Pet Friendly Vacation Rentals
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    Pet Friendly Vacation Rentals in Chicago, IL

    There are 243 pet friendly vacation rentals in Chicago. Need help to decide where to stay with your dog? You can browse the results below and filter by amenities to find the perfect spot. All pet policy information is guaranteed and there are no booking fees!

    $99+
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed

    Pet-Friendly Airbnb Rentals

    Chicago, IL
    $190
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 5

    Luxury Condo With Patio Deck

    5.0 Chicago, IL
    Luxury Condo With Patio Deck Pet Policy This 1-bedroom vacation rental in Chicago allows 2 dogs of any size for no additional fee. Cats may also be allowed by request. Visit Website
    $278
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 9

    Luxury Penthouse Condo

    5.0 Chicago, IL
    Luxury Penthouse Condo Pet Policy This 2-bedroom vacation rental in Chicago allows 2 dogs of any size for no additional fee. Cats may also be allowed by request. Visit Website
    $129
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 2

    Lincoln Park 202

    4.7 Chicago, IL
    Lincoln Park 202 Pet Policy This 1-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $391
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 24

    1426 Whole House

    4.7 Chicago, IL
    1426 Whole House Pet Policy This 5-bedroom house in Chicago allows 9 dogs of any size for no additional fee. Cats may also be allowed by request. There are 2 resident cats on the property. Visit Website
    $391
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 21

    Schiller Front

    4.8 Chicago, IL
    Schiller Front Pet Policy This 4-bedroom vacation rental in Chicago allows 10 dogs of any size for no additional fee. Cats may also be allowed by request. Visit Website
    $201
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 6

    2BR Home with Free Parking on Premises

    4.9 Chicago, IL
    2BR Home with Free Parking on Premises Pet Policy This 3-bedroom house in Chicago allows 4 dogs of any size for no additional fee. Cats may also be allowed by request. Visit Website
    $653
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 30

    Schiller - Whole House

    5.0 Chicago, IL
    Schiller - Whole House Pet Policy This 5-bedroom vacation rental in Chicago allows 10 dogs of any size for no additional fee. Cats may also be allowed by request. Visit Website
    $326
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 6

    Wrigleyville 1/1 Condo

    5.0 Chicago, IL
    Wrigleyville 1/1 Condo Pet Policy This 1-bedroom condo in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $104
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 4

    2BR North-Side of Chicago Near Wrigley

    4.8 Chicago, IL
    2BR North-Side of Chicago Near Wrigley Pet Policy This 2-bedroom apartment in Chicago allows dogs of any size for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance. Visit Website
    $260
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 10

    Amazing 3BR With Patio & Parking

    4.6 Chicago, IL
    Amazing 3BR With Patio & Parking Pet Policy This 3-bedroom vacation rental in Chicago allows 10 dogs of any size for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance. Breed restrictions apply. Visit Website
    $249
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 6

    Dayton Street Charm

    5.0 Chicago, IL
    Dayton Street Charm Pet Policy This 3-bedroom apartment in Chicago allows 2 dogs of any size for no additional fee. Cats may also be allowed by request. No aggressive pets, please. Visit Website
    $259
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 12

    El Motel Bangtel Tres Logan Square with Patio

    5.0 Chicago, IL
    El Motel Bangtel Tres Logan Square with Patio Pet Policy This 4-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $166
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 6

    Lincoln Park 204

    5.0 Chicago, IL
    Lincoln Park 204 Pet Policy This 2-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $175
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 6

    The Neighborhood Hotel - Lincoln Park 403

    4.9 Chicago, IL
    The Neighborhood Hotel - Lincoln Park 403 Pet Policy This 2-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $182
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 6

    The Neighborhood Hotel - Lincoln Park 304

    4.9 Chicago, IL
    The Neighborhood Hotel - Lincoln Park 304 Pet Policy This 2-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request, but all pets must be approved in advance. Visit Website
    $135
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 3

    Lincoln Park 302

    5.0 Chicago, IL
    Lincoln Park 302 Pet Policy This 1-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $175
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 6

    The Neighborhood Hotel - Lincoln Park 303

    4.8 Chicago, IL
    The Neighborhood Hotel - Lincoln Park 303 Pet Policy This 2-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $129
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 2

    Lincoln Park 402

    5.0 Chicago, IL
    Lincoln Park 402 Pet Policy This 1-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    $180
    No Pet Fee
    Big Dogs Allowed
    2+ Pets Allowed
    Sleeps 6

    Lincoln Park 203

    4.8 Chicago, IL
    Lincoln Park 203 Pet Policy This 2-bedroom apartment in Chicago is pet friendly! Dogs of any size are welcome for no additional fee. Cats may also be allowed by request. Visit Website
    Chicago, IL, US