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 Old Town
4.85 out of 5 average rating, 115 reviewsHuge Home *Prime Spot *Yard *Parking *Fireplace
Jan 14 – 21
Home in Berwyn
4.91 out of 5 average rating, 242 reviewsPrivate apartment with retro vibe
Jul 20 – 27
Home in Avondale
4.86 out of 5 average rating, 215 reviewsThe Avondale Guesthouse
Apr 20 – 27
Home in Wicker Park
4.93 out of 5 average rating, 327 reviewsAmazing Penthouse Skyline Views!
Mar 19 – 26
Home in Lincoln Park
4.94 out of 5 average rating, 106 reviewsWrigley Retreat - Full Home w/ Chicago Charm
Sep 8 – 15
Home in Wicker Park
4.9 out of 5 average rating, 176 reviewsALOHA Tropical Penthouse Wicker Park Sleeps 14
Oct 24 – 31
Home in North Park
4.95 out of 5 average rating, 129 reviewsChicago Riverhouse summer on our patio!
Dec 22 – 29
Home in Forest Park
4.91 out of 5 average rating, 224 reviewsCharming dog friendly 2-Bath Bungalow Near Chicago
Jun 23 – 30
Pet-friendly home rentals with a pool
Apartment in Chicago
4.79 out of 5 average rating, 159 reviewsBeautiful Corner 2 Bedroom in the Loop | Roof Deck
Jan 13 – 20
Apartment in Old Town
4.87 out of 5 average rating, 110 reviewsLevel ◆ Two Bedroom Deluxe Corner Suite + Balcony
Mar 23 – 30
Apartment in Chicago
4.91 out of 5 average rating, 32 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apr 20 – 27
Apartment in Chicago
5.0 out of 5 average rating, 8 reviewsCozy studio near Michigan lake
Jun 30 – Jul 7
Apartment in West Loop
5.0 out of 5 average rating, 10 reviewsSkyline Oasis: City & Lake Views
Jul 15 – 22
Apartment in Magnificent Mile
5.0 out of 5 average rating, 7 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
Sep 9 – 16
Apartment in Chicago
5.0 out of 5 average rating, 7 reviewsDtown Penthouse 3bd VIEWS+Parking +Gym
Jul 14 – 21
Apartment in Rosemont
4.9 out of 5 average rating, 20 reviewsRelaxing Standard Room l Free Airport Shuttle
Jul 21 – 28
Private, pet-friendly home rentals
Apartment in Chicago
4.89 out of 5 average rating, 340 reviewsSunny Logan Square Artists' home
Jan 4 – 11
Apartment in Lincoln Park
4.83 out of 5 average rating, 239 reviewsArchways at the Lincoln Park Zoo 2bed/2ba
Sep 2 – 9
Apartment in Lincoln Park
4.85 out of 5 average rating, 126 reviewsChicago Lincoln Park Getaway
Sep 30 – Oct 7
Townhouse in West Town
4.86 out of 5 average rating, 142 reviews⭐️Cozy Garden Unit by Downtown & Blue Line Stop⭐️
Aug 6 – 13
Apartment in Portage Park
4.95 out of 5 average rating, 109 reviewsComfortable, modern apartment 20 Min from Downtown
Feb 1 – 8
Townhouse in Old Town
4.84 out of 5 average rating, 150 reviewsDowntown Elegance ✨ Private Yard Parking
Apr 28 – May 5
Apartment in Lincoln Park
4.79 out of 5 average rating, 135 reviewsRoomy Getaway in Vibrant Center of Lincoln Park
Sep 18 – 25
Apartment in Near North Side
4.87 out of 5 average rating, 103 reviews2BR Well-Equipped Apartment with In-unit Laundry
Jun 25 – Jul 2
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
G$14,597 GYD before taxes and fees
Destinations to explore
- Pet-friendly rentals Chicago
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