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, 224 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Chicago
4.9 out of 5 average rating, 337 reviewsPrivate 3rd Floor Apartment
Home in Chicago
4.95 out of 5 average rating, 131 reviewsChicago Riverhouse summer on our 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, 105 reviewsThe Comfy King Ranch/ King Bed/Disney+ /Fast Wi-Fi
Home in Bolingbrook
4.92 out of 5 average rating, 100 reviewsThe Sunshine Spot
Home in Manteno
4.96 out of 5 average rating, 205 reviewsKing-size beds ! All the luxeries of home!
Home in Chicago
4.93 out of 5 average rating, 212 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Pet-friendly home rentals with a pool
Apartment in Itasca
4.75 out of 5 average rating, 197 reviewsKing Bed at Chicago Northwest + PET Friendly
Home in Highland Park
4.91 out of 5 average rating, 127 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
Apartment in Chicago
4.85 out of 5 average rating, 193 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Apartment in Chicago
5.0 out of 5 average rating, 9 reviewsCozy studio near Michigan lake
Condo in Portage
4.93 out of 5 average rating, 69 reviewsUnsalted Stay - Waterfront Condo
Apartment in Chicago
4.92 out of 5 average rating, 12 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Apartment in Rosemont
4.92 out of 5 average rating, 24 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
Private, pet-friendly home rentals
Guest suite in Chicago
4.97 out of 5 average rating, 239 reviewsStylish Studio in Historic Logan Square
Apartment in Chicago
4.9 out of 5 average rating, 345 reviewsSunny Logan Square Artists' home
Apartment in Chicago
4.96 out of 5 average rating, 323 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Apartment in Chicago
4.86 out of 5 average rating, 106 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Apartment in Forest Park
4.88 out of 5 average rating, 102 reviewsHome in Forest Park upstairs.
Condo in Chicago
4.92 out of 5 average rating, 100 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Guest suite in Wood Dale
4.9 out of 5 average rating, 434 reviewsThe Deer Suite
Apartment in Chicago
4.93 out of 5 average rating, 113 reviewsLuxurious, Cozy - 10 Minutes to Downtown Chicago
Destinations to explore
- Downtown Chicago Vacation rentals
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- Rentals with outdoor seating South Side
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- Pet-friendly rentals Milwaukee
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