Family-friendly holiday rentals in Cook County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cook County
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 Cook County family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in Chicago
4.98 out of 5 average rating, 232 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
5–12 Jan
Home in Chicago
4.85 out of 5 average rating, 292 reviewsLux Urban 3BR/3BA Duplex + Parking!
31 Aug – 7 Sept
Home in Miller Beach
4.55 out of 5 average rating, 149 reviewsSecluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
31 Aug – 7 Sept
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)
2–9 Nov
Loft in Chicago
4.81 out of 5 average rating, 278 reviewsArtist Loft Duplex in a 1904 Former Factory
5–12 Sept
Home in Miller Beach
4.54 out of 5 average rating, 123 reviewsSmart Home, Hot Tub, direct Beach/Nat’l Park access, luxury amenities
10–17 Mar
Home in Miller Beach
4.61 out of 5 average rating, 59 reviewsBeach Compound w/ hot tub, sauna, firepit, v-ball
7–14 Dec
Family- and pet-friendly home rentals
Apartment in Evanston
4.76 out of 5 average rating, 565 reviewsSpacious Evanston Unit - Walk to Northwestern U
2–9 Dec
Flat in Chicago
4.76 out of 5 average rating, 298 reviewsITALIAN garden apt/kids friendly/great location!!
11–18 Dec
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
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
19–26 Nov
Flat in Chicago
4.86 out of 5 average rating, 324 reviewsThe Avondale Garden Unit
4–11 Apr
Flat in Chicago
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
1–8 Dec
Flat in Forest Park
4.92 out of 5 average rating, 112 reviewsVillage Cottage - Forest Park Studio Pets 72142F
7–14 May
Guest suite in Chicago
4.97 out of 5 average rating, 237 reviewsStylish Studio in Historic Logan Square
25 Sept – 2 Oct
Family-friendly home rentals with a pool
Flat in Chicago
4.86 out of 5 average rating, 155 reviewsStunning Panoramic Chicago Views & Free Parking
4–11 Oct
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 Sept
Flat in Chicago
4.79 out of 5 average rating, 24 reviewsThe Professional's Playground
2–9 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
17–24 Apr
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 Sept
Destinations to explore
- Family-friendly rentals United States
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