3845+ Vacation Rentals Near Chicago Arts District |
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Sanibel Island Villas - Vacation Rentals in Chicago Arts District

3 BD condo near to downtown, Gold Coast and Michigan Avenue. in Chicago From US $358
         

9.6 (27 Reviews)
Apartment
3 BD condo near to downtown, Gold Coast and Michigan Avenue.
  • Air Conditioner
  • Parking
  • TV

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Mccomick Place/China town getaway in Chicago From US $338
         

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New
Apartment
Mccomick Place/China town getaway
  • Parking
  • Pet Friendly
  • Child Friendly

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The Publishing House B&B in Chicago From US $327
         

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9.8 (209 Reviews)
Bed & Breakfast
The Publishing House B&B
  • Air Conditioner
  • TV
  • Wheelchair Accessible

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52nd Floor MagMile Penthouse Views Fireplace Pool in Chicago From US $313
         

10.0 (413 Reviews)
Apartment
52nd Floor MagMile Penthouse Views Fireplace Pool
  • Air Conditioner
  • Parking
  • Pool

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New Luxury 3 Bdr Apt in Chicago C9 in Chicago From US $1,516
         

10.0 (1 Review)
Apartment
New Luxury 3 Bdr Apt in Chicago C9
  • Air Conditioner
  • Parking
  • Pool

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HI Chicago Hostel in Chicago From US $136
         

9.0 (1349 Reviews)
Hostel
HI Chicago Hostel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility

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51st Floor MagMile Penthouse Views Balcony Pool in Chicago From US $313
         

10.0 (233 Reviews)
Apartment
51st Floor MagMile Penthouse Views Balcony Pool
  • Air Conditioner
  • Parking
  • Pool

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Stunning 1 bedroom Apartment with Full Amenities by C9 in Chicago From US $653
         

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New
Apartment
Stunning 1 bedroom Apartment with Full Amenities by C9
  • Air Conditioner
  • Parking
  • Pool

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LOCATION! Mins to downtown! Fulton mkt/Noble Square, FREE PARKING & LAUNDRY in Chicago From US $268
         

9.6 (22 Reviews)
Apartment
LOCATION! Mins to downtown! Fulton mkt/Noble Square, FREE PARKING & LAUNDRY
  • Air Conditioner
  • Parking
  • TV

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Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC in Chicago From US $261
         

10.0 (364 Reviews)
Apartment
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
  • Air Conditioner
  • Parking
  • TV

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3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place in Chicago From US $320
         

10.0 (308 Reviews)
Apartment
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
  • Air Conditioner
  • Parking
  • TV

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1F Chicago's Little italy Graystone nearDowntown in Chicago From US $352
         

10.0 (196 Reviews)
Apartment
1F Chicago's Little italy Graystone nearDowntown
  • Air Conditioner
  • Parking
  • TV

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52nd Floor Penthouse with Skyline Views and Pool in Chicago From US $293
         

10.0 (67 Reviews)
Apartment
52nd Floor Penthouse with Skyline Views and Pool
  • Air Conditioner
  • Parking
  • Pool

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Brilliant Downtown Chicago 3-Bedroom Condominium in Chicago From US $488
         

10.0 (55 Reviews)
Condo
Brilliant Downtown Chicago 3-Bedroom Condominium
  • Air Conditioner
  • TV
  • Balcony/Terrace

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50th Floor Mag Mile Views, Balcony, Pool, Gym in Chicago From US $236
         

10.0 (42 Reviews)
Apartment
50th Floor Mag Mile Views, Balcony, Pool, Gym
  • Air Conditioner
  • Parking
  • Pool

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Vibrant 3BR Pilsen Stay Free Parking Near Downtown in Chicago From US $272
         

10.0 (40 Reviews)
Apartment
Vibrant 3BR Pilsen Stay Free Parking Near Downtown
  • Air Conditioner
  • Parking
  • TV

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Gorgeous 3BR River North Condo - Free Parking in Chicago From US $617
         

10.0 (39 Reviews)
Condo
Gorgeous 3BR River North Condo - Free Parking
  • Air Conditioner
  • TV
  • Security/Safety

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Ukrainian Village 3BR/3BA Private Patio, Parking in Chicago From US $882
         

10.0 (37 Reviews)
Condo
Ukrainian Village 3BR/3BA Private Patio, Parking
  • Air Conditioner
  • Parking
  • Pet Friendly

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City Center, River North Condo HUGE 3BR, Patio, Parking(2x) in Chicago From US $845
         

10.0 (35 Reviews)
Condo
City Center, River North Condo HUGE 3BR, Patio, Parking(2x)
  • Air Conditioner
  • Parking
  • TV

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Trendy West Town Flat - 2 bed/1.5 bath with parking in Chicago From US $388
         

10.0 (30 Reviews)
Condo
Trendy West Town Flat - 2 bed/1.5 bath with parking
  • Air Conditioner
  • Parking
  • TV

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Luxury Loft Collection 703 - Terrace - River North in Chicago From US $685
         

10.0 (29 Reviews)
Apartment
Luxury Loft Collection 703 - Terrace - River North
  • Air Conditioner
  • Parking
  • Pet Friendly

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Spacious loft in the heart of West Town, Noble Square Chicago in Chicago From US $304
         

10.0 (27 Reviews)
Apartment
Spacious loft in the heart of West Town, Noble Square Chicago
  • Air Conditioner
  • TV
  • Security/Safety

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Modern West Loop Gem-City Views & Prime Location 6 in Chicago From US $643
         

10.0 (26 Reviews)
Apartment
Modern West Loop Gem-City Views & Prime Location 6
  • Air Conditioner
  • TV
  • Security/Safety

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Luxury Loft Collection 02 - Terrace - River North in Chicago From US $638
         

10.0 (24 Reviews)
Apartment
Luxury Loft Collection 02 - Terrace - River North
  • Air Conditioner
  • Parking
  • Pet Friendly

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★ Pro Tip: Sanibelislandvillas makes it easy to compare the best listings on Sanibelislandvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sanibelislandvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chicago Arts District.

Weather in Chicago Arts District

View the weather forecast for Chicago Arts District before booking your Chicago Arts District Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Chicago Arts District, IL

Sanibelislandvillas offers a large selection of top attractions around Chicago Arts District. Research things to do on your vacation before you visit Chicago Arts District.


Navy Pier Wrigley Field McCormick Place Millennium Park Union Station Soldier Field Willis Tower Art Institute of Chicago United Center Grant Park John G. Shedd Aquarium Chicago Museum of Science and Industry Chicago Theatre Chicago Riverwalk Field Museum of Natural History University of Chicago Brookfield Zoo John Hancock Center Lincoln Park Zoo Water Tower Place

Chicago Arts District Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Chicago Arts District?

There are a lot of options in Chicago Arts District. If you plan on staying in the Chicago Arts District area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chicago Arts District:

How many vacation rentals are available in Chicago Arts District?

Currently, the total number of properties listed in 2026 is over 3845 in the Chicago Arts District area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chicago Arts District.