Chicago Pet Friendly Vacation Rentals
About Chicago Vacation Rentals
There are more than 7933 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 765.83 ft² on average, with prices averaging US $388 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.
Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Chicago
| Type | Count |
|---|---|
| Holiday Apartments | 5145 |
| Vacation Homes | 1218 |
| Villas | 10 |
| Cottages | 6 |
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.
Stay Near Chicago, IL
PetFriendly finds and compares Pet-Friendly hotels, rentals, and resort listings near many of Chicago's attractions.
Other Places to Stay in Chicago, IL
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:
- NEW LUXURY PENTHOUSE CONDO
- NEW LUXURY CONDO WITH PATIO DECK
- Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
- Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
- Roscoe Village- Only steps to cute shops & dining! Sleeps 4-6
- 1F - ❤️ Trendy 2BR Apartment in Logan Square!
- Stylish, Inviting 2-BR near Logan Square and Wrigley Field
- W3 - Spacious 2BR Apt + Free On-site Parking
- W2 - ❤️ New and Clean! Big Apartment with Parking
- Family Friendly 2BD/2BA Near Wrigley, Lincoln Square
How many vacation rentals have private pools in Chicago?
We have found 67 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:
- Stylish River North Suites: Luxury Living Near Chicago’s Best Shopping&Nightlife
- ENVITAE 3BR Luxury Corner Loft with Navy Pier Views
- Stay Chic in Chicago: River North Suites w/Luxe Amenities & Prime Location!
- Chic River North Retreat: Luxe Suites, Stunning Views, Steps from Chicago Life!
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:
- Family Friendly 2-Bedroom w/Kitchen & Laundry
- The Village Inn by Dakota Gal Digs
- Kasa Magnificent Mile 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 7933 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 | 1397 |
| The Loop Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 642 |
| Near North Side Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 572 |
| River North Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 337 |
| South Loop Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 295 |
| Near South Side Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 276 |
| Lakeview Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 215 |
| West Loop Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 183 |
| Lincoln Park Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 128 |
| O'Hare Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 61 |
| Edgewater Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 61 |
| Logan Square Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 57 |
| Rogers Park Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 56 |
| Hyde Park Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 52 |
| Wrigleyville Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 50 |
| Wicker Park Pet Friendly Hotels and Vacation Rentals in Chicago, Illinois | 38 |
