Search results; 72 places in Chicago Loop

Prices include all fees
Top guest favorite
Apartment in The Loop
The Parkside Pavilion
2 beds
Jun 17 – 22
ﺩ.ﺇ8,610 for 5 nights
for 5 nights
5.0 out of 5 average rating, 12 reviews
Superhost
Apartment in The Loop
The Areal Oasis
2 beds
Jun 24 – 29
ﺩ.ﺇ6,707 for 5 nights, originally ﺩ.ﺇ7,682
for 5 nights
4.91 out of 5 average rating, 45 reviews
Apartment in The Loop
The Chicago Experience - 2BR/2BA Skyline Residence
Free cancellation
Aug 21 – 26
ﺩ.ﺇ9,578 for 5 nights
for 5 nights
4.86 out of 5 average rating, 7 reviews
Guest favorite
Apartment in Bridgeport
Designer Garden Unit in Bridgeport
Free cancellation
Jun 28 – Jul 3
ﺩ.ﺇ4,412 for 5 nights
for 5 nights
5.0 out of 5 average rating, 7 reviews
Superhost
Apartment in Near South Side
The Professional's Playground (2BD / 2BA)
Free cancellation
Jun 25 – 30
ﺩ.ﺇ7,900 for 5 nights, originally ﺩ.ﺇ9,064
for 5 nights
4.91 out of 5 average rating, 81 reviews
Guest favorite
Apartment in Logan Square
Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis
Free cancellation
Sep 28 – Oct 3
ﺩ.ﺇ4,501 for 5 nights, originally ﺩ.ﺇ4,866
for 5 nights
4.98 out of 5 average rating, 98 reviews
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Superhost
Apartment in West Loop
West Loop Grand Penthouse: 3BR, Best Views
5 beds
Jun 1 – 6
ﺩ.ﺇ9,461 for 5 nights, originally ﺩ.ﺇ20,407
for 5 nights
4.89 out of 5 average rating, 54 reviews
Superhost
Apartment in Logan Square
Luxe Suite + Spa House! Key West Vibes 4-Seasons
3 beds
Aug 17 – 22
ﺩ.ﺇ3,648 for 5 nights, originally ﺩ.ﺇ3,963
for 5 nights
4.88 out of 5 average rating, 99 reviews
Top guest favorite
Condo in Lake View
RockStar Pad W3A BoysTown/Wrigley Field/Parking
2 beds
Aug 16 – 21
ﺩ.ﺇ5,016 for 5 nights
for 5 nights
4.99 out of 5 average rating, 170 reviews
Room in Bridgeport
Stay with ToyI am a registered nurse by profession for 20+ yrs and very particular about infection control ,
Bright and gorgeous 1 room with a massage chair.
Jun 4 – 9
ﺩ.ﺇ2,906 for 5 nights
for 5 nights
4.85 out of 5 average rating, 20 reviews
Guest favorite
Apartment in West Loop
Skyline Oasis: City & Lake Views
Free cancellation
Jun 26 – Jul 1
ﺩ.ﺇ9,316 for 5 nights
for 5 nights
4.96 out of 5 average rating, 25 reviews
Superhost
Apartment in West Loop
Designer 3BR PH: Near Fulton Market
4 beds
Jun 1 – 6
ﺩ.ﺇ9,558 for 5 nights, originally ﺩ.ﺇ16,631
for 5 nights
4.84 out of 5 average rating, 51 reviews
Guest favorite
Home in Ukrainian Village
Amazing 4BR/4BA Oasis w/ Rooftop & Stunning Design
7 beds
Jun 2 – 7
ﺩ.ﺇ9,784 for 5 nights, originally ﺩ.ﺇ17,185
for 5 nights
4.92 out of 5 average rating, 49 reviews
Guest favorite
Home in Wicker Park
Downtown Chicago 4Bed Home with Theater & Parking
8 beds
Jun 1 – 6
ﺩ.ﺇ8,270 for 5 nights, originally ﺩ.ﺇ11,851
for 5 nights
4.9 out of 5 average rating, 58 reviews
Superhost
Apartment in Streeterville
The Streeterville Summit
Free cancellation
Aug 26 – 31
ﺩ.ﺇ21,891 for 5 nights
for 5 nights
New place to stay
Apartment in The Loop
1bd w/gym, gameroom, pool. Long stays welcomed
Jun 2 – 7
ﺩ.ﺇ6,651 for 5 nights
for 5 nights
Guest favorite
Apartment in The Loop
The Millennium Manor
2 beds
Jun 16 – 21
ﺩ.ﺇ7,564 for 5 nights
for 5 nights
5.0 out of 5 average rating, 10 reviews
Guest favorite
Apartment in The Loop
The Downtown Oasis (2BD / 2BA)
3 beds
Jun 9 – 14
ﺩ.ﺇ8,274 for 5 nights, originally ﺩ.ﺇ9,051
for 5 nights
4.98 out of 5 average rating, 47 reviews