Family-friendly vacation rentals in Oak Park
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Oak Park
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 Oak Park family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Chicago
4.85 out of 5 average rating, 292 reviewsLux Urban 3BR/3BA Duplex + Parking!
Nov 28 – Dec 5
Condo in Chicago
4.97 out of 5 average rating, 94 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Feb 23 – Mar 2
Apartment in Chicago
4.81 out of 5 average rating, 26 reviewsThe Professional's Playground
Nov 11 – 18
Condo in Chicago
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
Oct 31 – Nov 7
Apartment in Chicago
4.63 out of 5 average rating, 8 reviewsSpacious 2bdm unit 15min to Dwtn
Jul 5 – 12
Loft in Chicago
4.81 out of 5 average rating, 278 reviewsArtist Loft Duplex in a 1904 Former Factory
Aug 8 – 15
Apartment in Chicago
5.0 out of 5 average rating, 3 reviewsThe Playwright's Palace
Oct 28 – Nov 4
Condo in Chicago
4.46 out of 5 average rating, 79 reviewsCozy 2bd unit,10mins 4m dwntwn,IDEAL FOR LONG STAY
Sep 27 – Oct 4
Family- and pet-friendly home rentals
Apartment in Chicago
4.89 out of 5 average rating, 340 reviewsSunny Logan Square Artists' home
Jan 30 – Feb 6
Guest suite in Chicago
4.95 out of 5 average rating, 120 reviewsCozy Home Living, Dogs, Kids, Free Parking, 420 OK
Feb 27 – Mar 6
Condo in Evanston
4.76 out of 5 average rating, 568 reviewsSpacious Evanston Unit - Walk to Northwestern U
Jan 13 – 20
Apartment in Chicago
4.86 out of 5 average rating, 325 reviewsThe Avondale Garden Unit
Feb 23 – Mar 2
Apartment in Chicago
4.76 out of 5 average rating, 299 reviewsITALIAN garden apt/kids friendly/great location!!
Feb 20 – 27
Apartment in Chicago
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Dec 2 – 9
Home in Chicago
4.89 out of 5 average rating, 333 reviewsPrivate 3rd Floor Apartment
Feb 11 – 18
Apartment in Chicago
4.96 out of 5 average rating, 345 reviewsLovely, bright, 3-bedroom Avondale flat. Private.
Sep 24 – Oct 1
Family-friendly home rentals with a pool
Apartment in Chicago
4.78 out of 5 average rating, 188 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Oct 30 – Nov 6
Apartment in Chicago
5.0 out of 5 average rating, 9 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
Jan 8 – 15
Guest suite in Chicago
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
Dec 31 – Jan 7
Guest suite in Berwyn
4.75 out of 5 average rating, 32 reviewsMusic Hot Spot’s Main Level
Jul 20 – 27
Apartment in Chicago
4.75 out of 5 average rating, 71 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Nov 17 – 24
Apartment in Chicago
4.61 out of 5 average rating, 49 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Mar 25 – Apr 1
Place to stay in Berwyn
Beat-Town Flex Stays
Mar 8 – 15
Quick stats about vacation rentals that are family-friendly in Oak Park
Total rentals
140 properties
Wifi availability
140 properties include access to wifi
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Total number of reviews
7.4K reviews
Nightly prices starting at
$40 before taxes and fees
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