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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Featured Cabin Rentals in Southwest Side

No exact matches found, but these alternatives could be just right

Recommended hotels in Southwest Side

Exterior
Carlton Inn Midway

Carlton Inn Midway

2.0 star property
Archer Heights
6.4 out of 10, (1004)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
United States
Charles
The price is P5,834
P6,849 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Carlton Inn Midway
Exterior
Skylark Motel

Skylark Motel

2.0 star property
Garfield Ridge
4.6 out of 10, (119)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
The price is P5,245
P6,157 total
includes taxes & fees
Dec 9 - Dec 10
Skylark Motel
Exterior
Rainbow Motel

Rainbow Motel

2.0 star property
Garfield Ridge
5.8 out of 10, (18)
"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
United States
Conner
The price is P5,717
P7,301 total
includes taxes & fees
Dec 16 - Dec 17
Rainbow Motel
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2122)
"Loved and enjoyed our stay"
United States
Luis
The price is P6,041
P8,565 total
includes taxes & fees
Dec 28 - Dec 29
Palmer House a Hilton Hotel
Exterior
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2260)
"Smooth check in and beautiful hotel"
United States
Monique
The price is P5,618
P8,601 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2955)
"Great location and great staff!!"
United States
lynne
The price is P4,892
P5,742 total
includes taxes & fees
Dec 22 - Dec 23
Aloft Chicago Mag Mile
Exterior
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3001)
"Very beautiful place to stay"
United States
FaithBrenda
The price is P6,717
P9,615 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Swissotel - Chicago
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2943)
"Excellent stay great location and great rooms"
United States
Joseph
The price is P5,835
P8,510 total
includes taxes & fees
Dec 9 - Dec 10
Hotel Riu Plaza Chicago
Front of property
River Hotel

River Hotel

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4850)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
The price is P4,809
P5,645 total
includes taxes & fees
Dec 21 - Dec 22
River Hotel
Exterior
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2116)
"Would stay again. "
United States
Montroy
Silversmith Hotel Chicago Downtown
Front of property
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3006)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is P4,950
P7,541 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Warwick Allerton - Chicago
Exterior
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2183)
"Nice Hotel"
United States
Alan
The price is P5,268
P6,184 total
includes taxes & fees
Dec 16 - Dec 17
DoubleTree by Hilton Chicago - Magnificent Mile
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2747)
"Great food clean room friendly staff"
United States
MARINA
The price is P4,903
P7,485 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3449)
"Great place to stay "
United States
RaShawna
The price is P6,234
P7,318 total
includes taxes & fees
Dec 15 - Dec 16
Hilton Chicago/Magnificent Mile Suites
Exterior
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3431)
"Great Hotel!"
United States
Siranush
The price is P7,684
P9,020 total
includes taxes & fees
Jan 4 - Jan 5, 2026
LondonHouse Chicago, Curio Collection by Hilton
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1048)
"Great Hotel!"
United States
Wendy
The price is P5,761
P8,492 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hyatt Centric Chicago Magnificent Mile
Exterior
Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3394)
"Everything was amazing, from the staff to the room, amenities simply perfect.!! "
United States
TERESA
The price is P8,015
P11,139 total
includes taxes & fees
Dec 22 - Dec 23
Hyatt Regency Chicago
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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Room was clean, quiet, bed was comfortable, staff was friendly. It was a great trip!"
Ashley 2-night trip
Posted 19 hours ago
Hilton Chicago/Magnificent Mile Suites

Find out more about Southwest Side

Southwest Side Cabin Rentals information

Number of reviews
40,501
Accommodation
0 Cabin Rentals
Lowest Price
P5,645
Highest Price
P11,139

Frequently asked questions

Are there cheap cabins in Southwest Side?
Priced from P5,645 to P11,139 a night, escaping the everyday has never been more affordable. Rent one of our cheap cabins in Southwest Side and enjoy the great outdoors without putting a dent in your budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why should I book a cabin in Southwest Side?
For a getaway in nature at an impressive price, there's nothing better than a cabin. Imagine starting your day with the sounds of songbirds and then stepping onto your deck to be surrounded by beautiful views. Choose a cabin in Southwest Side and say "see ya" to the hectic routine of modern life. Whether they're in the mountains, by the beach or someplace else, cabins offer a relaxing, rustic experience you'll always remember.

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