Compare Vacation Rentals & Rent By Owner Homes in Streeterville, Chicago, Illinois, USA
About Streeterville Vacation Rentals
With more than 304 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 806.74 ft² on average, with prices averaging US $405 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
Streeterville Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Streeterville?
- Downtown Guild #3 | Mag Mile Gold Coast The Lake!
- Upscale Living, Deluxe King, The Chicago Hotel Collection Magnificent Mile
- Downtown Gold Coast 4bd/4ba - 2 apts
- 2 Connecting Suites at a 4.5⭐️ Hotel
- Rooms for the Crew | 3 units | Steps to Mag Mile| Navy Pier | 24-hour Gym
- Bright Streeterville 2BR w/Gym, Pool, near Navy Pier, by Blueground
- City Center Luxury, Double Queen - The Chicago Hotel Collection Mag Mile
- Lovely Streeterville Studio w/Gym, Pool, near Navy Pier, by Blueground
- Guild #1 | Gold Coast Mag Mile Best Location
- Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
How many Rentbyowner vacation rentals are available in Streeterville?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 304 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 | 1751 |
| Near North Side Vacation Rentals in Chicago, Illinois | 778 |
| River North Vacation Rentals in Chicago, Illinois | 443 |
| Rush and Division Vacation Rentals in Chicago, Illinois | 77 |
| Gold Coast Vacation Rentals in Chicago, Illinois | 39 |
| Magnificent Mile Vacation Rentals in Chicago, Illinois | 4128 |
| Near East Side Vacation Rentals in Chicago, Illinois | 735 |
