Pet Friendly Vacation Rentals in Chicago, IL

There are 140 pet friendly vacation rentals in Chicago. Need help deciding where to stay with your dog? You can browse the results below, filter by amenities, or call 877-411-FIDO to have our Canine Concierge help you choose the perfect spot. All pet policy information is guaranteed and there are no booking fees!

Pet Friendly Relaxed Bucktown Apartment in Chicago, IL
This 1-bedroom Airbnb rental in Chicago welcomes two dogs of any size for no additional fee. Exceptions may be made for more than two small pets with prior homeowner approval. Pets left alone in the apartment must be accustomed to being unattended in an unfamiliar environment, and preferably crated.
Pet Friendly Artful 19th Century Home in Chicago, IL
Pets of any size are welcome at this 2-bedroom Airbnb rental in Chicago for a $200 refundable deposit. Please contact Bladon and Pablo for any questions prior to booking.
Pet Friendly Heart of East Village/Wicker Park in Chicago, IL
Dogs of any size are welcome at this 2-bedroom Airbnb rental in Chicagofor no additional fee. Just let Sharon for more details on the pet fee, weight limit, and any other restrictions.
Pet Friendly 4Beds, 3Bdr, 2Bth, 1Jacuzzi&Parking in Chicago, IL
Dogs are welcome at this 3-bedroom Airbnb rental in Chicago for no additional fee. However, if damages occur, you may be charged up to $300. Please contact Marius & Amanda for more details on the weight limit and any other restrictions prior to booking.
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