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Far Southwest Side Holiday Rentals

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Holiday Rentals in Far Southwest Side

House with garage, outdoor dining and basement bar

10.0 out of 10, Exceptional, (1)
"Property was very clean, warm and welcoming. Beds were comfortable. Property manager was great at checking in, and readily available. The place smells great! Everything is new! We will definitely book again!"
House with garage, outdoor dining and basement bar

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (841)
"We would stay here again. Very happy with our stay "
The price is NZ$410
includes taxes & fees
17 Aug - 18 Aug
Sentral Michigan Avenue

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.4 out of 10, Very good, (330)
"Super cool spot in a great part of the city."
The price is NZ$246
includes taxes & fees
17 Aug - 18 Aug
Sonder by Marriott Bonvoy Market Hall Apartments West Loop

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (331)
"Hotel was nice"
The price is NZ$542
includes taxes & fees
24 Aug - 25 Aug
Level Chicago – Old Town

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (450)
"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, (585)
"I would stay again. "
The price is NZ$312
includes taxes & fees
24 Aug - 25 Aug
Sonder by Marriott Bonvoy South Wabash Apartments South Loop

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
8.0 out of 10, Very good, (122)
"Super convenient location. Lots of parking options and able to walk to all sites in this area."
The price is NZ$295
includes taxes & fees
7 Aug - 8 Aug
Sonder by Marriott Bonvoy The Plymouth Apartments Loop

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (320)
"I definitely enjoyed my stay and roof deck was the highlight. "
Kasa South Loop Chicago

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (196)
"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 NZ$455
includes taxes & fees
24 Aug - 25 Aug
Sonder by Marriott Bonvoy The Burnham Apartments Loop

The Neighborhood Hotel-Little Italy

4.0 star property
9.8 out of 10, Exceptional, (179)
"Building was quiet. Good nearby restaurants. "
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, (169)
"Great location. Clean (very clean) and comfortable apartments with everything you need. Cons: soundproofing from the city center is weak, all sounds are heard quite well. In terms of price per room ratio - a super option. I will book next time, and I recommend it to everyone."
The price is NZ$327
includes taxes & fees
17 Aug - 18 Aug
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

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

2.5 star property
3.6 out of 10, (48)
"the property is under renovation it should not be open. There were no amenities, i.e., ice. The room was clean. "
The price is NZ$158
includes taxes & fees
6 Aug - 7 Aug
Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (156)
"Great location and very clean! Will definitely be staying again. "
Kasa River North Chicago

Wrigleyville Suites

2.0 star property
9.4 out of 10, Exceptional, (9)
"Absolutely loved staying here! Would 10/10 recommend this place!"
The price is NZ$451
includes taxes & fees
25 July - 26 July
Wrigleyville Suites

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 NZ$294
includes taxes & fees
17 Aug - 18 Aug
Sonder by Marriott Bonvoy The Opal Apartments River North

Lakeview 2BR Apartment

8.8 out of 10, Excellent, (3)
"Great location, charming building. The photos in the listing are very accurate. Super close to the L and restaurants."
The price is NZ$316
includes taxes & fees
27 July - 28 July
Lakeview 2BR Apartment

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property
8.8 out of 10, Excellent, (56)
"Great location, easy stay!"
The price is NZ$427
includes taxes & fees
17 Aug - 18 Aug
Sonder by Marriott Bonvoy Greektown Apartments

Cozy, Fully Set-Up 1BR Space

9.4 out of 10, Exceptional, (6)
"Great place! 15 min walk to Wrigley "
The price is NZ$316
includes taxes & fees
27 July - 28 July
Cozy, Fully Set-Up 1BR Space

Huge Projector and Designated Workspace - Near Wrigley!

The price is NZ$464
includes taxes & fees
12 Aug - 13 Aug
Huge Projector and Designated Workspace - Near Wrigley!

Charming 2BR in Vibrant Lakeview

9.6 out of 10, Exceptional, (4)
"This place was great! Loved my stay!"
The price is NZ$321
includes taxes & fees
27 July - 28 July
Charming 2BR in Vibrant Lakeview
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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Top Far Southwest Side Hotel Reviews