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, 132 reviewsChicago Riverhouse summer on our patio!
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Bolingbrook
4.92 out of 5 average rating, 100 reviewsThe Sunshine Spot
Home in Chicago
4.81 out of 5 average rating, 199 reviewsSpacious Luxury Townhouse - Old Town
Home in Highland Park
4.91 out of 5 average rating, 110 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!
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, 197 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
4.87 out of 5 average rating, 111 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Flat in Chicago
4.92 out of 5 average rating, 36 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Flat in Chicago
5.0 out of 5 average rating, 9 reviewsCozy studio near Michigan lake
Flat in Rosemont
4.92 out of 5 average rating, 24 reviewsRelaxing Standard Room l Free Airport Shuttle
Flat in Chicago
5.0 out of 5 average rating, 11 reviewsSkyline Oasis: City & Lake Views
Home in Schaumburg
5.0 out of 5 average rating, 4 reviewsParadise 4BR w/ Pool & Games
Private, pet-friendly home rentals
Flat in Chicago
4.9 out of 5 average rating, 345 reviewsSunny Logan Square Artists' home
Flat in Chicago
4.87 out of 5 average rating, 243 reviewsWELCOME TO NANCY'S PAD!
Flat in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Guest suite in Chicago
4.9 out of 5 average rating, 171 reviewsChicago Living: Your Home Away From Home
Flat in Chicago
4.88 out of 5 average rating, 178 reviews★Bright & Bold 1BR in Roscoe Village + Fireplace★
Flat in Chicago
4.83 out of 5 average rating, 483 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Guest suite in Chicago
4.95 out of 5 average rating, 128 reviewsComfortable & Cozy in Bridgeport
Flat in Chicago
4.88 out of 5 average rating, 136 reviewsBright and Cozy 1BR Apartment in Logan Square!
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
- Loft rentals Chicago
- Rentals with an accessible-height bed Chicago
- Private suite rentals Chicago
- Rentals with an EV charger Chicago
- Rentals with a balcony Chicago
- Family-friendly rentals Chicago
- Fitness-friendly rentals Chicago
- Rentals with a fireplace Chicago
- Lakehouse rentals Chicago
- Rentals with a washing machine and dryer Chicago
- Rentals with a patio Chicago
- Rentals with a cinema Chicago
- Rentals with outdoor seating Chicago
- Rentals with an accessible-height toilet Chicago
- Rentals with a sauna Chicago
- Rentals with beach access Chicago
- Beachfront rentals Chicago
- Rentals with breakfast Chicago
- Rentals with a firepit Chicago
- Townhouse rentals Chicago
- Smoking-friendly rentals Chicago
- Apartment rentals Chicago
- Rentals with a hot tub Chicago
- Waterfront rentals Chicago
- Guest house rentals Chicago
- Rentals with lake access Chicago
- Hotel rentals Chicago
- Boutique hotel rentals Chicago
- House rentals Chicago
- Flat rentals Chicago
- Family-friendly rentals Chicago
- Monthly Rentals Chicago
- Bed and breakfasts Chicago
- Rentals with pools Chicago
- Mansion rentals 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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