
Kid-friendly holiday rentals in Berwyn
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Top-rated family-friendly rentals in Berwyn
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Kid-friendly house rentals

5 Star Upscale Entire Family Neighborhood Home
First time in Chicago with family of 4. This place has more than enough space. We fell in love walking in the door. This place had everything you would ever need. The place looks way better than the pictures detail. Really great restaurants in the area. Mall 10 minutes away and all the shops you need within 10 minutes. this was my first time using Airbnb and first time in Chicago so of course I was skeptical. all that was put to easy very quickly with this place. I really can't say enough good things about this booking. We went to Chicago for an art show and to experience the magnificent mile. This Airbnb quickly became one of the best things about Chicago for us. The photos don't do the master bedroom justice it was beautiful. We actually overpacked because we brought all the things we believed the place would not have, but they literally had everything we overpacked. We were here May 24-27 and would definitely booked this place again.

Urban Chic 3beds w/2bath + free parking & W/D
This place was exactly what I needed after an Airbnb host canceled on me last minute. I booked Tiffany’s place at about 6:30pm and was able to check in immediately! Place was very clean and perfect for my group of 7. There was also no cleaning instructions, Tiffany’s cleaners do it all! I will be staying here again. Thank you Tiffany!

Cozy Home in Brookfield
Juliana was a great host and we felt right at home. She was very friendly and helpful. The place was outstanding and the fenced in huge backyard was awesome. Our dogs loved it. I would highly recommend this place to anyone visiting the area.

Berwyn Bungalow
We really enjoyed staying at this amazing place. Neighborhood was quiet and safe and parking was not so hard to find. Also, really glad we had such a helpful host as well. Communication was always there along with a friendly vibe. Definitely a 10 out of 10 in our books.

Spacious whole apt near shopping and city
This was my first time using Airbnb and Daniel was so helpful through the entire process. Also the house was so clean and smelled so good! Pictures looked just like online. Parking was easy and didn’t have trouble or finding anything at all.

Charming Oak Park 4bd/3.5ba and 2 Private Parking
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 ❤️

Modern Victorian Charm | A+ Location in OP
Great place to stay while visiting family! Very kid friendly and baby items provided too! Loved this home away from home!

Oak Park - Wine House!
We had a wonderful stay at Oak Park Wine House !!! There was so much room for all of our family to have their own space and also come together for meals and games. The fresh flowers were beautiful touch to the dining area. The location was perfect ! A nice place to walk our dog, grab yummy pastries and coffee and enjoy the surrounding art. Also was close to downtown for us for our planned day trips!!! Would highly recommend and book here again !!!
Family-friendly apartment rentals

2B Midcentury Artist Loft w King Bed
We watched together with my wife “Frida” is story and house is vibe matching I had an incredible stay at this gorgeous Mexican-style house! The home was beautifully decorated with vibrant colors, traditional touches, and an authentic charm that made the experience truly special. Everything was spotless, the amenities were perfect, and the attention to detail was exceptional. Janet was welcoming and responsive, ensuring a smooth and comfortable stay. The location was also great, making it easy to explore the area. I highly recommend this place to anyone looking for a unique and memorable stay—I can’t wait to come back! It’s in my wishlist Janet thank you soon come back to visit Chicago in a week

Walk to Oak Park from this Newly Remodeled Gem
Uncommonly well supplied and furnished, this is one of our favorite Airbnbs anywhere. We’ve stayed a few times, and our experience has always been exceptional.

Home in Forest Park Upstairs.
He was available without delay and really seemed like a kind person. The location is wonderful whether you're looking for safe and simple stay or a trip into city. Highly recommend!

Cheerful Oak Park Apartment
Spacious apartment with fun extras (puzzle, yoga mat, etc.)! It was easy-to-find and well-stocked with supplies, including thoughtful items for our use. It was clean and comfortable; we didn't use the kitchen at all as it was a very quick stay. The hosts are cognizant of the noise from the train and highway, and provide earplugs, sound machines, blackout shades, a fan, etc., to help ensure guests can sleep well. The local recommendations were great. Downtown Oak Park is about a 10-minute drive; we appreciated the ability to walk 5 minutes to a nice café or restaurant.

Mid-Century Charm. Near Chicago. Low Cleaning Fee!
Gigis place was spacious for the 4 of us and had a home vibe! We liked the kitchen a lot

1 bedroom garden apartment in Forest Park
great place, highly recommended. 30 minutes into the city and a similar distance to airport. lovely apartment and great recommendations for local eats. Leah was wonderful greeting us and making suggestions. apartment had everything we needed.

Studio Apartment in Oak Park
Charming apartment! Cozy. Immaculately clean; as pictured and as described. The property (shared) is lovely. A great home-base for visiting Oak Park (has a vibrant little town center, amazing residential neighborhood) and/or Chicago. Walking distance from a score of Frank Lloyd Wright-designed homes (including several that offer tours). A quick drive to the heart Chicago. I tend to eat out when I travel, so I did not miss having a full kitchen. Comfortable, convenient and very cute!

Peaceful oasis in Forest Park
Wonderful place! The beautiful garden was my favorite peaceful little spot. Jennifer is super friendly and attentive. Absolutely will be staying here again ❤️
Family-friendly apartment rentals

Evergreen Park Condo with balcony and Jacuzzi tub
Zirrell was a wonderful host. She always responded and her instructions were very thorough. She was also very understanding when our flight got delayed and we checked in later than expected. The apartment was clean and looked just like the pictures. It was a wonderful stay!

Lovely top floor 2BR/2BA, steps from everything!
The location was great. About 15 min from downtown. The place was beautiful and clean. I would definitely book with Julia again.

Newly updated 1BD/1B in Old Irving Chicago!
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.

3D Tour! Designer Condo near Logan Square
I had an amazing stay! Place was very accurate to the post on Airbnb and the host was very polite with clear instructions, and check in! Thank you for providing such an amazing Chicago experience for me and my husband!

Ultra clean/cozy condo, 10 mins south of Downtown!
Great host and great stay! Beautiful home. Thank you so much!

Modern Hyde Park Getaway | UChicago
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.

Cabin 301 at 747 Lofts
Affordable, quick & easy booking / check-in & check-out…it’s great spot for a quick trip to chicago for a night or two! We used the parking lot area across the alleyway, rented one of the spot hero spaces which was not the most convenient parking situation but it’s the city sooo kinda usual! The ONLY thing i wish that had been mentioned was that it was right next door to a fire dept. one pair of ear plugs were provided but just ya wish i had researched the location just a lil bit more… thanks again for welcoming us to stay :)

Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
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!
Quick stats about holiday rentals that are kid-friendly in Berwyn
Total rentals
20 properties
Nightly prices starting at
₹3,443 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Willis Tower
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center