Kid-friendly vacation rentals in West Side
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in West Side
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for West Side kid-friendly rentals
Kid-friendly house rentals
Home in Chicago
4.88 out of 5 average rating, 372 reviewsPro Cleaned & Isolated West Loop Coach House
Feb 7 – 14
Home in Chicago
4.95 out of 5 average rating, 171 reviewsParadise on the Park
Dec 6 – 13
Home in Chicago
4.96 out of 5 average rating, 316 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
Nov 18 – 25
Home in Chicago
4.97 out of 5 average rating, 356 reviewsGreystone Haven in Logan Square
Sep 1 – 6
Home in Chicago
4.97 out of 5 average rating, 318 reviewsCozy garden apartment historic Jackson Bvld.
Mar 10 – 15
Home in Chicago
4.98 out of 5 average rating, 206 reviewsWrigleyville Southport Studio
Dec 1 – 8
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun 25 – Jul 2
Home in Chicago
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
Apr 13 – 20
Kid-friendly apartment rentals
Apartment in Oak Park
4.91 out of 5 average rating, 104 reviewsLovely, spacious 2bd, 1bath home w/free parking
Sep 29 – Oct 6
Apartment in Oak Park
4.89 out of 5 average rating, 334 reviewsCharming Chicago-Style, Vintage, Tv NFL PASS
Sep 27 – Oct 4
Apartment in Chicago
4.98 out of 5 average rating, 171 reviewsBridgeport Garden Apartment
Oct 16 – 23
Apartment in Chicago
4.81 out of 5 average rating, 270 reviewsThe Banksy-Greystone Rooftop Firepit United Center
Apartment in Chicago
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
Feb 10 – 17
Apartment in Chicago
4.91 out of 5 average rating, 186 reviewsLovely City Apartment Near Downtown-Food-Train!
May 8 – 15
Apartment in Forest Park
5.0 out of 5 average rating, 221 reviewsLike a Treehouse!
Sep 28 – Oct 5
Apartment in Oak Park
4.85 out of 5 average rating, 530 reviewsLong stays welcome@warm&cute vintage 2BR
Sep 26 – Oct 3
Kid-friendly condo rentals
Condo in Chicago
4.87 out of 5 average rating, 107 reviewsSpacious Duplex in Great Location
Sep 18 – 25
Condo in Chicago
4.88 out of 5 average rating, 235 reviews2 King Bed Condo Easy Downtown Free Street Parking
Sep 13 – 20
Condo in Chicago
4.9 out of 5 average rating, 136 reviewsEast Garfield Park 2 Bedroom
Nov 28 – Dec 5
Condo in Oak Park
4.88 out of 5 average rating, 164 reviewsAttractive Flat - Historic Oak Park
Oct 21 – 28
Condo in Chicago
4.97 out of 5 average rating, 100 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
Sep 3 – 10
Condo in Chicago
4.91 out of 5 average rating, 233 reviewsModern/Spacious 2BR/2BA West Town
Apr 27 – May 4
Condo in Chicago
4.98 out of 5 average rating, 329 reviewsLincoln Square Gem!
Oct 18 – 25
Condo in Chicago
4.95 out of 5 average rating, 441 reviewsUnique Lincoln Park Duplex Apt
Sep 26 – Oct 3
Destinations to explore
- Downtown Chicago Vacation rentals
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- Monthly Rentals West Side
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