Pet-friendly vacation rentals in Downtown Chicago
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Downtown 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 Downtown Chicago pet-friendly home rentals
Pet-friendly house rentals
Home in Chicago
4.94 out of 5 average rating, 122 reviewsWrigley Retreat - Full Home w/ Chicago Charm
Home in Lombard
4.9 out of 5 average rating, 115 reviewsComfy Home w Access to Major Roads/Hwys, Huge Yard
Home in Chicago
4.9 out of 5 average rating, 355 reviewsPrivate 3rd Floor Apartment
Home in Chicago
4.91 out of 5 average rating, 114 reviewsBoHo House - A Chic, 1903 Chicago Workers Cottage
Home in Bolingbrook
4.92 out of 5 average rating, 117 reviewsThe Sunshine Spot
Home in Berwyn
4.81 out of 5 average rating, 163 reviewsEclectic 3 Bedroom Home Close To Downtown Chicago!
Home in Chicago
4.99 out of 5 average rating, 109 reviewsAndersonville/ Cozy 3b 3b House / 99 walk score
Home in Elmhurst
4.75 out of 5 average rating, 110 reviewsKing Bed! Cozy ranch close to everything. 3 baths!
Pet-friendly home rentals with a pool
Rental unit in Chicago
4.8 out of 5 average rating, 143 reviewsKasa | Walk Magnificent Mile | River North
Rental unit in Chicago
4.82 out of 5 average rating, 215 reviewsSpectacular Corner 2BR Penthouse in the Loop | Roo
Rental unit in Rosemont
4.94 out of 5 average rating, 121 reviewsRelaxing Standard Room l Free Airport Shuttle
Rental unit in Chicago
4.88 out of 5 average rating, 112 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Rental unit in Chicago
4.89 out of 5 average rating, 56 reviewsDTown Penthouse 2bd +Parking, Gym, Pvt Patio, Pool
Rental unit in Chicago
4.63 out of 5 average rating, 41 reviewsSentral 1 Bedroom Apt in South Loop Chicago
Rental unit in Chicago
4.8 out of 5 average rating, 61 reviewsCozy Family 3BR Oasis: Park, Private Yard, & BBQ!
Rental unit in Chicago
4.9 out of 5 average rating, 10 reviewsModern unit in Bridgeport-Chicago
Private, pet-friendly home rentals
Rental unit in Chicago
4.72 out of 5 average rating, 110 reviewsThe Biddle House (#1)
Rental unit in Chicago
4.87 out of 5 average rating, 177 reviewsChicago Lincoln Park North Pond 2 Bedroom Pied-à-Terre
Condo in Chicago
4.93 out of 5 average rating, 216 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.
Rental unit in Berwyn
4.91 out of 5 average rating, 325 reviewsPrivate apartment with retro vibe
Condo in Chicago
4.97 out of 5 average rating, 759 reviewsGreat location. Free parking.
Rental unit in Chicago
4.92 out of 5 average rating, 240 reviewsSkylights, King Bed, 2 bedrooms
Rental unit in Chicago
4.9 out of 5 average rating, 165 reviewsPrivate 2 Bedroom Retreat
Rental unit in Wilmette
4.9 out of 5 average rating, 252 reviewsSpacious Garden Apartment with Sauna and Fireplace
Destinations to explore
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
- Evanston Vacation rentals
- Saugatuck Vacation rentals
- Holland Vacation rentals
- South Haven Vacation rentals
- Naperville Vacation rentals
- South Bend Vacation rentals
- South Side Vacation rentals
- Schaumburg Vacation rentals
- Chicago Vacation rentals
- Pet-friendly rentals Chicago
- Rentals with an EV charger Downtown Chicago
- Rentals with a washer and dryer Downtown Chicago
- House rentals Downtown Chicago
- Townhouse rentals Downtown Chicago
- Rentals with a patio Downtown Chicago
- Family-friendly rentals Downtown Chicago
- Rentals with a fire pit Downtown Chicago
- Apartment rentals Downtown Chicago
- Kid-friendly rentals Downtown Chicago
- Rentals with a sauna Downtown Chicago
- Fitness-friendly rentals Downtown Chicago
- Monthly Rentals Downtown Chicago
- Rentals with a hot tub Downtown Chicago
- Loft rentals Downtown Chicago
- Rentals with a fireplace Downtown Chicago
- Beachfront rentals Downtown Chicago
- Rentals with outdoor seating Downtown Chicago
- Rentals with pools Downtown Chicago
- Rentals with beach access Downtown Chicago
- Rentals with lake access Downtown Chicago
- Rentals with breakfast Downtown Chicago
- Smoking-friendly rentals Downtown Chicago
- Condo rentals Downtown Chicago
- Rentals with a home theater Downtown Chicago
- Waterfront rentals Downtown Chicago
- Hotel rentals Downtown Chicago
- Pet-friendly rentals Milwaukee
- Pet-friendly rentals Lake Geneva
- Pet-friendly rentals Illinois
- Pet-friendly rentals Cook County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Sports activities United States
- Nature and outdoors United States
- Entertainment United States
- Art and culture United States
- Sightseeing United States
- Food and drink United States
- Wellness United States
- Things to do Illinois
- Art and culture Illinois
- Sightseeing Illinois
- Food and drink Illinois
- Things to do Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Things to do Downtown Chicago
- Sightseeing Downtown Chicago
- Food and drink Downtown Chicago
- Art and culture Downtown Chicago