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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Featured Cabin Rentals in Southwest Side

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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, (2176)
"Great hotel "
The price is NZ$443
includes taxes & fees
2 Nov - 3 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Claridge House
Exterior

Claridge House

4.0 star property
9.0 out of 10, Wonderful, (1393)
"Wonderful Stay!"
The price is NZ$537
includes taxes & fees
8 Oct - 9 Oct
Claridge House
The Chicago Hotel Collection Ambassador Gold Coast
Front of property – evening/night

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1166)
"Room and breakfast fantastic!"
The price is NZ$299
includes taxes & fees
20 Oct - 21 Oct
The Chicago Hotel Collection Ambassador Gold Coast
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Exterior

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

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]. "
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Exterior

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

8.6 out of 10, Excellent, (20)
"Clean and nice. My son loved the arcade game. Would stay again "
The price is NZ$365
includes taxes & fees
8 Oct - 9 Oct
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Exterior

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

9.0 out of 10, Wonderful, (6)
"It was great it had the basic amenities for a family to enjoy the stay"
The price is NZ$449
includes taxes & fees
15 Oct - 16 Oct
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Rainbow Motel
Exterior

Rainbow Motel

2.5 star property
5.8 out of 10, (12)
"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 NZ$184
includes taxes & fees
20 Oct - 21 Oct
Rainbow Motel
Carlton Inn Midway
Exterior

Carlton Inn Midway

2.0 star property
6.4 out of 10, (1004)
"Front Desk attention was great."
The price is NZ$239
includes taxes & fees
14 Oct - 15 Oct
Carlton Inn Midway
Dalia Flat - Sleeps 10 - 10 minutes to Downtown
Exterior

Dalia Flat - Sleeps 10 - 10 minutes to Downtown

8.8 out of 10, Excellent, (15)
"Beautiful place to stay while passing through Chicago! Family friendly and clean. "
The price is NZ$461
includes taxes & fees
14 Oct - 15 Oct
Dalia Flat - Sleeps 10 - 10 minutes to Downtown
Skylark Motel
Exterior

Skylark Motel

2.0 star property
4.6 out of 10, (118)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
The price is NZ$199
includes taxes & fees
12 Oct - 13 Oct
Skylark Motel
Freehand Chicago
Front of property

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2425)
"Great walkable location to all the sights! "
The price is NZ$210
includes taxes & fees
4 Nov - 5 Nov
Freehand Chicago
Best Western Grant Park Hotel
Exterior

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2618)
"Convenient location, friendly and helpful staff, nice bakery and restaurant attached to the hotel"
The price is NZ$248
includes taxes & fees
7 Nov - 8 Nov
Best Western Grant Park Hotel
Millennium Knickerbocker Chicago
Lobby

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1978)
"We have stayed here several times and love the hotel and location."
The price is NZ$225
includes taxes & fees
3 Nov - 4 Nov
Millennium Knickerbocker Chicago
Congress Plaza Hotel
Exterior detail

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9331)
"Beautiful hotel!"
Congress Plaza Hotel
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1011)
"Awesome place to stay. "
The price is NZ$231
includes taxes & fees
6 Nov - 7 Nov
Ohio House Motel
Travelodge by Wyndham Downtown Chicago
Exterior

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2389)
"Comfortable bed, bright room, good shower, very accessible location."
The price is NZ$217
includes taxes & fees
4 Nov - 5 Nov
Travelodge by Wyndham Downtown Chicago
The Emily Hotel
Exterior

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1239)
"Loved it will be staying here again "
The Emily Hotel
Hyatt House Chicago West Loop
Exterior

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1047)
"Great location near lots of restaurants. "
The price is NZ$392
includes taxes & fees
26 Oct - 27 Oct
Hyatt House Chicago West Loop
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, (2251)
"Hotel was nice, staff were friendly, and near attractions and restaurants "
Hotel Felix River North/Magnificent Mile
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (266)
"Loved this place if you want something affordable and nice! "
The price is NZ$196
includes taxes & fees
4 Nov - 5 Nov
FOUND Hotel Chicago River North
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

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

10/10 Excellent
"Excellent customer service! "
Deborah 1-night trip
Posted 1 day ago
Sable at Navy Pier Chicago, Curio Collection by Hilton

Find out more about Southwest Side

Find out more about Southwest Side

Southwest Side Cabin Rentals information

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 Cabin Rentals
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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.

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