12615+ Vacation Rentals Near Chicago |
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Bonne Vacances - Vacation Rentals in Chicago

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Luxury Places to Stay in Chicago

Over 10000+ Luxury Places to Stay in or Near Chicago
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Top-Rated Vacation Rentals with a Pool in Chicago

Over 2048+ Top-Rated Vacation Rentals with a Pool in or Near Chicago
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Pet-Friendly Vacation Rentals in Chicago

Over 5269+ Pet-Friendly Vacation Rentals in or Near Chicago
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Large Vacation Homes & Villas in Chicago

Over 1996+ Large Vacation Homes & Villas in or Near Chicago
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Wheelchair Accessible Vacation Homes in Chicago

Over 4163+ Wheelchair Accessible Vacation Homes in or Near Chicago
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Chicago Vacation Rentals and Airbnb Places to Stay Under $200

Over 4965+ Chicago Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Chicago

Over 6720+ Instantly Bookable Vacation Homes in or Near Chicago
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About Chicago Vacation Rentals

With more than 12615 Chicago vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Bonnevacances and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Chicago.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Bonnevacances Chicago, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Chicago. Places to stay near Chicago are 738.9 ft² on average, with prices averaging US $364 a night.

Bonnevacances makes it easy and safe to find and compare vacation rentals in Chicago with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Chicago

Type Count
Holiday Apartments 6198
Vacation Homes 3491
Hotels 1990
B&B 61
Cottages 52
Resorts 36
Hostels 29
Villas 24
Cabin Rentals 16
Others 7
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Chicago

★ Pro Tip: Bonnevacances makes it easy to compare the best listings on Bonnevacances homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bonnevacances homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chicago.

Weather in Chicago

View the weather forecast for Chicago before booking your Chicago Vacation Rentals to confirm your best time to go.

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
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Chicago Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Chicago?

There are a lot of options in Chicago. If you plan on staying in the Chicago area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chicago:

How many vacation rentals are available in Chicago?

Currently, the total number of properties listed in 2026 is over 12615 in the Chicago area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chicago.