Compare Vacation Rentals & Rent By Owner Homes in Near North Side, Chicago, Illinois, USA
About Near North Side Vacation Rentals
With more than 1136 Near 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 Near North Side.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Near 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 Near North Side. Places to stay near Near North Side are 771.49 ft² on average, with prices averaging US $503 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Near 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 Near North Side, IL
Frequently Asked Questions About Near North Side?
What are the top vacation rentals in Near North Side?
- Magic Factory Loft 2West
- Magic Factory Loft 2East 4 Bd/3 Ba Families Groups
- Magic Factory Loft 3East 4 Bd/4 Ba Families Groups
- Brilliant Downtown Chicago 3-Bedroom Condominium
- City Center, River North Condo HUGE 3BR, Patio, Parking(2x)
- LOCATION! 2b/2b Condo, 51st Floor AMAZING Views, Pool and other Amenities!
- Chicago Gold Coast Luxury Home Best Location walking distance to anywhere!
- Gorgeous 3BR River North Condo - Free Parking
- Luxury Loft Collection 02 - Terrace - River North
- Downtown Guild #3 | Mag Mile Gold Coast The Lake!
How many Rentbyowner vacation rentals are available in Near North Side?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 1136 in the Near 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 Near North Side.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 411 |
| The Loop Vacation Rentals in Chicago, Illinois | 196 |
| River North Vacation Rentals in Chicago, Illinois | 100 |
| West Town Vacation Rentals in Chicago, Illinois | 76 |
| Streeterville Vacation Rentals in Chicago, Illinois | 54 |
| Lincoln Park Vacation Rentals in Chicago, Illinois | 37 |
| West Loop Vacation Rentals in Chicago, Illinois | 36 |
| Old Town Vacation Rentals in Chicago, Illinois | 789 |
| Old Town Triangle Vacation Rentals in Chicago, Illinois | 780 |
| River West Vacation Rentals in Chicago, Illinois | 755 |
| Pulaski Park Vacation Rentals in Chicago, Illinois | 2437 |
| Rush and Division Vacation Rentals in Chicago, Illinois | 759 |
| Gold Coast Vacation Rentals in Chicago, Illinois | 776 |
| Magnificent Mile Vacation Rentals in Chicago, Illinois | 4128 |
| Near East Side Vacation Rentals in Chicago, Illinois | 735 |
| Killgubbin Vacation Rentals in Chicago, Illinois | 2335 |
