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 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, 101 reviewsThe Sunshine Spot
Home in Chicago
4.83 out of 5 average rating, 126 reviewsBucktown Home W/ Free Garage Parking for 2 Cars!
Home in Highland Park
4.91 out of 5 average rating, 112 reviewsRejuvenate and Relax in the North Shore
Home in Chicago
4.98 out of 5 average rating, 132 reviewsSouthwestern Penthouse TRES | Sleeps 12
Home in Berwyn
4.99 out of 5 average rating, 84 reviewsRetro Modern Bungalow | free parking | fire pit
Pet-friendly home rentals with a pool
Flat in Itasca
4.75 out of 5 average rating, 199 reviewsKing Bed at Chicago Northwest + PET Friendly
Flat in Chicago
4.85 out of 5 average rating, 193 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Flat in Chicago
5.0 out of 5 average rating, 9 reviewsCozy studio near Michigan lake
Flat in Rosemont
4.93 out of 5 average rating, 27 reviewsRelaxing Standard Room l Free Airport Shuttle
Home in Schaumburg
4.33 out of 5 average rating, 6 reviewsParadise 4BR w/ Pool & Games
Flat in Chicago
4.91 out of 5 average rating, 11 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Flat in Chicago
4.92 out of 5 average rating, 12 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Campsite in Midlothian
4.99 out of 5 average rating, 76 reviewsWaverly Woods Outpost: Private Glampsite w Theater
Private, pet-friendly home rentals
Flat in Chicago
4.88 out of 5 average rating, 192 reviewsComfort zone
Flat in Forest Park
4.98 out of 5 average rating, 290 reviewsWalk to Oak Park from Our Sunny Turn of the Century Apt
Flat in Forest Park
4.88 out of 5 average rating, 102 reviewsHome in Forest Park upstairs.
Guest suite in Skokie
4.87 out of 5 average rating, 150 reviewsAdorable studio style unit - Self check in ⚡️
Flat in Chicago
4.87 out of 5 average rating, 243 reviewsWELCOME TO NANCY'S PAD!
Flat in Chicago
4.83 out of 5 average rating, 483 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Flat in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Guest suite in Chicago
4.95 out of 5 average rating, 130 reviewsComfortable & Cozy in Bridgeport
Quick stats about holiday 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
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Smoking-friendly rentals Chicago
- Loft rentals Chicago
- Family-friendly rentals Chicago
- Rentals with a fireplace Chicago
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- Lakehouse rentals Chicago
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- Rentals with an accessible-height bed Chicago
- Family-friendly rentals Chicago
- Rentals with a patio Chicago
- Rentals with a washing machine and dryer Chicago
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- Townhouse rentals Chicago
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- Rentals with pools Chicago
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- Pet-friendly rentals Downtown Chicago
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- Pet-friendly rentals Lake Geneva
- Pet-friendly rentals Illinois
- Pet-friendly rentals Cook County
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