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Chicago long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Featured long stay living spaces - Chicago (and vicinity)
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:2 Feb - 2 Mar
Image gallery for Cozy Studio Suite, Steps from River North & Shops
8.08.0 out of 10, Very good, (1 review)
Very good
(1 review)
Cozy Studio Suite, Steps from River North & Shops
Chicago, IL
15% off
Price is AU$9,089
AU$9,089
for 28 nights, 1 home
AU$325 per night
includes taxes & fees
Image gallery for Luxury 2BR on Michigan Ave with Private Balcony
9.89.8 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Luxury 2BR on Michigan Ave with Private Balcony
Chicago, IL
15% off
Price is AU$16,202
AU$16,202
for 28 nights, 1 apartment
AU$579 per night
includes taxes & fees
Image gallery for Modern 2BR Retreat Near Old Town & Lincoln Park
9.09.0 out of 10, Wonderful, (2 reviews)
Wonderful
(2 reviews)
Modern 2BR Retreat Near Old Town & Lincoln Park
Chicago, IL
15% off
Price is AU$10,507
AU$10,507
for 28 nights, 1 apartment
AU$375 per night
includes taxes & fees
Image gallery for New 4BR Family-Ready Apartment
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
New 4BR Family-Ready Apartment
Chicago, IL
15% off
Price is AU$16,514
AU$16,514
for 28 nights, 1 room
AU$590 per night
includes taxes & fees
Image gallery for Central 4BR Apartment – Modern Living in Chicago
1010 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Central 4BR Apartment – Modern Living in Chicago
Chicago, IL
15% off
Price is AU$16,514
AU$16,514
for 28 nights, 1 room
AU$590 per night
includes taxes & fees
Image gallery for Walk Everywhere! 5 mins to Magnificent Mile, River
8.08.0 out of 10, Very good, (7 reviews)
Very good
(7 reviews)
Walk Everywhere! 5 mins to Magnificent Mile, River
Chicago, IL
15% off
Price is AU$7,982
AU$7,982
for 28 nights, 1 apartment
AU$285 per night
includes taxes & fees
Image gallery for Splendid Corner 3BR in the Loop | City Views
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Splendid Corner 3BR in the Loop | City Views
Chicago, IL
11% off
Price is AU$13,128
AU$13,128
for 28 nights, 1 apartment
AU$469 per night
includes taxes & fees
Image gallery for Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
9.69.6 out of 10, Exceptional, (31 reviews)
Exceptional
(31 reviews)
Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views
Chicago, IL
12% off
Price is AU$10,026
AU$10,026
for 28 nights, 1 apartment
AU$358 per night
includes taxes & fees
Image gallery for Splendid Corner 3BR in the Loop | City Views
9.49.4 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)
Splendid Corner 3BR in the Loop | City Views
Chicago, IL
11% off
Price is AU$13,128
AU$13,128
for 28 nights, 1 apartment
AU$469 per night
includes taxes & fees
Image gallery for Luxury Loft Collection 703 - Terrace - River North
1010 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
Luxury Loft Collection 703 - Terrace - River North
Chicago, IL
17% off
Price is AU$21,471
AU$21,471
for 28 nights, 1 apartment
AU$767 per night
includes taxes & fees
Image gallery for Two 2BRs Near Millennium Park, Ideal for Groups
9.69.6 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Two 2BRs Near Millennium Park, Ideal for Groups
Chicago, IL
15% off
Price is AU$30,609
AU$30,609
for 28 nights, 1 apartment
AU$1,093 per night
includes taxes & fees
Image gallery for 4BR City Retreat, Great for Business & Family
9.49.4 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)
4BR City Retreat, Great for Business & Family
Chicago, IL
15% off
Price is AU$16,514
AU$16,514
for 28 nights, 1 room
AU$590 per night
includes taxes & fees
Image gallery for Luxury House in the heart of Old Town with Parking
1010 out of 10, Exceptional, (54 reviews)
Exceptional
(54 reviews)
Luxury House in the heart of Old Town with Parking
Chicago, IL
25% off
Price is AU$61,922
AU$61,922
for 28 nights, 1 home
AU$2,211 per night
includes taxes & fees
Image gallery for Walking distance to downtown shops, hospital and train station.
1010 out of 10, Exceptional, (57 reviews)
Exceptional
(57 reviews)
Walking distance to downtown shops, hospital and train station.
Winfield, IL
18% off
Price is AU$7,990
AU$7,990
for 28 nights, 1 home
AU$285 per night
includes taxes & fees
Image gallery for Brownstone in Gold Coast - Downtown
9.69.6 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
Brownstone in Gold Coast - Downtown
Chicago, IL
19% off
Price is AU$4,714
AU$4,714
for 28 nights, 1 apartment
AU$168 per night
includes taxes & fees
Image gallery for Designer Apartment 2W | Heart of Gold Coast/River North
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Designer Apartment 2W | Heart of Gold Coast/River North
Chicago, Illinois
17% off
Price is AU$16,851
AU$16,851
for 28 nights, 1 apartment
AU$602 per night
includes taxes & fees
Image gallery for Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
9.89.8 out of 10, Exceptional, (30 reviews)
Exceptional
(30 reviews)
Historic Coach House in Evanston One Block to Beach and Close to Town and NU!
Evanston, IL
8% off
Price is AU$10,901
AU$10,901
for 28 nights, 1 home
AU$389 per night
includes taxes & fees
Image gallery for River North Private Deck With In and Out Parking
1010 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)
River North Private Deck With In and Out Parking
Chicago, IL
16% off
Price is AU$16,546
AU$16,546
for 28 nights, 1 apartment
AU$591 per night
includes taxes & fees
Image gallery for "Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "
6.26.2 out of 10, (10 reviews)
(10 reviews)
"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "
Schaumburg, IL
9% off
Price is AU$4,303
AU$4,303
for 28 nights, 1 room
AU$154 per night
includes taxes & fees
Image gallery for Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
1010 out of 10, Exceptional, (41 reviews)
Exceptional
(41 reviews)
Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
Evanston, IL
12% off
Price is AU$6,235
AU$6,235
for 28 nights, 1 apartment
AU$223 per night
includes taxes & fees
Image gallery for New Your Home Away From Home! - Near Great Lakes Naval Base!!
9.29.2 out of 10, Wonderful, (32 reviews)
Wonderful
(32 reviews)
New Your Home Away From Home! - Near Great Lakes Naval Base!!
North Chicago, IL
8% off
Price is AU$9,813
AU$9,813
for 28 nights, 1 home
AU$350 per night
includes taxes & fees
Image gallery for Luxury Cozy Stay-Near Six Flags, Navy Base
1010 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)
Luxury Cozy Stay-Near Six Flags, Navy Base
Gurnee, IL
14% off
Price is AU$7,125
AU$7,125
for 28 nights, 1 home
AU$254 per night
includes taxes & fees
Image gallery for Modern & Clean 3 Bedroom House with Sunroom
1010 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)
Modern & Clean 3 Bedroom House with Sunroom
Schaumburg, IL
8% off
Price is AU$12,377
AU$12,377
for 28 nights, 1 home
AU$442 per night
includes taxes & fees
Image gallery for Paradise 4BR w/ Pool & Games
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Paradise 4BR w/ Pool & Games
Schaumburg, IL
22% off
Price is AU$11,445
AU$11,445
for 28 nights, 1 home
AU$409 per night
includes taxes & fees
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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
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