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1 Aug - 3 Aug
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22 Aug - 24 Aug
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19 Sept - 21 Sept

Featured Apartments in Southwest Side

Simple and Roomy 1BR Apt in Evanston
Exterior

Simple and Roomy 1BR Apt in Evanston

3.5 star property
5.0 out of 10, (4)
"Not worth the price, TV didn’t work, poor communication for the check in process. "
Simple and Roomy 1BR Apt in Evanston
At Home in Oak Park
Terrace/patio

At Home in Oak Park

3.5 star property
9.6 out of 10, Exceptional, (4)
"Great stay! Hosts were accessible and friendly!"
The price is S$368
includes taxes & fees
27 Jul - 28 Jul
At Home in Oak Park
The Oak Park Loft
View from property

The Oak Park Loft

2.0 star property
10.0 out of 10, Exceptional, (4)
"This apartment was is so cute! Hosts were awesome."
The price is S$373
includes taxes & fees
10 Aug - 11 Aug
The Oak Park Loft
Bright and Charming 2 Bed Apartment in Evanston by AllSet Turnover
Outdoor dining

Bright and Charming 2 Bed Apartment in Evanston by AllSet Turnover

3.0 star property
Bright and Charming 2 Bed Apartment in Evanston by AllSet Turnover
Walk to Train: Convenient Skokie Condo!
Interior

Walk to Train: Convenient Skokie Condo!

3.0 star property
7.0 out of 10, Good, (2)
"Picked this place because it had on-site parking. My wife is disabled. Couple days before trip got email saying on street parking only - first come. Chicago has notorious bad parking. After complaining 2x ( had to park 3 blocks away) was able to park in back of building. Host ignored all communication after that. Property was clean but no numbers on doors and outside doors constantly left open. Felt unsafe. Code lock on door didnt work normally most times. Had to use key to secure door after...
Walk to Train: Convenient Skokie Condo!
Walk to Metra: Pet-friendly Blue Island Apt
Interior

Walk to Metra: Pet-friendly Blue Island Apt

3.0 star property
10.0 out of 10, Exceptional, (1)
"I like everything about that place will remind it to friends"
Walk to Metra: Pet-friendly Blue Island Apt
Dog-friendly Blue Island Apt w/ Backyard!
Interior

Dog-friendly Blue Island Apt w/ Backyard!

3.0 star property
Dog-friendly Blue Island Apt w/ Backyard!
Historic Oak Park Residence
Exterior

Historic Oak Park Residence

2.0 star property
9.4 out of 10, Exceptional, (10)
"over all it was good "
The price is S$439
includes taxes & fees
7 Aug - 8 Aug
Historic Oak Park Residence
Church 1100-301
Private kitchen

Church 1100-301

3.5 star property
Church 1100-301
Historic Oak Park Home
Interior

Historic Oak Park Home

2.0 star property
10.0 out of 10, Exceptional, (4)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
The price is S$415
includes taxes & fees
3 Aug - 4 Aug
Historic Oak Park Home
Fascinating 1BR Apartment in Skokie
Private kitchen

Fascinating 1BR Apartment in Skokie

2.0 star property
8.0 out of 10, Very good, (1)
"Street parking only"
Fascinating 1BR Apartment in Skokie
Townhome < 5 Mi to Naperville & Morton Arboretum
Interior

Townhome < 5 Mi to Naperville & Morton Arboretum

3.5 star property
Townhome < 5 Mi to Naperville & Morton Arboretum
Adorable 1BR Apartment in Evanston
Fridge, microwave, oven, stovetop

Adorable 1BR Apartment in Evanston

2.5 star property
8.6 out of 10, Excellent, (11)
"Great stay"
Adorable 1BR Apartment in Evanston
Spacious Oak Park Home, 11 Mi to Downtown Chicago!
Interior

Spacious Oak Park Home, 11 Mi to Downtown Chicago!

3.5 star property
10.0 out of 10, Exceptional, (1)
Spacious Oak Park Home, 11 Mi to Downtown Chicago!
Pet-friendly Family Apartment - Near NU Campus!
Interior

Pet-friendly Family Apartment - Near NU Campus!

3.0 star property
10.0 out of 10, Exceptional, (3)
"It was perfect for the Skokie area. It’s very comfortable for a family or 4 adults. The back yard for the dogs worked great they loved it! "
Pet-friendly Family Apartment - Near NU Campus!
Prime 2BR Chicago Apartment
Room amenity

Prime 2BR Chicago Apartment

3.5 star property
Prime 2BR Chicago Apartment
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 Southwest Side Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Excellent location, beautiful rooms! "
Robyn 4-night trip
Posted 3 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop