you so much possibly see you in the fall if not next spring!!!

I would highly recommend Dennis' place. It was super clean. Had all the amenities you may want. Close to a lot of places yet quiet. We felt totally safe and loved the balcony.

Josh's place was as described. The price for the location is a great deal. The description is accurate. It's a basement and feels like a basement. If you want to be in the heart of Wrigley and save a few bucks, this is the place for you. If you need a place to crash while spending your days out and about, this place is a great pick. If you plan on spending tons of time hanging out inside the space, it might not be the best choice. As other's have mentioned, the parking space is tight, there was no one parked next to me during my stay, so it wasn't an issue for me (I have a Chevy Colorado, similar in size to a mid-size SUV, smaller cars would likely have no issue. Josh mentions oversized vehicles possibly having an issue in the listing, but oversized may be a subjective term). If someone did park next to me, I would've had trouble opening my doors. That said, parking in Wrigleyville is at premium and I wouldn't stay there with a car without a reserved space.

Great space. Very clean inside and safe neighborhood outside. Pleasantly surprised by the bed, even though it looked so thin in the photos.

This is a really cute place and very convenient to Wrigley Field! The only caveat is that it being a garden apartment means that the ceilings are very low. In addition, there are pipes and radiators hanging from the ceilings so beware. This wouldn’t keep me from staying there again but it probably should be mentioned in the description. Overall, I loved this place!

My wife and another couple had a lovely long weekend in John’s apartment. It’s exactly like the photos, in a beautiful neighborhood in Chicago. Kitchen is well stocked. Bathroom worked well, beds were comfortable, and John left a list of lots of local recommendations. The brown line is nearby; note that there is a soft whir when it passes, but it didn’t bother any of us (neither the NYC nor the suburban residents). Would highly recommend!

This is a fabulous place!! It’s super clean, roomy, and very comfortable. Great location. Lots of cute cafes nearby and easy access to public transportation. Stayed with husband and two adult kids. We loved Michelle’s place and would definitely stay here again next time we’re in Chicago. Thank you!

Jorge's place was exactly as described. I'm always nervous when we arrive later in the evening in case it's difficult to get into the listing, but that was not the case here. The instructions were clear and we had no problems getting into the apartment. It was also clean and tidy, and had a little kitchen nook. It was a perfect spot for 2 people for the weekend. We lived in Chicago for years and knew that Southport was wonderful! Lots of shopping to do, plenty of places to eat and drink, and this apartment was a 5min walk from the train, so it was very easy to commute to different areas of the city. I would recommend staying here for a long weekend! Or if you're visiting for a Cubs game, it's an easy 10min walk to the stadium, very convenient!

Staying at James' place was a dream! 😍 His home was clean, spacious, comfortable and had everything my partner and I needed. We adored the balconies and the rooftop deck was very cool! We loved that his home was very close to one of the Brown Line stations and we could hop on the 'L' very quickly. We also ate at Frasca, Avenue Tap & Kitchen and Bitter Pops and the food was excellent! We would stay here again!

Matthew's home was incredible! It was a beautiful and comfy space and immaculately clean. The instructions he provided to check-in, where to find things, etc. were very accurate and well thought out. There were more amenities than mentioned in the listing. It really felt like staying in a real home and not a normal Airbnb rental. Matthew was very responsive and really made our stay special. He really went above and beyond any host I have seen before. We were in Chicago for my daughter's college graduation and he made a personalized welcome and congratulations sign in the kitchen just for us. Additionally, on our first morning, there was a chance of rain in the area and on his own, Matthew went out and purchased and provided umbrellas in case we needed them. Above and beyond hosting! I can't recommend this home highly enough!

Had a great stay at Peter's apartment even better than photos. 5 minutes walk to red line for downtown. Wrigley field on doorstep good restaurants and bars within walking distance. If we are ever back in Chicago would definitely stay 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!

Susan’s home was comfortable, clean, well-equipped, and aesthetically pleasing. The bed I slept in was one of the most comfortable of my entire life—I prefer a soft mattress. As far as location goes, the street was quiet, good for walking our dog, and close enough to public transport. Plenty of buses were available. We used street parking for our car and never had problems with finding a close spot to the house whenever we did take the car out. We enjoyed the stay greatly and will stay again. Thank you, Susan!

Perfect little spot! So close to the blue line, necessities nearby, great for a quick solar work trip. Bed is small and a little uncomfortable, and some things were a little off (medicine cabinet not fully attached to wall), but neither bothered me. Knew bed would be small from photos! Just a heads up for anyone that would worry about those. Will definitely be staying again if in Chi!

Great spot for a group trip to a Cubs weekend. Got one Phillies win so far, but only steps away from everything in Wrigleyville

Pablo was an incredibly responsive and helpful host, even volunteering to have us check in early. His place was spacious (can accommodate 4-5 people) and comfortable. . . really a home away from home. Had everything we needed for a 5-day stay . . washer/dryer a plus! Parking can be a challenge, but using SPOT Hero helped us identify available spots. While next to the train, the train noise was more like white noise and did not disturb us. Would definitely stay again!