Family-friendly vacation rentals in Northwest Side
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Northwest Side
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 Northwest Side family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Chicago
4.85 out of 5 average rating, 307 reviewsLux Urban 3BR/3BA Duplex + Parking!
Loft in Chicago
4.81 out of 5 average rating, 283 reviewsArtist Loft Duplex in a 1904 Former Factory
Rental unit in Chicago
4.75 out of 5 average rating, 44 reviewsThe Professional's Playground
Condo in Chicago
4.98 out of 5 average rating, 258 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Rental unit in Chicago
4.46 out of 5 average rating, 13 reviewsSpacious 2bdm unit 15min to Dwtn
Family- and pet-friendly home rentals
Rental unit in Chicago
4.96 out of 5 average rating, 277 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Rental unit in Chicago
4.87 out of 5 average rating, 178 reviewsChicago Lincoln Park North Pond 2 Bedroom Pied-à-Terre
Home in Chicago
4.9 out of 5 average rating, 356 reviewsPrivate 3rd Floor Apartment
Rental unit in Chicago
4.91 out of 5 average rating, 222 reviewsModern Logan Square Apartment near Public Transit
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 319 reviewsa SIMPLE place
Rental unit in Chicago
4.95 out of 5 average rating, 482 reviews2nd floor of 1908 brick two-flat in Logan Square
Guest suite in Wood Dale
4.9 out of 5 average rating, 462 reviewsThe Deer Suite
Condo in Chicago
4.97 out of 5 average rating, 760 reviewsGreat location. Free parking.
Family-friendly home rentals with a pool
Rental unit in Chicago
4.63 out of 5 average rating, 56 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Rental unit in Chicago
4.77 out of 5 average rating, 204 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Guest suite in Chicago
4.96 out of 5 average rating, 82 reviewsSweet Home Chicago-9min downtown/pool/free parking
Guest suite in Berwyn
4.67 out of 5 average rating, 42 reviewsMusic Hot Spot’s Main Level
Rental unit in Chicago
4.77 out of 5 average rating, 227 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Destinations to explore
- Downtown Chicago Vacation rentals
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- Family-friendly rentals United States
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- Family-friendly rentals Cook County
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- Family travel hub Tips and inspiration
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