Family-friendly vacation rentals in South Loop, Chicago
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in South Loop, Chicago
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 South Loop, Chicago family-friendly rentals
Family-friendly home rentals with a hot tub
Condo in Chicago
4.98 out of 5 average rating, 232 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Oct 27 – Nov 3
Home in West Town
4.85 out of 5 average rating, 292 reviewsLux Urban 3BR/3BA Duplex + Parking!
Nov 26 – Dec 3
Apartment in Chicago
4.79 out of 5 average rating, 24 reviewsThe Professional's Playground
Jun 15 – 22
Condo in Irving Park
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
Sep 5 – 12
Loft in West Town
4.81 out of 5 average rating, 278 reviewsArtist Loft Duplex in a 1904 Former Factory
Sep 3 – 10
Apartment in Chicago
4.63 out of 5 average rating, 8 reviewsSpacious 2bdm unit 15min to Dwtn
Jul 5 – 12
Condo in Chicago
4.45 out of 5 average rating, 78 reviewsCozy 2bd unit,10mins 4m dwntwn,IDEAL FOR LONG STAY
Sep 16 – 23
Family- and pet-friendly home rentals
Apartment in Chicago
4.74 out of 5 average rating, 186 reviewsCozy Bedroom in Wrigleyville (Entire Apt)
Dec 16 – 23
Apartment in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Nov 8 – 15
Apartment in Wicker Park
4.84 out of 5 average rating, 479 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Oct 14 – 21
Apartment in Logan Square
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
Mar 7 – 14
Condo in Chicago
4.88 out of 5 average rating, 234 reviews2 King Bed Condo Easy Downtown Free Street Parking
Sep 7 – 14
Condo in Evanston
4.76 out of 5 average rating, 565 reviewsSpacious Evanston Unit - Walk to Northwestern U
Jan 20 – 27
Apartment in Chicago
4.86 out of 5 average rating, 324 reviewsThe Avondale Garden Unit
Dec 6 – 13
Apartment in Chicago
4.88 out of 5 average rating, 302 reviewsUnwind in the Garden of an elegant, Modern Home
Nov 21 – 28
Family-friendly home rentals with a pool
Apartment in Chicago
4.78 out of 5 average rating, 187 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Nov 10 – 17
Apartment in Forest Park
4.91 out of 5 average rating, 11 reviewsComfy & Cute-Oak Park Area - Parking +Public Trans
Sep 1 – 8
Apartment in The Loop
5.0 out of 5 average rating, 8 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
Mar 1 – 8
Guest suite in Berwyn
4.74 out of 5 average rating, 31 reviewsMusic Hot Spot’s Main Level
Apr 3 – 10
Guest suite in Chicago
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
Dec 11 – 18
Apartment in Chicago
4.76 out of 5 average rating, 203 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Feb 8 – 15
Apartment in Chicago
4.61 out of 5 average rating, 49 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Mar 24 – 31
Place to stay in Berwyn
Beat-Town Flex Stays
Nov 26 – Dec 3
Quick stats about vacation rentals that are family-friendly in South Loop, Chicago
Total rentals
240 properties
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
50 properties allow pets
Total number of reviews
9.2K reviews
Nightly prices starting at
€ 75 before taxes and fees
Destinations to explore
- Family-friendly rentals United States
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