Pet-friendly holiday 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.
Holiday rentals for every style
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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 Chicago
4.9 out of 5 average rating, 338 reviewsPrivate 3rd Floor Apartment
Home in Manteno
4.95 out of 5 average rating, 173 reviewsManteno Luxury Comfy Cozy home with- 2 king beds!
Home in Chicago
4.95 out of 5 average rating, 133 reviewsChicago Riverhouse summer on our patio!
Home in Worth
4.88 out of 5 average rating, 106 reviewsThe Comfy King Ranch/ King Bed/Disney+ /Fast Wi-Fi
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Chicago
4.93 out of 5 average rating, 212 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Home in Bolingbrook
4.92 out of 5 average rating, 103 reviewsThe Sunshine Spot
Pet-friendly home rentals with a pool
Flat in Chicago
4.86 out of 5 average rating, 194 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Flat in Chicago
4.88 out of 5 average rating, 113 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Flat in Chicago
4.92 out of 5 average rating, 37 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Flat in Itasca
4.75 out of 5 average rating, 199 reviewsKing Bed at Chicago Northwest + PET Friendly
Flat in Chicago
5.0 out of 5 average rating, 9 reviewsCozy studio near Michigan lake
Flat in Rosemont
4.93 out of 5 average rating, 27 reviewsRelaxing Standard Room l Free Airport Shuttle
Apartment in Portage
4.93 out of 5 average rating, 70 reviewsUnsalted Stay - Waterfront Condo
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 Skokie
4.87 out of 5 average rating, 150 reviewsAdorable studio style unit - Self check in ⚡️
Flat in Chicago
4.89 out of 5 average rating, 347 reviewsSunny Logan Square Artists' home
Flat in Chicago
4.93 out of 5 average rating, 114 reviewsLuxurious - 10 Minutes to Downtown Chicago - Cozy
Flat in Forest Park
4.88 out of 5 average rating, 102 reviewsHome in Forest Park upstairs.
Flat 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
Flat in Chicago
4.99 out of 5 average rating, 107 reviewsNewly Renovated, Spacious 2BR in Andersonville
Flat in Chicago
4.86 out of 5 average rating, 106 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Schaumburg Holiday rentals
- Chicago Holiday rentals
- Pet-friendly rentals Chicago
- Pet-friendly rentals Chicago
- Pet-friendly rentals Downtown Chicago
- Rentals with an EV charger South Side
- Family-friendly rentals South Side
- Rentals with beach access South Side
- Monthly Rentals South Side
- Private suite rentals South Side
- Rentals with breakfast South Side
- Rentals with a hot tub South Side
- Rentals with a washing machine and dryer South Side
- Townhouse rentals South Side
- Rentals with a patio South Side
- Family-friendly rentals South Side
- Apartment rentals South Side
- House rentals South Side
- Rentals with pools South Side
- Rentals with a fireplace South Side
- Fitness-friendly rentals South Side
- Flat rentals South Side
- Rentals with a firepit South Side
- Rentals with outdoor seating South Side
- Smoking-friendly rentals South Side
- Waterfront rentals South Side
- Rentals with lake access South Side
- Pet-friendly rentals Milwaukee
- Pet-friendly rentals Illinois
- Pet-friendly rentals Cook County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
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- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
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- Beach Houses United Kingdom
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- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom