Holiday Rentals in Southwest Side
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Illinois
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Holiday Rentals
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Southwest Side Holiday Rentals

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Holiday Rentals in Southwest Side

Sentral Michigan Avenue

4.0 star property

Downtown Chicago

9.2 out of 10, Wonderful, (963)

9.2/10

Wonderful

(963)

"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "

Nicole

The price is S$243

S$243

includes taxes & fees

10 Nov - 11 Nov

Sentral Michigan Avenue

49-inch Smart TV with digital channels, TV, streaming services

Kasa Magnificent Mile Chicago

4.0 star property

Downtown Chicago

9.2 out of 10, Wonderful, (585)

9.2/10

Wonderful

(585)

"Very great place to stay!"

Edwin

Kasa Magnificent Mile Chicago

Level Chicago – Old Town

4.0 star property

Downtown Chicago

9.0 out of 10, Wonderful, (370)

9.0/10

Wonderful

(370)

"Friendly staff and great amenities "

Bryan

The price is S$338

S$338

includes taxes & fees

11 Nov - 12 Nov

Level Chicago – Old Town

1 bedroom, individually decorated, individually furnished, desk

50-inch flat-screen TV with digital channels, TV, streaming services

Full-sized fridge, electric kettle, cookware/dishes/utensils

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property

Downtown Chicago

8.0 out of 10, Very good, (391)

8.0/10

Very good

(391)

"Great location. Was there for the marathon and had a great stay. "

HELGA

The price is S$167

S$167

includes taxes & fees

19 Nov - 20 Nov

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

36-inch flat-screen TV with digital channels, TV

1 bedroom, individually decorated, individually furnished

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property

Near South Side

8.6 out of 10, Excellent, (693)

8.6/10

Excellent

(693)

"Location was nice."

Juliet

The price is S$206

S$206

includes taxes & fees

24 Nov - 25 Nov

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

50-inch flat-screen TV with digital channels, streaming services

2 bedrooms, premium bedding, individually decorated

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property

Downtown Chicago

8.8 out of 10, Excellent, (244)

8.8/10

Excellent

(244)

"Great stay. "

Teresa

The price is S$206

S$206

includes taxes & fees

19 Nov - 20 Nov

Sonder by Marriott Bonvoy The Burnham Apartments Loop

Kasa South Loop Chicago

4.0 star property

Downtown Chicago

9.4 out of 10, Exceptional, (365)

9.4/10

Exceptional

(365)

"An excellent place to stay in Chicago downtown."

ABDULHAFEEZ

Kasa South Loop Chicago

50-inch Smart TV with satellite channels

1 bedroom, premium bedding, down duvets, desk

The Neighborhood Hotel-Little Italy

4.0 star property

Near West Side

9.6 out of 10, Exceptional, (212)

9.6/10

Exceptional

(212)

"Perfect location and area was wonderful."

Thomas

The Neighborhood Hotel-Little Italy

1 bedroom, individually furnished, desk, iron/ironing board

42-inch flat-screen TV with digital channels, TV, streaming services

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property

Downtown Chicago

8.4 out of 10, Very good, (54)

8.4/10

Very good

(54)

"Place was in a great location close to good restaurants "

Charles

The price is S$180

S$180

includes taxes & fees

9 Nov - 10 Nov

Sonder by Marriott Bonvoy The Opal Apartments River North

Kasa River North Chicago

4.0 star property

Downtown Chicago

9.6 out of 10, Exceptional, (174)

9.6/10

Exceptional

(174)

"This place has everything for a multi-night stay."

Dane

Kasa River North Chicago

50-inch flat-screen TV with digital channels, TV

2 bedrooms, individually decorated, individually furnished

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property

Downtown Chicago

8.2 out of 10, Very good, (185)

8.2/10

Very good

(185)

"Place was amazing! Very centralized, all sorts of restaurants nearby, and right next to the CTA Trains which is AWESOME!"

Alexander

The price is S$167

S$167

includes taxes & fees

24 Nov - 25 Nov

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

2 bedrooms, desk, laptop workspace, blackout curtains

The Gem Museum Suites

3.5 star property

Downtown Evanston

9.4 out of 10, Exceptional, (93)

9.4/10

Exceptional

(93)

"Super nice hotel and staff "

EMILY

The price is S$270

S$270

includes taxes & fees

12 Nov - 13 Nov

The Gem Museum Suites

Wrigleyville Suites

2.0 star property

Lakeview

9.6 out of 10, Exceptional, (25)

9.6/10

Exceptional

(25)

"The entirety of my experience was excellent. Thank you!"

Julian

The price is S$236

S$236

includes taxes & fees

26 Oct - 27 Oct

Wrigleyville Suites

Desk, laptop workspace, blackout curtains, free WiFi

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

3.0 star property

Harvey

3.8 out of 10, (64)

3.8/10

(64)

"Good "

Abel

The price is S$124

S$124

includes taxes & fees

28 Oct - 29 Oct

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

Stylish Apartment near Chicago Downtown

2.0 star property

Bridgeport

The price is S$441

S$441

includes taxes & fees

27 Oct - 28 Oct

Stylish Apartment near Chicago Downtown

40-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy Greektown Apartments

3.5 star property

Downtown Chicago

8.6 out of 10, Excellent, (65)

8.6/10

Excellent

(65)

"The kitchen had everything we needed, great space overall, safe location, clean, near everything we needed, access to bus and rail very close, we really enjoyed our stay. "

Samuel

The price is S$180

S$180

includes taxes & fees

24 Nov - 25 Nov

Sonder by Marriott Bonvoy Greektown Apartments

4 bedrooms, individually furnished, desk, laptop workspace

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property

Downtown Chicago

7.6 out of 10, Good, (145)

7.6/10

Good

(145)

"Very clean and affordable "

Matthew

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

Full-sized fridge, microwave, oven, stovetop

Art Villa

5.0 star property

West Town

10.0 out of 10, Exceptional, (2)

10/10

Exceptional

(2)

" "

tomonobu

The price is S$1,339

S$1,339

includes taxes & fees

26 Oct - 27 Oct

Art Villa

Ground Floor Studios in Chicago by 747 Lofts

2.0 star property

West Town

9.0 out of 10, Wonderful, (20)

9.0/10

Wonderful

(20)

"The stay lacked in shelf space as well as other amenities that could be useful. "

Zugeily

The price is S$183

S$183

includes taxes & fees

5 Nov - 6 Nov

Ground Floor Studios in Chicago by 747 Lofts

At Home in Oak Park

3.5 star property

Oak Park

9.4 out of 10, Exceptional, (8)

9.4/10

Exceptional

(8)

"Great location in Oak Park- walkable, wondering area for restaurants and strolling through the beautiful neighborhoods."

Kathryn

The price is S$345

S$345

includes taxes & fees

11 Nov - 12 Nov

At Home in Oak Park

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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