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
    $157 nightly
    The price is $186 total per night from Jul 1 to Jul 2
    $186 total
    Jul 1 - Jul 2
    Total with taxes and fees
    9/10 Wonderful! (2,246 reviews)
    Holiday Inn & Suites Chicago - Downtown by IHG

    Holiday Inn & Suites Chicago - Downtown by IHG

    506 West Harrison Street Chicago IL
    $159 nightly
    The price is $190 total per night from Jul 7 to Jul 8
    $190 total
    Jul 7 - Jul 8
    Total with taxes and fees
    8.6/10 Excellent! (1,023 reviews)
    The Emily Hotel

    The Emily Hotel

    311 North Morgan Street Chicago IL
    $289 nightly
    The price is $343 total per night from Jun 28 to Jun 29
    $343 total
    Jun 28 - Jun 29
    Total with taxes and fees
    9.2/10 Wonderful! (1,328 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
65 Vacation Homes
Lowest Price
$186
Highest Price
$343
Popular accommodation
Chic Chicago Retreat (2-Bedroom Home) by RedAwning, King Comfort apartment, Quiet, Clean, AC & WiFi, Welcoming 3-bedroom house in vibrant Chicago, Spacious 3-bedroom house in beautiful Chicago with AC, 4 Bedroom Penthouse Loft in Heart of Wicker Park, Spacious 5 BR / King Size Beds + Private Parking!, Cozy 1-bedroom house in charming Chicago Free Easy Parking , AC, Washer & Dryer, Private Historic Coach House Wicker Park, Chicago West Town Row House

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