Family-friendly holiday 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.
Holiday 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
Apartment in Chicago
4.98 out of 5 average rating, 236 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!
Home in Miller Beach
4.67 out of 5 average rating, 89 reviewsDunes Nat’l Park, HotTub, Sauna, Firepit, Foosball
Flat in Chicago
4.63 out of 5 average rating, 8 reviewsSpacious 2bdm unit 15min to Dwtn
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
4.52 out of 5 average rating, 151 reviewsSecluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
Home in Miller Beach
4.58 out of 5 average rating, 60 reviewsRestful Refuge, Hot Tub, Firepit, Dunes Nat’l Park
Family- and pet-friendly home rentals
Flat in Chicago
4.9 out of 5 average rating, 345 reviewsSunny Logan Square Artists' home
Flat in Oak Park
4.94 out of 5 average rating, 105 reviewsEclectic Beauty *Walk to Everything*
Apartment in Chicago
4.97 out of 5 average rating, 714 reviewsGreat location. Free parking.
Apartment in Evanston
4.77 out of 5 average rating, 570 reviewsSpacious Evanston Unit - Walk to Northwestern U
Flat in Chicago
4.95 out of 5 average rating, 244 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Flat in Chicago
4.86 out of 5 average rating, 327 reviewsThe Avondale Garden Unit
Flat in Chicago
4.76 out of 5 average rating, 302 reviewsITALIAN garden apt/kids friendly/great location!!
Flat in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Family-friendly home rentals with a pool
Flat in Chicago
4.78 out of 5 average rating, 189 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
Flat in Chicago
4.87 out of 5 average rating, 160 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Flat in Chicago
4.81 out of 5 average rating, 27 reviewsThe Professional's Playground
Guest suite in Chicago
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
Guest suite in Berwyn
4.75 out of 5 average rating, 32 reviewsMusic Hot Spot’s Main Level
Flat in Chicago
4.77 out of 5 average rating, 205 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Flat in Chicago
5.0 out of 5 average rating, 4 reviewsThe Playwright's Palace
Flat in Chicago
4.62 out of 5 average rating, 50 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
Quick stats about holiday 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
€ 37 before taxes and fees
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
- Family-friendly rentals United States
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