Near South Side Hotels, Resorts, and Rentals

Compare HOTELS, RESORTS, AND RENTALS in Near South Side, Chicago, Illinois, USA

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8.8 (275 Reviews)
81 Bedrooms 28 Guests
From GB £127 per night
8.2 (2571 Reviews)
1 Bedroom 2 Guests
From GB £547 per night
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10.0 (1 Review)
1 Bedroom 2 Guests
4.0 (1 Review)
2 Bedrooms 8 Guests
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8.5 (899 Reviews)
186 Bedrooms 28 Guests
From GB £223 per night
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9.2 (1013 Reviews)
1 Bedroom 2 Guests
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8.4 (872 Reviews)
1237 Bedrooms 46 Guests
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9.2 (1011 Reviews)
1 Bedroom 2 Guests
From GB £337 per night
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8.3 (332 Reviews)
1241 Bedrooms 72 Guests
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9.0 (650 Reviews)
1 Bedroom 2 Guests
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8.2 (545 Reviews)
61 Bedrooms 42 Guests
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8.8 (1975 Reviews)
1 Bedroom 2 Guests
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8.1 (701 Reviews)
180 Bedrooms 38 Guests
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8.1 (460 Reviews)
162 Bedrooms 30 Guests
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7.9 (329 Reviews)
184 Bedrooms 28 Guests
From GB £102 per night
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7.7 (1280 Reviews)
210 Bedrooms 36 Guests
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10.0 (1 Review)
1 Bedroom 2 Guests
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8.8 (1591 Reviews)
1 Bedroom 2 Guests
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8.8 (1003 Reviews)
1 Bedroom 2 Guests
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8.8 (596 Reviews)
1 Bedroom 2 Guests
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8.6 (1001 Reviews)
1 Bedroom 2 Guests
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8.4 (6 Reviews)
2 Bedrooms 20 Guests
10.0 (22 Reviews)
2 Bedrooms 6 Guests
10.0 (12 Reviews)
2 Bedrooms 4 Guests
10.0 (8 Reviews)
2 Bedrooms 6 Guests

About Near South Side Vacation Rentals

There are more than 499 places to stay in Near South Side that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Near South Side.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Near South Side, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Near South Side. Places to stay near Near South Side are 930.79 ft² on average, with prices averaging GB £334 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Near South Side with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

Frequently Asked Questions About Near South Side?

What are the top hotels or resorts in Near South Side?

You have a lot of choices in or near Near South Side. If you need a hotel in the Near South Side area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Near South Side:

How many hotels, resorts, or rentals are available in Near South Side?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 499 in the Near South Side area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Near South Side.

Nearby Neighborhood (7)

Neighborhood Property Count
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