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, 251 reviewsPrivate apartment with retro vibe
Home in Chicago
4.9 out of 5 average rating, 337 reviewsPrivate 3rd Floor Apartment
Home in Forest Park
4.91 out of 5 average rating, 224 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in North Park
4.95 out of 5 average rating, 131 reviewsChicago Riverhouse summer on our patio!
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Worth
4.88 out of 5 average rating, 105 reviewsThe Comfy King Ranch/ King Bed/Disney+ /Fast Wi-Fi
Home in Bolingbrook
4.92 out of 5 average rating, 100 reviewsThe Sunshine Spot
Home in Chicago
4.93 out of 5 average rating, 212 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Pet-friendly home rentals with a pool
Apartment in Itasca
4.75 out of 5 average rating, 197 reviewsKing Bed at Chicago Northwest + PET Friendly
Apartment in Chicago
4.85 out of 5 average rating, 193 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Apartment in Old Town
4.87 out of 5 average rating, 111 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Apartment in Chicago
4.92 out of 5 average rating, 36 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apartment in Chicago
5.0 out of 5 average rating, 9 reviewsCozy studio near Michigan lake
Apartment in The Loop
4.92 out of 5 average rating, 12 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Apartment in Rosemont
4.92 out of 5 average rating, 24 reviewsRelaxing Standard Room l Free Airport Shuttle
Campsite in Midlothian
4.99 out of 5 average rating, 76 reviewsWaverly Woods Outpost: Private Glampsite w Theater
Private, pet-friendly home rentals
Apartment in Forest Park
5.0 out of 5 average rating, 228 reviewsLike a Treehouse!
Apartment in Chicago
4.87 out of 5 average rating, 242 reviewsWELCOME TO NANCY'S PAD!
Condo in Chicago
4.92 out of 5 average rating, 100 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Apartment in Forest Park
4.98 out of 5 average rating, 290 reviewsWalk to Oak Park from Our Sunny Turn of the Century Apt
Apartment in Chicago
4.89 out of 5 average rating, 144 reviewsCozy and Comfy 1BR Apartment in Logan Square!
Apartment in Chicago
4.88 out of 5 average rating, 177 reviews★Bright & Bold 1BR in Roscoe Village + Fireplace★
Apartment in Oak Lawn
4.95 out of 5 average rating, 123 reviewsCharming One Bedroom Apartment
Apartment in Wicker Park
4.83 out of 5 average rating, 482 reviewsRelaxed Bucktown/Wicker Park 1B Apt
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
$20 before taxes and fees
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