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 Forest Park
4.91 out of 5 average rating, 225 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Chicago
4.9 out of 5 average rating, 338 reviewsPrivate 3rd Floor Apartment
Home in North Park
4.95 out of 5 average rating, 133 reviewsChicago Riverhouse summer on our patio!
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Lincoln Park
4.81 out of 5 average rating, 199 reviewsSpacious Luxury Townhouse - Old Town
Home in Bolingbrook
4.92 out of 5 average rating, 103 reviewsThe Sunshine Spot
Home in Worth
4.88 out of 5 average rating, 106 reviewsThe Comfy King Ranch/ King Bed/Disney+ /Fast Wi-Fi
Home in Chicago
4.83 out of 5 average rating, 126 reviewsBucktown Home W/ Free Garage Parking for 2 Cars!
Pet-friendly home rentals with a pool
Apartment in Chicago
4.86 out of 5 average rating, 194 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Apartment in Itasca
4.76 out of 5 average rating, 203 reviewsKing Bed at Chicago Northwest + PET Friendly
Apartment in Rosemont
4.93 out of 5 average rating, 27 reviewsRelaxing Standard Room l Free Airport Shuttle
Apartment in East Rogers Park
5.0 out of 5 average rating, 9 reviewsCozy studio near Michigan lake
Apartment in The Loop
4.92 out of 5 average rating, 13 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Apartment in Magnificent Mile
4.91 out of 5 average rating, 11 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
4.33 out of 5 average rating, 6 reviewsParadise 4BR w/ Pool & Games
Private, pet-friendly home rentals
Apartment in Lake View
4.78 out of 5 average rating, 130 reviewsChic & Fully Furnished Studio Apt with Laundry
Guest suite in Bridgeport
4.95 out of 5 average rating, 130 reviewsComfortable & Cozy in Bridgeport
Apartment in Chicago
4.87 out of 5 average rating, 244 reviewsWELCOME TO NANCY'S PAD!
Apartment in Lincoln Park
4.83 out of 5 average rating, 132 reviewsChicago Lincoln Park Getaway
Apartment in West Town
4.98 out of 5 average rating, 227 reviewsUkrainian Village Garden Retreat
Apartment in Chicago
4.83 out of 5 average rating, 484 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Apartment in Chicago
4.89 out of 5 average rating, 179 reviewsHistoric Chicago neighborhood flat
Apartment in Chicago
4.88 out of 5 average rating, 193 reviewsComfort zone
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