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
4.91 out of 5 average rating, 247 reviewsPrivate apartment with retro vibe
Home in Forest Park
4.91 out of 5 average rating, 224 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in North Park
4.95 out of 5 average rating, 129 reviewsChicago Riverhouse summer on our patio!
Home in Chicago
4.81 out of 5 average rating, 198 reviewsSpacious Luxury Townhouse - Old Town
Home in Lincoln Park
4.82 out of 5 average rating, 139 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Home in Chicago
4.9 out of 5 average rating, 177 reviewsALOHA Tropical Penthouse Wicker Park Sleeps 14
Home in Avondale
4.93 out of 5 average rating, 211 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Home in Chicago
4.93 out of 5 average rating, 327 reviewsAmazing Penthouse Skyline Views!
Pet-friendly home rentals with a pool
Apartment in Itasca
4.75 out of 5 average rating, 193 reviewsKing Bed at Chicago Northwest + PET Friendly
Apartment in Chicago
4.86 out of 5 average rating, 192 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Apartment in Old Town
4.87 out of 5 average rating, 111 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Apartment in Chicago
4.91 out of 5 average rating, 34 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apartment in Chicago
5.0 out of 5 average rating, 9 reviewsCozy studio near Michigan lake
Apartment in Rosemont
4.9 out of 5 average rating, 21 reviewsRelaxing Standard Room l Free Airport Shuttle
Apartment in The Loop
4.91 out of 5 average rating, 11 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Apartment in Magnificent Mile
4.89 out of 5 average rating, 9 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Private, pet-friendly home rentals
Guest suite in Chicago
4.91 out of 5 average rating, 170 reviewsChicago Living: Your Home Away From Home
Guest suite in Skokie
4.87 out of 5 average rating, 149 reviewsAdorable studio style unit - Self check in ⚡️
Apartment in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Apartment in Lake View
4.87 out of 5 average rating, 241 reviewsWELCOME TO NANCY'S PAD!
Guest suite in Chicago
4.84 out of 5 average rating, 203 reviewsVintage Suite Home Chicago by Sox/Park/Transit
Apartment in Forest Park
5.0 out of 5 average rating, 227 reviewsLike a Treehouse!
Apartment in Logan Square
4.83 out of 5 average rating, 482 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Apartment in Chicago
4.88 out of 5 average rating, 191 reviewsComfort zone
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