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Kid-friendly vacation rentals in West Side

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for West Side kid-friendly rentals

Kid-friendly house rentals

Guest favorite
Private room in Chicago
4.91 out of 5 average rating, 446 reviews

Spacious & serene in hip spot. Sleeps 4.

EzekielRating, 5 stars3 weeks ago
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.
Guest favorite
Private room in Oak Park
4.95 out of 5 average rating, 301 reviews

Single bed room with Asian decor in family home

HyunseungRating, 5 stars1 week ago
John’s place is a great place to stay if you are visiting Chicago! It’s clean, in a nice neighborhood, and close to downtown Chicago. John and his family are very welcoming and friendly! I would recommend their place in a heartbeat!
Top guest favorite
Private room in Franklin Park
4.96 out of 5 average rating, 126 reviews

Safe & Clean King size Bed Next to Ohare/Rosemont

PhoebeRating, 5 stars1 week ago
Joswe was so incredibly kind and accommodating! Being a solo traveler it felt like a home away from home. The space was clean and comfortable and felt very safe. Joswe even left freshly brewed hot coffee every morning along with breakfast! I couldn't recommend Joswe or his home enough! if I could give more stars, I would!
Top guest favorite
Home in Berwyn
4.99 out of 5 average rating, 144 reviews

Retro Modern Bungalow | fire pit • free parking

NoahRating, 5 stars1 week ago
We had a great stay at this place. The location is very nice. Get to be outside of downtown still while close enough to visit whenever you’d like. The retro vibes of the home itself is very cozy and unique. Will definitely book again if we ever come back.
Top guest favorite
Private room in Oak Park
4.95 out of 5 average rating, 380 reviews

Antique Filled Home

ZerlineRating, 5 stars1 week ago
Beautiful and serene neighborhood, mesmerizing antique decor and genuine friendliness from Tom and Grace. Would love to return to relax in the beautiful backyard garden and read on the front porch. We felt welcomed and at home.
Top guest favorite
Private room in Chicago
4.99 out of 5 average rating, 329 reviews

Private Bed and Bathroom in a Great Location

AxelRating, 5 stars1 week ago
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!!!
Superhost
Private room in Chicago
4.8 out of 5 average rating, 223 reviews

Skyline Room, near Medical Ctr, Upstairs

ThoRating, 5 stars4 months ago
Enjoyed my stay, very clean and comfortable. Very convenient and close to airport, train station, bus stop, etc. The host is amazing and responsive to guest’s needs.
Top guest favorite
Home in Oak Park
4.98 out of 5 average rating, 160 reviews

Clean, Cozy 1st Floor Flat, Kitchen, Parking

KiishaRating, 5 stars2 weeks ago
Great location. Due to a family emergency, I didn’t get to fully rest and sleep in as originally planned but the time that I was there, it was peaceful. No one bothered me. I didn’t realize that checkout was at 10 and not 11. The host was nice enough to extend for the 1 hour. Very helpful, responsive, friendly. I wish it was available to extend for a few more days.

Kid-friendly apartment rentals

Guest favorite
Apartment in Forest Park
4.86 out of 5 average rating, 117 reviews

City-Accessible Basement Retreat

NaomiRating, 5 stars2 weeks ago
I absolutely loved my stay it was very peaceful and clean I felt right at home!
Guest favorite
Apartment in Chicago
4.95 out of 5 average rating, 148 reviews

Cute, Clean, Cozy Apartment in Pilsen

BryanRating, 5 stars2 weeks ago
This space was perfect for my weekend getaway! Checking in was super easy, and once inside I felt at home! If you’re tall like me you might have to crouch down a little bit in some parts of the apartment but other than that, I was super comfortable. I loved how cozy this space was, everything was also super clean! This BNB is about 7/8 minutes away from one of the buses that takes you into the city, which was super convenient! I stayed out late twice while staying here, and I will say the streets are a little dark, so I recommend walking in groups / walking back quickly (LOL). My friends also really liked the space! Overall a really great experience, thank you so much Leigh-Anne!!!
Guest favorite
Apartment in Chicago
4.97 out of 5 average rating, 172 reviews

Decompress on a Sophisticated Chaise at a Glamorous Hideaway

BellaRating, 5 stars1 month ago
Simidas very sweet and hospitable. I didn’t need anything but felt cared for. Place is nicer than I thought usually you expect it to be smaller but was very spacious. Great area Felt safe Would come again.
Guest favorite
Apartment in Chicago
4.87 out of 5 average rating, 262 reviews

Spectacular Pilsen Studio for 2!

AmitRating, 5 stars4 days ago
Hena was super attentive and reached out to check in a few times during our trip. The apartment was clean and comfortable and a great place from which to explore Pilsen or hop on bikes and head up into the busier parts of the city. Thanks for a great trip!
Guest favorite
Apartment in Chicago
4.88 out of 5 average rating, 225 reviews

2 bedroom apartment near train line and bus lines!

AlexaRating, 5 stars1 week ago
I stayed here for about a week and I gotta say I had an amazing time here in Chicago. I would rent this place again for sure. I loved the layout of the home and it was very clean when I arrived. Looks exactly like the pictures provided and the hosts were very attentive and responded fairly quickly. Also loved the neighborhood, there were many places to go eat at and shop walking distance and it was quiet and peaceful and night. Would definitely recommend this place to stay at.
Guest favorite
Apartment in Oak Park
4.86 out of 5 average rating, 650 reviews

Rockin' 2Bed steps to shops/food/train

JuliaRating, 5 stars2 weeks ago
Listing as described. Very good bedding. The bathroom was compliant, just the bathtub might need a little refreshment but it was fine. The other comments said that the neighbor upstairs was a little noisy, indeed we heard him but it was reasonable. The accommodation is a 10-minute walk from the metro. From the metro, it takes 40-45 minutes to reach the hyper center of Chicago.
Guest favorite
Apartment in Chicago
4.98 out of 5 average rating, 222 reviews

Chicago Airbnb Newly Remodeled 2-Unit Apartment!

KenRating, 5 stars3 days ago
Brittney's place was easy to get to from the Blue Line train. The place was clean and comfortable. Brittney was very responsive to our questions and checked in with us to assure all was well.
Guest favorite
Apartment in Oak Park
4.89 out of 5 average rating, 357 reviews

Cozy Vintage Chicago-Style, 1 bed with Cable

DavidRating, 5 stars6 days ago
Great apartment, great location. Stayed close to family but really enjoyed the Arts District neighborhood while we were here.

Kid-friendly condo rentals

Guest favorite
Condo in Chicago
4.96 out of 5 average rating, 114 reviews

Lovely top floor 2BR/2BA, steps from everything!

J'HonnaRating, 5 stars6 days ago
The location was great. About 15 min from downtown. The place was beautiful and clean. I would definitely book with Julia again.
Guest favorite
Condo in Chicago
4.95 out of 5 average rating, 106 reviews

Modern Izakaya Studio in Wicker Park

KariRating, 5 stars4 days ago
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.
Guest favorite
Condo in Chicago
4.94 out of 5 average rating, 105 reviews

Your perfect place looks like?

MarianneRating, 5 stars2 days ago
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.
Guest favorite
Condo in Chicago
4.87 out of 5 average rating, 127 reviews

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

JoseRating, 5 stars3 weeks ago
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.
Superhost
Condo in Chicago
4.84 out of 5 average rating, 195 reviews

3D Tour! Designer Condo near Logan Square

ChristinaRating, 5 stars1 week ago
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!
Guest favorite
Condo in Chicago
4.93 out of 5 average rating, 138 reviews

Modern Chicago Movie Themed Apt

LechelleRating, 5 stars2 days ago
We had a fantastic stay at this Airbnb during our Chicago trip! The location was perfect — close to everything we wanted to see and do with our kids. The apartment was clean, well-equipped, and exactly as described. It felt like a home away from home. Check-in was smooth, and the host was responsive and helpful throughout our stay. Highly recommend for families or anyone visiting the city!
Top guest favorite
Condo in Chicago
4.88 out of 5 average rating, 388 reviews

Peaceful & Airy Modern-Chic Condo in Trendy Pilsen

CrystalRating, 5 stars2 days ago
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!
Superhost
Condo in Chicago
4.76 out of 5 average rating, 149 reviews

Cabin 302 at 747 Lofts

GenevieveRating, 5 stars1 week ago
Great place to stay during our trip, looks exactly like the photos and felt very central to all the places we wanted to go. Train entrance was very close and several establishments within walking distance. Host was extremely helpful and proactive with check in assistance and responded quickly.

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