
Kid-friendly vacation rentals in West Loop, Chicago
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Top-rated kid-friendly rentals in West Loop, Chicago
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Popular amenities for West Loop, Chicago kid-friendly rentals
Kid-friendly house rentals

Duplex Home RoscoeVillage/Wrigley Free St Parking
We enjoyed preparing pizzas from scratch in the perfectly sized kitchen with our adult kids who live in Chicago and their friends. There was plenty of space to sit around the spacious kitchen island and talk while cooking. The whole experience was made even better by using the Wolf stove top and Bosch wall-mount oven, which produced perfectly crisp crust and tasty toppings. The neighborhood felt safe and peaceful while providing everything we needed within walking distance. Parking was also easy. We had no trouble finding a space in front of the house all 4 days we were there. As a special bonus, a new chocolate cafe opened a few days ago (Hotel Chocolat Velvetiser Cafe) and is just a short walk away! We had a great time in this lovely home.

The Roscoe House near Wrigley Field
Omgggg this stay was beautiful! We had an absolutely horrific experience with an air bnb and the Roscoe house saved the day and made our visit SO enjoyable. Courtney & Garrette did an outstanding job at make this a home away from home. So clean, such thorough descriptions of EVERYTHING and them & their co host Love were so responsive and made me feel so comfortable! We will definitely stay again and will forever recommend the Roscoe home!

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA
Lovely place in a good location.

Birthday?Anniversary?Showers?3500 sq ft, sleeps 16
Vince’s place was amazing, it was such a good location, easy to drive to anywhere in Chicago. Vince was very easy to contact and was responsive within minutes. He made our stay very comfortable. The house was amazing and there was a lot of space, and there was a lot of amenities available for use, for example kitchen utensils and shower amenities. Overall this stay was amazing and I would book this again if I came back in the future

Bliss in Brookfield- 5BR, 3BA
Nice to have a spacious place to stay with family. Our toddlers were in heaven in the basement toy/family room. Bedrooms and closets were spacious as well. Communication with host was easy with prompt responses. We would stay at this property again.

Quiet cul-de-sac with huge fenced in backyard
Absolutely loved staying here. Tom was an awesome host. He has very detailed instructions throughout the house for everything from connecting to the WiFi to how the individual tvs work. The couch in the living room is stupid comfortable and the master bedroom was cool and dark. 10/10 would stay here again

Cozy 2 bedroom home in a wonderful neighborhood.
I think this was my fav Airbnb yet. Convenient, very clean and a great kitchen! My dog enjoyed the backyard and the neighborhood was nice. I misplaced the house keys and Joanna responded immediately and had a solution! Thank you so much for that!!!! Would love to stay again when we visit family next year.

Cozy, Quiet, Riverwalk Sanctuary
It was a great place to stay while in Chicago! Away from all the noise, the area felt very safe and welcoming. The hosts were responsive and very kind with our stay.
Kid-friendly apartment rentals

Flexible Apt. for 8 by Oak Park-CHI
Lois is a great host! The accommodations were perfect for what we needed. Her space was clean and essentially everything you need from your airbnb. I will mention the beds are very uncomfortable:/ but that's the only thing I could complain about! thanks for having us :]

Cozy Garden-Subterranean Apartment
Jenny went above and beyond! She was super communicative & very friendly. She even let me check in before checkin time, which I greatly appreciated. The apartment has literally everything you need. All the little details and small things you could want, are there. I would highly recommend staying here for a longer extent of time, as you would feel as if you’re in your own home.

Family Friendly 3BR Duplex in Roscoe Village
John was a very kind and responsive host. Answered any questions we had very quickly. Home was exactly as pictured and described. Very comfortable place to stay. Everything was clean. Appreciated the family and kid friendliness of the home--not a lot of decorative items in reach that could be broken, no tables with sharp edges, low bed in the upper guest room that was easy to get in and out. Location was close to several restaurants and grocery stores, and not too far a drive from all the major tourist attractions.

Vintage sunlit 2.5 BR apt. Perfect for families!
The place was clean and well kept .Letitia was very helpful and personable with local recommendations. I checked in late and there was a banana and apple waiting for me which really helped as it was too late for dinner but I was hungry. The kitchen is well equipped and the place is exactly as described. I had a wonderful stay.

Garden Apartment in captivating Hyde Park
Nice location with nearby supermarket, cafes and restaurants. The nearby busstop to go downtown is also very nice and near. Great apartment with all the necessary amenities for short stay. 😁

Adorable 1BR apartment near Northwestern
Nice place to stay in a good neighborhood! Would stay here again, thank you!

Spacious, light-drenched studio-private entrance!
We had the privilege of a long stay at Wendy’s studio. The space is SO sweet and cozy, and the layout feels larger than it appears in photos—there is a fair amount of built-in separation between each area. The kitchen is well-equipped for actual cooking, the bed is heavenly, and the shower feels like a spa! It is an incredible retreat in a residential Chicago neighborhood that is a bit tucked away while still being accessible. What a lovingly crafted space and considerate host! We hope to stay again and will absolutely recommend to friends and family.

2nd floor of 1908 brick two-flat in Logan Square
Thank you for sharing your wonderful space. It was perfect to spend time as a family while moving our daughter in Logan Square. The park nearby was so easy to manage for our dog who joined us. Paul was responsive and helpful. Got to meet his pup who was adorable. Will definitely stay here again
Kid-friendly condo rentals

Evergreen Park Condo with balcony and Jacuzzi tub
The stay was nice and clean and very convenient location.

Entire 3Bed/2Bath Condo Near McCormick & Metro
We enjoyed our stay. John works hard to offer the best experience to his guests. The place was super clean and welcoming. Photos are matching. Close to everything with UBER. Some restaurants are located in the block. I recommend this appartement.

Convenient & Spacious 3BR Condo w/Free Parking
Convenient stay right outside of the heart of downtown Chicago! Easy to drive into town for the day. Very comfortable beds and very clean as well. Would recommend

Dream Condo steps from Wrigley Field!
I would definitely stay here again! Walking distance from Wrigleyville bars, restaurants and stadium. Comfortable, clean and quiet.

Luxurious River North 3BR/2BA- Free Onsite Parking
One of the best airbnbs I’ve ever stayed at. Great condo, great location, and super responsive hosts. Highly recommend!

1 #33 - 4 Bdrm Condo - McCormick Place, Chinatown
Very great for a large group.

Gamers Getaway 20 minutes from downtown
Loved The Space! Everything Was Perfect! Any Problems Or Any Questions Daniel Was Very Helpful! THANK YOU DANIEL

Lovely 3-bedroom condo, free parking, Unite 1
This place was awesome. Felt very homie and comfortable. I love the decor and that there was a TV in each room. This place was beautiful and i wouldn’t mind staying again.
Quick stats about vacation rentals that are kid-friendly in West Loop, Chicago
Total rentals
90 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
3.5K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
70 properties have a pool
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Humboldt Park
- Six Flags Great America
- Museum of Science and Industry
- Chicago History Museum
- Lincoln Park Zoo
- The Field Museum
- 875 North Michigan Avenue
- Wicker Park
- Willis Tower
- Skokie Country Club
- Garfield Park Conservatory
- Lincoln Park
- Chicago Cultural Center
- Promontory Point
- Odyssey Fun World
- Flossmoor Golf Club
- Moraine Hills State Park
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