Lake Simcoe

Lake Simcoe is one of Ontario’s most accessible destinations for cottage rentals, located just a short drive from Toronto. Known for its clear blue water, sandy beaches, and relatively flat, easy-to-navigate shoreline, it offers a more approachable lakeside cottaging experience.

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Our collection of Lake Simcoe cottage rentals features handpicked waterfront properties in sought-after areas such as Roaches Point, Kempenfelt Bay, and Shanty Bay – each offering a distinct setting, from quiet residential enclaves to more active, social waterfronts. Designed for comfort and convenience, these properties provide seamless access to the lake and surrounding amenities.

With close proximity to Barrie and Orillia, guests have easy access to dining, shopping, and entertainment, including Friday Harbour Resort – known for its marina, golf, and year-round programming. From boating and beach days to ice fishing and snowmobiling in the winter, Lake Simcoe offers a wide range of activities in every season.

Ideal for weekend escapes, family trips, and last-minute getaways, Lake Simcoe delivers a well-appointed cottage experience with convenience and ease at its core.

Malibu on Simcoe

Cottage in Roches Point, ON
  • 11 Bedrooms
  • 10 Bathrooms
  • Sleeps 16
  • Pets allowed
C$14,790 to C$14,790 per night
incl. taxes and fees

MALIBU ON SIMCOE AREA Only an hour drive out of Toronto, this gorgeous escape boasts manicured lawns, colourful gardens, tennis court, pool and a boathouse like no other. Conveniently located 10 minutes from the 404, 5 minutes from sundry shopping, groceries and LCBO. The property has 11 bedrooms, 10 bathrooms, 3 indoor fireplaces, air conditioning in properties, 3 outdoor fire pits outside, 2 games rooms, a full commercial gym and a theatre.…

An English Manor

Cottage in Innisfil, ON
  • 14 Bedrooms
  • 13 Bathrooms
  • Sleeps 31
  • Pets allowed
C$7,236 to C$17,124 per night
incl. taxes and fees

AN ENGLISH MANOR AREA This stunning oasis is located only 1hr 45minutes from downtown Toronto. Positioned on the west side of Lake Simcoe, An English Manor is conveniently located 20 & 24 minutes outside of Innisfil and Barrie respectively. A short boat ride away from Friday Harbour resort - a perfect spot to shop, golf and dine. Arrive at Costco within a 20 minute drive - providing renters with great convenience. PROPERTY…

Manor Ridge

Cottage in Lake Simcoe West Shore, ON
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
  • Pets allowed
C$4,604 to C$10,053 per night
incl. taxes and fees

MANOR RIDGE AREA Nestled on the eastern shores of Lake Simcoe, Manor Ridge is in the sunny town of Shanty Bay. Just 13 minutes north of Barrie and an hour from Toronto, Manor Ridge is in the perfect location to enjoy cottage country just outside of the city! Being the 4th largest lake in Ontario, Lake Simcoe offers hours of endless boating with access to Lake Couchiching. Downtown Barrie offers a beautiful…

Sunsets at Chateau Lake Simcoe

Cottage in Innisfil, ON
  • 4 Bedrooms
  • 5 Bathrooms
  • Sleeps 8
  • Pets allowed
C$2,571 to C$5,808 per night
incl. taxes and fees

SUNSETS AT CHATEAU LAKE SIMCOE AREA Beautiful all-season community of Innisfil, just 1hr North of Toronto. Many local destinations and attractions include Nest Golf Club, Vetta Nordic Spa (35 mins), Snow Valley, Gateway Casino, Sunset Speedway and multiple beautiful beaches. PROPERTY SUNSETS AT CHATEAU LAKE SIMCOE Your waterfront backyard oasis flaunts a meticulously landscaped yard with multiple tiers of well designed outdoor living. Outdoor kitchen w/Napoleon BBQ, Traeger Smoker, dining table that…

Simcoe Blue

House in Innisfil, ON
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
  • Pets allowed
C$2,724 to C$5,666 per night
incl. taxes and fees

SIMCOE BLUE AREA Set along the sparkling shores of Lake Simcoe, this beautifully appointed home is a four-season escape designed for effortless relaxation and memorable gatherings. Expansive windows frame panoramic lake views, filling the home with natural light and a constant connection to the water. PROPERTY SIMCOE BLUE The level lot offers multiple outdoor seating area including the patio overlooking the lawn and the lake, the patio with lounge furniture right on…

Simcoe Family Beach and Fun

Cottage in Innisfil, ON
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
  • No pets
C$1,079 to C$1,079 per night
incl. taxes and fees

SIMCOE FAMILY BEACH AND FUN AREA - Located on the shores of Lake Simcoe, just minutes from Innisfil with a variety of shopping- and dining-options and access to Hwy 400, 60 minutes from Toronto Airport or Downtown. PROPERTY SIMCOE FAMILY BEACH AND FUN - Cottage sits beside and directly in front of a private waterfront park, accessible for guests of this property. INTERIOR COTTAGE MAIN LEVEL KITCHEN -Open concept kitchen with stainless…

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