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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

Cabin Rentals in Southwest Side

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

Recommended hotels in Southwest Side

Exterior
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Brighton Park
10.0 out of 10, Exceptional, (1)
"Family-friendly, quiet, perfect for a family or friends vacationing in Chicago. The apartment is very clean and the host was always available and responded quickly. The next time I come to Chicago, i will definitely stay at the apartment [if available]. "
United States
Fabian H.
The price is ￥8,543
￥36,785 total
includes taxes & fees
Dec 9 - Dec 10
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Exterior
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

Brighton Park
9.2 out of 10, Wonderful, (7)
"Great location, spacious, and family friendly. Had cousins over and they had a blast playing the video games. "
United States
Jessica H.
The price is ￥10,873
￥39,940 total
includes taxes & fees
Dec 9 - Dec 10
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Exterior
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Brighton Park
8.6 out of 10, Excellent, (20)
"Clean and nice. My son loved the arcade game. Would stay again "
United States
Nichole S.
The price is ￥9,320
￥31,532 total
includes taxes & fees
Dec 22 - Dec 23
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
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 ￥15,378
￥18,053 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 ￥13,271
￥15,576 total
includes taxes & fees
Dec 30 - Dec 31
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 ￥15,067
￥19,242 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, (2124)
"Loved and enjoyed our stay"
United States
Luis
The price is ￥15,921
￥22,575 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, (2261)
"Smooth check in and beautiful hotel"
United States
Monique
The price is ￥14,806
￥22,669 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 ￥12,892
￥15,133 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, (3002)
"Very beautiful place to stay"
United States
FaithBrenda
The price is ￥17,705
￥25,343 total
includes taxes & fees
Jan 1 - Jan 2, 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, (2945)
"Excellent stay great location and great rooms"
United States
Joseph
The price is ￥15,378
￥22,429 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 ￥12,675
￥14,879 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 ￥10,562
￥16,959 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, (2184)
"Nice Hotel"
United States
Alan
The price is ￥13,883
￥16,298 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
8.2 out of 10, Very Good, (2748)
"Great food clean room friendly staff"
United States
MARINA
The price is ￥12,923
￥19,728 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, (3450)
"Great place to stay "
United States
RaShawna
The price is ￥16,303
￥19,138 total
includes taxes & fees
Dec 14 - Dec 15
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 ￥20,252
￥23,775 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 ￥15,184
￥22,385 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 ￥21,125
￥29,357 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

citizenM Chicago Downtown

citizenM Chicago Downtown

10/10 Excellent
"Great stay"
Ericka 2-night trip
Posted 4 hours ago
citizenM Chicago Downtown

Find out more about Southwest Side

Southwest Side Cabin Rentals information

Number of reviews
40,545
Accommodation
0 Cabin Rentals
Lowest Price
￥14,879
Highest Price
￥39,940

Frequently asked questions

Are there cheap cabins in Southwest Side?
Priced from ￥14,879 to ￥39,940 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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