Compare Villas, Resorts, & Rentals in Near North Side, Chicago, Illinois, USA
About Casai's Private Villas and Holiday Rentals in Near North Side
Discover more than 1305 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 799.7 ft², with nightly prices averaging د.إ.1,870.
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.
Other Places to Stay in Near North Side, IL
Frequently Asked Questions About Near North Side?
What are the top holiday rentals in Near North Side?
- Magic Factory Loft 2West
- 4BR Old Town Chicago Loft | Walk to Wells St
- Magic Factory Loft 3East 4 Bd/4 Ba Families Groups
- Brilliant Downtown Chicago 3-Bedroom Condominium
- Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
- Private, Discreet, Luxury Chicago Gold Coast Mansion, Event-Capable.
- City Center, River North Condo HUGE 3BR, Patio, Parking(2x)
- Gorgeous 3BR River North Condo - Free Parking
- Luxury Loft Collection 703 - Terrace - River North
- LOCATION! 2b/2b Condo, 51st Floor AMAZING Views, Pool and other Amenities!
How many Casai.ae holiday rentals are available in Near North Side?
As of 2026, Casai boasts over 1305 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 | 1323 |
| The Loop Vacation Rentals in Chicago, Illinois | 595 |
| River North Vacation Rentals in Chicago, Illinois | 338 |
| West Town Vacation Rentals in Chicago, Illinois | 280 |
| West Loop Vacation Rentals in Chicago, Illinois | 165 |
| Lincoln Park Vacation Rentals in Chicago, Illinois | 143 |
| Streeterville Vacation Rentals in Chicago, Illinois | 124 |
| Rush and Division Vacation Rentals in Chicago, Illinois | 56 |
| Old Town Vacation Rentals in Chicago, Illinois | 46 |
| Old Town Triangle Vacation Rentals in Chicago, Illinois | 46 |
| Pulaski Park Vacation Rentals in Chicago, Illinois | 39 |
| River West Vacation Rentals in Chicago, Illinois | 39 |
| Gold Coast Vacation Rentals in Chicago, Illinois | 37 |
| Killgubbin Vacation Rentals in Chicago, Illinois | 33 |
| Near East Side Vacation Rentals in Chicago, Illinois | 3849 |
| Magnificent Mile Vacation Rentals in Chicago, Illinois | 4124 |
