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Far Southwest Side Vacation Rentals

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Vacation Rentals in Far Southwest Side

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (822)
"Great stay!"
The price is ₩269,193
₩356,582 total
includes taxes & fees
Aug 4 - Aug 5
Sentral Michigan Avenue

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.4 out of 10, Very Good, (323)
"Super cool spot in a great part of the city."
The price is ₩257,438
₩302,206 total
includes taxes & fees
Aug 10 - Aug 11
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (326)
"Hotel was nice"
The price is ₩295,172
₩377,371 total
includes taxes & fees
Aug 11 - Aug 12
Level Chicago – Old Town

Kasa Magnificent Mile Chicago

4.0 star property
9.4 out of 10, Exceptional, (443)
"Nice views and convenient location to transit and dining"
Kasa Magnificent Mile Chicago

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (566)
"Great place and location. "
The price is ₩302,868
₩355,537 total
includes taxes & fees
Jul 24 - Jul 25
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (318)
"Great stay"
Kasa South Loop Chicago

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (195)
"Fantastically located snd brilliantly appointed aparthotel. Absolutely perfect for our stay, where we were competing at the HYROX world championships. The room was super spacious and had all amenities you could wish for. "
The price is ₩316,214
₩371,204 total
includes taxes & fees
Aug 10 - Aug 11
Sonder by Marriott Bonvoy The Burnham Apartments Loop

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
8.0 out of 10, Very Good, (117)
"Super convenient location. Lots of parking options and able to walk to all sites in this area."
The price is ₩181,029
₩212,511 total
includes taxes & fees
Aug 4 - Aug 5
Sonder by Marriott Bonvoy The Plymouth Apartments Loop

The Neighborhood Hotel-Little Italy

4.0 star property
9.8 out of 10, Exceptional, (173)
"Great spot. "
The Neighborhood Hotel-Little Italy

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very Good, (167)
"Great location and much larger space than I expected. Great location in the Loop with access to public transit and walkable. "
The price is ₩232,752
₩273,227 total
includes taxes & fees
Aug 10 - Aug 11
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (155)
"Great location and very clean! Will definitely be staying again. "
The price is ₩304,942
₩457,003 total
includes taxes & fees
Jul 20 - Jul 21
Kasa River North Chicago

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.6 out of 10, Excellent, (42)
"Our stay was amazing. "
The price is ₩273,826
₩321,445 total
includes taxes & fees
Jul 27 - Jul 28
Sonder by Marriott Bonvoy The Opal Apartments River North

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

2.5 star property
3.6 out of 10, (47)
"the property is under renovation it should not be open. There were no amenities, i.e., ice. The room was clean. "
The price is ₩116,998
₩132,184 total
includes taxes & fees
Jul 29 - Jul 30
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Wrigleyville Suites

2.0 star property
9.2 out of 10, Wonderful, (7)
"Absolutely loved staying here! Would 10/10 recommend this place!"
The price is ₩116,998
₩206,490 total
includes taxes & fees
Jul 16 - Jul 17
Wrigleyville Suites

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
9.0 out of 10, Wonderful, (55)
"Great location, easy stay!"
The price is ₩303,283
₩356,024 total
includes taxes & fees
Aug 10 - Aug 11
Sonder by Marriott Bonvoy Greektown Apartments
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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