Pet-friendly vacation rentals in South Side
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in South 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 South Side pet-friendly home rentals
Pet-friendly house rentals
Home in Forest Park
4.9 out of 5 average rating, 227 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Chicago
4.9 out of 5 average rating, 339 reviewsPrivate 3rd Floor Apartment
Home in Chicago
4.95 out of 5 average rating, 133 reviewsChicago Riverhouse with private patio!
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Worth
4.88 out of 5 average rating, 107 reviewsThe Comfy King Ranch/ King Bed/Disney+ /Fast Wi-Fi
Home in Bolingbrook
4.92 out of 5 average rating, 103 reviewsThe Sunshine Spot
Home in Chicago
4.93 out of 5 average rating, 212 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Home in Chicago
4.89 out of 5 average rating, 36 reviewsBrand New Spacious Duplex
Pet-friendly home rentals with a pool
Apartment in Chicago
4.86 out of 5 average rating, 195 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Apartment in Itasca
4.82 out of 5 average rating, 22 reviewsGuest room with 2 Double Beds + PET Friendly
Apartment in Rosemont
4.93 out of 5 average rating, 30 reviewsRelaxing Standard Room l Free Airport Shuttle
Campsite in Midlothian
4.99 out of 5 average rating, 76 reviewsWaverly Woods Outpost: Private Glampsite w Theater
Apartment in Chicago
5.0 out of 5 average rating, 10 reviewsCozy studio near Michigan lake
Apartment in Chicago
4.92 out of 5 average rating, 13 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Apartment in Chicago
4.95 out of 5 average rating, 43 reviewsCozy 2 Bed Apt in Wicker Park East w/ Free Parking
Condo in Portage
4.92 out of 5 average rating, 73 reviewsUnsalted Stay - Waterfront Condo
Private, pet-friendly home rentals
Apartment in Chicago
4.9 out of 5 average rating, 175 reviewsHandicap accessible apartment w/Level-2 EV Charger
Apartment in Chicago
4.96 out of 5 average rating, 324 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Guest suite in Wood Dale
4.9 out of 5 average rating, 437 reviewsThe Deer Suite
Apartment in Chicago
4.93 out of 5 average rating, 115 reviewsLuxurious - 10 Minutes to Downtown Chicago - Cozy
Apartment in Chicago
4.86 out of 5 average rating, 107 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Apartment in Chicago
4.87 out of 5 average rating, 246 reviewsWELCOME TO NANCY'S PAD!
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 298 reviewsa SIMPLE place
Guest suite in Oak Park
4.83 out of 5 average rating, 160 reviewsPrivate garden suite in quiet safe Oak Park
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