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
4.92 out of 5 average rating, 240 reviewsPrivate apartment with retro vibe
Sep 17 – 24
Home in Chicago
4.89 out of 5 average rating, 332 reviewsPrivate 3rd Floor Apartment
Dec 18 – 25
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Mar 6 – 13
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun 23 – 30
Home in Chicago
4.96 out of 5 average rating, 127 reviewsChicago Riverhouse summer on our patio!
Mar 13 – 20
Home in Chicago
4.82 out of 5 average rating, 140 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Apr 6 – 13
Home in Chicago
4.93 out of 5 average rating, 210 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Dec 21 – 28
Home in Chicago
4.93 out of 5 average rating, 326 reviewsAmazing Penthouse Skyline Views!
Jan 4 – 11
Pet-friendly home rentals with a pool
Apartment in Itasca
4.78 out of 5 average rating, 183 reviewsKing Bed at Chicago Northwest + PET Friendly
Sep 15 – 22
Apartment in Chicago
4.86 out of 5 average rating, 190 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Feb 22 – Mar 1
Apartment in Chicago
4.87 out of 5 average rating, 110 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Apr 21 – 28
Apartment in Chicago
4.91 out of 5 average rating, 32 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Nov 25 – Dec 2
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsCozy studio near Michigan lake
Jun 30 – Jul 7
Apartment in Chicago
5.0 out of 5 average rating, 10 reviewsSkyline Oasis: City & Lake Views
Aug 21 – 28
Apartment in Rosemont
4.89 out of 5 average rating, 18 reviewsRelaxing Standard Room l Free Airport Shuttle
Jun 18 – 25
Apartment in Chicago
4.88 out of 5 average rating, 8 reviewsSafe Downtown Penthouse Lake Views #1|Gym, Parking
Jul 8 – 15
Private, pet-friendly home rentals
Townhouse in Hoffman Estates
4.91 out of 5 average rating, 294 reviewsa SIMPLE place
Feb 19 – 26
Apartment in Chicago
4.92 out of 5 average rating, 152 reviewsUrban Pilsen Apt. near Downtown
Feb 10 – 17
Apartment in Chicago
4.86 out of 5 average rating, 102 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
Guest suite in Wood Dale
4.9 out of 5 average rating, 430 reviewsThe Deer Suite
Jul 16 – 23
Apartment in Chicago
4.89 out of 5 average rating, 177 reviewsHistoric Chicago neighborhood flat
Mar 1 – 8
Apartment in Chicago
4.89 out of 5 average rating, 144 reviewsChicago Lincoln Park North Pond 2 Bedroom Pied-à-Terre
Jan 5 – 12
Apartment in Chicago
4.84 out of 5 average rating, 480 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Oct 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
G$4,180 GYD before taxes and fees
Destinations to explore
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