Compare Vacation Rentals & Rent By Owner Homes in Oak Street Beach, Chicago, Illinois, USA
About Oak Street Beach Vacation Rentals
With more than 3432 Oak Street Beach 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 Oak Street Beach.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Oak Street Beach, 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 Oak Street Beach. Places to stay near Oak Street Beach are 732.04 ft² on average, with prices averaging US $446 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Oak Street Beach with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Frequently Asked Questions About Oak Street Beach?
What are the top vacation rentals in Oak Street Beach?
- The Sono Chicago
- 52nd Floor MagMile Penthouse VIEWS Fireplace Pool
- 55-56 Mag Mile Penthouse
- 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
- 53 Floor MagMile Penthouse Views, Balcony, Pool
- 51st Floor MagMile Penthouse Views Balcony Pool
- 53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
- Magic Factory Loft 2West
- 51/52nd Floor Penthouse-VIEWS, Fireplace, Pool
- Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
How many Rentbyowner vacation rentals are available in Oak Street Beach?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 3432 in the Oak Street Beach 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 Oak Street Beach.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 411 |
| The Loop Vacation Rentals in Chicago, Illinois | 196 |
| Near North Side Vacation Rentals in Chicago, Illinois | 179 |
| South Loop Vacation Rentals in Chicago, Illinois | 141 |
| River North Vacation Rentals in Chicago, Illinois | 100 |
| Lakeview Vacation Rentals in Chicago, Illinois | 81 |
| Hyde Park Vacation Rentals in Chicago, Illinois | 62 |
| Lincoln Park Vacation Rentals in Chicago, Illinois | 37 |
| West Loop Vacation Rentals in Chicago, Illinois | 36 |
| O'Hare Vacation Rentals in Chicago, Illinois | 26 |
| Gold Coast Vacation Rentals in Chicago, Illinois | 776 |
| Magnificent Mile Vacation Rentals in Chicago, Illinois | 4128 |
