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Find Cabins in Southwest Side for Rent from CA $127

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17
No exact matches found, but these alternatives could be just right

Recommended hotels in Southwest Side

A Holiday Inn hotel with a parking lot and several cars parked in front.

1. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.2 out of 10, Very good, (1,003 reviews)
"The room was clean, the hotel is conveniently located, and super close to the airport."
United States
Fabian
The price is CA $202
CA $251 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Chicago – Midway Airport S by IHG
A van parked in front of a building with a balcony and a sign indicating a parking area.

2. Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.0 out of 10, (1,005 reviews)
"It’s very Good, good location, good parking, good room and good employees"
United States
Icaro
The price is CA $147
CA $173 total
includes taxes & fees
Oct 17 - Oct 18
Carlton Inn Midway
A motel with a two-story structure, numbered rooms, and a parking area with a car.

3. Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.4 out of 10, (60 reviews)
"Great value for the price. Staff was very friendly."
United States
Jerry
The price is CA $108
CA $127 total
includes taxes & fees
Oct 12 - Oct 13
Rainbow Motel

4. Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade

Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade
Brighton Park
9.4 out of 10, Exceptional, (13 reviews)
"It was great it had the basic amenities for a family to enjoy the stay"
United States
Damary T.
The price is CA $88
CA $370 total
includes taxes & fees
Sep 29 - Sep 30
Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade
A bathroom with a bathtub, a shower curtain, a towel rack, and a window.

5. Spacious Apt | 4 Queen Beds | Free Parking

Spacious Apt | 4 Queen Beds | Free Parking
Brighton Park
The price is CA $144
CA $514 total
includes taxes & fees
Sep 28 - Sep 29
Spacious Apt | 4 Queen Beds | Free Parking
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

6. Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1,167 reviews)
"Rooms were clean and the staff was amazing!"
United States
Suzanne
The price is CA $173
CA $192 total
includes taxes & fees
Oct 6 - Oct 7
Carleton of Oak Park
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

7. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,092 reviews)
"Great stay"
United States
Fernanda
The price is CA $210
CA $250 total
includes taxes & fees
Sep 27 - Sep 28
The Wade

8. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,244 reviews)
"The room was clean and the building was nostalgic."
United States
John
The price is CA $445
CA $529 total
includes taxes & fees
Oct 14 - Oct 15
Hilton Vacation Club Hotel Blake Chicago
A cozy room with a sofa, a dining table, and a window with a view of buildings.

9. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (288 reviews)
"It was a very nice place to stay"
Canada
chidubem
The price is CA $223
CA $262 total
includes taxes & fees
Sep 27 - Sep 28
LIVN - West Loop Chicago
A large hotel with a classic architectural style, featuring multiple floors and a prominent entrance.

10. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,201 reviews)
The price is CA $228
CA $271 total
includes taxes & fees
Oct 25 - Oct 26
Congress Plaza Hotel
A large, historic building with a central courtyard surrounded by trees.

11. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,261 reviews)
"Great stay!"
United States
Alan
The price is CA $227
CA $311 total
includes taxes & fees
Oct 24 - Oct 25
Hilton Chicago
A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

12. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (2,733 reviews)
"The room was clean, the hotel was good proximity to restaurants which was super nice"
United States
Damilola
The price is CA $240
CA $285 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Grant Park Hotel
A modern hotel with a glass facade, named "Sable Hotel," located near a waterfront with boats docked.

13. 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, (2,708 reviews)
"Amazing place to stay"
United States
Shanequa
The price is CA $455
CA $590 total
includes taxes & fees
Oct 1 - Oct 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
A multi-story hotel with a prominent corner location, large windows, and a red awning.

14. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.8 out of 10, Good, (2,848 reviews)
"Great stay will be returning"
United States
Tremecka
The price is CA $336
CA $400 total
includes taxes & fees
Oct 15 - Oct 16
Travelodge by Wyndham Downtown Chicago
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

15. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,435 reviews)
"Location is great."
United States
Isabella
The price is CA $241
CA $287 total
includes taxes & fees
Sep 27 - Sep 28
River Hotel
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

16. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,357 reviews)
"Great place to stay"
United States
Sean Robert
The price is CA $288
CA $382 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Riu Plaza Chicago
A hotel facade with a grand entrance, large arched windows, and flags.

17. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,001 reviews)
"The hotel was absolutely stunning! Loved the convenience of it being right down town!"
United States
Amanda
The price is CA $190
CA $226 total
includes taxes & fees
Sep 27 - Sep 28
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A multi-story building with a balcony, a tree in front, and a person riding a bicycle.

18. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,319 reviews)
"Great location and staff."
United States
Michael T.
The price is CA $265
CA $315 total
includes taxes & fees
Oct 4 - Oct 5
The Chicago Hotel Collection Ambassador Gold Coast
The exterior of the Hyatt Centric The Loop hotel with a prominent American flag, a classic facade, and a glass entrance.

19. Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,777 reviews)
"Great place to stay!"
United States
Tamika
The price is CA $281
CA $369 total
includes taxes & fees
Sep 27 - Sep 28
Hyatt Centric The Loop Chicago
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

20. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,666 reviews)
"Clean, convenient location for public transit and sights."
United States
Michael
The price is CA $174
CA $207 total
includes taxes & fees
Oct 25 - Oct 26
Club Quarters Hotel, Central Loop, 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

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"The property was very well maintained, and the staff was friendly and helpful. No complaints at all. However, I noticed on several occasions that food was being delivered by kitchen staff to rooms and the trays were uncovered. The public elevators were used and in my opinion that was very unsanitary. Other than that, everything was good."
beverly 4-night trip
Posted 2 hours ago
The Chicago Hotel Collection - Magnificent Mile

Find out more about Southwest Side

Southwest Side Cabin Rentals information

Number of reviews
30,463
Accommodation
0 Cabin Rentals
Lowest Price
CA $127
Highest Price
CA $590

Frequently asked questions

Are there cheap cabins in Southwest Side?
Priced from CA $127 to CA $590 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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