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Chicago Holiday Rentals

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    1 / 33
    West Town
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    The following rentals are within 25 kilometres of Chicago, Illinois.

    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 25
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Great Townhouse at the University of Chicago Sunny, bright 3 bedroom townhouse, located across the street from University of Chicago Campus. The home has a large open concept main floor with kitchen, dinning and living room. Kitchen has a breakfast peninsula. It has two bedrooms with ample closet... View all property information
    Location Information
    Hyde Park, Illinois 60637
    1 / 30
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Patio
    • Grill
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Contemporary 3 BR Townhouse with granite-countertop kitchen and a peaceful, private backyard in the safe and beautiful Wilmette neighborhood. Walk to Walgreens, Fresh Mart, and many shops & restaurants. Just 1 min. to 94 Highway Lake Ave. Exit, 10 min. to Lake Michigan & Botanic Garden, and 20 min.... View all property information
    Location Information
    Wilmette, Illinois 60091
    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Secure Parking
    • Air Conditioning
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Hi ! This is a beautifully furnished room in a beautiful area of Chicago ! It is a gorgeous condo, with a Target across the street and a doorman here aswell. The room you are renting is incredibly spacious, and you have your own bathroom too! It's a dream! 16 foot ceilings, in unit washer and... View all property information
    Location Information
    Lincolnwood, Illinois 60645
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Spacious 1 bedroom suite with a big screen TV, a super comfy bed & the convenience of cooking your own meals (oven, frig & microwave in your kitchen). Located on a wonderfully quiet residential block, very close to public trans and expressway. Downtown Chicago & O'Hare airport are one train ride... View all property information
    Location Information
    Forest Park, Illinois 60130
    1 / 1
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    When traveling and looking for an upscale location. Oak Park offer a great traveler great food, entertainment, relaxing environment. Safe and a wide array of guided tours, Frank Lloyd Widget homes is just the start. My condo has two room with king bed half bath master bedroom, 2 bedroom has queen... View all property information
    Location Information
    Oak Park, Illinois 60302
    1 / 18
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Parking
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The house is partially SHARED and a few blocks from the Metra Station as well as buses. You’ll love this place because of the location, the ambiance, and the outdoors space. It is good for couples, solo adventurers, and business travelers. River Grove community is nice and quiet, just that perfect... View all property information
    Location Information
    River Grove, Illinois 60171
    1 / 7
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Wi-Fi
    • Grill
    • Washer
    • Shared Garden
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Suite Home Chicago at AMLI Evanston offers fully furnished apartments. Rates include housekeeping, all taxes, high speed wireless internet, expanded cable, all utilities, linens, towels, and first class customer service. Located near the heart of Evanston and just blocks away from Lake Michigan,... View all property information
    Location Information
    Evanston, Illinois 60202
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    1 / 7
    Private Room, 2 Bathrooms, Sleeps 3 | Quick View
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    • Private Garden
    • Internet Access
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    The Pinewoods Retreat is home to a small artist community including musicians, painters and acrobats. Here you will find an eclectic yet quiet escape from the fast paced city. We take great pride in the peaceful environment that we have created here and welcome you to share in our retreat. Please... View all property information
    Location Information
    Evanston, Illinois 60203
    1 / 5
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    I have a extra room in my basement that I am renting out. The renter will have full access of the basement. There is a fulll bath and a laundry room. The only restriction is that pets are not allowed and that I ask the renter to please keep their shoes off in the house. If there is any additional... View all property information
    Location Information
    Hyde Park, Illinois 60609
    1 / 7
    4 Bedrooms, 2 Bathrooms, Sleeps 1 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Washer
    • Housekeeping...
    • Satellite TV
    • Private Garden
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in... View all property information
    Location Information
    Oak Park, Illinois 60302
    1 / 6
    1 Bedroom, 2 Bathrooms, Sleeps 1 | Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Balcony
    • Terrace
    • Patio
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in... View all property information
    Location Information
    Oak Park, Illinois 60302
    1 / 7
    1 Bedroom, 2 Bathrooms, Sleeps 1 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Wi-Fi
    • Terrace
    • Patio
    • Grill
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in... View all property information
    Location Information
    Oak Park, Illinois 60302
    1 / 7
    1 Bedroom, 2 Bathrooms, Sleeps 1 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Terrace
    • Balcony
    • Private Garden
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in... View all property information
    Location Information
    Oak Park, Illinois 60302
    1 / 7
    1 Bedroom, 2 Bathrooms, Sleeps 1 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Terrace
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Located just west of Chicago - Oak Park is a historic neighborhood 30 minutes from downtown. Humphrey Homestay provides a residence for international students or medical students completing rotations in the Chicagoland area. We provide home cooked meals, all utilities including high speed wifi, in... View all property information
    Location Information
    Oak Park, Illinois 60302
    1 / 9
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    Amenities & Details
    • Parking
    • Shared Indoor Pool
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The perfect one bedroom for two! Just a hop to Navy Pier, Lake Michigan, Magnificent Mile, tons of restaurants and bars, museums, the bean, and easy access to public transit and plenty more. In need of parking? Ask about the attached garage parking for as low as $36 per day! View all property information
    Location Information
    Hyde Park, Illinois 60615
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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.