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

There are a lot of options in Chicago. If you plan on staying in the 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 Chicago: <a href="/property/the-sono-chicago/EP-12913775" class="class="static-page-link"">The Sono Chicago</a> <a href="/property/52nd-floor-magmile-penthouse-views-fireplace-pool/HA-32165673" class="class="static-page-link"">52nd Floor MagMile Penthouse VIEWS Fireplace Pool</a> <a href="/property/bella-villa-on-taylor-street-chicagos-little-italy-1-mile-west-the-loop-uic/HA-1217399612" class="class="static-page-link"">Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop &amp; UIC</a> <a href="/property/55-56-mag-mile-penthouse/HA-3217757" class="class="static-page-link"">55-56 Mag Mile Penthouse</a> <a href="/property/3f-vintage-graystone-in-little-italy-near-loop-uic-united-ct-mccormick-place/HA-3212331854" class="class="static-page-link"">3F Vintage Graystone in Little Italy near loop UIC United Ct &amp; McCormick Place</a> <a href="/property/53-floor-magmile-penthouse-views-balcony-pool/HA-32172685" class="class="static-page-link"">53 Floor MagMile Penthouse Views, Balcony, Pool</a> <a href="/property/luxury-loyola-3-bedroom-2-bath-near-subway-and-beach/HA-321963119" class="class="static-page-link"">Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach</a> <a href="/property/51st-floor-magmile-penthouse-views-balcony-pool/HA-321411255" class="class="static-page-link"">51st Floor MagMile Penthouse Views Balcony Pool</a> <a href="/property/53-54-mag-mile-penthouse-views-fireplace-pool/HA-321275170" class="class="static-page-link"">53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool</a> <a href="/property/new-luxury-penthouse-condo/HA-3212177560" class="class="static-page-link"">NEW LUXURY PENTHOUSE CONDO</a>

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

There are more than 4 pet-friendly rentals available on Beachhavenvacationrentals. Check prices and availability in Chicago and last updated on December 2025. Check an individual property if they have restrictions on the size or numbers of pets.

Which is the best dog-friendly place to stay in Chicago?

There are many dog-friendly vacation homes available in Chicago. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Chicago: HUGE! 3BR Private Home+Garage+360° Roof Deck+Hot Tub+EV+Sleeps 12 City Villa Sleeps 10-20 Free TV & Parking Beautiful 5br home for 14 guests with free parking The Villa Toscana Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach Homan Square The Sono Chicago Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

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

Most definitely! There are many luxury places to stay in 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 Chicago. Though note, more expensive is not always better.