Compare Vacation Rentals & Rent By Owner Homes in Streeterville, Chicago, Illinois, USA
About Streeterville Vacation Rentals
With more than 308 Streeterville 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 Streeterville.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Streeterville, 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 Streeterville. Places to stay near Streeterville are 703.07 ft² on average, with prices averaging US $360 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Streeterville 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 Streeterville, IL
Frequently Asked Questions About Streeterville?
What are the top vacation rentals in Streeterville?
- Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
- Downtown Guild #3 | Mag Mile Gold Coast The Lake!
- Rooms for the Crew | 3 units | Steps to Mag Mile| Navy Pier | 24-hour Gym
- City Center Luxury, Double Queen - The Chicago Hotel Collection Mag Mile
- Upscale Living, Deluxe King, The Chicago Hotel Collection Magnificent Mile
- Downtown Gold Coast 4bd/4ba - 2 apts
- Bright Streeterville 2BR w/Gym, Pool, near Navy Pier, by Blueground
- Shop Chicago and Relax by The Bean | City Viwes | 24-hour Gym | 2 Units
- Trendy Streeterville Studio w/Pool & Gym, nr Navy Pier, by Blueground
- The Chicago Hotel Collection Magnificent Mile, Stylish Junior King Suite
How many Rentbyowner vacation rentals are available in Streeterville?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 308 in the Streeterville 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 Streeterville.
Nearby Neighborhood (7)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 1530 |
| Near North Side Vacation Rentals in Chicago, Illinois | 605 |
| River North Vacation Rentals in Chicago, Illinois | 318 |
| Rush and Division Vacation Rentals in Chicago, Illinois | 87 |
| Gold Coast Vacation Rentals in Chicago, Illinois | 37 |
| Near East Side Vacation Rentals in Chicago, Illinois | 735 |
| Magnificent Mile Vacation Rentals in Chicago, Illinois | 3906 |
