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 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 Highland Park
4.91 out of 5 average rating, 112 reviewsRejuvenate and Relax in the North Shore
Home in Avondale
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 Chicago
4.83 out of 5 average rating, 126 reviewsBucktown Home W/ Free Garage Parking for 2 Cars!
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 Chicago
4.86 out of 5 average rating, 194 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Flat in East Rogers Park
5.0 out of 5 average rating, 9 reviewsCozy studio near Michigan lake
Flat in Itasca
4.76 out of 5 average rating, 201 reviewsKing Bed at Chicago Northwest + PET Friendly
Flat in Rosemont
4.93 out of 5 average rating, 27 reviewsRelaxing Standard Room l Free Airport Shuttle
Flat in Chicago
4.92 out of 5 average rating, 13 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Flat in Magnificent Mile
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
Flat in Chicago
4.89 out of 5 average rating, 347 reviewsSunny Logan Square Artists' home
Flat in Chicago
4.86 out of 5 average rating, 107 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Flat in Chicago
4.88 out of 5 average rating, 192 reviewsComfort zone
Flat in Chicago
4.87 out of 5 average rating, 244 reviewsWELCOME TO NANCY'S PAD!
Flat in Lake View
4.78 out of 5 average rating, 130 reviewsChic & Fully Furnished Studio Apt with Laundry
Guest suite in Chicago
4.95 out of 5 average rating, 130 reviewsComfortable & Cozy in Bridgeport
Flat in Forest Park
4.88 out of 5 average rating, 102 reviewsHome in Forest Park upstairs.
Flat in Chicago
4.93 out of 5 average rating, 210 reviewsCozy Private Coach House
Quick stats about holiday rentals that are pet-friendly in Chicago
Total rentals
3.3T properties
Wifi availability
3.2T properties include access to wifi
Rentals with dedicated workspaces
2.3T properties have a dedicated workspace
Rentals with a pool
700 properties have a pool
Family-friendly rentals
1.7T properties are a good fit for families
Total number of reviews
1.3L 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
- Apartment rentals Chicago
- Rentals with a hot tub Chicago
- Townhouse rentals Chicago
- Bed and breakfasts Chicago
- Rentals with a washing machine and dryer Chicago
- Family-friendly rentals Chicago
- Lakehouse rentals Chicago
- Loft rentals Chicago
- Rentals with lake access Chicago
- Rentals with an accessible-height toilet Chicago
- Rentals with a cinema Chicago
- Rentals with outdoor seating Chicago
- House rentals Chicago
- Rentals with pools Chicago
- Rentals with beach access Chicago
- Private suite rentals Chicago
- Flat rentals Chicago
- Guest house rentals Chicago
- Rentals with an EV charger Chicago
- Smoking-friendly rentals Chicago
- Mansion rentals Chicago
- Beachfront rentals Chicago
- Family-friendly rentals Chicago
- Boutique hotel rentals Chicago
- Rentals with a fireplace Chicago
- Rentals with an accessible-height bed Chicago
- Hotel rentals Chicago
- Monthly Rentals Chicago
- Rentals with a patio Chicago
- Rentals with breakfast Chicago
- Rentals with a firepit Chicago
- Rentals with a sauna Chicago
- Waterfront rentals Chicago
- Fitness-friendly rentals Chicago
- Rentals with a balcony Chicago
- Pet-friendly rentals Downtown Chicago
- Pet-friendly rentals Milwaukee
- Pet-friendly rentals Lake Geneva
- Pet-friendly rentals Illinois
- Pet-friendly rentals Cook County
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