Family-friendly vacation rentals in Cook County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cook County
Guests agree: these family-friendly homes 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 Cook County family-friendly rentals
Family-friendly home rentals with a hot tub
Condo in Chicago
4.98 out of 5 average rating, 235 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Home in Chicago
4.85 out of 5 average rating, 292 reviewsLux Urban 3BR/3BA Duplex + Parking!
Apartment in Chicago
4.63 out of 5 average rating, 8 reviewsSpacious 2bdm unit 15min to Dwtn
Condo in Chicago
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
Home in Miller Beach
4.54 out of 5 average rating, 150 reviewsSecluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
Loft in Chicago
4.81 out of 5 average rating, 278 reviewsArtist Loft Duplex in a 1904 Former Factory
Home in Miller Beach
4.54 out of 5 average rating, 123 reviewsSmart Home, Hot Tub, direct Beach/Nat’l Park access, luxury amenities
Home in Miller Beach
4.67 out of 5 average rating, 89 reviewsDunes Nat’l Park, HotTub, Sauna, Firepit, Foosball
Family- and pet-friendly home rentals
Condo in Evanston
4.76 out of 5 average rating, 568 reviewsSpacious Evanston Unit - Walk to Northwestern U
Home in Forest Park
4.91 out of 5 average rating, 224 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Apartment in Chicago
4.86 out of 5 average rating, 326 reviewsThe Avondale Garden Unit
Apartment in Chicago
4.76 out of 5 average rating, 300 reviewsITALIAN garden apt/kids friendly/great location!!
Apartment in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Apartment in Chicago
4.9 out of 5 average rating, 343 reviewsSunny Logan Square Artists' home
Guest suite in Chicago
4.97 out of 5 average rating, 239 reviewsStylish Studio in Historic Logan Square
Home in Chicago
4.9 out of 5 average rating, 335 reviewsPrivate 3rd Floor Apartment
Family-friendly home rentals with a pool
Apartment in Chicago
4.87 out of 5 average rating, 159 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Apartment in Chicago
4.78 out of 5 average rating, 189 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Apartment in Chicago
4.81 out of 5 average rating, 26 reviewsThe Professional's Playground
Guest suite in Berwyn
4.75 out of 5 average rating, 32 reviewsMusic Hot Spot’s Main Level
Guest suite in Chicago
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
Apartment in Chicago
4.77 out of 5 average rating, 205 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Apartment in Chicago
4.62 out of 5 average rating, 50 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Apartment in Chicago
5.0 out of 5 average rating, 4 reviewsThe Playwright's Palace
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