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, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun 25 – Jul 2
Home in Chicago
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
Apr 13 – 20
Home in Chicago
4.96 out of 5 average rating, 127 reviewsChicago Riverhouse summer on our patio!
Aug 18 – 25
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Apr 15 – 22
Home in Worth
4.87 out of 5 average rating, 102 reviewsThe Comfy King Ranch/ King Bed/Disney+ /Fast Wi-Fi
Dec 10 – 17
Home in Chicago
4.83 out of 5 average rating, 139 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Mar 9 – 16
Home in Chicago
4.93 out of 5 average rating, 209 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Dec 21 – 28
Home in Chicago
4.8 out of 5 average rating, 15 reviewsCozy 2 bed Condo in Bronzeville!
Sep 23 – 30
Pet-friendly home rentals with a pool
Apartment in Itasca
4.77 out of 5 average rating, 181 reviewsKing Bed at Chicago Northwest + PET Friendly
Jun 20 – 27
Apartment in Chicago
4.78 out of 5 average rating, 157 reviewsBeautiful Corner 2 Bedroom in the Loop | Roof Deck
Apr 10 – 17
Apartment in Chicago
4.87 out of 5 average rating, 110 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Oct 6 – 13
Apartment in Chicago
4.9 out of 5 average rating, 30 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Mar 8 – 15
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsCozy studio near Michigan lake
Jun 30 – Jul 7
Apartment in Rosemont
4.94 out of 5 average rating, 17 reviewsRelaxing Standard Room l Free Airport Shuttle
Jul 4 – 11
Apartment in Chicago
4.86 out of 5 average rating, 7 reviewsSafe Downtown Penthouse Lake Views #1|Gym, Parking
Jun 8 – 15
Campsite in Midlothian
4.99 out of 5 average rating, 76 reviewsWaverly Woods Outpost: Private Glampsite w Theater
Aug 4 – 11
Private, pet-friendly home rentals
Apartment in Chicago
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Jan 14 – 21
Apartment in Forest Park
4.98 out of 5 average rating, 285 reviewsWalk to Oak Park from Our Sunny Turn of the Century Apt
Sep 21 – 28
Apartment in Forest Park
4.85 out of 5 average rating, 112 reviewsHome away from home downstairs
Nov 23 – 30
Apartment in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Feb 10 – 17
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 294 reviewsa SIMPLE place
Jan 6 – 13
Apartment in Chicago
4.86 out of 5 average rating, 101 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Apr 4 – 11
Apartment in Oak Lawn
4.95 out of 5 average rating, 123 reviewsCharming One Bedroom Apartment
Jul 11 – 18
Apartment in Chicago
4.93 out of 5 average rating, 207 reviewsCozy Private Coach House
Jul 17 – 24
Destinations to explore
- Downtown Chicago Vacation rentals
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
- Saugatuck Vacation rentals
- Evanston Vacation rentals
- South Haven Vacation rentals
- Naperville Vacation rentals
- South Bend Vacation rentals
- New Buffalo Vacation rentals
- Schaumburg Vacation rentals
- Chicago Vacation rentals
- Pet-friendly rentals Chicago
- Pet-friendly rentals Chicago
- Pet-friendly rentals Downtown Chicago
- Rentals with beach access South Side
- Condo rentals South Side
- Townhouse rentals South Side
- Rentals with a hot tub South Side
- Apartment rentals South Side
- Waterfront rentals South Side
- Smoking-friendly rentals South Side
- Rentals with lake access South Side
- Rentals with a fireplace South Side
- Monthly Rentals South Side
- Rentals with outdoor seating South Side
- House rentals South Side
- Rentals with a fire pit South Side
- Fitness-friendly rentals South Side
- Kid-friendly rentals South Side
- Rentals with an EV charger South Side
- Rentals with breakfast South Side
- Rentals with a washer and dryer South Side
- Private suite rentals South Side
- Family-friendly rentals South Side
- Rentals with a patio 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
- Bungalow Rentals United States
- 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
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom