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A serene lake with reflections of trees and a cloudy sky.

Search Condos Rentals in Crestwood from CA $107

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    Check prices for these dates, December 14–15, 2026

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    Our top choices for Crestwood condo rentals

    1. Chic Suite/Mins to L Train /Laundry/Free Parking

    A dining table set with plates, glasses, and a vase of flowers.

    2. Fully-Equipped Suite | Gym Access

    A spacious lobby with a high ceiling, multiple seating areas, and a fireplace.

    3. King Bed Suite | Indoor Pool. Free Breakfast.

    Let the on-site guest services team help you plan your stay.

    4. ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

    Interior

    5. Air-Conditioned King Suite | Complimentary Breakfast

    A spacious lobby with a high ceiling, multiple seating areas, and a fireplace.

    6. Fully-Equipped Suite | Complimentary Breakfast

    A spacious lobby with a high ceiling, multiple seating areas, and a fireplace.

    7. Free Breakfast. Indoor Pool. Gym. Business Center.

    Let the on-site guest services team help you plan your stay.

    8. 2 Bedroom | Free Daily Breakfast. Indoor Pool.

    Let the on-site guest services team help you plan your stay.

    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.

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    Learn more about Crestwood

    Explore the sprawling Playfield Park where locals gather for weekend softball tournaments and picnics under shady oak trees. Visit Caesar Park's splash pad in summer, then grab a slice at the family-owned Aurelio's Pizza that's been serving locals since 1959.

    See all hotels in Crestwood

    A serene lake with reflections of trees and a cloudy sky.

    Top reviews in Crestwood

    Holiday Inn Express Crestwood by IHG

    A Holiday Inn Express building with a covered entrance and a parking lot.

    Hilton Vacation Club Hotel Blake Chicago

    A hotel entrance with a marquee sign, a blue carpet, and a flag.

    Sable at Navy Pier Chicago, Curio Collection by Hilton

    A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

    Hyatt Regency Chicago

    A bar with a circular liquor display, seating with stools, and a city view through large windows.

    L7 CHICAGO by LOTTE HOTELS

    A bar area with a long counter, multiple stools, and shelves stocked with bottles.

    SureStay Plus Hotel by Best Western Chicago Lombard

    A hotel room with two beds, a desk, a chair, and a large window.

    citizenM Chicago Downtown

    A tall, modern skyscraper with a glass facade, surrounded by other high-rise buildings.

    Fairfield Inn & Suites Chicago Downtown/River North

    A hotel entrance with a sign for Fairfield Inn & Suites by Marriott.

    Hilton Chicago/Magnificent Mile Suites

    A cityscape at dusk with high-rise buildings, including a Hilton hotel.

    Claridge House Chicago, Tapestry Collection by Hilton

    A bar area with a long counter, multiple stools, and a modern chandelier.

    Hyatt House Chicago/West Loop-Fulton Market

    A modern lounge area with seating, a bar, and large windows offering views.

    DoubleTree by Hilton Chicago - Magnificent Mile

    A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

    Hampton Inn & Suites Chicago Downtown

    A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

    Hyatt Place Chicago/River North

    A hotel sign with "HYATT PLACE" written on it, surrounded by tall buildings and street lamps.

    LIVN - West Loop Chicago

    A cozy room with a sofa, a dining table, and a window with a view of buildings.

    Hampton Inn Chicago West Loop Fulton Market Area

    An outdoor rooftop lounge with seating, planters, and a view of surrounding high-rise buildings.

    Swissotel - Chicago

    A dining table set for six with a cityscape view through large windows.

    Frequently Asked Questions

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    What is there to do in Crestwood near my condo?

    The most practical travel accessory is a well-planned to-do list. Hollywood Park is a wonderful spot to start your adventures in Crestwood.

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