Kid-friendly holiday rentals in Oak Park

Great place in a great location. Would definitely book again!

Such a great place to stay

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!!

David’s place was AWESOME!! Everything was great and homie. David was awesome with responding and made sure we were good. I had two past reviews in which they could have easily sparked David to not let me book with him. But he was open minded and heard me out unlike some other host. All reviews are not honest and the details can be off by mishaps. But I appreciate his openness, niceness and overall just awesomeness. Definitely an awesome place for an affordable price. The neighborhood is nice as well and a great out door seating area in the back yard. I’ll be booking again. THANK YOU DAVID ❤️

Excellent place to stay if you want to be in a “suburban-feel” of the city: you’re in a neighborhood that is steps away from a “main street” walkable area with shops. The two parking spots are very convenient and the main floor is so thoughtfully decorated and furnished. Everything is 5 stars, just want to make a few notes: be wary of the stairs as they can be a little slippery if you don’t have any grippy socks or slippers and there is only one full bathroom so you’ll have to share this with the other guests, also there are blinds but no blackout curtains so you’ll wake up with the sun. The neighbors are very nice, but if the kids are out and about you will hear them clearly. Would 100% book again!

It’s a nice, quiet neighborhood. Definitely felt safe. The space was clean and comfortable. Perfect for a one night stay in Chicago.

Beautiful home, exactly as described and uploaded. Jaime/Erika were amazing in regards to questions, concerns and communication! Will definetly book with them again in the future!

My boyfriend and I had a fantastic weekend at Gladys’ place. She was super responsive, and check-in was easy with clear instructions. The apartment was cozy and modern, but still felt homey—like our own space for the weekend. It was clean, well-kept, and had thoughtful touches like a Brita pitcher, fresh towels, sheets, and a stocked kitchen. The layout was cute and the decor was simple but perfect—more personality than a hotel room without being cluttered. One of the highlights was the bus stop literally 10 feet from the door, which made getting into southern Chicago (via bus to the Blue Line) super convenient. We also loved walking to Dunkin’ each morning once we realized how close it was. The location felt peaceful but still had a few cute restaurants nearby. We never ran into the hosts, but it felt private even with the shared entry. This stay is in our top 5 Airbnbs—perfect for a couples getaway! Thank you, Gladys, for being such a thoughtful host!

Safe and quiet location with easy access to various business and restaurants in very close proximity! Spacious and bright rooms that can literally sleep 8, making it especially spacious for 4 of us. All amenities listed in the ad are functional and easy to use. Plenty of parking spaces for up to 3 cars, a big plus in the Chicago area. Hosts are fantastic for providing all needed services without interfering privacy! We felt like at home!!! Great organic cup coffee is a huge plus to start the morning with! Extremely kids friendly with so many toys, games, and books offered, together with a fancy bunker bed set! Definitely our first choice whenever we visit Chicago!

Very nice house for our family. L station really close to visit Chicago. Game room to enjoy evening with family. We have enjoyed our stay in Keith and Valerie house.

Beautiful home, has quiet stay and enjoy how close it was to downtown. Truly recommend.

We had a great stay and would recommend this place to people looking to explore Oak Park and Chicago. We traveled with two young kids and thought it was a good place for families, although it could be tricky for little ones who are learning to walk on stairs. The kitchen is clean and nice, only downside is there aren’t many pots & pans if you’re looking for a place to cook during your stay. All in all we really enjoyed our stay!

We’ve stayed here a few times and I’m sure we will again. Close to everything in forest park, pretty seamless for our family of 5.

5 star for sure! This place is a hidden gem, its so clean and has so many little extras to make you feel at home. I found seasoning to cook with,.coffee, tea, cream and sugar..and even a couple of pods for laundry. All of that plus an easy check-in, great parking space in the back (which you will need since street parking can be dicey) and the friendly neighbors made my stay wonderful. I stayed 7 nights and it is quiet at night so I felt very safe and got a good nights rest each night. I will definitely book again!!!

Really enjoyed our short stay at Jennifer’s place. She has really thought of everything you might need. Great communication. Bed was extremely comfortable. Short 10 min walk to blue line that got us to downtown Chicago in 30 mins. It was lovely to meet Jennifer on our last morning. Would highly recommend

Very cute place close to a lot of restaurants. Loved our stay

When we were first looking for a place to stay, none of the available AirB&Bs looked great. A week later, we looked again, and suddenly Julia's place popped up. It was so much better looking, and with a fairer price, than any others I could find in the list. A two-bedroom that is a *real* two-bedroom, for the price that others were charging for a pull-out bed in the living room. It was just as beautiful in-person. We felt immediately at-home and comfortable. I'm someone who has insomnia, especially while traveling, but there, I had no problem sleeping somehow. Also, it truly is a short walk to the Blue Line, or even a just few steps from the 77 bus route, which goes to the Blue Line, or all the way right into downtown Chicago.

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.

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!

The time spent here was wonderful. This place has everything you need to feel at home away from home. Everything was clean and comfortable. The area was also really nice with tons of food and drinks within walking distance. The blue line is a short walk away and the busses run on the corner. I would definitely stay here again when coming back to Chicago.

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.

This is a WONDERFUL one bedroom apartment that is both private and spacious! The owner/host has the space fabulously decorated with an eclectic mix of original contemporary artwork and antiques. Nothing is generic about the space and it has been outfitted for guests with loving care. The host, Kaye, clearly puts much trust in her guests with her charming decor and furnishings. The amount of space, the privacy and the home-y feel make it a place we'd love to return to.

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!

Beautiful place to stay in Pilsen area just what we wanted! Close to downtown and amazing places to eat all around. Easy access to a lot of things to do. Beautiful place, extremely clean! We definitely enjoyed our stay at Laura’s!