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 hot tub
Apartment in West Town
4.88 out of 5 average rating, 393 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Jul 16 – 23
Guesthouse in Chicago
4.89 out of 5 average rating, 225 reviewsPrivate Coach house near Lincoln Square!
Jul 22 – 29
Apartment in Chicago
4.87 out of 5 average rating, 110 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Jun 17 – 24
Apartment in Logan Square
4.93 out of 5 average rating, 28 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Mar 10 – 17
Condo in Chicago
4.97 out of 5 average rating, 62 reviewsThe Fox Den
Mar 6 – 13
Home in West Town
4.87 out of 5 average rating, 15 reviewsHot Tub Logan Family Designer Home
May 20 – 27
Home in Bridgeport
4.93 out of 5 average rating, 70 reviewsModern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
Nov 8 – 15
Home in Chicago
4.73 out of 5 average rating, 26 reviews1501HOME | West Town Single Family Home + Garage
Jan 16 – 23
Pet-friendly home rentals with a pool
Apartment in Chicago
4.78 out of 5 average rating, 156 reviewsBeautiful Corner 2 Bedroom in the Loop | Roof Deck
Feb 5 – 12
Apartment in Itasca
4.77 out of 5 average rating, 181 reviewsKing Bed at Chicago Northwest + PET Friendly
Oct 29 – Nov 5
Apartment in East Rogers Park
5.0 out of 5 average rating, 7 reviewsCozy studio near Michigan lake
Jul 9 – 16
Apartment in Rosemont
5.0 out of 5 average rating, 14 reviewsRelaxing Standard Room l Free Airport Shuttle
Jun 28 – Jul 5
Campsite in Midlothian
4.99 out of 5 average rating, 76 reviewsWaverly Woods Outpost: Private Glampsite w Theater
Oct 23 – 30
Apartment in Chicago
5.0 out of 5 average rating, 5 reviewsDtown Penthouse 3bd VIEWS+Parking +Gym
May 21 – 28
Apartment in Magnificent Mile
5.0 out of 5 average rating, 6 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Nov 19 – 26
Yurt in Homewood
4.97 out of 5 average rating, 74 reviewsGlamping Yurt&RV Game Room Pool/Hot Tub/Sauna plus
Jan 18 – 25
Pet-friendly house rentals
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun 20 – 27
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Feb 26 – Mar 5
Home in Chicago
4.96 out of 5 average rating, 126 reviewsChicago Riverhouse summer on our patio!
Sep 7 – 14
Home in Chicago
4.83 out of 5 average rating, 138 reviewsHistoric Old Town, Fabulous 4 Bedroom Home
Jan 20 – 27
Home in Lincoln Park
4.81 out of 5 average rating, 195 reviewsSpacious Luxury Townhouse - Old Town
Dec 5 – 12
Home in Chicago
4.98 out of 5 average rating, 132 reviewsSouthwestern Penthouse TRES | Sleeps 12
Jan 15 – 22
Home in Chicago
4.82 out of 5 average rating, 122 reviewsBucktown Home W/ Free Garage Parking for 2 Cars!
Feb 24 – Mar 3
Home in Berwyn
5.0 out of 5 average rating, 75 reviewsRetro Modern Bungalow | free parking | pets ok
Dec 12 – 19
Quick stats about vacation rentals that are pet-friendly in Chicago
Total rentals
3.3K properties
Wifi availability
3.2K properties include access to wifi
Rentals with dedicated workspaces
2.3K properties have a dedicated workspace
Rentals with a pool
700 properties have a pool
Family-friendly rentals
1.7K properties are a good fit for families
Total number of reviews
128K reviews
Destinations to explore
- Downtown Chicago Vacation rentals
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