Kid-friendly holiday rentals in Logan Square, Chicago

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Logan Square, Chicago family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Roscoe Village
4.92 out of 5 average rating, 281 reviews

Duplex Home RoscoeVillage/Wrigley Free St Parking

MontiraRating, 5 stars2 days ago
2nd time staying at Sharleen’s place—wonderful experience! We like location, friendly and quiet neighborhood, walkable to restaurants. We would recommend to guests looking for a space in Roscoe. 🙂
Guest favourite
Home in Lake View
4.95 out of 5 average rating, 330 reviews

The Roscoe House near Wrigley Field

GynaRating, 5 stars1 week ago
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!
Top guest favourite
Home in Lake View
4.93 out of 5 average rating, 153 reviews

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA

JulietRating, 5 stars6 months ago
Lovely place in a good location.
Superhost
Home in Bridgeport
4.72 out of 5 average rating, 53 reviews

Animal House near Sox stadium

ChristineRating, 5 stars4 days ago
Thanks so much for everything! I have a reactive dog that has never been left in a doggy daycare, and Miranda helped me experiment to find the right fit for him. I was able to attend my conference and I am very grateful. Great place and great host!! <3
Guest favourite
Home in Brookfield
4.93 out of 5 average rating, 27 reviews

Bliss in Brookfield- 5BR, 3BA

DeanneRating, 5 stars3 weeks ago
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.
Top guest favourite
Home in Lombard
5 out of 5 average rating, 25 reviews

Spacious Home in Chicago Suburbs

JenniferRating, 5 stars2 weeks ago
It was great! The house was lovely and looked newly renovated. It was much roomier than I expected. The beds were very comfortable.
Top guest favourite
Home in Chicago Ridge
4.94 out of 5 average rating, 124 reviews

Quiet cul-de-sac with huge fenced in backyard

JazzmenRating, 5 stars3 weeks ago
Tom and his dog Bear... were great!! Beautiful home and great area. A lot of places that we wanted to go to were close by will definitely come again. Thank for having such a welcoming home.
Guest favourite
Home in Wood Dale
4.91 out of 5 average rating, 34 reviews

Cozy 2 bedroom home in a wonderful neighborhood.

LinhRating, 5 stars5 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.

Family-friendly apartment rentals

Guest favourite
Flat in Austin
4.95 out of 5 average rating, 186 reviews

Flexible Apt. for 8 by Oak Park-CHI

MatthewRating, 5 stars2 weeks ago
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 :]
Top guest favourite
Flat in Lincoln Square
4.79 out of 5 average rating, 295 reviews

Cozy Garden-Subterranean Apartment

NikkiRating, 5 stars2 days ago
This is the perfect place for a cozy Chicago getaway, very clean, peaceful, great location, and probably the most well-stocked Airbnb I’ve ever stayed in. Jenny is very friendly and responsive. I would stay here again in a heartbeat!
Superhost
Flat in North Center
4.85 out of 5 average rating, 267 reviews

Family Friendly 3BR Duplex in Roscoe Village

KellyRating, 5 stars2 weeks ago
It was really good. It's an older building so it had old-building problems (creeky floors kinda thing). Other than that it was perfect for our family of four: enough room to do our own thing, enough room to be together.
Guest favourite
Flat in Evanston
4.94 out of 5 average rating, 141 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

TomRating, 5 stars2 days ago
I enjoyed my stay at Letitia's place. I was traveling between the city and northern burbs, and Letitia's place provided a nice centralized location with easy access to both. Letitia's place is clean, charming, and comfortable. Letitia responded quickly to any questions. I recommend this as a comfortable place to explore the greater Chicagoland area.
Guest favourite
Flat in Hyde Park
4.83 out of 5 average rating, 123 reviews

Garden Apartment in captivating Hyde Park

ThongLengRating, 5 stars1 week ago
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. 😁
Guest favourite
Flat in Evanston
4.85 out of 5 average rating, 248 reviews

Adorable 1BR apartment near Northwestern

TaraRating, 5 stars1 week ago
Nice place to stay in a good neighborhood! Would stay here again, thank you!
Guest favourite
Flat in Lincoln Square
4.93 out of 5 average rating, 218 reviews

Spacious, light-drenched studio-private entrance!

StasiaRating, 5 stars2 months 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.
Top guest favourite
Flat in Logan Square
4.95 out of 5 average rating, 509 reviews

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

KathlynRating, 5 stars1 week ago
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

Family-friendly apartment rentals

Superhost
Apartment in Evergreen Park
4.8 out of 5 average rating, 117 reviews

Evergreen Park Condo with balcony and Jacuzzi tub

DRating, 5 stars1 month ago
Nice. Clean. Responsive host.
Guest favourite
Apartment in Bridgeport
4.95 out of 5 average rating, 128 reviews

Entire 3Bed/2Bath Condo Near McCormick & Metro

AudreyRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Bridgeport
4.89 out of 5 average rating, 111 reviews

Convenient & Spacious 3BR Condo w/Free Parking

RachelRating, 5 stars2 weeks ago
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
Guest favourite
Apartment in Wrigleyville
4.83 out of 5 average rating, 343 reviews

Dream Condo steps from Wrigley Field!

AnitaRating, 5 stars6 days ago
I would definitely stay here again! Walking distance from Wrigleyville bars, restaurants and stadium. Comfortable, clean and quiet.
Guest favourite
Apartment in River North
4.99 out of 5 average rating, 134 reviews

Luxurious River North 3BR/2BA- Free Onsite Parking

JoelRating, 5 stars5 days ago
Neel went above and beyond for my family and I during our stay. The unit was quiet, fun to hang out in, extremely clean, great layout for a family, very convenient parking, and quiet. I would highly recommend staying here! Thank you Neel!
Guest favourite
Apartment in Chinatown
4.92 out of 5 average rating, 120 reviews

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

TehranRating, 5 stars1 month ago
Very great for a large group.
Superhost
Apartment in Pullman
4.83 out of 5 average rating, 137 reviews

Gamers Getaway 20 minutes from downtown

KaylinRating, 5 stars1 month ago
Loved The Space! Everything Was Perfect! Any Problems Or Any Questions Daniel Was Very Helpful! THANK YOU DANIEL
Guest favourite
Apartment in Mount Prospect
4.88 out of 5 average rating, 206 reviews

Lovely 3-bedroom condo, free parking, Unite 1

MelvinaRating, 5 stars1 week ago
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 holiday rentals that are kid-friendly in Logan Square, Chicago

  • Total rentals

    90 properties

  • Nightly prices starting at

    £45 before taxes and fees

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. Logan Square
  7. Family-friendly rentals