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2026-02-28

2026-03-01

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Vacation Rentals in Chicago

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753 properties found

  • River North Rooftop With In And Out Parking 5

    153 West Ohio Street, Chicago, United States ( Show map )

    The spacious 95 m² River North Rooftop With In And Out Parking 5 Chicago apartment is situated in the centre of Chicago, just 6 minutes'…

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  • Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 02

    707 North Wells Street, Chicago, United States ( Show map )

    If you want to stay right in the centre of Chicago, the 74 m² Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North…

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  • Luxe Loft Vibe With King Suite - 4Br 3Ba

    1530 E 65Th Pl 1, Chicago, United States ( Show map )

    Situated around 25 minutes' walk from the Sprawling hands-on Museum of Science and Industry, the spacious 3-bedroom Luxe Loft Vibe With King Suite…

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  • New Luxurious 5Bd-2Ba Duplex-Free Wine-2Car Parking

    8559 South Dante Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 2-bedroom New Luxurious 5Bd-2Ba Duplex-Free Wine-2Car Parking Apartment Chicago, which is…

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    From US$ 365
    price for 1 night
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  • Edgewater Andersonville-Area Apt Close To Loyola Lake Ez Parking

    1506 West Thome Avenue #2, Chicago, United States ( Show map )

    The 139 m² Edgewater Andersonville-Area Apt Close To Loyola Lake Ez Parking Chicago features convenient proximity to such city attractions as the Educational Leather…

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  • Fully Equipped 2Br Apartment In South Loop With Optional Parking And Gym Access Near Mccormick Place & Lakefront Attractions

    2036 South Michigan Avenue Unit 511, Chicago, United States ( Show map )

    The spacious 2-bedroom Fully Equipped 2Br Apartment In South Loop With Optional Parking And Gym Access Near Mccormick Place & Lakefront Attractions Chicago provides swift…

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    From US$ 418
    price for 1 night
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  • Modern Apt Billiards 1 Private Patio 1 Parking

    West Pierce Avenue 2036, Chicago, United States ( Show map )

    Situated 5 minutes' walk from Debonair Social Club, the 126 m^2 Modern Apt Billiards 1 Private Patio 1 Parking Chicago offers guests easy access…

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    From US$ 250
    price for 1 night
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  • Spacious 3Bdr Luxury Penthouse

    5534 S Michigan Ave Apt 3, Chicago, United States ( Show map )

    The 139 m² Spacious 3Bdr Luxury Penthouse Chicago apartment lies 3.1 km from the Sprawling hands-on Museum of Science and Industry and nearly 10…

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  • Convenient 2Br Suite In Prime Location With Gym Access & Optional Parking Near Mccormick Place And Soldier Field

    2036 South Michigan Avenue 605, Chicago, United States ( Show map )

    The spacious Convenient 2Br Suite In Prime Location With Gym Access & Optional Parking Near Mccormick Place And Soldier Field Chicago includes a patio and is…

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    From US$ 580
    price for 1 night
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  • 2Br City Loft Amazing Glass Views

    2161 North California Avenue, Chicago, United States ( Show map )

    The spacious 111 m² 2Br City Loft Amazing Glass Views Chicago apartment lies 2.7 km from Walsh Park and nearly 5 minutes' walk from California…

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  • Boulevard Stays 5 Mins To Riverwalk & Mag Mile 03

    707 North Wells Street, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 93 m² Boulevard Stays 5 Mins To Riverwalk & Mag Mile 03 Chicago apartment, which is…

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  • 4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome

    329 West Schiller Street, Chicago, United States ( Show map )

    Situated within 5 minutes' walk of Eva's Cafe, the 4-bedroom 4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome Chicago offers…

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    From US$ 841
    price for 1 night
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  • Location! Location! 2Bd 1Bth Spacious Apartment!

    2547 South Wallace Street 2R, Chicago, United States ( Show map )

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  • The Lyons' Den

    1831 West Belle Plaine Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 15 m² The Lyons' Den Apartment Chicago, which is a mere 1.8 km from the restored…

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  • Family Friendly Spacious 3Br Suite Sleeps Up To 10 Guests With Optional Parking And Gym Access Near Mccormick Place And Soldier Field

    2036 South Michigan Avenue Unit 301, Chicago, United States ( Show map )

    The 2-room Mccormick Place: Spacious 3BR Family Haven Chicago apartment is located in the San Giuliano district, around 5 minutes' walk from the indoor…

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    From US$ 1352
    price for 1 night
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  • Personal Gym Luxury Balcony Condo

    5105 N East River Rd Unit 3F, Chicago, Il 60656, Usa, Chicago, United States ( Show map )

    Situated a mere 300 metres from St. Guests can visit Allstate Arena, which is approximately 6 km from this Chicago villa, while Donald E Stephens…

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    From US$ 233
    price for 1 night
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  • Cozy Gold Coast Studio Stay - Sp 1203

    1220 North State Parkway, Chicago, United States ( Show map )

    Staying at Cozy Gold Coast Studio Stay - Sp 1203 Chicago, guests can visit the Cloud Gate, located a 25-minute walk away. This apartment lies…

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  • 1 Bedroom With Rooftop And Wrigley Views

    908 West Addison Street, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 1-room 1 Bedroom With Rooftop And Wrigley Views Chicago apartment, which is 3.5 km from…

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    From US$ 777
    price for 1 night
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  • Cozy 3Br City Living In South Loop Near Mccormick Place, Soldier Field & Lakefront

    2036 South Michigan Avenue Unit 202, Chicago, United States ( Show map )

    The 2-room Cozy 3Br City Living In South Loop Near Mccormick Place, Soldier Field & Lakefront Chicago apartment provides easy access to various city attractions…

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    From US$ 512
    price for 1 night
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  • 1Br City Loft With Modern Glass Views

    2340 N. California Ave., Chicago, United States ( Show map )

    The spacious 1Br City Loft With Modern Glass Views Chicago apartment is located 4.8 km from Wrigley Field and 5 minutes' stroll from Foodsmart. 360…

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    From US$ 315
    price for 1 night
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