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 Chicago
4.88 out of 5 average rating, 394 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Oct 24 – 31
Guesthouse in Chicago
4.89 out of 5 average rating, 228 reviewsPrivate Coach house near Lincoln Square!
Jul 24 – 31
Apartment in Chicago
4.87 out of 5 average rating, 110 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Sep 3 – 10
Apartment in Chicago
4.91 out of 5 average rating, 32 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Nov 25 – Dec 2
Condo in Chicago
4.95 out of 5 average rating, 64 reviewsThe Fox Den
Feb 28 – Mar 7
Home in Chicago
4.88 out of 5 average rating, 16 reviewsHot Tub Logan Family Designer Home
May 20 – 27
Home in Chicago
4.93 out of 5 average rating, 71 reviewsModern Lux Getaway w/ Hot Tub, Lrg Yard, Parking
Aug 15 – 22
Apartment in Chicago
5.0 out of 5 average rating, 10 reviewsSkyline Oasis: City & Lake Views
Sep 6 – 13
Pet-friendly home rentals with a pool
Apartment in Itasca
4.76 out of 5 average rating, 186 reviewsKing Bed at Chicago Northwest + PET Friendly
Sep 26 – Oct 3
Home in Highland Park
4.9 out of 5 average rating, 125 reviews2-Acre Highland Park Retreat with Heated Pool ~ 5*
Sep 30 – Oct 7
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
5.0 out of 5 average rating, 8 reviewsCozy studio near Michigan lake
Jun 30 – Jul 7
Apartment in Rosemont
4.89 out of 5 average rating, 18 reviewsRelaxing Standard Room l Free Airport Shuttle
Jun 26 – Jul 3
Apartment in Chicago
4.88 out of 5 average rating, 8 reviewsSafe Downtown Penthouse Lake Views #1|Gym, Parking
Jul 8 – 15
Home in Schaumburg
5.0 out of 5 average rating, 3 reviewsParadise 4BR w/ Pool & Games
Nov 21 – 28
Apartment in Chicago
5.0 out of 5 average rating, 7 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Nov 4 – 11
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 23 – 30
Home in Chicago
4.96 out of 5 average rating, 128 reviewsChicago Riverhouse summer on our patio!
Nov 22 – 29
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
4.81 out of 5 average rating, 197 reviewsSpacious Luxury Townhouse - Old Town
Mar 30 – Apr 6
Home in Highland Park
4.91 out of 5 average rating, 110 reviewsRejuvenate and Relax in the North Shore
Apr 24 – May 1
Home in Chicago
4.98 out of 5 average rating, 132 reviewsSouthwestern Penthouse TRES | Sleeps 12
Jan 13 – 20
Home in Chicago
4.93 out of 5 average rating, 326 reviewsAmazing Penthouse Skyline Views!
Jan 4 – 11
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
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