Pet-friendly vacation rentals in West Side
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in West Side
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for West Side pet-friendly home rentals
Pet-friendly house rentals
Home in Chicago
4.93 out of 5 average rating, 352 reviewsAmazing Penthouse Skyline Views!
Home in Chicago
4.84 out of 5 average rating, 158 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Home in Chicago
4.96 out of 5 average rating, 152 reviewsChicago River House -Large modern home
Home in Chicago
4.94 out of 5 average rating, 116 reviewsBoHo House - A Chic, 1903 Chicago Workers Cottage
Home in Chicago Ridge
4.93 out of 5 average rating, 101 reviewsQuiet cul-de-sac with huge fenced in backyard
Home in Chicago
4.97 out of 5 average rating, 111 reviewsAndersonville/ Cozy 3b 3b House / 99 walk score
Home in Chicago
4.82 out of 5 average rating, 222 reviewsSpacious Luxury Townhouse - Old Town
Home in Forest Park
4.9 out of 5 average rating, 102 reviewsAdorable house Madison Street w/ 2 car garage!
Pet-friendly home rentals with a pool
Home in Highland Park
4.91 out of 5 average rating, 140 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
Rental unit in Chicago
5 out of 5 average rating, 11 reviewsLuxury Designer Penthouse Combo West | Gold Coast
Rental unit in Chicago
4.7 out of 5 average rating, 115 reviewsPlay in the Windy City and rest by the “606”
Rental unit in Chicago
4.8 out of 5 average rating, 143 reviewsKasa | Walk Magnificent Mile | River North
Rental unit in Chicago
4.82 out of 5 average rating, 216 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Rental unit in Chicago
4.89 out of 5 average rating, 57 reviewsDTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool
Rental unit in Chicago
4.81 out of 5 average rating, 62 reviewsCozy Family 3BR Oasis: Park, Private Yard, & BBQ!
Rental unit in Chicago
4.9 out of 5 average rating, 10 reviewsModern unit in Bridgeport-Chicago
Private, pet-friendly home rentals
Condo in Chicago
4.99 out of 5 average rating, 249 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Rental unit in Chicago
4.95 out of 5 average rating, 265 reviewsSpacious and Cozy Logan Square Apartment
Rental unit in Chicago
4.87 out of 5 average rating, 278 reviewsWELCOME TO NANCY'S PAD!
Rental unit in Chicago
4.93 out of 5 average rating, 188 reviewsPenthouse Near Wrigley Field
Rental unit in Chicago
4.89 out of 5 average rating, 150 reviewsComfortable, modern apartment 20 Min from Downtown
Rental unit in Chicago
4.86 out of 5 average rating, 513 reviewsLogan Square Lookout
Guest suite in Chicago
4.94 out of 5 average rating, 108 reviewsEddy Street Upstairs Apartment
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 319 reviewsa SIMPLE place
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