Family-friendly holiday houses in Skokie
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Skokie
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 Skokie 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!
27 Nov – 4 Dec
Condo in Chicago
4.98 out of 5 average rating, 232 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
28 Oct – 4 Nov
Apartment in Chicago
4.86 out of 5 average rating, 154 reviewsStunning Panoramic Chicago Views & Free Parking
2 – 9 Oct
Apartment in Chicago
4.79 out of 5 average rating, 24 reviewsThe Professional's Playground
15 – 22 June
Apartment in Chicago
4.63 out of 5 average rating, 8 reviewsSpacious 2bdm unit 15min to Dwtn
5 – 12 July
Condo in Chicago
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
31 Mar – 7 Apr
Loft in Chicago
4.81 out of 5 average rating, 278 reviewsArtist Loft Duplex in a 1904 Former Factory
3 – 10 Sept
Condo in Chicago
4.45 out of 5 average rating, 78 reviewsCozy 2bd unit,10mins 4m dwntwn,IDEAL FOR LONG STAY
16 – 23 Sept
Family- and pet-friendly home rentals
Condo in Evanston
4.76 out of 5 average rating, 565 reviewsSpacious Evanston Unit - Walk to Northwestern U
27 Oct – 3 Nov
Apartment in Chicago
4.76 out of 5 average rating, 296 reviewsITALIAN garden apt/kids friendly/great location!!
13 – 20 Apr
Apartment in Wilmette
4.89 out of 5 average rating, 235 reviewsSpacious Garden Apartment with Sauna and Fireplace
13 – 20 June
Apartment in Chicago
4.96 out of 5 average rating, 237 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
26 Dec – 2 Jan
Guest suite in Chicago
4.95 out of 5 average rating, 119 reviewsCozy Home Living, Dogs, Kids, Free Parking, 420 OK
21 – 28 Apr
Apartment in Chicago
4.86 out of 5 average rating, 324 reviewsThe Avondale Garden Unit
31 Oct – 7 Nov
Apartment in Chicago
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
7 – 14 Mar
Home in Chicago
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
9 – 16 Dec
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 |
10 – 17 Nov
Apartment in Forest Park
4.91 out of 5 average rating, 11 reviewsComfy & Cute-Oak Park Area - Parking +Public Trans
1 – 8 Sept
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
17 – 24 Mar
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
16 – 23 Jan
Guest suite in Berwyn
4.74 out of 5 average rating, 31 reviewsMusic Hot Spot’s Main Level
1 – 8 Feb
Guest suite in Chicago
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
11 – 18 Dec
Apartment in Chicago
4.76 out of 5 average rating, 203 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
8 – 15 Feb
Apartment in Chicago
4.61 out of 5 average rating, 49 reviewsStylish 4 Bedroom / 4 bath in the Loop | Sleeps 12
24 – 31 Mar
Quick stats about accommodation & holiday rentals that are family-friendly in Skokie
Total rentals
70 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
70 properties include access to Wi-Fi
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Total number of reviews
3K reviews
Destinations to explore
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