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, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun 25 – Jul 2
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Dec 12 – 19
Home in North Park
4.96 out of 5 average rating, 127 reviewsChicago Riverhouse summer on our patio!
Dec 14 – 21
Home in Chicago
4.83 out of 5 average rating, 139 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Mar 2 – 9
Home in Chicago
4.81 out of 5 average rating, 196 reviewsSpacious Luxury Townhouse - Old Town
Mar 8 – 15
Home in Avondale
4.93 out of 5 average rating, 209 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Dec 21 – 28
Home in Chicago
4.9 out of 5 average rating, 175 reviewsALOHA Tropical Penthouse Wicker Park Sleeps 14
Oct 20 – 27
Home in Chicago
4.93 out of 5 average rating, 326 reviewsAmazing Penthouse Skyline Views!
Nov 2 – 9
Pet-friendly home rentals with a pool
Apartment in Itasca
4.77 out of 5 average rating, 181 reviewsKing Bed at Chicago Northwest + PET Friendly
Jul 15 – 22
Apartment in Chicago
4.78 out of 5 average rating, 157 reviewsBeautiful Corner 2 Bedroom in the Loop | Roof Deck
Feb 5 – 12
Apartment in Chicago
4.87 out of 5 average rating, 110 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Oct 1 – 8
Apartment in Chicago
4.9 out of 5 average rating, 30 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apr 11 – 18
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsCozy studio near Michigan lake
Jun 30 – Jul 7
Apartment in Rosemont
4.94 out of 5 average rating, 17 reviewsRelaxing Standard Room l Free Airport Shuttle
Jun 11 – 18
Apartment in The Loop
4.86 out of 5 average rating, 7 reviewsSafe Downtown Penthouse Lake Views #1|Gym, Parking
Jun 8 – 15
Apartment in Magnificent Mile
5.0 out of 5 average rating, 7 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Feb 17 – 24
Private, pet-friendly home rentals
Apartment in Chicago
4.84 out of 5 average rating, 479 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Oct 17 – 24
Guest suite in Chicago
4.84 out of 5 average rating, 200 reviewsVintage Suite Home Chicago by Sox/Park/Transit
Dec 10 – 17
Apartment in Forest Park
5.0 out of 5 average rating, 221 reviewsLike a Treehouse!
Sep 6 – 13
Apartment in Chicago
4.93 out of 5 average rating, 207 reviewsCozy Private Coach House
Sep 16 – 23
Apartment in Forest Park
4.98 out of 5 average rating, 285 reviewsWalk to Oak Park from Our Sunny Turn of the Century Apt
Sep 21 – 28
Apartment in Oak Park
4.91 out of 5 average rating, 104 reviewsLovely, spacious 2bd, 1bath home w/free parking
Aug 30 – Sep 6
Guest suite in Chicago
4.91 out of 5 average rating, 169 reviewsChicago Living: Your Home Away From Home
Mar 26 – Apr 2
Apartment in Park Ridge
4.79 out of 5 average rating, 322 reviewsModern Garden apartment (WHOLE UNIT)
Aug 23 – 30
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