Pet-friendly vacation rentals in Woodlawn, Chicago
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Woodlawn, Chicago
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 Woodlawn, Chicago pet-friendly home rentals
Pet-friendly house rentals
Home in Berwyn
4.91 out of 5 average rating, 242 reviewsPrivate apartment with retro vibe
Sep 8 – 15
Home in Forest Park
4.91 out of 5 average rating, 224 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun 23 – 30
Home in North Park
4.95 out of 5 average rating, 129 reviewsChicago Riverhouse summer on our patio!
Dec 22 – 29
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Apr 20 – 27
Home in Worth
4.87 out of 5 average rating, 103 reviewsThe Comfy King Ranch/ King Bed/Disney+ /Fast Wi-Fi
Nov 15 – 22
Home in Bolingbrook
4.92 out of 5 average rating, 99 reviewsThe Sunshine Spot
Nov 12 – 19
Home in Chicago
4.93 out of 5 average rating, 327 reviewsAmazing Penthouse Skyline Views!
Mar 19 – 26
Home in Avondale
4.93 out of 5 average rating, 210 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Dec 21 – 28
Pet-friendly home rentals with a pool
Apartment in Itasca
4.76 out of 5 average rating, 187 reviewsKing Bed at Chicago Northwest + PET Friendly
Aug 11 – 18
Apartment in Chicago
4.79 out of 5 average rating, 159 reviewsBeautiful Corner 2 Bedroom in the Loop | Roof Deck
Jan 13 – 20
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsCozy studio near Michigan lake
Jun 30 – Jul 7
Apartment in The Loop
4.89 out of 5 average rating, 9 reviewsSafe Downtown Penthouse Lake Views #1|Gym, Parking
Jun 5 – 12
Campsite in Midlothian
4.99 out of 5 average rating, 76 reviewsWaverly Woods Outpost: Private Glampsite w Theater
Jul 12 – 19
Apartment in Magnificent Mile
5.0 out of 5 average rating, 7 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Sep 9 – 16
Apartment in Rosemont
4.9 out of 5 average rating, 20 reviewsRelaxing Standard Room l Free Airport Shuttle
Jul 21 – 28
Apartment in Chicago
4.85 out of 5 average rating, 195 reviewsKasa | Nearby Millennium Park | River North
Jul 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
Dec 2 – 9
Apartment in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Mar 3 – 10
Apartment in Forest Park
4.98 out of 5 average rating, 285 reviewsWalk to Oak Park from Our Sunny Turn of the Century Apt
Dec 4 – 11
Apartment in Chicago
4.89 out of 5 average rating, 340 reviewsSunny Logan Square Artists' home
Jan 4 – 11
Apartment in Oak Lawn
4.95 out of 5 average rating, 123 reviewsCharming One Bedroom Apartment
Jul 11 – 18
Guest suite in Wood Dale
4.9 out of 5 average rating, 430 reviewsThe Deer Suite
Nov 14 – 21
Apartment in Chicago
4.88 out of 5 average rating, 190 reviewsComfort zone
Apr 17 – 24
Apartment in Chicago
4.89 out of 5 average rating, 177 reviewsHistoric Chicago neighborhood flat
Apr 23 – 30
Quick stats about vacation rentals that are pet-friendly in Woodlawn, Chicago
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
940 reviews
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Destinations to explore
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