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
Charming dog friendly 2-Bath Bungalow Near Chicago
Home in Chicago
Private 3rd Floor Apartment
Home in Chicago
Chicago Riverhouse summer on our patio!
Home in Chicago
The Avondale Guesthouse
Home in Bolingbrook
The Sunshine Spot
Home in Chicago
Spacious Luxury Townhouse - Old Town
Home in Worth
The Comfy King Ranch/ King Bed/Disney+ /Fast Wi-Fi
Home in Chicago
Bucktown Home W/ Free Garage Parking for 2 Cars!
Pet-friendly home rentals with a pool
Rental unit in Chicago
Luxury Corner 2 Bedroom in the Loop | Roof Deck
Rental unit in Itasca
King Bed at Chicago Northwest + PET Friendly
Rental unit in Rosemont
Relaxing Standard Room l Free Airport Shuttle
Rental unit in Chicago
Cozy studio near Michigan lake
Rental unit in Chicago
Downtown Penthouse Lake Views #1|Gym, Parking+Pool
Campsite in Midlothian
Waverly Woods Outpost: Private Glampsite w Theater
Rental unit in Chicago
Luxury Designer Penthouse South |Pool| Gold Coast
Rental unit in Chicago
Kasa | Nearby Millennium Park | River North
Private, pet-friendly home rentals
Rental unit in Forest Park
Like a Treehouse!
Rental unit in Chicago
Relaxed Bucktown/Wicker Park 1B Apt
Rental unit in Forest Park
Walk to Oak Park from Our Sunny Turn of the Century Apt
Guest suite in Oak Park
Private garden suite in quiet safe Oak Park
Rental unit in Chicago
Cozy Private Coach House
Rental unit in Chicago
Cozy and Comfy 1BR Apartment in Logan Square!
Rental unit in Chicago
Historic Chicago neighborhood flat
Guest suite in Wood Dale
The Deer Suite
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