1025+ Private Villas and Holiday Rentals in North Side |
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North Side Holiday Rentals

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

Discover more than 1025 vacation rentals available in 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 North Side.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in 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 North Side. On average, places to stay near North Side offer 810.75 ft², with nightly prices averaging ZA R8,671.

With Casai, finding and comparing holiday rentals in 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 North Side

Type Count
Holiday Apartments 653
Vacation Homes 189
Cottages 1

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

Weather in North Side, IL

View the weather forecast for North Side before booking your 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

Top Attractions Around North Side, IL

Casai offers a large selection of top attractions around North Side . Research things to do on your vacation before you visit North Side.


Wrigley Field
Lincoln Park Zoo
Vic Theatre
Concord Music Hall
Chicago History Museum
Second City
DePaul University-Lincoln Park
Briar Street Theatre
Lincoln Hall
Park West
Apollo Theater Chicago
Athenaeum Theatre
Theater Wit
Advocate Illinois Masonic Medical Center
Kingston Mines
Saint Joseph Hospital
Lincoln Park
Royal George Theater
Peggy Notebaert Nature Museum
Steppenwolf Theatre

Other Places to Stay in North Side, IL


Lakeview 236 Properties
Lincoln Park 143 Properties
Logan Square 78 Properties
Lake View East 65 Properties
Old Town 53 Properties
Old Town Triangle 53 Properties
North Center 48 Properties
Wrigleyville 45 Properties
Avondale 42 Properties
Sheffield and DePaul 36 Properties
West Bucktown 35 Properties
Park West 24 Properties

Frequently Asked Questions About North Side?

What are the top holiday rentals in North Side?

With numerous options available in 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 North Side:

How many holiday rentals have private pools in North Side?

Discover a selection of holiday rentals with private pools 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 North Side are best for families?

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

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

As of 2025, Casai boasts over 1025 properties listed in the 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 North Side.

Nearby Neighborhood (16) 
Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1791
Near North Side Vacation Rentals in Chicago, Illinois 818
River North Vacation Rentals in Chicago, Illinois 484
West Town Vacation Rentals in Chicago, Illinois 283
Lakeview Vacation Rentals in Chicago, Illinois 236
Lincoln Park Vacation Rentals in Chicago, Illinois 143
Logan Square Vacation Rentals in Chicago, Illinois 78
Lake View East Vacation Rentals in Chicago, Illinois 65
Old Town Vacation Rentals in Chicago, Illinois 53
North Center Vacation Rentals in Chicago, Illinois 48
Wrigleyville Vacation Rentals in Chicago, Illinois 45
Avondale Vacation Rentals in Chicago, Illinois 42
Irving Park Vacation Rentals in Chicago, Illinois 41
Wicker Park Vacation Rentals in Chicago, Illinois 40
Gold Coast Vacation Rentals in Chicago, Illinois 39
Uptown Vacation Rentals in Chicago, Illinois 34

People Also Ask

There are 1025 North Side, IL Holiday Rentals

Recently Booked Holiday Rentals in North Side