Top Cabin Rentals in Southwest Side in 2026

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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

West Lawn

Dorsy

Rp2.695.194 total

includes taxes & fees

22 Nov - 23 Nov

A van parked in front of a building with a balcony and a sign indicating a parking area.

2. Carlton Inn Midway

Archer Heights

stephen T

Rp2.281.662 total

includes taxes & fees

3 Nov - 4 Nov

A motel with a two-story structure, numbered rooms, and a parking area with a car.

3. Rainbow Motel

Garfield Ridge

Jerry

Rp2.193.333 total

includes taxes & fees

3 Nov - 4 Nov

A modern hotel with a glass facade, named "Sable Hotel," located near a waterfront with boats docked.

4. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Bonnie

Rp3.449.873 total

includes taxes & fees

23 Nov - 24 Nov

A multi-story building with a prominent entrance featuring a large archway and a sign.

5. Hilton Chicago

Downtown Chicago

carol

Rp2.861.634 total

includes taxes & fees

27 Nov - 28 Nov

A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

6. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

Rp2.090.613 total

includes taxes & fees

23 Nov - 24 Nov

A cityscape with modern high-rise buildings, a street with cars, and a mural on a building.

7. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Nicole

Rp2.274.002 total

includes taxes & fees

23 Nov - 24 Nov

A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

8. Best Western Grant Park Hotel

Downtown Chicago

Michelle

Rp2.116.719 total

includes taxes & fees

23 Nov - 24 Nov

A modern hotel with a glass facade, multiple floors, and a visible entrance.

9. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Cordula

Rp2.545.846 total

includes taxes & fees

23 Nov - 24 Nov

A hotel entrance with a glass door, a sign above the door, and two potted plants on either side.

10. Hampton Inn Majestic Chicago Theatre District

Downtown Chicago

Michael

Rp2.459.332 total

includes taxes & fees

23 Nov - 24 Nov

A hotel entrance with a marquee sign, a glass awning, and a blue carpet leading to the door.

11. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Kanokkan

Rp3.458.468 total

includes taxes & fees

22 Nov - 23 Nov

A large hotel with a classic architectural style, featuring multiple floors and a prominent entrance.

12. Congress Plaza Hotel

Downtown Chicago

Ashya

Rp2.504.854 total

includes taxes & fees

10 Nov - 11 Nov

An outdoor dining area with tables and umbrellas, overlooking a river with a bridge and high-rise buildings in the background.

13. Holiday Inn Chicago Dwtn - The Mart by IHG

Downtown Chicago

Pamela

Rp3.236.699 total

includes taxes & fees

23 Nov - 24 Nov

A multi-story hotel with a prominent sign reading "Crowne Plaza."

14. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Chriselda

Rp2.912.791 total

includes taxes & fees

23 Nov - 24 Nov

A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

15. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

Andres

Rp2.783.108 total

includes taxes & fees

23 Nov - 24 Nov

A multi-story building with a prominent curved glass facade, surrounded by other high-rise buildings.

16. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Adrianne

Rp3.887.087 total

includes taxes & fees

22 Nov - 23 Nov

17. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Downtown Chicago

Danielle

Rp2.915.859 total

includes taxes & fees

22 Nov - 23 Nov

18. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Jodi

Rp2.182.307 total

includes taxes & fees

23 Nov - 24 Nov

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Top Southwest Side Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"The staff at the concierge were very knowledgeable and helpful day 1 until 4, On my second night, oct 29th, except for the lady staff who was in the lobby bar, she was not accommodating and just giving us a negative answer when we are asking if there if coffee is included in the drinks voucher, she did not even us told us that there was Keurig coffee maker an the right side corner, she is the only one that"

Arlo Chicago

10/10 Excellent

"Arlo Chicago was perfect! If you are in a wheelchair, the ADA King room was fully accessible with a low sitting bed, walk-in shower, open sinks, and enough space to get around room. It was quiet with electric blinds making it easy to open/close. The location is within walking distance of just about anything, or a bus stop and train station right out front or a block down to access train. The famous Bean site was a 2 minute walk, the Riverwalk about 5 minutes, and so much more. The parking was so easy. You pull right at back door & unload, and the parking garage is literally at the end of that alley. That was my biggest concern being my first overnight stay in a wheelchair where I must transfer in/out my chair. There is a bar and restaurant inside the hotel, drinks (for a fee) already in the room, a refrigerator, alcohol, water, soda, coffee machine, toiletries, robes, etc. The view was awesome. Thank you for the amazing staff who were so kind & helpful...especially Terell who was more than accommodating in helping us register with parking garage online. The room was clean, common areas welcoming, and I will only stay at this location in the future. My only criticism is that the ADA room had a heavy door and was a sharp right angle to enter, which could potentially be an issue for an electric wheelchair user if they were traveling alone...but the staff would have helped. Be prepared financially, but our room was worth the rate & reasonable for all the amenities."

Find out more about Southwest Side

Southwest Side Cabin Rentals information

Number of reviews	18,505
Accommodation	0 Cabin Rentals
Lowest Price	Rp2.090.613
Highest Price	Rp3.887.087

Frequently asked questions

Are there cheap cabins in Southwest Side?

Priced from Rp2.090.613 to Rp3.887.087 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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Recommended hotels in Southwest Side

1. Holiday Inn Chicago – Midway Airport S by IHG

2. Carlton Inn Midway

3. Rainbow Motel

4. Sable at Navy Pier Chicago, Curio Collection by Hilton

5. Hilton Chicago

6. Hilton Garden Inn Chicago Downtown South Loop

7. Homewood Suites by Hilton Chicago Downtown South Loop

8. Best Western Grant Park Hotel

9. Hyatt Place Chicago/Downtown - The Loop

10. Hampton Inn Majestic Chicago Theatre District

11. Hilton Vacation Club Hotel Blake Chicago

12. Congress Plaza Hotel

13. Holiday Inn Chicago Dwtn - The Mart by IHG

14. Crowne Plaza Chicago West Loop by IHG

15. La Quinta Inn & Suites by Wyndham Chicago Downtown

16. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

17. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

18. DoubleTree by Hilton Chicago - Magnificent Mile

Find holiday rentals that suit your style

Top Southwest Side Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

Arlo Chicago

LondonHouse Chicago, Curio Collection by Hilton

The Wade

Congress Plaza Hotel

Fairmont Chicago at Millennium Park

Hotel Saint Clair- Magnificent Mile

Find out more about Southwest Side

Southwest Side Cabin Rentals information

Frequently asked questions

Explore a world of travel with Expedia

Search Cabin Rentals in Southwest Side

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Southwest Side

1. Holiday Inn Chicago – Midway Airport S by IHG

2. Carlton Inn Midway

3. Rainbow Motel

4. Sable at Navy Pier Chicago, Curio Collection by Hilton

5. Hilton Chicago

6. Hilton Garden Inn Chicago Downtown South Loop

7. Homewood Suites by Hilton Chicago Downtown South Loop

8. Best Western Grant Park Hotel

9. Hyatt Place Chicago/Downtown - The Loop

10. Hampton Inn Majestic Chicago Theatre District

11. Hilton Vacation Club Hotel Blake Chicago

12. Congress Plaza Hotel

13. Holiday Inn Chicago Dwtn - The Mart by IHG

14. Crowne Plaza Chicago West Loop by IHG

15. La Quinta Inn & Suites by Wyndham Chicago Downtown

16. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

17. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

18. DoubleTree by Hilton Chicago - Magnificent Mile

Find holiday rentals that suit your style

Top Southwest Side Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

Find out more about Southwest Side

Southwest Side Cabin Rentals information

Frequently asked questions

Explore a world of travel with Expedia