Holiday rentals near Chicago Arts District
We found 3,369 holiday rentals — enter your dates for availability
Select the perfect holiday home that's near Chicago Arts District. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as air conditioning and cable TV. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Chicago Arts District
Showing deals for:15 Aug - 22 Aug
Image gallery for Chic 2BR 2BA Condo with Balcony - River North Chicago
9.89.8 out of 10 rating
Exceptional
(24 reviews)
Chic 2BR 2BA Condo with Balcony - River North Chicago
Chicago, Illinois
8% off
Price is AU$8,114
AU$8,114
AU$1,159 per night
includes taxes & fees
Image gallery for #1514 - Kasa Magnificent Mile Chicago
9.89.8 out of 10 rating
Exceptional
(10 reviews)
#1514 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is AU$2,914
AU$2,914
AU$416 per night
includes taxes & fees
Image gallery for #1613 - Kasa Magnificent Mile Chicago
9.89.8 out of 10 rating
Exceptional
(16 reviews)
#1613 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is AU$3,546
AU$3,546
AU$507 per night
includes taxes & fees
Image gallery for Kasa | Family Friendly 3 BD + Game Room Access | Chicago
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Kasa | Family Friendly 3 BD + Game Room Access | Chicago
Chicago, Illinois
8% off
Price is AU$9,557
AU$9,557
AU$1,365 per night
includes taxes & fees
Image gallery for Spacious,Chic & Steps from MichiganAve|The Hermes
1010 out of 10 rating
Exceptional
(7 reviews)
Spacious,Chic & Steps from MichiganAve|The Hermes
Chicago, Illinois
8% off
Price is AU$7,311
AU$7,311
AU$1,044 per night
includes taxes & fees
Image gallery for 3BR Luxury Modern Apartment
9.69.6 out of 10 rating
Exceptional
(8 reviews)
3BR Luxury Modern Apartment
Chicago, Illinois
7% off
Price is AU$7,415
AU$7,415
AU$1,059 per night
includes taxes & fees
Image gallery for 4BR Lincoln Park Getaway: Steps to Red Line
9.89.8 out of 10 rating
Exceptional
(8 reviews)
4BR Lincoln Park Getaway: Steps to Red Line
Chicago, Illinois
7% off
Price is AU$6,679
AU$6,679
AU$954 per night
includes taxes & fees
Image gallery for Spectacular Corner 2BR Penthouse in the Loop | Roof Deck
9.69.6 out of 10 rating
Exceptional
(226 reviews)
Spectacular Corner 2BR Penthouse in the Loop | Roof Deck
Chicago, Illinois
7% off
Price is AU$6,142
AU$6,142
AU$877 per night
includes taxes & fees
Image gallery for Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
9.89.8 out of 10 rating
Exceptional
(33 reviews)
Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is AU$5,500
AU$5,500
AU$786 per night
includes taxes & fees
Image gallery for Splendid Corner 3BR in the Loop | City Views
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Splendid Corner 3BR in the Loop | City Views
Chicago, Illinois
7% off
Price is AU$7,821
AU$7,821
AU$1,117 per night
includes taxes & fees
Image gallery for Gorgeous 3BR River North Condo - Free Parking
1010 out of 10 rating
Exceptional
(15 reviews)
Gorgeous 3BR River North Condo - Free Parking
Chicago, IL
8% off
Price is AU$10,536
AU$10,536
AU$1,505 per night
includes taxes & fees
Image gallery for River North's Rock N' Roll - In The Heart of the City
9.69.6 out of 10 rating
Exceptional
(86 reviews)
River North's Rock N' Roll - In The Heart of the City
Chicago, IL
8% off
Price is AU$4,758
AU$4,758
AU$680 per night
includes taxes & fees
Image gallery for Best Group/Family Amenities in Downtown|The Cooke
9.89.8 out of 10 rating
Exceptional
(49 reviews)
Best Group/Family Amenities in Downtown|The Cooke
Chicago, IL
8% off
Price is AU$8,111
AU$8,111
AU$1,159 per night
includes taxes & fees
Image gallery for Prime location Historic Chicago Townhouse
9.49.4 out of 10 rating
Exceptional
(68 reviews)
Prime location Historic Chicago Townhouse
Chicago, Illinois
5% off
Price is AU$16,241
AU$16,241
AU$2,320 per night
includes taxes & fees
Image gallery for Downtown Chicago Studio in Prime Location
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Downtown Chicago Studio in Prime Location
Chicago, Illinois
5% off
Price is AU$4,114
AU$4,114
AU$588 per night
includes taxes & fees
Image gallery for Kasa | Family Friendly 3 BD + Laptop Friendly | Chicago
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Kasa | Family Friendly 3 BD + Laptop Friendly | Chicago
Chicago, Illinois
8% off
Price is AU$9,557
AU$9,557
AU$1,365 per night
includes taxes & fees
Image gallery for #2011 - Kasa Magnificent Mile Chicago
9.89.8 out of 10 rating
Exceptional
(8 reviews)
#2011 - Kasa Magnificent Mile Chicago
Chicago, Illinois
8% off
Price is AU$2,914
AU$2,914
AU$416 per night
includes taxes & fees
Image gallery for 2BR Designer Loft: Modern Luxe in City Center
1010 out of 10 rating
Exceptional
(6 reviews)
2BR Designer Loft: Modern Luxe in City Center
Chicago, Illinois
7% off
Price is AU$5,875
AU$5,875
AU$839 per night
includes taxes & fees
Image gallery for Chic Corner 2BR in Streeterville | Roof Deck | Lake Views
9.69.6 out of 10 rating
Exceptional
(27 reviews)
Chic Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is AU$5,612
AU$5,612
AU$802 per night
includes taxes & fees
Image gallery for Chic Corner 2BR in the Loop | City & Lake Views
9.89.8 out of 10 rating
Exceptional
(46 reviews)
Chic Corner 2BR in the Loop | City & Lake Views
Chicago, Illinois
7% off
Price is AU$5,550
AU$5,550
AU$793 per night
includes taxes & fees
Image gallery for Stunning Corner 2BR in Streeterville | Roof Deck | Lake Views
9.49.4 out of 10 rating
Exceptional
(39 reviews)
Stunning Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, Illinois
7% off
Price is AU$5,752
AU$5,752
AU$822 per night
includes taxes & fees
Image gallery for Stylish Corner 2BR in the Loop | City & Lake Views
9.69.6 out of 10 rating
Exceptional
(51 reviews)
Stylish Corner 2BR in the Loop | City & Lake Views
Chicago, Illinois
7% off
Price is AU$5,586
AU$5,586
AU$798 per night
includes taxes & fees
Image gallery for Stylish Two Bedroom - A block from Wrigley Field
1010 out of 10 rating
Exceptional
(23 reviews)
Stylish Two Bedroom - A block from Wrigley Field
Chicago, IL
8% off
Price is AU$5,874
AU$5,874
AU$839 per night
includes taxes & fees
Image gallery for Unbelievable!Gold Coast’s Finest Stay|The Athena
9.69.6 out of 10 rating
Exceptional
(38 reviews)
Unbelievable!Gold Coast’s Finest Stay|The Athena
Chicago, IL
8% off
Price is AU$6,920
AU$6,920
AU$989 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Chicago Arts District
Cozy 3-bedroom house in family-oriented Melrose Park.
Sleeps 6 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions
Sleeps 6 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Sonder The Burnham Apartments
Sleeps 2 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
168 reviews(168 reviews)
Chicago Dickens place 1 bd. Garden unit Centralized loc.
Sleeps 2 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
34 reviews(34 reviews)
Spacious 3-bedroom Duplex condo
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Cozy Pilsen Depa
Sleeps 5 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value