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Chicago Holiday Rentals

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12 rentals in Chicago.
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Make It Your Own - 15 Minutes to Chicago
1 bedroom
1 bathroom
Sleeps 4
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1 other traveller has booked this property
Condo
2 bedrooms
2 bathrooms
Sleeps 4
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Oak Park Bungalow
3 bedrooms
1 bathroom
Sleeps 6
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9 other travellers have booked this property
Oak Park Beauty Sleeps 1 to 8 Guests
3 bedrooms
1 bathroom
Sleeps 6
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Charming apartment, fantastic location! Spacious 4 bedroom, a rare find!
4 bedrooms
1 bathroom
Sleeps 5
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Brand New Garden Level Room in Chicago
Marshall Square, North Lawndale, West Side
1 bedroom
1 bathroom
Sleeps 2
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8 other travellers have booked this property
Beautiful Room in Chicago
Marshall Square, North Lawndale, West Side
1 bedroom
1 bathroom
Sleeps 2
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5 other travellers have booked this property
Modern 3 bedroom in Heart of Wrigleyville
Buena Park, Uptown, Far North Side
3 bedrooms
3 bathrooms
Sleeps 8
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Dorothy's Place
Austin, South Austin, West Side
3 bedrooms
1 bathroom
Sleeps 5
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Oak Park's Historic Getaway w/FHS
3 bedrooms
2 bathrooms
Sleeps 8
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Contemporart Celebrity themed private parking runs to downtown
Austin, South Austin, West Side
2 bedrooms
1 bathroom
Sleeps 4
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Modern and Spacious 2bed/1bath apartment
West Ridge (West Rogers Park), Far North Side
2 bedrooms
1 bathroom
Sleeps 4
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Chicago Holiday Rentals
Located on the shores of Lake Michigan, Chicago is a stunning city bursting with attractions. Accommodation can be pricey, but choosing a rental property rather than a hotel is the ideal way to save money. Whether you prefer a spacious apartment in the city centre or a family house in a quieter area, you will feel relaxed and be able to organise your schedule as it suits you. You will of course find a host of restaurants catering to all tastes, but when you are tired of eating out, you can prepare your own food in a fully equipped kitchen.
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Chicago Holiday Rentals
Located on the shores of Lake Michigan, Chicago is a stunning city bursting with attractions. Accommodation can be pricey, but choosing a rental property rather than a hotel is the ideal way to save money. Whether you prefer a spacious apartment in the city centre or a family house in a quieter area, you will feel relaxed and be able to organise your schedule as it suits you. You will of course find a host of restaurants catering to all tastes, but when you are tired of eating out, you can prepare your own food in a fully equipped kitchen.
Chicago attractions
You might not know where to begin seeing the sights of Chicago, so take a trolley tour to give you and your family an overview. A Wellenda Boat tour along the Chicago River and Lake Michigan is another wonderful way to see the city's architecture. Don't miss the Magnificent Mile, where the John Hancock Observatory offers spectacular views of the skyscrapers and Lake Michigan beyond. Art lovers should make a beeline for the Art Institute of Chicago, with its world-class collections of French and American Impressionists and Dutch Masters. The whole family will enjoy a visit to Millennium Park, where the star attractions are the Crown Fountain and the Chicago Bean, an enormous silver sculpture. You can try out the restaurant there, and you might be lucky enough to catch a music festival as well.
Chicago holiday rentals for families
Animal lovers must find time to visit Lincoln Park Zoo, where the Regenstein African Ape Centre, the Kovler Lion House and the Primate House will impress. The youngest members of the family will find the sea lions and penguins especially entertaining to watch. Before you leave Lincoln Park, children will love a visit to Adams Playground. If the weather calls for an indoor activity, head for Chicago Children's Museum at Navy Pier with its interactive exhibits. When you feel like a break from the city, spend some time on one of Lake Michigan's beaches, where you can swim, sunbathe, or go kayaking or canoeing.
Budget holiday rentals in Chicago
For a holiday in a vibrant city, Chicago is hard to beat. Hotels can be expensive, but renting your accommodation is the ideal low-cost alternative. Decide whether you would rather be in the city centre within walking distance of the attractions or in the quieter suburbs. Then have a look at our range of apartments and houses and choose the one that suits you best. It's worth reading through our unbiased customer reviews to help you. After that, you can look forward to what promises to be a holiday to remember in Chicago.