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Pet-friendly vacation rentals in Chicago
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in 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 Chicago pet-friendly home rentals
Pet-friendly home rentals with a pool
![](https://a0.muscache.com/im/pictures/9ab3b6eb-f173-409d-8937-170f9cd0c8d2.jpg?im_w=720)
Home in Highland Park
4.91 out of 5 average rating, 133 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-50006147/original/4f6b5f96-9745-4c3d-8e09-69b6c8f98f99.jpeg?im_w=720)
Rental unit in The Loop
4.77 out of 5 average rating, 168 reviewsBeautiful Corner 2 Bedroom in the Loop | Roof Deck
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-788434006976405917/original/83c6b3dc-3ada-4548-b826-afe5a6f8fd30.png?im_w=720)
Rental unit in Itasca
4.74 out of 5 average rating, 228 reviewsKing Bed at Chicago Northwest + PET Friendly
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Rental unit in Rosemont
4.93 out of 5 average rating, 68 reviewsRelaxing Standard Room l Free Airport Shuttle
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Rental unit in East Rogers Park
4.82 out of 5 average rating, 17 reviewsCozy studio near Michigan lake
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Home in Schaumburg
4.92 out of 5 average rating, 13 reviewsParadise 4BR w/ Pool & Games
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Rental unit in West Town
4.96 out of 5 average rating, 50 reviewsCozy 2 Bed Apt in Wicker Park East w/ Free Parking
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Campsite in Midlothian
4.99 out of 5 average rating, 78 reviewsWaverly Woods Outpost: Private Glampsite w Theater
Pet-friendly home rentals with a hot tub
![](https://a0.muscache.com/im/pictures/8d04133b-a607-4a9c-962e-6b630bb541e2.jpg?im_w=720)
Guesthouse in Lincoln Square
4.88 out of 5 average rating, 241 reviewsPrivate Coach house near Lincoln Square!
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Rental unit in West Town
4.88 out of 5 average rating, 410 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
![](https://a0.muscache.com/im/pictures/miso/Hosting-41618243/original/fc0c935c-c1e1-491b-9090-dd3b7b7e8dc4.jpeg?im_w=720)
Serviced apartment in Old Town
4.87 out of 5 average rating, 129 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6OTMzOTk3MTIxOTY1NzkyNjUy/original/b73aae78-ecaa-4e68-b189-a011494cd785.jpeg?im_w=720)
Rental unit in Logan Square
4.92 out of 5 average rating, 48 reviewsLuxe Suite + Spa House! Key West Resort n Chicago!
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1185414016608951117/original/4babcb2f-41f4-4a34-91db-903249aa426b.jpeg?im_w=720)
Tiny home in Homewood
5 out of 5 average rating, 6 reviewsA-frame Cabin w/jacuzzi and Tent
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Rental unit in Brighton Park
4.67 out of 5 average rating, 3 reviewsCozy 2 Bed Apt - Midway Airport
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Home in Bridgeport
4.94 out of 5 average rating, 86 reviewsModern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
![](https://a0.muscache.com/im/pictures/miso/Hosting-1010257691109275056/original/8d0fad0c-9238-4dd7-9f9f-7d2253f36210.jpeg?im_w=720)
Home in West Town
4.92 out of 5 average rating, 26 reviewsHot Tub Logan Family Designer Home
Pet-friendly house rentals
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Home in Bolingbrook
4.93 out of 5 average rating, 107 reviewsThe Sunshine Spot
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Home in Lake View
4.99 out of 5 average rating, 101 reviewsHuge Sunlit Gem, Free Parking, No Cleaning Fee
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Home in Lincoln Park
4.81 out of 5 average rating, 205 reviewsSpacious Luxury Townhouse - Old Town
![](https://a0.muscache.com/im/pictures/miso/Hosting-34782516/original/eb12b2a8-88cd-4d4b-b2b2-652494d0a8cb.jpeg?im_w=720)
Home in North Park
4.96 out of 5 average rating, 141 reviewsChicago Riverhouse with private fenced in patio!
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Home in Wicker Park
4.83 out of 5 average rating, 132 reviewsBucktown Home W/ Free Garage Parking for 2 Cars!
![](https://a0.muscache.com/im/pictures/miso/Hosting-747371602238529763/original/448abafc-cf31-4999-bbb7-607ccecc39a3.jpeg?im_w=720)
Home in Near North Side
4.8 out of 5 average rating, 101 reviews503LOFT | Top Floor 5 BED, 2 BA Downtown Loft
![](https://a0.muscache.com/im/pictures/airflow/Hosting-790606570515862801/original/22b2400e-f168-40d0-8fed-968d1344a19a.jpg?im_w=720)
Home in Glen Ellyn
4.91 out of 5 average rating, 111 reviewsHome in Glen Ellyn
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Home in Naperville
4.9 out of 5 average rating, 112 reviewsHome away from home
Quick stats about vacation rentals that are pet-friendly in Chicago
Total rentals
3.3K properties
Total number of reviews
135K reviews
Family-friendly rentals
1.7K properties are a good fit for families
Rentals with a pool
680 properties have a pool
Rentals with dedicated workspaces
2.3K properties have a dedicated workspace
Wifi availability
3.2K properties include access to wifi
Destinations to explore
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