Family-friendly holiday rentals 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!
31 Aug – 7 Sep
Apartment in Chicago
4.98 out of 5 average rating, 232 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
5–12 Jan
Flat in Chicago
4.86 out of 5 average rating, 155 reviewsStunning Panoramic Chicago Views & Free Parking
4–11 Oct
Flat in Chicago
4.79 out of 5 average rating, 24 reviewsThe Professional's Playground
2–9 Jan
Flat in Chicago
4.63 out of 5 average rating, 8 reviewsSpacious 2bdm unit 15min to Dwtn
5–12 Jul
Apartment in Chicago
4.78 out of 5 average rating, 46 reviewsChicago Suite 1BR/1BA (3709-G2)
27 Oct – 3 Nov
Loft in Chicago
4.81 out of 5 average rating, 278 reviewsArtist Loft Duplex in a 1904 Former Factory
25 Jul – 1 Aug
Flat in Chicago
New place to stayThe Playwright's Palace
27 Jun – 4 Jul
Family- and pet-friendly home rentals
Apartment in Evanston
4.76 out of 5 average rating, 565 reviewsSpacious Evanston Unit - Walk to Northwestern U
13–20 Feb
Flat in Chicago
4.76 out of 5 average rating, 297 reviewsITALIAN garden apt/kids friendly/great location!!
11–18 Dec
Flat in Wilmette
4.89 out of 5 average rating, 235 reviewsSpacious Garden Apartment with Sauna and Fireplace
14–21 Jun
Flat in Chicago
4.96 out of 5 average rating, 237 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
3–10 Nov
Flat in Chicago
4.86 out of 5 average rating, 324 reviewsThe Avondale Garden Unit
4–11 Apr
Home in Chicago
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
19–26 Nov
Guest suite in Chicago
4.95 out of 5 average rating, 119 reviewsCozy Home Living, Dogs, Kids, Free Parking, 420 OK
29 Nov – 6 Dec
Flat in Chicago
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
1–8 Dec
Family-friendly home rentals with a pool
Flat in Chicago
4.76 out of 5 average rating, 203 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
8–15 Feb
Flat in Forest Park
4.91 out of 5 average rating, 11 reviewsComfy & Cute-Oak Park Area - Parking +Public Trans
1–8 Sep
Home in Lake Forest
4.91 out of 5 average rating, 58 reviewsBeautiful 137 Year Old Farm Home (3night min)
12–19 Jan
Flat in Chicago
5.0 out of 5 average rating, 8 reviewsSTUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
12–19 Feb
Guest suite in Berwyn
4.74 out of 5 average rating, 31 reviewsMusic Hot Spot’s Main Level
9–16 Dec
Guest suite in Chicago
4.96 out of 5 average rating, 79 reviewsSweet Home Chicago-9min downtown/pool/free parking
15–22 Dec
Flat in Chicago
4.78 out of 5 average rating, 188 reviewsStylish Corner 2 Bedroom in the Heart of Chicago |
11–18 Sep
Flat 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 holiday rentals that are family-friendly in Skokie
Total rentals
70 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
70 properties include access to wifi
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
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
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- Lake Michigan Beach Holiday rentals
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- Family-friendly rentals United States
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- Rentals with outdoor seating Skokie
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- Monthly Rentals Skokie
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