Pet-friendly vacation rentals in Old Town, Chicago
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Old Town, 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 Old Town, Chicago pet-friendly home rentals
Pet-friendly house rentals
Home in Chicago
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Dec 19 – 26
Home in Berwyn
4.92 out of 5 average rating, 238 reviewsPrivate apartment with retro vibe
Sep 14 – 21
Home in Old Town
4.85 out of 5 average rating, 115 reviewsHuge Home * Yard * Parking * Best Location
Apr 25 – May 2
Home in Old Town
4.84 out of 5 average rating, 150 reviewsDowntown Elegance ✨ Private Yard Parking
Dec 24 – 31
Home in Chicago
4.94 out of 5 average rating, 106 reviewsWrigley Retreat - Full Home w/ Chicago Charm
Mar 31 – Apr 7
Home in Forest Park
4.91 out of 5 average rating, 223 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun 25 – Jul 2
Home in Chicago
4.93 out of 5 average rating, 325 reviewsAmazing Penthouse Skyline Views!
Jan 14 – 21
Home in North Park
4.96 out of 5 average rating, 127 reviewsChicago Riverhouse summer on our patio!
Oct 23 – 30
Pet-friendly home rentals with a pool
Apartment in Itasca
4.77 out of 5 average rating, 181 reviewsKing Bed at Chicago Northwest + PET Friendly
Jul 5 – 12
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 East Rogers Park
5.0 out of 5 average rating, 7 reviewsCozy studio near Michigan lake
Jul 9 – 16
Apartment in The Loop
4.86 out of 5 average rating, 7 reviewsSafe Downtown Penthouse Lake Views #1|Gym, Parking
May 6 – 13
Apartment in Magnificent Mile
5.0 out of 5 average rating, 7 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Dec 23 – 30
Apartment in Rosemont
5.0 out of 5 average rating, 14 reviewsRelaxing Standard Room l Free Airport Shuttle
Aug 9 – 16
Apartment in River North
4.85 out of 5 average rating, 191 reviewsKasa | Nearby Millennium Park | River North
Feb 15 – 22
Apartment in Chicago
4.69 out of 5 average rating, 48 reviewsGold Coast Dream: Sleek Studio/Perfect City Vibes”
Dec 21 – 28
Private, pet-friendly home rentals
Apartment in Chicago
4.89 out of 5 average rating, 176 reviewsHistoric Chicago neighborhood flat
Feb 5 – 12
Apartment in Lake View
4.87 out of 5 average rating, 239 reviewsWELCOME TO NANCY'S PAD!
Dec 3 – 10
Apartment in Chicago
4.89 out of 5 average rating, 339 reviewsSunny Logan Square Artists' home
Dec 1 – 8
Condo in West Town
4.88 out of 5 average rating, 234 reviews2 King Bed Condo Easy Downtown Free Street Parking
Mar 11 – 18
Guest suite in Chicago
4.93 out of 5 average rating, 353 reviewsPeaceful Portage Park Apartment
Mar 16 – 23
Townhouse in West Town
4.86 out of 5 average rating, 140 reviews⭐️Cozy Garden Unit by Downtown & Blue Line Stop⭐️
Aug 6 – 13
Condo in West Loop
4.96 out of 5 average rating, 178 reviewsUpdated Designer Duplex In Fulton Market W/parking
Mar 3 – 10
Apartment in Chicago
4.89 out of 5 average rating, 144 reviewsChicago Lincoln Park North Pond 2 Bedroom Pied-à-Terre
Oct 1 – 8
Quick stats about vacation rentals that are pet-friendly in Old Town, Chicago
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.7K reviews
Nightly prices starting at
R1,317 ZAR before taxes and fees
Destinations to explore
- Pet-friendly rentals Chicago
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