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 Berwyn
4.92 out of 5 average rating, 237 reviewsPrivate apartment with retro vibe
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 North Park
4.96 out of 5 average rating, 126 reviewsChicago Riverhouse summer on our patio!
Home in Chicago
4.81 out of 5 average rating, 195 reviewsSpacious Luxury Townhouse - Old Town
Home in Chicago
4.83 out of 5 average rating, 138 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Home in Chicago
4.98 out of 5 average rating, 132 reviewsSouthwestern Penthouse TRES | Sleeps 12
Home in Avondale
4.93 out of 5 average rating, 209 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Pet-friendly home rentals with a pool
Apartment in Chicago
4.78 out of 5 average rating, 156 reviewsBeautiful Corner 2 Bedroom in the Loop | Roof Deck
Apartment in Itasca
4.77 out of 5 average rating, 181 reviewsKing Bed at Chicago Northwest + PET Friendly
Apartment in Chicago
5.0 out of 5 average rating, 7 reviewsCozy studio near Michigan lake
Apartment in Rosemont
5.0 out of 5 average rating, 14 reviewsRelaxing Standard Room l Free Airport Shuttle
Apartment in The Loop
4.83 out of 5 average rating, 6 reviewsDowntown Penthouse LakeViews #1|Gym, Parking
Apartment in Chicago
5.0 out of 5 average rating, 6 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Campsite in Midlothian
4.99 out of 5 average rating, 76 reviewsWaverly Woods Outpost: Private Glampsite w Theater
Home in Schaumburg
New place to stayParadise 4BR w/ Pool & Games
Private, pet-friendly home rentals
Apartment in Chicago
4.91 out of 5 average rating, 225 reviewsSkylights, King Bed, 2 bedrooms
Tiny home in Burr Ridge
4.92 out of 5 average rating, 240 reviewsLess is more! Pet friendly Tiny Home near Chicago!
Apartment in Forest Park
5.0 out of 5 average rating, 219 reviewsLike a Treehouse!
Guest suite in Chicago
4.83 out of 5 average rating, 199 reviewsVintage Suite Home Chicago by Sox/Park/Transit
Apartment in Chicago
4.88 out of 5 average rating, 302 reviewsUnwind in the Garden of an elegant, Modern Home
Guest suite in Chicago
4.91 out of 5 average rating, 169 reviewsChicago Living: Your Home Away From Home
Apartment in Chicago
4.88 out of 5 average rating, 188 reviewsComfort zone
Apartment in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
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