155+ Vacation Rentals Near Chicago Arts District |
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Unplugged Weekend - Vacation Rentals in Chicago Arts District

The Landmark; a comfy suite near McCormick Place From US $212
         

10.0 (12 Reviews)
Apartment
The Landmark; a comfy suite near McCormick Place
  • Air Conditioner
  • TV
  • View

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Upscale Penthouse Private Balcony From US $377
         

8.5 (2 Reviews)
House
Upscale Penthouse Private Balcony
  • Air Conditioner
  • Parking
  • Security/Safety

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The Langham, Chicago From US $684
         

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9.8 (1005 Reviews)
Hotel
The Langham, Chicago
  • Air Conditioner
  • Parking
  • Pool

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Stylish River North Suites Luxe Comfort Near Chicago’s Best Shopping & Nightlife From US $394
         

10.0 (2 Reviews)
Apartment
Stylish River North Suites Luxe Comfort Near Chicago’s Best Shopping & Nightlife
  • Air Conditioner
  • Parking
  • Pet Friendly

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Blueground River North gym pool 1 block to l CHI-1046 From US $150
         

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New
Apartment
Blueground River North gym pool 1 block to l CHI-1046
  • Air Conditioner
  • Accessibility
  • Security/Safety

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The Peninsula Chicago From US $743
         

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9.8 (1001 Reviews)
Hotel
The Peninsula Chicago
  • Air Conditioner
  • Parking
  • Pool

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Stylish River North Suites: Luxury Living Near Chicago’s Best Shopping&Nightlife From US $741
         

9.8 (11 Reviews)
Apartment
Stylish River North Suites: Luxury Living Near Chicago’s Best Shopping&Nightlife
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Langham Chicago From US $684
         

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9.4 (333 Reviews)
Hotel
The Langham Chicago
  • Air Conditioner
  • Parking
  • Pet Friendly

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Chic River North Retreat: Luxe Suites, Stunning Views, Steps from Chicago Life! From US $542
         

9.4 (3 Reviews)
Apartment
Chic River North Retreat: Luxe Suites, Stunning Views, Steps from Chicago Life!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Meets Comfort: River North Rentals with Chic Style & Prime Chicago Access From US $439
         

8.0 (1 Review)
Apartment
Luxury Meets Comfort: River North Rentals with Chic Style & Prime Chicago Access
  • Air Conditioner
  • Parking
  • Pet Friendly

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Stay Chic in Chicago: River North Suites w/Luxe Amenities & Prime Location! From US $379
         

8.0 (1 Review)
Apartment
Stay Chic in Chicago: River North Suites w/Luxe Amenities & Prime Location!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Chic Stay in River North: Luxury Suites, Top Amenities, Near Arts & Nightlife! From US $410
         

New
Apartment
Chic Stay in River North: Luxury Suites, Top Amenities, Near Arts & Nightlife!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Nice South Loop 3BR w/Amazing Amenities, nr Museums, by Blueground From US $275
         

New
Apartment
Nice South Loop 3BR w/Amazing Amenities, nr Museums, by Blueground
  • Air Conditioner
  • Pet Friendly
  • Pool

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Roomy Streeterville 2BR w/Pool & Gym, nr Riverwalk, by Blueground From US $254
         

New
Apartment
Roomy Streeterville 2BR w/Pool & Gym, nr Riverwalk, by Blueground
  • Air Conditioner
  • Pet Friendly
  • Pool

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Modern Streeterville 2BR w/Pool & Gym, nr Riverwalk, by Blueground From US $229
         

New
Apartment
Modern Streeterville 2BR w/Pool & Gym, nr Riverwalk, by Blueground
  • Air Conditioner
  • Pet Friendly
  • Pool

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Ideal South Loop 2BR w/Pool, BBQ & Gym, nr Grant Park, by Blueground From US $205
         

New
Apartment
Ideal South Loop 2BR w/Pool, BBQ & Gym, nr Grant Park, by Blueground
  • Air Conditioner
  • Pet Friendly
  • Pool

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Cool South Loop 2BR w/Pool, Gym & Sports, nr Grant Park, by Blueground From US $191
         

New
Apartment
Cool South Loop 2BR w/Pool, Gym & Sports, nr Grant Park, by Blueground
  • Air Conditioner
  • Pet Friendly
  • Pool

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Stylish Streeterville 2BR w/Lounge & Pool, nr Riverwalk, by Blueground From US $185
         

New
Apartment
Stylish Streeterville 2BR w/Lounge & Pool, nr Riverwalk, by Blueground
  • Air Conditioner
  • Pet Friendly
  • Pool

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Blueground | River North, pool & w/d, nr Mile From US $178
         

New
Apartment
Blueground | River North, pool & w/d, nr Mile
  • Air Conditioner
  • Pet Friendly
  • Pool

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Blueground | Lakeshore East, pool & w/d, nr park From US $178
         

New
Apartment
Blueground | Lakeshore East, pool & w/d, nr park
  • Air Conditioner
  • Pool
  • TV

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Blueground | Central Station, pool, nr Grant Park From US $175
         

New
Apartment
Blueground | Central Station, pool, nr Grant Park
  • Air Conditioner
  • Pet Friendly
  • Pool

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Blueground | Central Station, pool, nr Grant Park From US $175
         

New
Apartment
Blueground | Central Station, pool, nr Grant Park
  • Air Conditioner
  • Pet Friendly
  • Pool

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Charming South Loop 2BR w/Pool, Gym & Spa, nr Grant Park, by Blueground From US $162
         

New
Apartment
Charming South Loop 2BR w/Pool, Gym & Spa, nr Grant Park, by Blueground
  • Air Conditioner
  • Pet Friendly
  • Pool

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Amazing Streeterville 1BR w/Terrace & Gym, nr Riverwalk, by Blueground From US $149
         

New
Apartment
Amazing Streeterville 1BR w/Terrace & Gym, nr Riverwalk, by Blueground
  • Air Conditioner
  • Pet Friendly
  • Pool

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

Unpluggedweekend 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 155 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.