Kid-friendly holiday rentals in Oak Park
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Oak Park
Guests agree: these family-friendly rentals 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
Kid-friendly house rentals
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
25 Jun – 2 Jul
Home in Chicago
4.95 out of 5 average rating, 171 reviewsParadise on the Park
15–22 Jan
Home in Chicago
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
21–28 Mar
Home in Chicago
4.94 out of 5 average rating, 209 reviewsModern Home RoscoeVillage/Wrigley Free St Parking
1–8 Mar
Home in Chicago
4.96 out of 5 average rating, 316 reviewsGet Cozy at a Powder-Blue Residence in the Heart of Pilsen
4–11 Jan
Home in Chicago
4.98 out of 5 average rating, 205 reviewsWrigleyville Southport Studio
28 Nov – 5 Dec
Home in Chicago
4.97 out of 5 average rating, 356 reviewsGreystone Haven in Logan Square
27 Jun – 4 Jul
Home in Chicago
4.95 out of 5 average rating, 121 reviewsCozy & Modern Chic Full House in Trendy Bridgeport
10–17 Sep
Family-friendly apartment rentals
Flat in Oak Park
4.89 out of 5 average rating, 333 reviewsCharming Chicago-Style, Vintage, Tv NFL PASS
11–18 Nov
Flat in Forest Park
4.83 out of 5 average rating, 162 reviewsCozy & Convenient Oak Park w Parking / Transit
13–20 Jun
Flat in Forest Park
4.85 out of 5 average rating, 111 reviewsHome away from home downstairs
28 Nov – 5 Dec
Flat in Forest Park
4.95 out of 5 average rating, 240 reviewsMid-Century Charm. Near Chicago. Low Cleaning Fee!
29 Jun – 6 Jul
Flat in Forest Park
4.95 out of 5 average rating, 133 reviewsLarge, modern 2 bedroom in heart of Forest Park
20–27 Dec
Flat in Oak Park
4.91 out of 5 average rating, 171 reviewsLarge sunny 3BR apt. in downtown Oak Park
14–21 Nov
Flat in Forest Park
4.9 out of 5 average rating, 124 reviewsLarge Renovated 1st FL Suite Forest Park/Oak Park
1–8 Oct
Flat in Berwyn
4.99 out of 5 average rating, 253 reviewsBerwyn Betty Apartment
3–10 Feb
Family-friendly apartment rentals
Apartment in Oak Park
4.79 out of 5 average rating, 308 reviewsPeaceful Oak Park Condo Next to Green Line Metro
21–28 Aug
Apartment in Chicago
4.86 out of 5 average rating, 435 reviewsHumboldt Park Traveler's Lodge
20–27 May
Apartment in Chicago
4.86 out of 5 average rating, 123 reviews3D Tour! Designer Condo near Logan Square
29 Nov – 6 Dec
Apartment in Chicago
4.98 out of 5 average rating, 329 reviewsLincoln Square Gem!
17–24 Oct
Apartment in Chicago
4.87 out of 5 average rating, 107 reviewsSpacious Duplex in Great Location
9–16 Jun
Apartment in Chicago
4.98 out of 5 average rating, 233 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
24–31 Jan
Apartment in Chicago
4.91 out of 5 average rating, 120 reviewsSpacious & Modern Family Friendly North Center Apt
26 Jan – 2 Feb
Apartment in Chicago
4.93 out of 5 average rating, 186 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.
26 Jan – 2 Feb
Quick stats about holiday rentals that are kid-friendly in Oak Park
Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
5.1K reviews
Nightly prices starting at
$54 SGD before taxes and fees
Destinations to explore
- Downtown Chicago Holiday rentals
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- Family-friendly rentals United States
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- Family-friendly rentals Oak Park
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