Compare Vacation Rentals & Rent By Owner Homes in North Side, Illinois, USA
About North Side Vacation Rentals
With more than 1272 North Side vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in North Side.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner North Side, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in North Side. Places to stay near North Side are 767.94 ft² on average, with prices averaging CA $641 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in North Side with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in North Side, IL
Frequently Asked Questions About North Side?
What are the top vacation rentals in North Side?
- The Sono Chicago
- Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
- North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
- Amazing Lincoln Park Rowhouse - Perfect for Groups, Reunions and Cubs Games!
- Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
- Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE
- ❤️ Trendy 2BR Apartment in Logan Square!
- Roscoe Village- Only steps to cute shops & dining! Sleeps 4-6
- Stylish, Inviting 2-BR near Logan Square and Wrigley Field
- Stunning Lincoln Park Single-Family House with Fantastic Game Room
How many Rentbyowner vacation rentals are available in North Side?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1272 in the North Side area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in North Side.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 1443 |
| Near North Side Vacation Rentals in Chicago, Illinois | 596 |
| River North Vacation Rentals in Chicago, Illinois | 358 |
| West Town Vacation Rentals in Chicago, Illinois | 317 |
| Lakeview Vacation Rentals in Chicago, Illinois | 250 |
| Lincoln Park Vacation Rentals in Chicago, Illinois | 135 |
| Irving Park Vacation Rentals in Chicago, Illinois | 63 |
| North Center Vacation Rentals in Chicago, Illinois | 60 |
| Logan Square Vacation Rentals in Chicago, Illinois | 57 |
| Wrigleyville Vacation Rentals in Chicago, Illinois | 56 |
| Lake View East Vacation Rentals in Chicago, Illinois | 52 |
| Old Town Vacation Rentals in Chicago, Illinois | 43 |
| Avondale Vacation Rentals in Chicago, Illinois | 43 |
| Uptown Vacation Rentals in Chicago, Illinois | 40 |
| Wicker Park Vacation Rentals in Chicago, Illinois | 38 |
| Gold Coast Vacation Rentals in Chicago, Illinois | 36 |
