Compare Vacation Rentals & Rent By Owner Homes in Chocolate Box, Winnetka, Illinois, USA
About Chocolate Box Vacation Rentals
With more than 307 Chocolate Box 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 Chocolate Box.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Chocolate Box, 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 Chocolate Box. Places to stay near Chocolate Box are 619.39 ft² on average, with prices averaging US $305 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Chocolate Box 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 Chocolate Box?
What are the top vacation rentals in Chocolate Box?
- The NICEST place in Evanston for Families 1500Main
- Pet-Friendly Family Apartment - Near NU Campus!
- "Unity of Evanston" 3 BDR+2BA ModernLuxe High Rise
- Cozy Neighborhood Escape: Near Northwestern-Chicago-Beaches & More
- Family Apartment w/Deck + Yard Near Northwestern
- Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
- Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
- Great Evanston Home- great for traveling families! Parking Included
- "Bliss of Evanston" 180°view, 2BDR +2Bath UrbanLux
- Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
How many Rentbyowner vacation rentals are available in Chocolate Box?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 307 in the Chocolate Box 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 Chocolate Box.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Lakeview Vacation Rentals in Chicago, Illinois | 81 |
| Lincoln Park Vacation Rentals in Chicago, Illinois | 37 |
| O'Hare Vacation Rentals in Chicago, Illinois | 26 |
| Rogers Park Vacation Rentals in Chicago, Illinois | 201 |
| Logan Square Vacation Rentals in Chicago, Illinois | 81 |
| Wrigleyville Vacation Rentals in Chicago, Illinois | 607 |
| Ravenswood Vacation Rentals in Chicago, Illinois | 490 |
| Boystown Vacation Rentals in Chicago, Illinois | 679 |
| Uptown Vacation Rentals in Chicago, Illinois | 98 |
| Edgewater Vacation Rentals in Chicago, Illinois | 60 |
| Bucktown Vacation Rentals in Chicago, Illinois | 1151 |
| Andersonville Vacation Rentals in Chicago, Illinois | 978 |
