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Kid-friendly vacation rentals in Wicker Park, Chicago

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Wicker Park, Chicago kid-friendly rentals

Kid-friendly house rentals

Guest favorite
Home in Lombard
4.89 out of 5 average rating, 126 reviews

Comfy Home w Access to Major Roads/Hwys, Huge Yard

CatherineRating, 5 stars2 weeks ago
House was just as described! Check in and out was easy. Vic was friendly and responsive. Beds were comfy and linens were clean. Huge backyard. Walkable to a cute ice cream shop.
Superhost
Home in Near West Side
4.88 out of 5 average rating, 24 reviews

Large Single Family Home 7 Bedrooms

ElvisRating, 5 stars3 weeks ago
This home was stunning! The pictures did the home no justice to how beautiful it looks in person! We celebrated my 20th birthday here and had no issues even though it was 9 or 10 of us. Everything was clean and sanitized. Contemplary coffee and provided shampoos and body wash ( even skin care ! ). All full bathrooms had a hair dryer which I thought was very convenient! The rooms are really spacious and never felt cramped. The kitchen is fully stocked with plates, cups, silverware, knifes, pots, pans etc. THE BEDS WERE TO DIE FOR !!!! SO COMFORTABLE!! Area is super calm for being Chicago never once did we feel unsafe. Very easy to access parking on the street. Truly an amazing experience and will be re booking in a near future!
Guest favorite
Home in Roscoe Village
4.92 out of 5 average rating, 271 reviews

Duplex Home RoscoeVillage/Wrigley Free St Parking

JaleesaRating, 5 stars1 month ago
Sharlene was an excellent host. She gave us suggestions on what we could do in the area and was very responsive. Her home looked just like the pictures and was very clean. We had a hiccup at checkout and she was very accommodating. We would definitely book her home again.
Guest favorite
Home in Lake View
4.96 out of 5 average rating, 322 reviews

The Roscoe House near Wrigley Field

JakeRating, 5 stars2 days ago
As others have said before, this is a great spot to rent that's close to a lot of things. The house itself was clean and rennovated with a well stocked kitchen and bathrooms. It's spacious and really nice having three bathrooms. The only thing as others have said, just note that you are near the elevated trains. It didn't bother us too much as we weren't in the space all day. Courtney and Garrett checked in on us a few times and were ready to answer any questions. A great place in a great location.
Guest favorite
Home in Lake View
4.93 out of 5 average rating, 153 reviews

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA

JulietRating, 5 stars4 months ago
Lovely place in a good location.
Guest favorite
Home in Brookfield
4.92 out of 5 average rating, 24 reviews

Bliss in Brookfield- 5BR, 3BA

JenniferRating, 5 stars4 days ago
Really spacious house! Perfect for multiple families. We had two babies with us and we had all the necessary accommodations for them from the pack n plays to the high chair for meal time. We really enjoyed our stay and would definitely stay here again next time!
Guest favorite
Home in Lombard
5 out of 5 average rating, 22 reviews

Spacious Home in Chicago Suburbs

ClydeRating, 5 stars1 week ago
The space was well decorated, spacious and perfect for our family. I really appreciated the fact that the house was nice and warm once we arrived considering the Chicago winter. Our family was able to be comfortable and enjoy our stay with no major issues.
Guest favorite
Home in Wood Dale
4.91 out of 5 average rating, 34 reviews

Cozy 2 bedroom home in a wonderful neighborhood.

LinhRating, 5 stars3 months ago
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.

Kid-friendly apartment rentals

Guest favorite
Apartment in Austin
4.95 out of 5 average rating, 183 reviews

Flexible Apt. for 8 by Oak Park-CHI

LouiseRating, 5 stars3 months ago
Lois is an excellent host. She was flexible with check in and always quick to respond to messages. The apartment was great for our long term stay. It had all the things we needed from pots and pans in the kitchen to towels. Parking was easy and always to be found. Thanks Lois...
Guest favorite
Apartment in Lincoln Square
4.79 out of 5 average rating, 289 reviews

Cozy Garden-Subterranean Apartment

BenRating, 5 stars2 months ago
Great place and neighborhood. The place was definitely cozy and matched exactly what the listing described.
Superhost
Apartment in North Center
4.86 out of 5 average rating, 258 reviews

Family Friendly 3BR Duplex in Roscoe Village

RachelRating, 5 stars1 month ago
Wonderful rental. Quiet neighborhood and easy to get to Wrigleyville and Roscoe Village shopping. The place was very clean, warm (it was in the 20s while we were there), comfortable and a lovely view of downtown from the decks. There were five of us and there was plenty of room. Showers had great water pressure and we did not run out of hot water with all five of us showering in the morning. Plenty of street parking and Uber rides were there within two to three minutes. John was very quick to answer texts. We would stay there again with no hesitation.
Guest favorite
Apartment in Evanston
4.94 out of 5 average rating, 138 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

OlinRating, 5 stars1 month ago
We are repeat users of this convenient 2nd floor unit, located in a residential neighborhood of Evanston and convenient to many amenities in Evanston. Hosts are great people; very responsive & accommodating. With family in the are, I know we'll be back soon!
Guest favorite
Apartment in Hyde Park
4.85 out of 5 average rating, 117 reviews

Garden Apartment in captivating Hyde Park

GregRating, 5 stars1 month ago
I had a really nice stay at Jon’s place. Very big space and well kept. Great hosts. Good location in Hyde Park near 53rd street restaurants and shops and the Whole Foods on Hyde Park Blvd
Guest favorite
Apartment in Evanston
4.84 out of 5 average rating, 245 reviews

Adorable 1BR apartment near Northwestern

BeckyRating, 5 stars2 months ago
This was a great home base for a weekend of activities in the north suburbs! The kitchen had been recently updated and there were nice homey touches throughout - extra blankets, coffee maker, etc. I might have to return in the summer just for the adorable backyard space!
Guest favorite
Apartment in Lincoln Square
4.93 out of 5 average rating, 218 reviews

Spacious, light-drenched studio-private entrance!

StasiaRating, 5 stars1 month ago
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.
Guest favorite
Apartment in Logan Square
4.95 out of 5 average rating, 504 reviews

2nd floor of 1908 brick two-flat in Logan Square

GinaRating, 5 stars1 week ago
I stayed for about a week at Paul and Sarah's home and it was very pleasant. They provided very detailed instructions for check-in and I had no problems navigating to the building. The apartment itself is cozy and gets plenty of light in the daytime, though the floorboards were a bit creaky so I recommend treading lightly if you're someone with heavy footsteps. The TV also doesn't come with a streaming device so if you plan on watching Netflix/etc. be sure to bring your own device or an HDMI cable that can mirror a laptop. There was also an induction plate provided for light cooking which was helpful on the days I didn't want to do takeout. Overall this was a great home base for exploring Logan Square with very easy access to other neighborhoods/downtown via the Blue line and bus.

Kid-friendly condo rentals

Guest favorite
Condo in Lincoln Park
4.84 out of 5 average rating, 349 reviews

Chic and Charming Vintage Condominium in Lincoln Park

NigelRating, 5 stars3 weeks ago
well situated in the city to get anywhere pretty quickly. right across from Pequods for some of the best deep dish in town. nice little breakfast spot on the corner. private secure gates parking. Just down the street from costco.
Superhost
Condo in Evergreen Park
4.81 out of 5 average rating, 115 reviews

Evergreen Park Condo with balcony and Jacuzzi tub

KindallRating, 5 stars2 months ago
The stay was nice and clean and very convenient location.
Guest favorite
Condo in Bridgeport
4.95 out of 5 average rating, 122 reviews

Entire 3Bed/2Bath Condo Near McCormick & Metro

VeraRating, 5 stars2 months ago
Super apartment, very clean, bathroom good. Everything, especially kitchen, well equipped. John always responded immediately and guided you how to get in the apartment. 100% recommended
Guest favorite
Condo in Bridgeport
4.9 out of 5 average rating, 108 reviews

Convenient & Spacious 3BR Condo w/Free Parking

DanRating, 5 stars1 week ago
Great place in a quite neighborhood. Close to the convention center and really close to some awesome restaurants.
Guest favorite
Condo in Wrigleyville
4.82 out of 5 average rating, 339 reviews

Dream Condo steps from Wrigley Field!

CarrieRating, 5 stars3 months ago
I’ve stayed at one of his places before and both times super clean, easy to get to. Josh was always so quick to reply. Bonus was it included parking! Will stay with him again
Guest favorite
Condo in West Town
4.99 out of 5 average rating, 152 reviews

Spacious 4 Bedroom Condo

DavidRating, 5 stars1 week ago
Clean, modern townhouse - great all around - there is enough within walking distance to get coffee/breakfast/provisions but its also central to most everything across Chicago so taxi/Uber rides were quick and easy.
Guest favorite
Condo in Chinatown
4.92 out of 5 average rating, 118 reviews

1 #33 - 4 Bdrm Condo - McCormick Place, Chinatown

SunoakRating, 5 stars4 months ago
This location was perfect for our weekend trip. It was located right by the subway station and easily accessible by car. The space was clean and there were plenty of towels and the kitchen was stocked. We were there for the Chicago Marathon and the route went right through Chinatown. There is parking available on the street in front of the listing but there is also a public parking lot a couple blocks away.
Superhost
Condo in Pullman
4.83 out of 5 average rating, 135 reviews

Gamers Getaway 20 minutes from downtown

Jakalia LRating, 5 stars5 months ago
The Airbnb was amazing, I had a few friends stay with me we had a nice time the host is very helpful and nice always responding fast if I needed anything . Overall stay was great.

Quick stats about vacation rentals that are kid-friendly in Wicker Park, Chicago

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    2.8K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

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