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, 225 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Uptown
4.9 out of 5 average rating, 338 reviewsPrivate 3rd Floor Apartment
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Chicago
4.95 out of 5 average rating, 133 reviewsChicago Riverhouse summer on our patio!
Home in Bolingbrook
4.92 out of 5 average rating, 103 reviewsThe Sunshine Spot
Home in Chicago
4.93 out of 5 average rating, 328 reviewsAmazing Penthouse Skyline Views!
Home in Highland Park
4.91 out of 5 average rating, 112 reviewsRejuvenate and Relax in the North Shore
Home in Chicago
4.83 out of 5 average rating, 126 reviewsBucktown Home W/ Free Garage Parking for 2 Cars!
Pet-friendly home rentals with a pool
Apartment in Chicago
4.86 out of 5 average rating, 194 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Apartment in Itasca
4.76 out of 5 average rating, 203 reviewsKing Bed at Chicago Northwest + PET Friendly
Apartment in Chicago
5.0 out of 5 average rating, 9 reviewsCozy studio near Michigan lake
Apartment in Rosemont
4.93 out of 5 average rating, 27 reviewsRelaxing Standard Room l Free Airport Shuttle
Apartment in Chicago
4.92 out of 5 average rating, 13 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Apartment in Chicago
4.91 out of 5 average rating, 11 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
4.33 out of 5 average rating, 6 reviewsParadise 4BR w/ Pool & Games
Private, pet-friendly home rentals
Apartment in Forest Park
4.88 out of 5 average rating, 102 reviewsHome in Forest Park upstairs.
Apartment in Chicago
4.89 out of 5 average rating, 347 reviewsSunny Logan Square Artists' home
Apartment in Chicago
4.78 out of 5 average rating, 130 reviewsChic & Fully Furnished Studio Apt with Laundry
Apartment in Chicago
4.88 out of 5 average rating, 193 reviewsComfort zone
Apartment in Chicago
4.86 out of 5 average rating, 107 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Apartment in Lake View
4.87 out of 5 average rating, 244 reviewsWELCOME TO NANCY'S PAD!
Guest suite in Chicago
4.9 out of 5 average rating, 171 reviewsChicago Living: Your Home Away From Home
Apartment in Logan Square
4.83 out of 5 average rating, 484 reviewsRelaxed Bucktown/Wicker Park 1B Apt
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
- Milwaukee Holiday rentals
- Lake Geneva Accommodation & holiday rentals
- Lake Michigan Beach Accommodation & holiday rentals
- Saugatuck Accommodation & holiday rentals
- Evanston Accommodation & holiday rentals
- Holland Accommodation & holiday rentals
- South Haven Holiday rentals
- Naperville Accommodation & holiday rentals
- South Side Accommodation & holiday rentals
- South Bend Accommodation & holiday rentals
- New Buffalo Holiday rentals
- Condo rentals Chicago
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- Bed and breakfasts Chicago
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- Rentals with a home theatre Chicago
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- House rentals Chicago
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- Private suite rentals Chicago
- Apartment rentals Chicago
- Guesthouse rentals Chicago
- Rentals with an EV charger Chicago
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- Pet-friendly rentals Downtown Chicago
- Pet-friendly rentals Milwaukee
- Pet-friendly rentals Lake Geneva
- Pet-friendly rentals Illinois
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