Compare Vacation Rentals & Rent By Owner Homes in Jackson Park Highlands, Chicago, Illinois, USA
About Jackson Park Highlands Vacation Rentals
With more than 536 Jackson Park Highlands 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 Jackson Park Highlands.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Jackson Park Highlands, 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 Jackson Park Highlands. Places to stay near Jackson Park Highlands are 662.49 ft² on average, with prices averaging US $393 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Jackson Park Highlands 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 Jackson Park Highlands?
What are the top vacation rentals in Jackson Park Highlands?
- Gorgeous historic mansion on UChicago campus. Renovation with original detail.
- Luxury Stay on UChicago Campus 11 min walk to hospitals
- Modern Apt Near U of Chicago!
- 1 Mi to University of Chicago: Urban Escape!
- University of Chicago Condo-Upgraded and Spacious w/Parking
- Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront
- The Woodlawn Oasis is an absolutely beautiful newly rehabbed apartment!
- The Hyde Park Haven
- Charming house in amazing Chicago with WiFi and AC. Close to many restaurants.
- The Brown House - A luxurious UChicago Campus stay
How many Rentbyowner vacation rentals are available in Jackson Park Highlands?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 536 in the Jackson Park Highlands 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 Jackson Park Highlands.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| South Shore Vacation Rentals in Chicago, Illinois | 372 |
