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
4.94 out of 5 average rating, 122 reviewsWrigley Retreat - Full Home w/ Chicago Charm
Home in Lombard
4.9 out of 5 average rating, 115 reviewsComfy Home w Access to Major Roads/Hwys, Huge Yard
Home in Chicago
4.9 out of 5 average rating, 356 reviewsPrivate 3rd Floor Apartment
Home in Chicago
4.91 out of 5 average rating, 114 reviewsBoHo House - A Chic, 1903 Chicago Workers Cottage
Home in Bolingbrook
4.92 out of 5 average rating, 117 reviewsThe Sunshine Spot
Home in Berwyn
4.81 out of 5 average rating, 163 reviewsEclectic 3 Bedroom Home Close To Downtown Chicago!
Home in Chicago
4.99 out of 5 average rating, 109 reviewsAndersonville/ Cozy 3b 3b House / 99 walk score
Home in Elmhurst
4.75 out of 5 average rating, 110 reviewsKing Bed! Cozy ranch close to everything. 3 baths!
Pet-friendly home rentals with a pool
Rental unit in Chicago
4.8 out of 5 average rating, 143 reviewsKasa | Walk Magnificent Mile | River North
Rental unit in Chicago
4.82 out of 5 average rating, 215 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Rental unit in Rosemont
4.94 out of 5 average rating, 121 reviewsRelaxing Standard Room l Free Airport Shuttle
Rental unit in Chicago
4.88 out of 5 average rating, 112 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Rental unit in Chicago
4.89 out of 5 average rating, 56 reviewsDTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool
Rental unit in Chicago
4.63 out of 5 average rating, 41 reviewsSentral 1 Bedroom Apt in South Loop Chicago
Rental unit in Chicago
4.8 out of 5 average rating, 61 reviewsCozy Family 3BR Oasis: Park, Private Yard, & BBQ!
Rental unit in Chicago
4.9 out of 5 average rating, 10 reviewsModern unit in Bridgeport-Chicago
Private, pet-friendly home rentals
Rental unit in Chicago
4.72 out of 5 average rating, 110 reviewsThe Biddle House (#1)
Rental unit in Chicago
4.87 out of 5 average rating, 177 reviewsChicago Lincoln Park North Pond 2 Bedroom Pied-à-Terre
Condo in Chicago
4.93 out of 5 average rating, 216 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.
Rental unit in Berwyn
4.91 out of 5 average rating, 325 reviewsPrivate apartment with retro vibe
Condo in Chicago
4.97 out of 5 average rating, 759 reviewsGreat location. Free parking.
Rental unit in Chicago
4.92 out of 5 average rating, 240 reviewsSkylights, King Bed, 2 bedrooms
Rental unit in Chicago
4.9 out of 5 average rating, 165 reviewsPrivate 2 Bedroom Retreat
Rental unit in Wilmette
4.9 out of 5 average rating, 253 reviewsSpacious Garden Apartment with Sauna and Fireplace
Destinations to explore
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