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1. Vacation Rentals near Chicago, IL

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     Roscoe Village Guesthouse

     Vacation Rentals · 280.05mi

     Open · 184 on TripAdvisor

     2104 W Roscoe St, Chicago, IL · (773) 633-3567
     
     
     Website
     
     Reservations
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     State and Grand by BridgeStreet Worldwide

     Vacation Rentals · 275.94mi

     Closed · 126 on TripAdvisor

     505 N State St, Chicago, IL · (571) 481-2710
     
     Website
     
     Reservations
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     Level Chicago - River North

     Vacation Rentals

     82 on TripAdvisor

     369 W Grand Ave, Chicago, IL · (312) 858-5482
     
     
     Website
     
     Reservations
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     Chicago's Best Vacation Rentals

     Vacation Rentals, Campground · 274.54mi

     Open · 3 on Yelp

     529 W 37th St, Chicago, IL · (773) 680-0775
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     Greek Vacation Rentals

     Vacation Rentals · 277.39mi

     Closed · 1 on Yelp

     1400 N Halsted St, Chicago, IL · (312) 867-7407
     
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     Magnolia Studios

     Vacation Rentals, Hotel · 280.51mi

     Open · 216 on TripAdvisor

     5705 N Magnolia Ave, Chicago, IL · (773) 319-2331
     
     
     Reservations
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3. www.airbnb.com › chicagoChicago Vacation Rentals | Apartment and Home Rentals | Airbnb

   www.airbnb.com › chicago

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   Find top-rated vacation rentals in Chicago for your next trip. Choose from a variety of options, from cozy studios to spacious lofts, with amenities like free parking, kitchen, and Wi-Fi.

4. www.hometogo.com › chicagoChicago, IL Vacation Rentals from $67 | Hometogo

   www.hometogo.com › chicago

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   Find your ideal vacation rental in Chicago from 27 partners and 10,034 offers. Enjoy the city's skyline, museums, jazz clubs, and more with Wi-Fi, kitchen, air conditioning, and patio options.

   • Offer Count: 10K

   • Price Range: $68 - $650.07

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5. www.airbnb.ca › chicagoChicago Vacation Rentals & Homes - Illinois, United States ...

   www.airbnb.ca › chicago

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   Find top-rated vacation rentals in Chicago, from cozy apartments to spacious homes, with amenities like kitchen, parking, and Wi-Fi. Explore different neighborhoods, such as Little Italy, Old Town, and Lincoln Park, and enjoy easy access to public transportation, bike-share, and downtown attractions.

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6. Videos

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     9:13

     youtube.com

     Chicago IL Travel Guide: 7 Exciting Weekend Getaways From Chicago IL

     Aug 7, 2023

     1.9K Views

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     6:39

     youtube.com

     Chicago Vacation Travel Guide | Expedia

     Mar 7, 2013

     2.5M Views

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     5:40

     youtube.com

     7 Weekend Getaways from Chicago

     Apr 6, 2021

     24.9K Views

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7. www.vrbo.com › vacation-rentals › usaChicago Vacation Rentals, Illinois: house rentals & more | Vrbo

   www.vrbo.com › vacation-rentals › usa

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   Find and book vacation rentals in Chicago, Illinois, from houses to apartments, with amenities like parking and hot tub. Explore properties near top attractions like Wrigley Field, Navy Pier, and Millennium Park.

8. www.vrbo.com › vacation-rentals › usaDowntown Chicago vacation rentals - Vrbo

   www.vrbo.com › vacation-rentals › usa

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   We found 830 vacation rentals — enter your dates for availability. Explore an array of Downtown Chicago vacation rentals, all bookable online. Choose from our large selection of properties, ideal house rentals for families, groups and couples. Rent a whole home in Downtown Chicago for your next weekend or vacation.

9. People also ask

   How do I choose a Chicago vacation rental?

   • Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility. Explore an array of Chicago vacation rentals, including houses, cabins & more bookable online. Choose from more than properties, ideal house rentals for families, groups and couples.

   Chicago Vacation Rentals, Illinois: house rentals & more | Vrbo

   www.vrbo.com/vacation-rentals/usa/illinois/chicago

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   How much do vacation rentals cost in Chicago?

   • This graph displays average prices of the vacation rentals and holiday apartments located in Chicago. $577 is the highest price average in the next twelve months. On the other hand, in April you will find the cheapest prices (4/19 – 4/26). Prices this week are on average $204 a night. Check how busy Chicago is with our availability graph.

   Chicago, IL Vacation Rentals from $68 | Hometogo

   www.hometogo.com/chicago/

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   How much does apartment rental cost in Chicago?

   • Additionally, the average nightly price of apartment rental in Chicago is $366, and the median size is 80 m². Moreover, the majority of apartment rental in Chicago can host 4 people, which makes it a wonderful vacation spot for medium-sized groups and families. House rental are the other most frequent property type in Chicago.

   Chicago, IL Vacation Rentals from $68 | Hometogo

   www.hometogo.com/chicago/

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