Family-friendly vacation rentals in Chicago Loop
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chicago Loop
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 Chicago Loop family-friendly rentals
Family-friendly home rentals with a hot tub
Home in West Town
4.85 out of 5 average rating, 305 reviewsLux Urban 3BR/3BA Duplex + Parking!
Loft in West Town
4.81 out of 5 average rating, 283 reviewsArtist Loft Duplex in a 1904 Former Factory
Rental unit in The Loop
4.73 out of 5 average rating, 40 reviewsThe Professional's Playground
Home in Logan Square
4.9 out of 5 average rating, 86 reviewsLOFT606: Gigantic Sunlit Former Factory Home
Condo in Logan Square
4.98 out of 5 average rating, 256 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Rental unit in Bronzeville
4.58 out of 5 average rating, 12 reviewsSpacious 2bdm unit 15min to Dwtn
Family- and pet-friendly home rentals
Condo in Lincoln Park
4.84 out of 5 average rating, 339 reviewsChic and Charming Vintage Condominium in Lincoln Park
Condo in West Town
4.89 out of 5 average rating, 257 reviews2 King Bed Condo Easy Downtown Free Street Parking
Rental unit in Roscoe Village
4.96 out of 5 average rating, 275 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Home in Lincoln Park
4.84 out of 5 average rating, 156 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Guest suite in Logan Square
4.97 out of 5 average rating, 270 reviewsStylish Studio in Historic Logan Square
Rental unit in Logan Square
4.87 out of 5 average rating, 297 reviewsLogan Square Video Game Loft
Rental unit in Wrigleyville
4.75 out of 5 average rating, 212 reviewsCozy Bedroom in Wrigleyville (Entire Apt)
Home in Lincoln Park
4.81 out of 5 average rating, 219 reviewsSpacious Luxury Townhouse - Old Town
Family-friendly home rentals with a pool
Rental unit in The Loop
4.63 out of 5 average rating, 56 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Rental unit in The Loop
4.77 out of 5 average rating, 204 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Guest suite in Bridgeport
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 The Loop
4.77 out of 5 average rating, 225 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Quick stats about vacation rentals that are family-friendly in Chicago Loop
Total rentals
270 properties
Total number of reviews
9.8K reviews
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
140 properties have a pool
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Wifi availability
270 properties include access to wifi
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