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
Charming dog friendly 2-Bath Bungalow Near Chicago
Home in Avondale
The Avondale Guesthouse
Home in North Park
Chicago Riverhouse summer on our patio!
Home in Bolingbrook
The Sunshine Spot
Home in Avondale
Luxe 6BR House *Trendy Logan Square *Garage Access
Home in Highland Park
Rejuvenate and Relax in the North Shore
Home in Logan Square
Southwestern Penthouse TRES | Sleeps 12
Home in Wicker Park
Bucktown Home W/ Free Garage Parking for 2 Cars!
Pet-friendly home rentals with a pool
Home in Highland Park
2-Acre Highland Park Retreat with Heated Pool ~ 5*
Rental unit in The Loop
Luxury Corner 2 Bedroom in the Loop | Roof Deck
Rental unit in Itasca
King Bed at Chicago Northwest + PET Friendly
Rental unit in Rosemont
Relaxing Standard Room l Free Airport Shuttle
Rental unit in East Rogers Park
Cozy studio near Michigan lake
Rental unit in The Loop
Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool
Rental unit in Magnificent Mile
Luxury Designer Penthouse South |Pool| Gold Coast
Campsite in Midlothian
Waverly Woods Outpost: Private Glampsite w Theater
Private, pet-friendly home rentals
Rental unit in Irving Park
⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Rental unit in Lake View
Comfort zone
Rental unit in Logan Square
Relaxed Bucktown/Wicker Park 1B Apt
Townhouse in Hoffman Estates
a SIMPLE place
Rental unit in Lake View
WELCOME TO NANCY'S PAD!
Guest suite in Chicago
Chicago Living: Your Home Away From Home
Rental unit in Logan Square
Cozy Private Coach House
Guest suite in Wood Dale
The Deer Suite
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
- Rentals with a cinema Chicago
- Rentals with outdoor seating Chicago
- Lakehouse rentals Chicago
- Rentals with an EV charger Chicago
- Loft rentals Chicago
- Rentals with breakfast Chicago
- Rentals with a firepit Chicago
- Family-friendly rentals Chicago
- Rentals with an accessible-height bed Chicago
- Monthly Rentals Chicago
- Fitness-friendly rentals Chicago
- Townhouse rentals Chicago
- Rentals with a balcony Chicago
- Smoking-friendly rentals Chicago
- Hotel rentals Chicago
- Mansion rentals Chicago
- Rentals with a fireplace Chicago
- Private suite rentals Chicago
- Beachfront rentals Chicago
- House rentals Chicago
- Rentals with lake access Chicago
- Rentals with a sauna Chicago
- Rentals with pools Chicago
- Apartment rentals Chicago
- Rentals with a hot tub Chicago
- Waterfront rentals Chicago
- Family-friendly rentals Chicago
- Bed and breakfasts Chicago
- Rentals with a patio Chicago
- Boutique hotel rentals Chicago
- Rentals with a washing machine and dryer Chicago
- Flat rentals Chicago
- Rentals with beach access 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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