Pet-friendly holiday rentals in Cook County
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Top-rated pet-friendly home rentals in Cook County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Cook County pet-friendly home rentals
Pet-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
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
19–26 Nov
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
26 Feb – 5 Mar
Home in Chicago
4.96 out of 5 average rating, 127 reviewsChicago Riverhouse summer on our patio!
14–21 Nov
Home in Worth
4.87 out of 5 average rating, 102 reviewsThe Comfy King Ranch/ King Bed/Disney+ /Fast Wi-Fi
24–31 Jan
Home in Chicago Ridge
4.9 out of 5 average rating, 50 reviewsQuiet cul-de-sac with huge fenced in backyard
24 Nov – 1 Dec
Home in Munster
4.97 out of 5 average rating, 34 reviewsEntire home: Private, Cozy Oasis in Quiet Locale
16–23 Mar
Home in Chicago
4.89 out of 5 average rating, 35 reviewsBrand New Spacious Duplex
8–15 Oct
Pet-friendly home rentals with a pool
Flat in Itasca
4.77 out of 5 average rating, 181 reviewsKing Bed at Chicago Northwest + PET Friendly
25 Oct – 1 Nov
Flat in Chicago
4.78 out of 5 average rating, 156 reviewsBeautiful Corner 2 Bedroom in the Loop | Roof Deck
5–12 Feb
Flat in Chicago
4.87 out of 5 average rating, 110 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
17–24 Jun
Apartment in Portage
4.94 out of 5 average rating, 67 reviewsUnsalted Stay - Waterfront Condo
28 Sept – 5 Oct
Flat in Chicago
4.9 out of 5 average rating, 29 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
13–20 Nov
Flat in Chicago
5.0 out of 5 average rating, 7 reviewsCozy studio near Michigan lake
9–16 Jul
Flat in Rosemont
5.0 out of 5 average rating, 14 reviewsRelaxing Standard Room l Free Airport Shuttle
5–12 Jul
Campsite in Midlothian
4.99 out of 5 average rating, 76 reviewsWaverly Woods Outpost: Private Glampsite w Theater
16–23 Oct
Private, pet-friendly home rentals
Flat in Chicago
4.89 out of 5 average rating, 176 reviewsHistoric Chicago neighborhood flat
10–17 Nov
Flat in Chicago
4.91 out of 5 average rating, 169 reviewsHandicap accessible apartment w/Level-2 EV Charger
8–15 Dec
Guest suite in Chicago
4.97 out of 5 average rating, 237 reviewsStylish Studio in Historic Logan Square
25 Sept – 2 Oct
Flat in Chicago
4.86 out of 5 average rating, 101 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
13–20 Apr
Flat in Chicago
4.93 out of 5 average rating, 207 reviewsCozy Private Coach House
4–11 Oct
Flat in Forest Park
4.92 out of 5 average rating, 112 reviewsVillage Cottage - Forest Park Studio Pets 72142F
7–14 May
Flat in Oak Lawn
4.95 out of 5 average rating, 123 reviewsCharming One Bedroom Apartment
11–18 Jul
Flat in Chicago
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
1–8 Dec
Destinations to explore
- Pet-friendly rentals Chicago
- Pet-friendly rentals Downtown Chicago
- Pet-friendly rentals Milwaukee
- Pet-friendly rentals Illinois
- Rentals with an EV charger Cook County
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