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
Charming dog friendly 2-Bath Bungalow Near Chicago
Home in Chicago
Private 3rd Floor Apartment
Home in Chicago
The Avondale Guesthouse
Home in Chicago
Chicago Riverhouse summer on our patio!
Home in Worth
The Comfy King Ranch/ King Bed/Disney+ /Fast Wi-Fi
Home in Bolingbrook
The Sunshine Spot
Home in Chicago
Brand New Spacious Duplex
Home in Berwyn
Retro Modern Bungalow | free parking | fire pit
Pet-friendly home rentals with a pool
Serviced apartment in Chicago
Level ◆ Two Bedroom Deluxe Corner Suite + Balcony
Rental unit in Chicago
Luxury Corner 2 Bedroom in the Loop | Roof Deck
Rental unit in Rosemont
Relaxing Standard Room l Free Airport Shuttle
Rental unit in Chicago
Luxe Suite + Spa House Retreat! Pets Welcome
Rental unit in Itasca
Guest room with 2 Double Beds + PET Friendly
Rental unit in Chicago
Cozy studio near Michigan lake
Campsite in Midlothian
Waverly Woods Outpost: Private Glampsite w Theater
Rental unit in Chicago
Downtown Penthouse Lake Views #1|Gym, Parking+Pool
Private, pet-friendly home rentals
Guest suite in Chicago
Private Suite w/ offstreet pkg, at Logan Sq Blu Ln
Rental unit in Forest Park
Home in Forest Park downstairs
Rental unit in Chicago
Bright family-friendly Lincoln Square 2-bed 1-bath
Rental unit in Chicago
Handicap accessible apartment w/Level-2 EV Charger
Rental unit in Oak Park
Lovely, spacious 2bd, 1bath home w/free parking
Rental unit in Chicago
⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Townhouse in Hoffman Estates
a SIMPLE place
Rental unit in Chicago
Luxurious - 10 Minutes to Downtown Chicago - Cozy
Destinations to explore
- Downtown Chicago Vacation rentals
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- Monthly Rentals South Side
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- Pet-friendly rentals Milwaukee
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