487+ Hotel & Resort Deals in Near South Side |
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Near South Side Hotels, Resorts, and Rentals

About Near South Side Vacation Rentals

There are more than 487 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 947.68 ft² on average, with prices averaging GB £321 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.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Near South Side

Type Count
Holiday Apartments 417
Vacation Homes 10

Use these Quick Filters to Find a Vacation Rental in Near South Side

★ Pro Tip: Hotala.uk has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Near South Side.

Weather in Near South Side, IL

View the weather forecast for Near South Side before booking your Near South Side Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Dearborn Park 3,938 Properties
Field Museum of Natural History 3,763 Properties
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Olmec Head No 8 3,727 Properties
National Vietnam Veterans Art Museum 3,553 Properties
Soldier Field 3,548 Properties
Glessner House Museum 3,533 Properties
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William K Kimball House 3,490 Properties
South Side 146 Properties
South Loop 141 Properties
Prairie District 129 Properties

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 vacation rentals have private pools in Near South Side?

There are 2 accommodation options with private pools in or near Near South Side. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

Which hotel or resort in Near South Side is best for families?

If you are looking for a family-friendly hotel, resort, or vacation home in Near South Side, check out one of the following places to stay as all are highly-rated accommodation choices with excellent reviews for families or groups staying 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 487 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
Downtown Chicago Hotel & Resort Deals in Chicago, Illinois 411
South Loop Hotel & Resort Deals in Chicago, Illinois 141
Prairie District Hotel & Resort Deals in Chicago, Illinois 129
Bronzeville Hotel & Resort Deals in Chicago, Illinois 89
Ickes Praire Homes Hotel & Resort Deals in Chicago, Illinois 2027
Printers Row Hotel & Resort Deals in Chicago, Illinois 4021
Chicago Museum Campus Hotel & Resort Deals in Chicago, Illinois 3407

People Also Ask

There are 39 hotels in Near South Side and 427 rentals

Recently Booked Hotels, Resorts, or Rentals in Near South Side