What are the top rated Pet Friendly Vacation Rentals in Downtown Chicago?

There are a lot of options in Downtown Chicago. If you plan on staying in the Downtown Chicago area, consider making a reservation for a few nights at one of these properties as these have been rated the top Pet Friendly Vacation Rentals in Downtown Chicago: <a href="/property/modern-corner-2br-in-streeterville-roof-deck-lake-views/HA-1219588184" class="class="static-page-link"">Modern Corner 2BR in Streeterville | Roof Deck | Lake Views</a> <a href="/property/luxury-designer-penthouse-gold-coast-old-town/HA-3214506355" class="class="static-page-link"">Luxury Designer Penthouse | Gold Coast/Old Town</a> <a href="/property/downtown-3bd-penthouse-lake-mich-views-gym/HA-3212828520" class="class="static-page-link"">Downtown 3bd Penthouse| Lake Mich VIEWS +gym</a> <a href="/property/lofty-garden-retreat-artist-music-friendly-2br-in-humboldt-park/HA-3214509963" class="class="static-page-link"">Lofty Garden Retreat Artist-Music Friendly 2BR in Humboldt Park</a> <a href="/property/downtown-penthouse-huge-patio-with-great-view/HA-3214198396" class="class="static-page-link"">Downtown Penthouse Huge Patio with Great View</a> <a href="/property/luxury-loft-collection-combo-02-03-terrace/HA-3213867539" class="class="static-page-link"">Luxury Loft Collection COMBO 02/03 | Terrace</a> <a href="/property/relaxing-studio-with-private-patio-downtown-chicago/HA-3214450303" class="class="static-page-link"">Relaxing Studio with Private Patio Downtown Chicago</a> <a href="/property/sun-drenched-1br-apartment/HA-3214613020" class="class="static-page-link"">Sun-Drenched 1BR Apartment</a> <a href="/property/sleep-25-huge-downtown-vintage-lofts/HA-3212860036" class="class="static-page-link"">Sleep 25 - Huge Downtown Vintage Lofts</a> <a href="/property/luxury-designer-penthouse-combo-west-gold-coast/HA-3213846156" class="class="static-page-link"">Luxury Designer Penthouse Combo West | Gold Coast</a>

How many pet-friendly vacation rentals are available in Downtown Chicago on Floridarentalvacations?

There are more than 1311 pet-friendly rentals available on Floridarentalvacations. Check prices and availability in Downtown Chicago and last updated on January 2026. Check an individual property if they have restrictions on the size or numbers of pets.

Do you have any luxury vacation homes that allow pets in or near Downtown Chicago?

Most definitely! There are many luxury places to stay in Downtown Chicago. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Downtown Chicago. Though note, more expensive is not always better.