Compare Vacation Rentals & Rent By Owner Homes in East Side, Chicago, Illinois, USA
About East Side Vacation Rentals
With more than 266 East 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 East Side.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner East 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 East Side. Places to stay near East Side are 679.02 ft² on average, with prices averaging US $265 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in East 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 East Side, IL
Frequently Asked Questions About East Side?
What are the top vacation rentals in East Side?
- University of Chicago Condo-Upgraded and Spacious w/Parking
- Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront.
- Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront
- The Woodlawn Oasis is an absolutely beautiful newly rehabbed apartment!
- Charming house in amazing Chicago with WiFi and AC. Close to many restaurants.
- Come experience The Lake Shore!
- Gorgeous 4BDR in Chicago/15mins from DWTN Brand New!
- The Beach Loft
- Beautiful 4 bedroom 2 bathroom apartment near everything
- Newly renovated modern retreat just blocks from I-94
How many Rentbyowner vacation rentals are available in East Side?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 266 in the East 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 East Side.
