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
4.91 out of 5 average rating, 225 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Berwyn
4.91 out of 5 average rating, 256 reviewsPrivate apartment with retro vibe
Home in Chicago
4.9 out of 5 average rating, 338 reviewsPrivate 3rd Floor Apartment
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Worth
4.88 out of 5 average rating, 106 reviewsThe Comfy King Ranch/ King Bed/Disney+ /Fast Wi-Fi
Home in Chicago
4.95 out of 5 average rating, 133 reviewsChicago Riverhouse summer on our patio!
Home in Bolingbrook
4.92 out of 5 average rating, 103 reviewsThe Sunshine Spot
Home in Chicago
4.78 out of 5 average rating, 18 reviewsCozy 2 bed Condo in Bronzeville!
Pet-friendly home rentals with a pool
Apartment in Chicago
4.88 out of 5 average rating, 113 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Apartment in Chicago
4.86 out of 5 average rating, 194 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Apartment in Chicago
4.92 out of 5 average rating, 37 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apartment in Itasca
4.76 out of 5 average rating, 203 reviewsKing Bed at Chicago Northwest + PET Friendly
Apartment in Chicago
5.0 out of 5 average rating, 9 reviewsCozy studio near Michigan lake
Campsite in Midlothian
4.99 out of 5 average rating, 76 reviewsWaverly Woods Outpost: Private Glampsite w Theater
Apartment in Rosemont
4.93 out of 5 average rating, 27 reviewsRelaxing Standard Room l Free Airport Shuttle
Apartment in Chicago
4.92 out of 5 average rating, 13 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Private, pet-friendly home rentals
Apartment in Chicago
4.96 out of 5 average rating, 246 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Apartment in Chicago
4.89 out of 5 average rating, 347 reviewsSunny Logan Square Artists' home
Guest suite in Chicago
4.97 out of 5 average rating, 230 reviewsPrivate Suite w/ offstreet pkg, at Logan Sq Blu Ln
Guest suite in Skokie
4.87 out of 5 average rating, 150 reviewsAdorable studio style unit - Self check in ⚡️
Apartment in Chicago
4.96 out of 5 average rating, 324 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 297 reviewsa SIMPLE place
Apartment in Chicago
4.86 out of 5 average rating, 107 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Apartment in Chicago
4.93 out of 5 average rating, 114 reviewsLuxurious - 10 Minutes to Downtown Chicago - Cozy
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