South Side Vacation Rentals

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Check prices for these dates

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Jul 11 - Jul 12
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Vacation Rentals in South Side

Sentral Michigan Avenue
Relax in a spacious area with comfortable seating and lush greenery.

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (815)
"Great stay!"
The price is ₩267,354
₩354,146 total
includes taxes & fees
Jul 16 - Jul 17
Sentral Michigan Avenue
Level Chicago – Old Town
Located in a bustling urban area, this high-rise building offers stunning city views.

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (325)
"Hotel was nice"
The price is ₩293,155
₩374,793 total
includes taxes & fees
Aug 10 - Aug 11
Level Chicago – Old Town
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Enjoy a minimalist retreat with a large bed, desk, and compact kitchenette.

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.4 out of 10, Very Good, (320)
"Super cool spot in a great part of the city."
The price is ₩245,858
₩288,614 total
includes taxes & fees
Jul 13 - Jul 14
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Kasa Magnificent Mile Chicago
Relax on the spacious balcony with a city view, featuring a sofa, armchair, and outdoor seating area.

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (441)
"Overall experience was great"
Kasa Magnificent Mile Chicago
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Enjoy a city view from the large window, with a comfortable sofa and potted plant adding to the inviting atmosphere.

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (562)
"Great place and location. "
The price is ₩300,799
₩353,108 total
includes taxes & fees
Jul 24 - Jul 25
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Kasa South Loop Chicago
Enjoy the city view from this balcony with a comfortable Adirondack chair and a small table.

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (317)
"Great stay"
Kasa South Loop Chicago
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Relax in style with plush armchairs and a natural centerpiece, surrounded by a contemporary design.

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (194)
"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 ₩314,053
₩368,667 total
includes taxes & fees
Jul 26 - Jul 27
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Enjoy the city view from this stylish balcony with a sofa, chair, and table.

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
8.2 out of 10, Very Good, (111)
"We love staying at Sonder properties. The apartment has a full kitchen with everything you need, the shower is so refreshing, and the in-room washer/dryer is super handy when traveling."
The price is ₩168,942
₩198,323 total
includes taxes & fees
Aug 10 - Aug 11
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
The Gem Museum Suites
Kitchen area with dining space, featuring a refrigerator, round table, and two chairs.

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (71)
"Good people great breakfast "
The price is ₩313,984
₩359,461 total
includes taxes & fees
Jul 17 - Jul 18
The Gem Museum Suites
The Neighborhood Hotel-Little Italy
Welcome to The Neighborhood Hotel, where guests enter through a distinctive black brick facade with the hotel's name prominently displayed.

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
Relax in this stylish living room with a sofa, armchair, and coffee table, offering a view of the city outside.

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 ₩244,004
₩286,436 total
includes taxes & fees
Aug 7 - Aug 8
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Kasa River North Chicago
Meetings take place around a large, rectangular table surrounded by six chairs with chrome legs.

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (154)
"Great stay, clean room!"
The price is ₩265,775
₩410,348 total
includes taxes & fees
Jul 13 - Jul 14
Kasa River North Chicago
Sonder by Marriott Bonvoy The Opal Apartments River North
Enjoy a panoramic city view from this rooftop terrace, featuring a round table, wicker chairs, and a sofa with a throw blanket.

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 ₩273,328
₩320,860 total
includes taxes & fees
Jul 13 - Jul 14
Sonder by Marriott Bonvoy The Opal Apartments River North
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Two single beds with white linens, a small armchair, and a bedside table with a lamp.

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

2.5 star property
3.8 out of 10, (44)
"the property is under renovation it should not be open. There were no amenities, i.e., ice. The room was clean. "
The price is ₩120,045
₩135,626 total
includes taxes & fees
Jul 13 - Jul 14
Comfort Inn Chicago Southland I-80 & I-294 Near Casino
Wrigleyville Suites
Enjoy meals in this cozy dining area with a long table and six chairs, surrounded by framed photographs and a potted plant.

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 ₩169,354
₩267,481 total
includes taxes & fees
Jul 13 - Jul 14
Wrigleyville Suites
Sonder by Marriott Bonvoy Greektown Apartments
Relax in this stylish living space with a sofa, armchair, and dining area.

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
9.0 out of 10, Wonderful, (55)
"Great location, easy stay!"
The price is ₩314,053
₩368,667 total
includes taxes & fees
Aug 7 - Aug 8
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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