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 Uptown
Private 3rd Floor Apartment
Home in North Park
Chicago Riverhouse summer on our patio!
Home in Bolingbrook
The Sunshine Spot
Home in Glen Ellyn
Home in Glen Ellyn
Home in Lincoln Park
Spacious Luxury Townhouse - Old Town
Home in Highland Park
Rejuvenate and Relax in the North Shore
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 Rosemont
Relaxing Standard Room l Free Airport Shuttle
Rental unit in Itasca
Guest room with 2 Double Beds + PET Friendly
Rental unit in East Rogers Park
Cozy studio near Michigan lake
Campsite in Midlothian
Waverly Woods Outpost: Private Glampsite w Theater
Rental unit in The Loop
Downtown Penthouse Lake Views #1|Gym, Parking+Pool
Rental unit in Magnificent Mile
Luxury Designer Penthouse South |Pool| Gold Coast
Private, pet-friendly home rentals
Rental unit in Logan Square
Sunny Logan Square Artists' home
Rental unit in Logan Square
Cozy and Comfy 1BR Apartment in Logan Square!
Rental unit in Lake View
WELCOME TO NANCY'S PAD!
Rental unit in Lincoln Park
Roomy Getaway in Vibrant Center of Lincoln Park
Townhouse in Hoffman Estates
a SIMPLE place
Rental unit in Logan Square
Relaxed Bucktown/Wicker Park 1B Apt
Rental unit in Albany Park
Huge Pet Friendly East Albany Park Apartment
Guest suite in Chicago
Chicago Living: Your Home Away From Home
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
- Beachfront rentals Chicago
- Smoking-friendly rentals Chicago
- Rentals with beach access Chicago
- Rentals with breakfast Chicago
- Rentals with a firepit Chicago
- Rentals with a fireplace Chicago
- Boutique hotel rentals Chicago
- Mansion rentals Chicago
- Lakehouse rentals Chicago
- Apartment rentals Chicago
- Rentals with a hot tub Chicago
- Rentals with a patio Chicago
- Private suite rentals Chicago
- Family-friendly rentals Chicago
- Bed and breakfasts Chicago
- Townhouse rentals Chicago
- Rentals with a cinema Chicago
- Rentals with outdoor seating Chicago
- Fitness-friendly rentals Chicago
- Rentals with pools Chicago
- Rentals with a washing machine and dryer Chicago
- Flat rentals Chicago
- Rentals with an EV charger Chicago
- Hotel rentals Chicago
- House rentals Chicago
- Rentals with a sauna Chicago
- Rentals with lake access Chicago
- Family-friendly rentals Chicago
- Loft rentals Chicago
- Rentals with an accessible-height bed Chicago
- Monthly Rentals Chicago
- Waterfront 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
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom