
Kid-friendly vacation rentals in Chicago Loop
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Chicago Loop
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Kid-friendly house rentals

Private bedroom A in a quiet Chicago suburb.
His house was really nice in a quiet area didn’t get to see him but he would respond to my messages fast.

Spacious & serene in hip spot. Sleeps 4.
Abby is a wonderful host! She is very respectful and is there if you ever need anything! The place was nice and clean. I would not hesitate to return again.

Gorgeous home, 3BR/2BA, Free Parking, Free Laundry
Samantha’s place is beautiful, well designed, modern, clean and it was very easy to find street parking near house. There are 3 bedrooms, the third bedroom is cabinet only, no bed there. But in one room there is a king bed for 3 people, and second bedroom with queen bed. Quiet area, close to the down town 12-15 min drive and the restaurant in walkable distance. The playground is 1 minute walk. Would definitely stay there again and will recommend to friends.

Private Logan Square Garden Apt
Had a lovely stay at Janice's place! It is located a short drive from Logan Square, which has restaurants, bars, and a blue line metro stop. There was also a bus stop just outside the neighborhood. Speaking of the neighborhood, it was very serene and private, with plenty of parking regardless of the time of day. The airbnb is a basement unit, so maybe something to keep in mind if you're on the taller side, but it was spacious, and there was minimal noise from the floor above. Shower had great water pressure! Bedroom was clean and comfortable. Janice was very communicative and clear instructions were given for checkin and checkout processes.

Get Cozy at a Powder-Blue Residence in the Heart of Pilsen
This place was amazing! My friends and I were scared about the parking at first but it was pretty easy. Instructions were really clear and the host was really amazing with their communications. The area that the home was located in felt safe and is pretty quiet. The home itself had great designs and decorations which made the home feel really cozy to me. I would definitely stay here again and I recommend it to others who are traveling to Chicago.

Private Bed and Bathroom in a Great Location
It couldn't be better. No, it is not a luxury accommodation. It is the classic Airbnb, namely a room in a privately used apartment. Diana lives and works there alone. She rents out a room with an opposite bathroom, which is only used by guests, mainly out of interest in foreign cultures. The accommodation is located in the Ukraine quarter, which is very quiet and about 30 minutes outside the downtown. In the morning, Diana surprised us with a prepared coffee machine (just turn it on), a few cookies and a lovingly prepared fruit plate. Bus no. 66 takes you quickly to the city center. We enjoyed the time in Chicago very much. We received a lot of information from Diana, but also had very personal conversations. If we come back to Chicago, we'll check in with Diana! Thank you for the authentic and so lovely stay!!!

Florence Room - 3min to CTA, Free Parking, Roomy
Ryan was a great host. He gave very clear instructions which made checking in very simple. The location of Ryan’s place was perfect for my half marathon and conveniently located near the L so I could get to anywhere I needed to go. The house was very quiet even with it being fully booked. My room was spacious and very comfortable.

McCormick332, Chinatown, SOX, GrantPark, UC
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.
Kid-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

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
Dean was the best host my girlfriend and I have had! He is proactive, friendly, great with communication, and provides everything you need for a great stay. Not only this, but the place was extremely comforting and beautiful! We had an amazing stay and would love to stay here again! Not to mention this place is an amazing price for how nice the stay was! Thank you Dean! You rock😎

Spacious Studio in Little Italy, Near West Loop
I loved this stay! It was in a great walkable area and not far from downtown Chicago. I would definitely stay again.

Lavish 2BR/2BA Loft I Next to Grant Park & Museums
Our stay was great. The place looked just like the pictures, super close to the train and easy to get around. Very large living room and table to accommodate a family meal. Both bedrooms were large with very sunny exposures. When sitting in the living room you can see and hear the train, however it the bedrooms it was no problem. They also did provide ear plugs if you are a particularly light sleeper. Everything was great. The directions for entry and departure seemed a bit daunting in print but proved easy to execute once you were on the property.

Cool spot in cool neighborhood
Next to the trains, a apartment with separate bedroom, living room, kitchen and bathroom, even a laundry room available if necessary and a host who responds quickly and does not hesitate to give advice on Chicago. I highly recommend!

Pilsen Modern Chic Retreat
The place was very nice and modern. Close walking distance to a nice Vietnamese american fusion place. Could reach downtown chicago and riverwalk in 10 to 15 minutes by uber or you could walk for 20 minutes and catch the metro to downtown. Chinatown was 25 minutes walk

Lincoln Paradise– Steps to Park & Zoo!
Great space. Very clean inside and safe neighborhood outside. Pleasantly surprised by the bed, even though it looked so thin in the photos.

Bright & Spacious| Free Parking |Trendy Bridgeport
Local to the trains, we will consider it the next time we travel to Chicago.
Kid-friendly condo rentals

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.

Modern Izakaya Studio in Wicker Park
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.

Your perfect place looks like?
In town for work and this was perfect place to stay for team. Easy walk to the shops and restaurants in Fulton Market while still providing a peacefully quiet setting. Bright, open and clean apartment with 3 large bedrooms. Nice kitchen for all meal-preparing needs If you don’t want to cook, no problem. Some of Chicago’s best restaurants are just a short walk or quick uber ride.

Picture Perfect 3Bed Steps from Train and FLW
The home was perfect for a quick business trip. It was clean and as described. Anne was a great host and easy to communicate with!

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.

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.

Spacious 4 Bedroom Condo
We had a great stay for an extended wedding weekend with our entire family. Adrian's home was clean, modern, and well appointed. The beds were all very comfortable and linens were very soft. We felt very safe and the garage parking spot was a nice addition. I would highly recommend his home and would not hesitate to rebook there in the future.

Humboldt Park Traveler's Lodge
We would love to stay here again! It's a great neighborhood, really walkable, lots of cool buildings to look at and friendly neighbors. We walked across Humboldt Park to the 606 and had a great urban hike. No problem with transportation or food delivery, but we also enjoyed walking to markets and restaurants nearby. The space was so cozy and comfortable... well equipped kitchen, great couch for watching TV and movies, comfortable bed and bathroom. We really appreciated the host's great recommendations, all of them were spot on!
Quick stats about vacation rentals that are kid-friendly in Chicago Loop
Total rentals
30 properties
Nightly prices starting at
G$10,461 GYD before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
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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
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