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 Forest Park
4.9 out of 5 average rating, 228 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Home in Uptown
4.9 out of 5 average rating, 339 reviewsPrivate 3rd Floor Apartment
Home in North Park
4.95 out of 5 average rating, 133 reviewsChicago Riverhouse with private fenced in patio!
Home in Worth
4.88 out of 5 average rating, 107 reviewsThe Comfy King Ranch/ King Bed/Disney+ /Fast Wi-Fi
Home in Avondale
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Home in Wicker Park
4.83 out of 5 average rating, 126 reviewsBucktown Home W/ Free Garage Parking for 2 Cars!
Home in Lincoln Park
4.81 out of 5 average rating, 200 reviewsSpacious Luxury Townhouse - Old Town
Home in Avondale
4.92 out of 5 average rating, 213 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Pet-friendly home rentals with a pool
Rental unit in The Loop
4.77 out of 5 average rating, 208 reviewsLuxury Corner 2 Bedroom in the Loop | Roof Deck
Rental unit in Rosemont
4.94 out of 5 average rating, 34 reviewsRelaxing Standard Room l Free Airport Shuttle
Rental unit in East Rogers Park
5 out of 5 average rating, 10 reviewsCozy studio near Michigan lake
Campsite in Midlothian
4.99 out of 5 average rating, 76 reviewsWaverly Woods Outpost: Private Glampsite w Theater
Rental unit in The Loop
4.92 out of 5 average rating, 13 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
Rental unit in West Town
4.95 out of 5 average rating, 43 reviewsCozy 2 Bed Apt in Wicker Park East w/ Free Parking
Rental unit in Magnificent Mile
4.91 out of 5 average rating, 11 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Rental unit in River North
4.83 out of 5 average rating, 211 reviewsKasa | Nearby Millennium Park | River North
Private, pet-friendly home rentals
Guest suite in McKinley Park
4.82 out of 5 average rating, 211 reviewsVintage Suite Home Chicago by Sox/Park/Transit
Rental unit in Forest Park
4.98 out of 5 average rating, 292 reviewsWalk to Oak Park from Our Sunny Turn of the Century Apt
Rental unit in Lincoln Park
4.78 out of 5 average rating, 139 reviewsRoomy Getaway in Vibrant Center of Lincoln Park
Rental unit in Irving Park
4.86 out of 5 average rating, 107 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Guest suite in Skokie
4.87 out of 5 average rating, 153 reviewsAdorable studio style unit - Self check in ⚡️
Rental unit in Logan Square
4.93 out of 5 average rating, 212 reviewsCozy Private Coach House
Rental unit in Irving Park
4.89 out of 5 average rating, 182 reviewsHistoric Chicago neighborhood flat
Rental unit in South Lawndale
4.93 out of 5 average rating, 116 reviewsLuxurious - 10 Minutes to Downtown Chicago - Cozy
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
Destinations to explore
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