Pet-friendly vacation rentals in Downtown Chicago
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Downtown Chicago
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Downtown Chicago pet-friendly home rentals
Pet-friendly house rentals
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Chicago
4.96 out of 5 average rating, 127 reviewsChicago Riverhouse summer on our patio!
Home in Chicago
4.82 out of 5 average rating, 140 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Home in Chicago
4.81 out of 5 average rating, 196 reviewsSpacious Luxury Townhouse - Old Town
Home in Chicago
4.93 out of 5 average rating, 210 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Home in Chicago
4.93 out of 5 average rating, 326 reviewsAmazing Penthouse Skyline Views!
Home in Chicago
4.98 out of 5 average rating, 132 reviewsSouthwestern Penthouse TRES | Sleeps 12
Pet-friendly home rentals with a pool
Apartment in Chicago
4.86 out of 5 average rating, 190 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Apartment in Chicago
4.87 out of 5 average rating, 110 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Apartment in Itasca
4.77 out of 5 average rating, 181 reviewsKing Bed at Chicago Northwest + PET Friendly
Apartment in Chicago
4.91 out of 5 average rating, 32 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsCozy studio near Michigan lake
Apartment in Rosemont
4.89 out of 5 average rating, 18 reviewsRelaxing Standard Room l Free Airport Shuttle
Apartment in Chicago
4.88 out of 5 average rating, 8 reviewsSafe Downtown Penthouse Lake Views #1|Gym, Parking
Apartment in Chicago
5.0 out of 5 average rating, 7 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Private, pet-friendly home rentals
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 294 reviewsa SIMPLE place
Guest suite in Chicago
4.91 out of 5 average rating, 169 reviewsChicago Living: Your Home Away From Home
Guest suite in Wood Dale
4.9 out of 5 average rating, 430 reviewsThe Deer Suite
Apartment in Chicago
4.84 out of 5 average rating, 480 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Apartment in Forest Park
4.98 out of 5 average rating, 285 reviewsWalk to Oak Park from Our Sunny Turn of the Century Apt
Guest suite in Chicago
4.84 out of 5 average rating, 201 reviewsVintage Suite Home Chicago by Sox/Park/Transit
Apartment in Chicago
4.98 out of 5 average rating, 220 reviewsUkrainian Village Garden Retreat
Apartment in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
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