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
Home in Chicago
4.85 out of 5 average rating, 292 reviewsLux Urban 3BR/3BA Duplex + Parking!
18–25 Nov
Condo in Chicago
4.98 out of 5 average rating, 234 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
7–14 Jan
Apartment in Chicago
4.81 out of 5 average rating, 26 reviewsThe Professional's Playground
4–11 Sep
Condo in Chicago
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
5–12 Apr
Apartment in Chicago
4.63 out of 5 average rating, 8 reviewsSpacious 2bdm unit 15min to Dwtn
5–12 Jul
Loft in Chicago
4.81 out of 5 average rating, 278 reviewsArtist Loft Duplex in a 1904 Former Factory
6–13 Aug
Condo in Chicago
4.46 out of 5 average rating, 79 reviewsCozy 2bd unit,10mins 4m dwntwn,IDEAL FOR LONG STAY
27 Sep – 4 Oct
Family- and pet-friendly home rentals
Apartment in Chicago
4.89 out of 5 average rating, 340 reviewsSunny Logan Square Artists' home
4–11 Jan
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 294 reviewsa SIMPLE place
22–29 Jan
Guest suite in Chicago
4.95 out of 5 average rating, 120 reviewsCozy Home Living, Dogs, Kids, Free Parking, 420 OK
24 Apr – 1 May
Guest suite in Chicago
4.97 out of 5 average rating, 239 reviewsStylish Studio in Historic Logan Square
21–28 Sep
Condo in Evanston
4.76 out of 5 average rating, 568 reviewsSpacious Evanston Unit - Walk to Northwestern U
3–10 Dec
Apartment in Chicago
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
2–9 Dec
Apartment in Chicago
4.76 out of 5 average rating, 299 reviewsITALIAN garden apt/kids friendly/great location!!
20–27 Feb
Apartment in Chicago
4.86 out of 5 average rating, 325 reviewsThe Avondale Garden Unit
1–8 Jul
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 |
30 Oct – 6 Nov
Apartment in Chicago
5.0 out of 5 average rating, 9 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
8–15 Jan
Guest suite in Chicago
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
11–18 Nov
Guest suite in Berwyn
4.75 out of 5 average rating, 32 reviewsMusic Hot Spot’s Main Level
20–27 Mar
Apartment in Chicago
4.76 out of 5 average rating, 204 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
17–24 Nov
Apartment in Chicago
4.61 out of 5 average rating, 49 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
25 Mar – 1 Apr
Place to stay in Berwyn
Beat-Town Flex Stays
23–30 May
Quick stats about holiday rentals that are family-friendly in Oak Park
Total rentals
140 properties
Wi-Fi availability
140 properties include access to Wi-Fi
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
$67 NZD 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
- Family-friendly rentals Chicago
- Family-friendly rentals Downtown Chicago
- Rentals with a washing machine and dryer Oak Park
- Pet-friendly rentals Oak Park
- Condo rentals Oak Park
- Rentals with a fireplace Oak Park
- Kid-friendly rentals Oak Park
- Monthly Rentals Oak Park
- Fitness-friendly rentals Oak Park
- Rentals with outdoor seating Oak Park
- Apartment rentals Oak Park
- Rentals with a patio Oak Park
- Rentals with a fire pit Oak Park
- House rentals Oak Park
- Family-friendly rentals Illinois
- Family-friendly rentals Cook County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom