Why Choose Rent By Owner for your Simcoe County Cottage Rentals?
What makes our Cottage Rentals special?
Weekly Weather Forecast for Simcoe County
How to Book Your Simcoe County Cottage Rentals
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Simcoe County
Common Cottage Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Simcoe County, ON
Frequently Asked Questions About Simcoe County Rental Cottages
1. What are the top Cottages in Simcoe County?
There are a lot of options in Simcoe County. If you plan on staying in the Simcoe County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Simcoe County:
- Modern Waterfront Lake House on Georgian Bay
- Truly a slice of heaven a must see!
- Waterfront & Pvt Beach 120’Shoreline: SHALLOW/Sandy: Perfect for Little Kids!
- BEACHFRONT COTTAGE IN WASAGA BEACH - SANDPIPER BEACH RESORT - COTTAGE # 2
- The Woodlands Hideaway
- Georgian Bay waterfront cottage in a quiet cove w/HOT TUB
- Lake Simcoe Water Front Cottage
- Gorgeous and spacious Winfield Chalet just steps away from Georgian Bay!
- Make memories at the Jansen Clan Cottage
- The Relaxation Station
2. How many Cottages are available in Simcoe County?
Currently, the total number of properties listed by RBO in 2026 is over 643 in the Simcoe County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Simcoe County.

























