Pet-friendly vacation rentals in Chicago
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in 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 Chicago pet-friendly home rentals
Pet-friendly house rentals
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Dec. 27 – Jan. 3
Home in Forest Park
4.91 out of 5 average rating, 224 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun. 23 – 30
Home in Chicago
4.95 out of 5 average rating, 129 reviewsChicago Riverhouse summer on our patio!
Oct. 31 – Nov. 7
Home in Chicago
4.82 out of 5 average rating, 140 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Feb. 9 – 16
Home in Highland Park
4.91 out of 5 average rating, 110 reviewsRejuvenate and Relax in the North Shore
Oct. 27 – Nov. 3
Home in Chicago
4.98 out of 5 average rating, 132 reviewsSouthwestern Penthouse TRES | Sleeps 12
Dec. 17 – 24
Home in Chicago
4.89 out of 5 average rating, 36 reviewsBrand New Spacious Duplex
Aug. 19 – 26
Home in Chicago
4.98 out of 5 average rating, 56 reviews2BD/1 BA with summer patio in quiet Roscoe Village
Mar. 31 – Apr. 7
Pet-friendly home rentals with a pool
Apartment in Chicago
4.79 out of 5 average rating, 159 reviewsBeautiful Corner 2 Bedroom in the Loop | Roof Deck
Jan. 13 – 20
Apartment in Itasca
4.76 out of 5 average rating, 187 reviewsKing Bed at Chicago Northwest + PET Friendly
Oct. 20 – 27
Home in Highland Park
4.9 out of 5 average rating, 125 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
Oct. 17 – 24
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsCozy studio near Michigan lake
Jun. 30 – Jul. 7
Apartment in Rosemont
4.9 out of 5 average rating, 20 reviewsRelaxing Standard Room l Free Airport Shuttle
Jun. 16 – 23
Apartment in Chicago
4.89 out of 5 average rating, 9 reviewsSafe Downtown Penthouse Lake Views #1|Gym, Parking
Jun. 5 – 12
Home in Schaumburg
5.0 out of 5 average rating, 3 reviewsParadise 4BR w/ Pool & Games
Nov. 21 – 28
Apartment in Chicago
5.0 out of 5 average rating, 7 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Dec. 9 – 16
Private, pet-friendly home rentals
Guest suite in Wood Dale
4.9 out of 5 average rating, 430 reviewsThe Deer Suite
Nov. 1 – 8
Apartment in Chicago
4.89 out of 5 average rating, 340 reviewsSunny Logan Square Artists' home
Jan. 4 – 11
Guest suite in Skokie
4.87 out of 5 average rating, 149 reviewsAdorable studio style unit - Self check in ⚡️
Jun. 26 – Jul. 3
Apartment in Chicago
4.88 out of 5 average rating, 190 reviewsComfort zone
Jan. 17 – 24
Apartment in Forest Park
4.92 out of 5 average rating, 112 reviewsVillage Cottage - Forest Park Studio Pets 72142F
May 9 – 16
Apartment in Chicago
4.91 out of 5 average rating, 226 reviewsSkylights, King Bed, 2 bedrooms
Jan. 6 – 13
Apartment in Chicago
4.98 out of 5 average rating, 221 reviewsUkrainian Village Garden Retreat
Oct. 24 – 31
Apartment in Forest Park
4.85 out of 5 average rating, 115 reviewsHome away from home downstairs
Jan. 16 – 23
Quick stats about vacation rentals that are pet-friendly in Chicago
Total rentals
3.3K properties
Wifi availability
3.2K properties include access to wifi
Rentals with dedicated workspaces
2.3K properties have a dedicated workspace
Rentals with a pool
700 properties have a pool
Family-friendly rentals
1.7K properties are a good fit for families
Total number of reviews
128K reviews
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