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 Bolingbrook
4.92 out of 5 average rating, 103 reviewsThe Sunshine Spot
Home in Chicago
4.81 out of 5 average rating, 199 reviewsSpacious Luxury Townhouse - Old Town
Home in Worth
4.88 out of 5 average rating, 106 reviewsThe Comfy King Ranch/ King Bed/Disney+ /Fast Wi-Fi
Home in Chicago
4.93 out of 5 average rating, 328 reviewsAmazing Penthouse Skyline Views!
Pet-friendly home rentals with a pool
Apartment in Chicago
4.77 out of 5 average rating, 206 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Apartment in Itasca
4.74 out of 5 average rating, 204 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 Chicago
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
Apartment in Chicago
4.83 out of 5 average rating, 209 reviewsKasa | Nearby Millennium Park | River North
Private, pet-friendly home rentals
Guest suite in Bridgeport
4.95 out of 5 average rating, 130 reviewsComfortable & Cozy in Bridgeport
Apartment in Forest Park
4.98 out of 5 average rating, 291 reviewsWalk to Oak Park from Our Sunny Turn of the Century Apt
Apartment in Forest Park
5.0 out of 5 average rating, 229 reviewsLike a Treehouse!
Guest suite in Chicago
4.9 out of 5 average rating, 171 reviewsChicago Living: Your Home Away From Home
Apartment in Chicago
4.78 out of 5 average rating, 139 reviewsRoomy Getaway in Vibrant Center of Lincoln Park
Apartment in Chicago
4.83 out of 5 average rating, 484 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Apartment in Chicago
4.87 out of 5 average rating, 244 reviewsWELCOME TO NANCY'S PAD!
Apartment in Chicago
4.93 out of 5 average rating, 114 reviewsLuxurious - 10 Minutes to Downtown Chicago - Cozy
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