1132+ Private Villas and Holiday Rentals in Near North Side |
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Near North Side Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Near North Side

Discover more than 1132 vacation rentals available in Near North Side. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Near North Side.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Near North Side, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Near North Side. On average, places to stay near Near North Side offer 797.83 ft², with nightly prices averaging ZA R8,988.

With Casai, finding and comparing holiday rentals in Near North Side is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Near North Side

Type Count
Holiday Apartments 637
Vacation Homes 215
Villas 4

Use these Quick Filters to Find a Holiday Rental in Near North Side

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Near North Side.

Weather in Near North Side, IL

View the weather forecast for Near North Side before booking your Near North 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

Other Places to Stay in Near North Side, IL


Goose Island 4,486 Properties
Legacy Motors Automotive Art Gallery 4,434 Properties
Pump It Up Party Zone 4,424 Properties
Cooking & Hospitality Institute of Chicago 4,406 Properties
Judy A Saslow Gallery 4,381 Properties
Michigan Avenue 4,129 Properties
Magnificent Mile 4,128 Properties
River North 484 Properties
Streeterville 202 Properties
Rush and Division 77 Properties
Gold Coast 39 Properties
Killgubbin 37 Properties

Frequently Asked Questions About Near North Side?

What are the top holiday rentals in Near North Side?

With numerous options available in Near North Side, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Near North Side:

How many holiday rentals have private pools in Near North Side?

Discover a selection of holiday rentals with private pools near Near North Side with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Near North Side are best for families?

If you're searching for a family-friendly holiday home in Near North Side, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Near North Side:

How many Casai.co.za holiday rentals are available in Near North Side?

As of 2025, Casai boasts over 1132 properties listed in the Near North Side area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Near North Side.

Nearby Neighborhood (16) 
Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1791
The Loop Vacation Rentals in Chicago, Illinois 775
River North Vacation Rentals in Chicago, Illinois 484
West Town Vacation Rentals in Chicago, Illinois 283
Streeterville Vacation Rentals in Chicago, Illinois 202
West Loop Vacation Rentals in Chicago, Illinois 198
Lincoln Park Vacation Rentals in Chicago, Illinois 143
Rush and Division Vacation Rentals in Chicago, Illinois 77
Old Town Vacation Rentals in Chicago, Illinois 53
Old Town Triangle Vacation Rentals in Chicago, Illinois 53
River West Vacation Rentals in Chicago, Illinois 52
Gold Coast Vacation Rentals in Chicago, Illinois 39
Killgubbin Vacation Rentals in Chicago, Illinois 37
Pulaski Park Vacation Rentals in Chicago, Illinois 30
Magnificent Mile Vacation Rentals in Chicago, Illinois 4128
Near East Side Vacation Rentals in Chicago, Illinois 735

People Also Ask

There are 1132 Near North Side, IL Holiday Rentals

Recently Booked Holiday Rentals in Near North Side