Compare Vacation Rentals & Rent By Owner Homes in Sleepy Hollow, Chicago, Illinois, USA
About Sleepy Hollow Vacation Rentals
With more than 118 Sleepy Hollow 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 Sleepy Hollow.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Sleepy Hollow, 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 Sleepy Hollow. Places to stay near Sleepy Hollow are 656.53 ft² on average, with prices averaging US $202 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Sleepy Hollow 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 Sleepy Hollow?
What are the top vacation rentals in Sleepy Hollow?
- Berwyn Beauty
- MODERN HOME: 4BD & 3 FULL BATHS, WFH Setup, Public Transit, 15 Mins to Downtown!
- 1-bedroom condo next to Chicago Midway International Airport
- Stylish comfortable 3BR with tons of natural light
- Cicer3bdrm w Pool Table & Shufflle Board
- Chicago FHS Rental - Vernon Ave
- Near Midway Newly remodeled
- Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
- Cozy 3 Bedroom Family Sized Duplex/9 mins from Midway airport!nn
- Cozy Urban Retreat Near Midway – Perfect for Travelers!
How many Rentbyowner vacation rentals are available in Sleepy Hollow?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 118 in the Sleepy Hollow 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 Sleepy Hollow.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Garfield Ridge Vacation Rentals in Chicago, Illinois | 123 |
