Pet-friendly holiday 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.
Holiday 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 Forest Park
4.91 out of 5 average rating, 224 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Chicago
4.95 out of 5 average rating, 131 reviewsChicago Riverhouse summer on our patio!
Home in Bolingbrook
4.92 out of 5 average rating, 100 reviewsThe Sunshine Spot
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Chicago
4.82 out of 5 average rating, 124 reviewsBucktown Home W/ Free Garage Parking for 2 Cars!
Home in Chicago
4.93 out of 5 average rating, 212 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Home in Chicago
4.98 out of 5 average rating, 132 reviewsSouthwestern Penthouse TRES | Sleeps 12
Home in Highland Park
4.91 out of 5 average rating, 110 reviewsRejuvenate and Relax in the North Shore
Pet-friendly home rentals with a pool
Apartment in Itasca
4.75 out of 5 average rating, 197 reviewsKing Bed at Chicago Northwest + PET Friendly
Home in Highland Park
4.9 out of 5 average rating, 126 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
Apartment in Chicago
4.85 out of 5 average rating, 193 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Apartment in Chicago
4.87 out of 5 average rating, 111 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Apartment in Chicago
4.92 out of 5 average rating, 36 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
4.91 out of 5 average rating, 23 reviewsRelaxing Standard Room l Free Airport Shuttle
Apartment in Chicago
4.92 out of 5 average rating, 12 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Private, pet-friendly home rentals
Apartment in Chicago
4.83 out of 5 average rating, 482 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Apartment in Chicago
4.87 out of 5 average rating, 242 reviewsWELCOME TO NANCY'S PAD!
Apartment in Chicago
4.88 out of 5 average rating, 191 reviewsComfort zone
Apartment in Forest Park
4.88 out of 5 average rating, 102 reviewsHome in Forest Park upstairs.
Apartment in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Apartment in Chicago
4.89 out of 5 average rating, 144 reviewsCozy and Comfy 1BR Apartment in Logan Square!
Guest suite in Chicago
4.95 out of 5 average rating, 128 reviewsComfortable & Cozy in Bridgeport
Apartment in Chicago
4.89 out of 5 average rating, 179 reviewsHistoric Chicago neighborhood flat
Quick stats about holiday rentals that are pet-friendly in Chicago
Total rentals
3.3K properties
Wi-Fi availability
3.2K properties include access to Wi-Fi
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
Destinations to explore
- Downtown Chicago Holiday rentals
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- Lake Geneva Accommodation & holiday rentals
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