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Check prices for these dates

Next weekend
12 Sept - 14 Sept
In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

Featured Cabin Rentals in Southwest Side

We don't have any properties that match your exact search

Recommended hotels in Southwest Side

Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2110)
"Great place to stay!"
The price is AU$402
includes taxes & fees
14 Sept - 15 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Claridge House
Exterior

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1347)
"Great stay highly recommend!! "
The price is AU$722
includes taxes & fees
6 Sept - 7 Sept
Claridge House
Freehand Chicago
Front of property

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2286)
"Nice place to stay!"
The price is AU$212
includes taxes & fees
23 Sept - 24 Sept
Freehand Chicago
Rainbow Motel
Exterior

Rainbow Motel

2.5 star property
5.0 out of 10, (10)
"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 "
The price is AU$157
includes taxes & fees
8 Sept - 9 Sept
Rainbow Motel
Dalia Flat - Sleeps 10 - 10 minutes to Downtown
Exterior

Dalia Flat - Sleeps 10 - 10 minutes to Downtown

9.4 out of 10, Exceptional, (14)
"Nice amenities, and centrally located, grocery store near, nice full kitchen, nothing we didn’t like about."
The price is AU$439
includes taxes & fees
8 Sept - 9 Sept
Dalia Flat - Sleeps 10 - 10 minutes to Downtown
Carlton Inn Midway
Exterior

Carlton Inn Midway

2.0 star property
6.4 out of 10, (1004)
"Thanks slept well"
The price is AU$188
includes taxes & fees
7 Sept - 8 Sept
Carlton Inn Midway
Skylark Motel
Exterior

Skylark Motel

2.0 star property
4.6 out of 10, (116)
"A dump. Next time im forced to choose this place or a floor in the airport, I'll choose the floor."
The price is AU$162
includes taxes & fees
18 Sept - 19 Sept
Skylark Motel
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Awesome place to stay. "
The price is AU$213
includes taxes & fees
22 Sept - 23 Sept
Ohio House Motel
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1680)
"Amazingly easy to find places to eat and shop. Great staff and very comfy beds"
The price is AU$222
includes taxes & fees
21 Sept - 22 Sept
Hotel Saint Clair- Magnificent Mile
The Chicago Hotel Collection River North
Exterior

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (584)
"It was a wonderful place to stay! "
The price is AU$244
includes taxes & fees
5 Sept - 6 Sept
The Chicago Hotel Collection River North
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (225)
"Great place "
The price is AU$213
includes taxes & fees
24 Sept - 25 Sept
FOUND Hotel Chicago River North
Best Western Grant Park Hotel
Exterior

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2603)
"Great place to stay for a concert or long weekend."
The price is AU$236
includes taxes & fees
22 Sept - 23 Sept
Best Western Grant Park Hotel
Travelodge by Wyndham Downtown Chicago
Exterior

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2321)
"Helpful staff and convenient walking distances to many downtown Chicago attractions "
The price is AU$205
includes taxes & fees
22 Sept - 23 Sept
Travelodge by Wyndham Downtown Chicago
Best Western River North Hotel
Exterior

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1025)
"The hotel is a bit outdated but decent. The location is very good, easy access to many good areas around it."
The price is AU$258
includes taxes & fees
2 Oct - 3 Oct
Best Western River North Hotel
Hotel Felix River North/Magnificent Mile
City view from property

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2126)
"Great spot, good location, nice rooms. "
The price is AU$512
includes taxes & fees
26 Sept - 27 Sept
Hotel Felix River North/Magnificent Mile
citizenM Chicago Downtown
Exterior

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3720)
"Great place to stay "
The price is AU$326
includes taxes & fees
22 Sept - 23 Sept
citizenM Chicago Downtown
Central Loop Hotel
Front of property

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1816)
"Amazing place to stay"
The price is AU$267
includes taxes & fees
14 Sept - 15 Sept
Central Loop Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Exterior

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4.0 star property
9.6 out of 10, Exceptional, (1013)
"Great stay"
The price is AU$334
includes taxes & fees
22 Sept - 23 Sept
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
The Chicago Hotel Collection - Magnificent Mile
Exterior

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1216)
"Great location, nice room and roomy bathroom and good breakfast."
The Chicago Hotel Collection - Magnificent Mile
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2099)
"Property was great, very clean and friendly staff. The location is wonderful. Will definitely stay here again. "
The price is AU$386
includes taxes & fees
12 Sept - 13 Sept
Hyatt Centric The 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

Find out more about Southwest Side

Find out more about Southwest Side

Southwest Side Cabin Rentals information

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Frequently asked questions

Are there cheap cabins in Southwest Side?
Priced from to 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.