Compare Vacation Rentals & Rent By Owner Homes in The Gap, Chicago, Illinois, USA
About The Gap Vacation Rentals
With more than 1465 The Gap 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 The Gap.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner The Gap, 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 The Gap. Places to stay near The Gap are 813.16 ft² on average, with prices averaging AU $692 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in The Gap 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 The Gap, IL
Frequently Asked Questions About The Gap?
What are the top vacation rentals in The Gap?
- Vibrant 3BR Pilsen Stay Free Parking Near Downtown
- 4 #1S - 4 Bedroom/1.5 Bath Condo near McCormick Place, Wintrust Arena
- Luxury Hyde Park Haven- Perfect for families and digital nomads. Pet Friendly.
- Luxury Modern home minutes from Downtown Chicago
- Gorgeous historic mansion on UChicago campus. Renovation with original detail.
- Penthouse, Lux stay near Downtown, McComick & Lake
- 1 #33 - 4 Bedroom/2 Bath Condo near McCormick Place, Wintrust Arena, Chinatown
- Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool
- Cozy Downtown MICH AVE #7 | gym+rooftop
- Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago!
How many Rentbyowner vacation rentals are available in The Gap?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1465 in the The Gap 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 The Gap.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Bronzeville Vacation Rentals in Chicago, Illinois | 76 |
| Douglas Vacation Rentals in Chicago, Illinois | 40 |
| Lake Meadows Vacation Rentals in Chicago, Illinois | 1403 |
