Chicago pet-friendly rentals

We found 2,383 pet-friendly rentals — enter your dates for availability

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any pet-friendly holiday homes in Chicago?
Browse our 1,997 pet-friendly holiday homes and start organising your Chicago trip. Whether you want to stay in Theatre District, The Loop, Central Chicago or another well-known neighbourhood, you'll discover the perfect house for you and your furry friend on Bookabach.
How much does it cost to stay in a pet-friendly holiday home in Chicago?
If it's huge savings you're after for your Chicago getaway, click on the "Discounts" filter. This will bring up all the available pet-friendly holiday homes that offer weekly, monthly and new listing discounts. You can also order your results from "Price: low to high" to see the most budget-friendly options first. All it takes is a quick search to lock in a dream space where you can kick back with your furry friend.
When is the best time to book a pet-friendly holiday home in Chicago?
May is an excellent month to escape to Chicago alongside your adventure-loving pooch. It's also when many people book a pet-friendly holiday home. Head to this part of Great Lakes during this time of year and you can expect average temperatures of between 10 ºC (10ºC) and 16 ºC (16ºC).
Where can I rent a pet-friendly holiday home with great views?
Stay at a pet-friendly holiday home in Chicago and you'll be waking up to impressive vistas. Some of our most popular home houses that allow pets in this destination feature urban views.
Can I book a pet-friendly holiday home near the beach?
Let your furry friend stretch their paws at one of our pet-friendly holiday homes by the beach in Chicago. Browse our stays around popular spots like North Avenue Beach and Oak Street Beach and spend your time taking long walks along the seashore and playing fetch.
Do any pet-friendly holiday homes in Chicago have a garden?
To find pet-friendly holiday homes in Chicago with an outdoor area, click on "Garden or backyard" under the features and amenities filter. Some of our properties come with fenced gardens, while others are close to parks, trails or other pet-friendly areas.
Can I book a pet-friendly cabin or lodge in Chicago?
Pack up the chew toys and take the dog along to one of our pet-friendly cabins or lodges in Chicago. To discover accommodation where your canine companion can also enjoy the great outdoors, use our "Pet-friendly" filter.
What are the top things to do in Chicago?
The family will love visiting top attractions like Wrigley Field and Millennium Park while on your Chicago trip. If you have energy for an extra stop, Art Institute of Chicago is another one for your to-do list. And you don't have to leave Fido home alone. Book one of our pet-friendly holiday homes so every member of your group can be in on the fun.
Holiday Rental options in Chicago (and vicinity)
Lake holiday rentals in Chicago (and vicinity)
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Holiday rentals with spa pool in Chicago (and vicinity)
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Beach holiday rentals in Chicago (and vicinity)
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Monthly rentals in Chicago (and vicinity)
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Holiday rentals with pool in Chicago (and vicinity)
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Mountain holiday rentals in Chicago (and vicinity)
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Oceanfront holiday rentals in Chicago (and vicinity)
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Ski holiday rentals in Chicago (and vicinity)
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Family-friendly holiday rentals in Chicago (and vicinity)
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