11571+ Pet Friendly Hotels and Vacation Rentals in Chicago |
  1. USA
  2. Illinois
  3. Chicago

Chicago Pet Friendly Vacation Rentals

About Chicago Vacation Rentals

There are more than 11571 places to stay in Chicago and many that are available that welcome pets. These options include dog-friendly hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many pet-friendly places to stay in Chicago.

Are you seeking a last-minute pets-allowed hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With PetFriendly Chicago, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Chicago. Places to stay near Chicago are 740.17 ft² on average, with prices averaging US $339 a night.

PetFriendly makes it easy to find and compare hotels, resorts, and holiday rentals in Chicago with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your pet-friendly place to stay today.

Show more
Show less

Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Chicago

Type Count
Holiday Apartments 5660
Vacation Homes 3183
Cottages 48
Villas 22

Use these Quick Filters to Find a Vacation Rental in Chicago

★ Pro Tip: PetFriendly™ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Chicago.

Weather in Chicago, IL

View the weather forecast for Chicago before booking your hotel or rental.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Chicago, IL

PetFriendly finds and compares Pet-Friendly hotels, rentals, and resort listings near many of Chicago's attractions.


Navy Pier
Wrigley Field
McCormick Place
Millennium Park
Union Station
Soldier Field
Willis Tower
Art Institute of Chicago
Naval Base Great Lakes
United Center
Grant Park
John G. Shedd Aquarium
Chicago Museum of Science and Industry
Chicago Theatre
Chicago Riverwalk
Field Museum of Natural History
Six Flags Great America
University of Chicago
Brookfield Zoo
Northwestern University

Other Places to Stay in Chicago, IL


Cook County 5,408 Properties
Chicago 4,189 Properties
Central Chicago 1,686 Properties
Downtown Chicago 1,548 Properties
West Side 806 Properties
The Loop 717 Properties
North Side 654 Properties
Near North Side 617 Properties
Lake County 574 Properties
DuPage County 473 Properties
Far North Side 381 Properties
Near West Side 371 Properties

Frequently Asked Questions About Chicago?

What are the top vacation rentals in Chicago?

Find the best options in or near Chicago for pet-friendly travel. If you are planning a trip or vacation in Chicago, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Chicago:

How many vacation rentals have private pools in Chicago?

We have found 175 accommodation options with private pools in or near Chicago, many of which accept and welcome pets. Top-rated hotels, resorts,and places to stay that have access to a swimming pool include:

Which vacation homes in Chicago are best for families?

Are you looking for a family-friendly and pet-friendly hotel, resort, or vacation home in Chicago? Check these highly-rated pet accommodations and places to stay with excellent reviews for families or groups staying in Chicago:

How many PetFriendly vacation rentals are available in Chicago?

PetFriendly™ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2026 is over 11571 in the Chicago area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Chicago.

Nearby Neighborhood (16) 
Neighborhood Property Count
Downtown Chicago Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 1548
The Loop Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 717
Near North Side Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 617
South Loop Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 366
Near South Side Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 351
River North Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 332
Lakeview Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 266
West Loop Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 214
Lincoln Park Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 154
Hyde Park Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 103
Logan Square Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 87
Edgewater Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 78
Rogers Park Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 74
O'Hare Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 50
Wrigleyville Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 49
Wicker Park Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois 46

People Also Ask

There are 11571 Chicago, IL Vacation Rentals

Recently Booked Pet Friendly Hotels and Vacation Rentals in Chicago