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Chicago Luxury Vacation Rentals

Find Luxury Places to Stay Near Chicago

About Chicago Luxury Rental on Rent By Owner

Searching for a luxury rental in or near Chicago? We have more than 10000 luxury homes, villas, cottages, and condos that you can rent in Chicago.

Rent By Owner has a variety of luxury rentals, including vacation homes, apartments, chalets, luxury penthouses, lake homes, beachfront resorts, villas, and many luxury lifestyle options, many in Chicago. Whether you are traveling with families or groups, hosting a get-together, or a cocktail party, we have the perfect place for your travel plans. Our rental properties in Chicago are located in the top places and they come with luxury features throughout the living areas, kitchens, and bedrooms, including private pools, hot tubs, home theatres, amazing views, and plenty of space to relax.

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Frequently Asked Questions About Chicago Luxury Rentals

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 Luxury Rentals in Chicago:

We have many pet-friendly luxury rentals in the Chicago. The top pet-friendly rentals in Chicago are:

See all pet-friendly rentals in Chicago on Rent By Owner

Yes, there are more than 10000 luxury resorts & villas rentals in Chicago that have indoor/outdoor and private swimming pools. Check out our filter option and find your best places to stay near Chicago.
Most of the luxury holiday rentals have an internet facility on Rent By Owner. These are some popular places to stay in Chicago that have internet access:

There are more than 10000 luxury rentals with hot tubs available for rent in Chicago.