Downtown Chicago pet-friendly rentals

We found 696 pet-friendly rentals — enter your dates for availability

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Frequently asked questions

How much does it cost to stay in a pet-friendly holiday rental in Downtown Chicago?
A number of factors will determine the price of a pet-friendly holiday rental in Downtown Chicago, such as the size of the property and when and how long you plan to stay. All you have to do is enter your holiday dates and any preferences to find a house that will work for you and your furry friend.
When is the best time to book a pet-friendly holiday rental in Downtown Chicago?
If you're thinking about visiting Downtown Chicago during peak season, book your pet-friendly holiday rental in March. You'll get to experience the excitement of this destination during one of the most popular times of the year. But be sure to book early to get the best holiday house for you and your four-legged pal.
Where can I rent a pet-friendly holiday rental with great views?
It's easy to book a pet-friendly holiday rental in Downtown Chicago with gorgeous views with our handy filter tool. Select "Location" to view properties in picturesque areas or with specific outlooks that both you and your furry best friend will love. You can also find holiday homes that previous Stayz guests think highly of by clicking on "Guest rating."
Can I book a pet-friendly holiday rental near the beach?
Choose a pet-friendly holiday rental by the beach in Downtown Chicago and have some seaside fun with your furry companion. Consider staying near Oak Street Beach or Ohio Street Beach. These are two popular spots for playing ball, tossing a Frisbee or simply chilling out near the shoreline.
Do any pet-friendly holiday rentals in Downtown Chicago have a garden?
Some pet-friendly holiday rentals in Downtown Chicago include an outdoor area for your four-legged pal to play in. Find these stays by clicking on "Garden or backyard" under the features and amenities section of our filters. Closely read the property details to find out more, such as whether they have an enclosed yard or are close to dog parks or pet-friendly hiking trails.
Can I book a pet-friendly cabin or lodge in Downtown Chicago?
Use our "Pet-friendly" filter to discover the perfect stay. Many of our pet-friendly cabins or lodges in Downtown Chicago feature yard space, so your pup will have plenty of room to exercise. There'll also be a place for your pet to sleep comfortably, and sometimes even a welcome pack to make them feel extra special.
What are the top things to do in Downtown Chicago?
To visit all the popular sights in Downtown Chicago, look up some recommended itineraries from travel agencies or tour operators. They often give an extensive overview on what to see and where to go. If your little buddy is joining you on your getaway, be sure to check which attractions allow dogs once you've locked in your pet-friendly holiday rental.
Why should I book my pet-friendly holiday rental with Stayz?
Stayz is here to take the stress out of finding your next pet-friendly holiday rental. From city centre apartments to beachside pads, our homes promise more than the typical hotel experience. No matter your preference, you'll always get the entire place for just you and your furry friend. Plus, with our cancellation policies, you can get a complete refund if you cancel your trip within the timeframe stated by the property owner.
Pet-friendly Rentals in Downtown Chicago
Pet-friendly Rentals near LINEA