Family-friendly holiday 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.
Holiday 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
Apartment in Chicago
4.98 out of 5 average rating, 237 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Home in Chicago
4.85 out of 5 average rating, 293 reviewsLux Urban 3BR/3BA Duplex + Parking!
Flat in Chicago
4.63 out of 5 average rating, 8 reviewsSpacious 2bdm unit 15min to Dwtn
Home in Miller Beach
4.52 out of 5 average rating, 151 reviewsSecluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
Apartment in Chicago
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
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, 124 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
Apartment in Evanston
4.76 out of 5 average rating, 573 reviewsSpacious Evanston Unit - Walk to Northwestern U
Flat in Chicago
4.89 out of 5 average rating, 351 reviewsSunny Logan Square Artists' home
Apartment in Chicago
4.97 out of 5 average rating, 719 reviewsGreat location. Free parking.
Flat in Chicago
4.76 out of 5 average rating, 302 reviewsITALIAN garden apt/kids friendly/great location!!
Flat in Chicago
4.83 out of 5 average rating, 485 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Flat in Chicago
4.86 out of 5 average rating, 329 reviewsThe Avondale Garden Unit
Flat in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Flat in Wilmette
4.89 out of 5 average rating, 239 reviewsSpacious Garden Apartment with Sauna and Fireplace
Family-friendly home rentals with a pool
Flat in Chicago
4.87 out of 5 average rating, 165 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Flat in Chicago
4.77 out of 5 average rating, 207 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Flat in Chicago
4.83 out of 5 average rating, 29 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
Flat in Chicago
4.77 out of 5 average rating, 191 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Flat in Chicago
5.0 out of 5 average rating, 8 reviewsThe Playwright's Palace
Flat in Chicago
4.6 out of 5 average rating, 52 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
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