Pet-friendly holiday 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.
Holiday 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 Forest Park
Charming dog friendly 2-Bath Bungalow Near Chicago
Home in Chicago
The Avondale Guesthouse
Home in Chicago
Chicago Riverhouse summer on our patio!
Home in Chicago
Private 3rd Floor Apartment
Home in Chicago
Spacious Luxury Townhouse - Old Town
Home in Chicago
Luxe 6BR House *Trendy Logan Square *Garage Access
Home in Chicago
Amazing Penthouse Skyline Views!
Home in Bolingbrook
The Sunshine Spot
Pet-friendly home rentals with a pool
Rental unit in Chicago
Luxury Corner 2 Bedroom in the Loop | Roof Deck
Rental unit in Rosemont
Relaxing Standard Room l Free Airport Shuttle
Rental unit in Itasca
Guest room with 2 Double Beds + PET Friendly
Rental unit in Chicago
Cozy studio near Michigan lake
Rental unit in Chicago
Downtown Penthouse Lake Views #1|Gym, Parking+Pool
Rental unit in Chicago
Luxury Designer Penthouse South |Pool| Gold Coast
Campsite in Midlothian
Waverly Woods Outpost: Private Glampsite w Theater
Rental unit in Chicago
Kasa | Nearby Millennium Park | River North
Private, pet-friendly home rentals
Rental unit in Chicago
WELCOME TO NANCY'S PAD!
Rental unit in Chicago
Roomy Getaway in Vibrant Center of Lincoln Park
Rental unit in Forest Park
Walk to Oak Park from Our Sunny Turn of the Century Apt
Rental unit in Chicago
Relaxed Bucktown/Wicker Park 1B Apt
Apartment in Chicago
Updated Designer Duplex In Fulton Market W/parking
Rental unit in Chicago
Huge Pet Friendly East Albany Park Apartment
Guest suite in Oak Park
Private garden suite in quiet safe Oak Park
Rental unit in Chicago
Chicago Lincoln Park Getaway
Destinations to explore
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- South Bend Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
- Pet-friendly rentals Chicago
- Rentals with a patio Downtown Chicago
- Hotel rentals Downtown Chicago
- Rentals with a washing machine and dryer Downtown Chicago
- House rentals Downtown Chicago
- Rentals with breakfast Downtown Chicago
- Rentals with outdoor seating Downtown Chicago
- Fitness-friendly rentals Downtown Chicago
- Beachfront rentals Downtown Chicago
- Rentals with a firepit Downtown Chicago
- Rentals with pools Downtown Chicago
- Family-friendly rentals Downtown Chicago
- Rentals with a hot tub Downtown Chicago
- Rentals with lake access Downtown Chicago
- Apartment rentals Downtown Chicago
- Rentals with a fireplace Downtown Chicago
- Boutique hotel rentals Downtown Chicago
- Rentals with beach access Downtown Chicago
- Smoking-friendly rentals Downtown Chicago
- Rentals with a sauna Downtown Chicago
- Waterfront rentals Downtown Chicago
- Flat rentals Downtown Chicago
- Rentals with an EV charger Downtown Chicago
- Rentals with a cinema Downtown Chicago
- Family-friendly rentals Downtown Chicago
- Monthly Rentals Downtown Chicago
- Loft rentals Downtown Chicago
- Townhouse 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