West Side Vacation Homes

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Featured Vacation Homes in West Side

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in West Side

    Crowne Plaza Chicago West Loop by IHG

    Crowne Plaza Chicago West Loop by IHG

    25 South Halsted Street Chicago IL
    $99 nightly
    The price is $116 total per night from Mar 1 to Mar 2
    $116 total
    Mar 1 - Mar 2
    Total with taxes and fees
    8.8/10 Excellent! (1,970 reviews)
    The Emily Hotel

    The Emily Hotel

    311 North Morgan Street Chicago IL
    $153 nightly
    The price is $180 total per night from Mar 1 to Mar 2
    $180 total
    Mar 1 - Mar 2
    Total with taxes and fees
    9/10 Wonderful! (1,297 reviews)
    Hyatt House Chicago West Loop

    Hyatt House Chicago West Loop

    105 N MAY STREET Chicago IL
    $144 nightly
    The price is $169 total per night from Feb 22 to Feb 23
    $169 total
    Feb 22 - Feb 23
    Total with taxes and fees
    8.8/10 Excellent! (1,188 reviews)

West Side Vacation Homes

Book vacation homes in West Side
Next time you take a group getaway top West Side, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of West Side vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every West Side vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in West Side; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a West Side rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to West Side is sure to be a winner.

West Side Vacation Homes essential information

Accommodation
68 Vacation Homes
Lowest Price
$116
Highest Price
$180
Popular accommodation
The Nicest House on VRBO in Chicago? Perhaps.. Custom Built 5 bdrm in West Town, Luxury Home Away From Your Home, Spacious 5-bedroom house great for large groups, Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow, Wicker Park Entire House, Private Yard and Parking, Modern, Luxe, House 20mins to Downtown, Sleeps 16, Private Rooftop, 2car Garage, Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath, Heart of Chicago 5 Bedroom Modern 12 guest West Bucktown Home, EAST VILLAGE 4-LEVEL-HOUSE WITH 5 BATHS & COVERED ATTACHED GARAGE

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