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 North Park
4.95 out of 5 average rating, 130 reviewsChicago Riverhouse summer on our patio!
Home in Forest Park
4.91 out of 5 average rating, 224 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
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, 198 reviewsSpacious Luxury Townhouse - Old Town
Home in Avondale
4.93 out of 5 average rating, 211 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Home in Chicago
4.82 out of 5 average rating, 139 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Home in Bolingbrook
4.92 out of 5 average rating, 100 reviewsThe Sunshine Spot
Pet-friendly home rentals with a pool
Apartment in Chicago
4.86 out of 5 average rating, 192 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Apartment in Itasca
4.75 out of 5 average rating, 193 reviewsKing Bed at Chicago Northwest + PET Friendly
Apartment in East Rogers Park
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
Campsite in Midlothian
4.99 out of 5 average rating, 76 reviewsWaverly Woods Outpost: Private Glampsite w Theater
Home in Schaumburg
5.0 out of 5 average rating, 3 reviewsParadise 4BR w/ Pool & Games
Private, pet-friendly home rentals
Guest suite in Chicago
4.91 out of 5 average rating, 170 reviewsChicago Living: Your Home Away From Home
Tiny homes in Burr Ridge
4.92 out of 5 average rating, 247 reviewsLess is more! Pet friendly Tiny Home near Chicago!
Apartment in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Guest suite in Wood Dale
4.9 out of 5 average rating, 431 reviewsThe Deer Suite
Apartment in Chicago
4.79 out of 5 average rating, 136 reviewsRoomy Getaway in Vibrant Center of Lincoln Park
Apartment in Logan Square
4.83 out of 5 average rating, 482 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Apartment in Chicago
4.91 out of 5 average rating, 226 reviewsSkylights, King Bed, 2 bedrooms
Townhouse in West Town
4.86 out of 5 average rating, 142 reviews⭐️Cozy Garden Unit by Downtown & Blue Line Stop⭐️
Destinations to explore
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