Kid-friendly holiday rentals in Bridgeport, Chicago

Erik was a phenomenal host, went above and beyond to ensure we had a comfortable stay at his house. His family were lovely people and helpful with any and all questions. Erik gave is good clear instructions on the best places to go to in the area, how to travel to the city and how to use all the appliances/facilities in the house. I couldn’t recommend him any more, he made our stay really more comforting and laid a great basis for our stay in Chicago. Cheers Erik!

Amazing stay. 15 minute walk to the L and a short ride to downtown, my fiancée and I walked to the target down the road for a few breakfast items. Quiet neighborhood too. Bathroom was amazing. The place is pretty high tech. Recommend this Airbnb highly.

Former Chicago resident here—Ryan’s place was so nice I stayed here twice and had great experiences both times as a solo traveler. The neighborhood is peaceful, close to the Green line CTA stop, and the house is an amazing place-clean, multiple bathrooms, nice kitchen, terrific value and often presents opportunities to chat with other guests. My room and bed were quite comfortable. The mini fridge came in handy and I really appreciated having coffee available for mornings when I didn’t have time to stop by Dark Matter, Intelligentsia, or The Worm Hole. I look forward to staying again next year!

Was a very nice and relaxing place to stay after spending time in the city! Really close to multiple bus stops which made the public transport really easy to access. The inside was very clean and nice, the bed is extremely comfortable! Would stay again!

This exquisite MCM GEM in Berwyn was the perfect home base for us while visiting Chicago. Every corner is curated with unique and authentic MCM touches, all with the contemporary creature comforts one could want and then some. Everything was sparkling clean and April was a superb host. We hope to come again, & highly recommend!!

One of the best Airbnbs I have stayed at. It was beautifully decorated and super clean. Had everything I needed to feel comfortable and at home. The host was extremely responsive. The parking was a bit difficult but would not deter me from staying there again. Very close to downtown, about 10 minutes. Highly recommend.

Great

This was my first Air Bnb stay & it was 1000% worth it. I stayed at the Marriott OHare for two nights then came here for another two nights and I felt more comfortable, slept better and more at home here. I was able to walk peacefully back after a day in the city with no issues. I was a bit skeptical about the shared space but it was if no one else was really there and the one person I saw was so pleasant and respectful. I would definitely be back here! It felt like my home away from home.

I had a wonderful stay at this cozy garden apartment! The space was exactly as described—clean, comfortable, and thoughtfully set up with everything I needed. I especially appreciated how quiet and peaceful the neighborhood was, yet still close to everything. The location made it easy to get around, but it also felt like a relaxing retreat after a busy day. The setting added a nice touch of charm and tranquility. I’d definitely stay here again—highly recommended!

Great apartment, quiet neighborhood, just what we needed for our stay!

Very walkable to public transit, super comfortable sleeping arrangements, and beautiful apartment in general!

Looked just like the photos/description. Convenient location - in front of a bus stop and near a train station. Easy check-in. Initially had some trouble getting hot water from the shower but Cam was responsive and was able to address quickly.

Really enjoyed the spaciousness Carmen’s place offered my brother and I. The living room was my fave with its open concept. Just be vigilant at night and you’ll be fine. Don’t hesitate to book!

We truly had the best time staying at Alec’s. The space is lovely, comfortable, and has everything you’d need. The outdoor spaces were beautiful and private with a high fence surrounding it. We enjoyed spending time by the fire and the neighborhood is great. Our favorite part by far were Alec’s two lovely pups Molcajete and Lobita. They were absolute ANGELS and made us so happy- we hated leaving them. Alec was a great host- super communicative, friendly, and just what we needed. When we come back to Chicago, we’ll definitely stay with him again.

Very convenient/walkable to green and red metro lines, as well as a few blocks from a great grocery store. Felt safe on a quiet street yet still very close and accessible to key Chicago locations. I was in town for a graduate class on the south side and this was a great home base.

Very nice clean space, host provided clear and concise instructions on check in/check out, etc. Would definitely recommend!

My daughter and I stayed at Izakaya Studio on a recent visit to Chicago. The studio is great and Brett made it so easy to locate everything we needed to make our stay enjoyable. The next time we stay I hope to spend more time exploring the neighborhood because there were so many restaurants and shops to choose from (lots of open-air patios and decks which would be so nice during the summer season). The walk to the blue line El stop felt safe and quick. We loved the studio's layout. The kitchen and bedroom areas were separate and Brett has two big, comfy chairs for relaxing, and ample island space for eating or using as a work space. My daughter had some virtual work meetings and the Wi-Fi was reliable. The kitchen was well stocked with everything you'd need for meal prep. We ate out each day, but our delicious breakfast take-out came from a place right up the street called Yolk. I highly recommend the Izakaya Studio for a relaxing and fun visit to Chicago.

I stayed at John’s Airbnb during my trip to Chicago, and I honestly couldn’t have asked for a better spot—especially being right in the heart of Chinatown. The place was spotless, super cozy, and had everything I needed for a comfortable stay. You can tell John takes pride in keeping it clean and well-stocked, which I really appreciated. What made it even better was the location. Chinatown in Chicago is such a vibe—full of culture, energy, and some of the best (and most affordable) eats in the city. If you’re a foodie like me, you’ll love exploring all the spots nearby. One place I highly recommend is Hing Kee. Their hand-pulled noodles and dumplings are on point—fresh, flavorful, and easy on the wallet. If you’re looking for a clean, convenient, and authentic Chicago experience, especially in Chinatown, John’s place is the move. I’d definitely stay here again.

Good location. Condo was very clean with comfy beds. There are 3 flights of stairs to get to condo- no problem for us but be aware

Great stay at Anne’s place. She was very communicative and went out of her way to ensure we were comfortable. We would definitely recommend to anyone coming to the Chicago area!

Everything went well. Place was very nice and the host was very responsive when I needed help and accommodative as well. Highly recommend if needed a place near downtown.

Walid was very kind, and the place is exactly as described. The beds are incredibly comfortable, and overall, the space is very pleasant. I definitely recommend it!

Crazy clean, super breezy place to stay. Neighborhood is fine, but not a lot of amenities. But it was a great place for us to be.

The apartment was clean and spatious, better than in the pictures. It's located in a corner of Hyde Park, at a 15 minute walking distance from the University of Chicago. It is a very residential area, with not many shops or restaurants near by, but if you walk 15 minutes east you will find bars, grocery stores and a few restaurants. I came to do research in the library's archive so it was very convenient. I had some problems with the door code sequence, but Erika was very helpful and responsive. My only suggestion is that more detailed information about the check in is provided, because not everbody is familiarized with lockers and codes! But my general impression was very positive! I'd definitely stay there again.