3789+ Vacation Rentals Near Chicago Arts District |
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The Cabins In Hope - Vacation Rentals in Chicago Arts District

3 BD condo near to downtown, Gold Coast and Michigan Avenue. From US $284
         

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 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 From US $338
         

|
9.8 (206 Reviews)
Bed & Breakfast
The Publishing House B&B
  • Air Conditioner
  • TV
  • Wheelchair Accessible

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52nd Floor MagMile Penthouse Views Fireplace Pool From US $551
         

10.0 (412 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 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 From US $135
         

9.0 (1256 Reviews)
Hostel
HI Chicago Hostel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility

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51st Floor MagMile Penthouse Views Balcony Pool From US $517
         

10.0 (229 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 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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Villa Dubois Guest House From US $176
         

8.4 (93 Reviews)
House
Villa Dubois Guest House
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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LOCATION! Mins to downtown! Fulton mkt/Noble Square, FREE PARKING & LAUNDRY From US $411
         

9.6 (21 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 From US $329
         

10.0 (348 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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55th Floor Penthouse with Award-Winning Views From US $1,690
         

10.0 (311 Reviews)
Apartment
55th Floor Penthouse with Award-Winning Views
  • Air Conditioner
  • Parking
  • Pool

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53 Floor MagMile Penthouse Views, Balcony, Pool From US $613
         

10.0 (245 Reviews)
Apartment
53 Floor MagMile Penthouse Views, Balcony, Pool
  • Air Conditioner
  • Parking
  • Pool

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2-Story Penthouse Views, Fireplace, Pool, Gym From US $1,237
         

10.0 (213 Reviews)
Apartment
2-Story Penthouse Views, Fireplace, Pool, Gym
  • Air Conditioner
  • Parking
  • Pool

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2-Story Penthouse -Views, Fireplace, Pool, Gym From US $1,203
         

10.0 (201 Reviews)
Apartment
2-Story Penthouse -Views, Fireplace, Pool, Gym
  • Air Conditioner
  • Parking
  • Pool

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Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath From US $1,207
         

10.0 (97 Reviews)
House
Beautiful Modern Designer Home ~ Downtown - 4-Bed/4-Bath
  • Air Conditioner
  • Parking
  • TV

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52nd Floor Penthouse with Skyline Views and Pool From US $428
         

10.0 (66 Reviews)
Apartment
52nd Floor Penthouse with Skyline Views and Pool
  • Air Conditioner
  • Parking
  • Pool

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Spacious 4-Level/4-Bedroom Townhouse in West Loop From US $1,217
         

10.0 (63 Reviews)
House
Spacious 4-Level/4-Bedroom Townhouse in West Loop
  • Air Conditioner
  • TV
  • View

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Wicker Park Special 159.00 May 31-June 4 near Downtown and the Salt Shed From US $331
         

10.0 (55 Reviews)
Apartment
Wicker Park Special 159.00 May 31-June 4 near Downtown and the Salt Shed
  • Air Conditioner
  • Parking
  • TV

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Brilliant Downtown Chicago 3-Bedroom Condominium From US $804
         

10.0 (53 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 From US $396
         

10.0 (39 Reviews)
Apartment
50th Floor Mag Mile Views, Balcony, Pool, Gym
  • Air Conditioner
  • Parking
  • Pool

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Ukrainian Village 3BR/3BA Private Patio, Parking From US $756
         

10.0 (35 Reviews)
Condo
Ukrainian Village 3BR/3BA Private Patio, Parking
  • Air Conditioner
  • Parking
  • Pet Friendly

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Vibrant 3BR Pilsen Stay Free Parking Near Downtown From US $485
         

10.0 (35 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 From US $1,262
         

10.0 (34 Reviews)
Condo
Gorgeous 3BR River North Condo - Free Parking
  • Air Conditioner
  • TV
  • Security/Safety

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★ Pro Tip: Thecabinsinhope makes it easy to compare the best listings on Thecabinsinhope homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Thecabinsinhope 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

Thecabinsinhope 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 3789 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.