Holiday Rentals Far Southwest Side from 4.645.518 ₫: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Far Southwest Side holiday rentals

1. Sentral Michigan Avenue

Downtown Chicago

Allison

5.410.443 ₫ total

includes taxes & fees

27 Sept - 28 Sept

2. Kasa Lake Shore Chicago

Downtown Chicago

Xiaoyu

31.396.789 ₫ total

includes taxes & fees

30 Sept - 1 Oct

Full-sized fridge, microwave, oven, stovetop

3. Level Chicago – Old Town

Downtown Chicago

Brian

9.584.259 ₫ total

includes taxes & fees

28 Sept - 29 Sept

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Top Far Southwest Side Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

8/10 Good

"The rooms were a tad bit smaller than I had imagined but my room was clean and inviting."

L7 Chicago by LOTTE

10/10 Excellent

"Great stay! The hotel is in an amazing location. The staff were very friendly and helpful. The restaurant onsite is great. We enjoyed the free coffee and the gym is nice. The room was clean and enjoyable. The bed was a little soft but over all great. Our river view room was amazing. We will definitely be back."

Travelodge by Wyndham Downtown Chicago

8/10 Good

"Property location is walkable to Grant Park. The hotel is in need of an upgrade but if you can get past that it is very clean and safe. Our room faced the front and even though on the 12th floor you could hear the train all night long. The curtain in the room did not completely cover the window so there was a shaft of light coming in all night. Hotels were sold out and there was no other place in our budget to check in to; and restaurants were packed. There was a major trade show in town."

The Wade

8/10 Good

"The Wade is in a great location with beautiful views of the lake. Staff were friendly and helpful. Warning: ask to NOT be in a room ending in 02 because it will put you right next to the elevators which run constantly all night and are loud. Also the ice machines do not work on every floor. If you need parking. You may want to consider park offsite using the SpotHero app for less money than valet at the hotel. I would stay here again."

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Our top choices for Far Southwest Side holiday rentals

1. Sentral Michigan Avenue

2. Kasa Lake Shore Chicago

3. Level Chicago – Old Town

Find holiday rentals that suit your style

Top Far Southwest Side Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

L7 Chicago by LOTTE

InterContinental Chicago Magnificent Mile by IHG

Hilton Chicago

Hotel Saint Clair- Magnificent Mile

Hyatt Regency Chicago

Travelodge by Wyndham Downtown Chicago

The Wade

Club Quarters Hotel, Central Loop, Chicago

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Search Holiday Rentals in Far Southwest Side

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Far Southwest Side holiday rentals

1. Sentral Michigan Avenue

2. Kasa Lake Shore Chicago

3. Level Chicago – Old Town

Find holiday rentals that suit your style

Top Far Southwest Side Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

Go further with the Expedia app