Cottage Rentals in Lake Simcoe - Simcoe County

$2,000 CAD
Per Week

Blue Mountain Large Chalet - Blue Mountains
Chalet Rental in Blue Mountains, CA
8 Bedrooms · 20 Guests · #190747

$1,500 CAD
Per Week

Horseshoe Valley Farm
Vacation Rental in Coulson, CA
3 Bedrooms · 10 Guests · #289633

$850 CAD
Per Week

Have Some Fun Close To Toronto
Cottage Rental in Innisfil, CA
3 Bedrooms · 6 Guests · #292177

$1,600 CAD
Per Week

Panoramic View Lakefront, 3 Bedroom - Orillia
Cottage Rental in Orillia, CA
3 Bedrooms · 8 Guests · #196638

$1,000 CAD
Per Week

Cute And Cozy Cottage On Lake Simcoe In Orillia
Cottage Rental in Orillia, CA
3 Bedrooms · 6 Guests · #286650

$300 CAD
Per Night

Horseshoe Valley Chalet
Chalet Rental in Horseshoe Valley, CA
4 Bedrooms · 10 Guests · #296635

$2,100 CAD
Per Week

Waterfront Cottage In Orillia
Cottage Rental in Orillia, CA
1 Bedroom · 2 Guests · #262443

$2,950 CAD
Per Week

Upscale Beachfront On Lake Couchiching
Cottage Rental in Orillia, CA
2 Bedrooms · 10 Guests · #186346

$180 CAD
Per Night

Whispering Pines B&B - Jackson's Point, Ontario
Bed & Breakfast Rental in Jackson's Point, CA
1 Bedroom · 2 Guests · #174643

$2,600 CAD
Per Week

Grove Pl Big Bay Point Lake Simcoe - Ontario
Cottage Rental in Innisfil, CA
3 Bedrooms · 10 Guests · #171150

$2,700 CAD
Per Week

Bass Lake Cottage Beautiful Waterfront In Orillia
Cottage Rental in Orillia, CA
4 Bedrooms · 8 Guests · #193209

$1,700 CAD
Per Week

Brand New Listing - 5* Amazing Waterfront Cottage near GTA - 2 weeks left in August
Cottage Rental in Oro-Medonte, CA
4 Bedrooms · 8 Guests · #186563

$2,125 CAD
Per Week

Lake Breeze - Brechin
Cottage Rental in Brechin, CA
3 Bedrooms · 6 Guests · #253876

$2,280 CAD
Per Week

Sunset Paradise - Ramara, Ontario, Canada
Cottage Rental in Ramara, CA
4 Bedrooms · 10 Guests · #182775

$1,200 CAD
Per Week

Heron's Landing - Georgina Island, Ontario
Cottage Rental in Georgina Island, CA
3 Bedrooms · 10 Guests · #173983

$2,000 CAD
Per Week

Horseshoe Valley Fieldview Farm
Vacation Rental in Coldwater, CA
5 Bedrooms · 12 Guests · #292405

$3,570 CAD
Per Week

Mariposa Cottage - Rama, Ontario, Canada
Cottage Rental in Orillia, CA
5 Bedrooms · 8 Guests · #238747

$1,700 CAD
Per Week

Orillia, Lake Simcoe Cottage - Ontario, Canada
Cottage Rental in Orillia, CA
3 Bedrooms · 6 Guests · #183205

$500 CAD
Per Night

Lake Simcoe Snowfer Cottage - Georgina, Ontario
Cottage Rental in Georgina, CA
5 Bedrooms · 14 Guests · #175813

$4,600 CAD
Per Week

Designer home-full weeks only last 2 weeks in August still available.
Cottage Rental in Barrie, CA
5 Bedrooms · 13 Guests · #184240

$1,590 CAD
Per Week

Simcoe Lake 1 - Orillia, Ontario, Canada
Cottage Rental in Orillia, CA
2 Bedrooms · 8 Guests · #192328

$2,095 CAD
Per Week

Cobblestone Cottage On Bass Lake - Orillia
Cottage Rental in Orillia, CA
4 Bedrooms · 8 Guests · #234064

$1,990 CAD
Per Week

Joyland Beach 2 Sleeps 10 Great For Larger Families - Orillia, Ontario
Cottage Rental in Orillia, CA
4 Bedrooms · 10 Guests · #234063

$965 CAD
Per Week

Mcdonald Beach On Mcphee Bay Lake Simcoe - Orillia
Cottage Rental in Orillia, CA
3 Bedrooms · 8 Guests · #234061

$1,820 CAD
Per Week

Simcoe Lake House - Orilla, Ontario, Canada
Cottage Rental in Orilla, CA
3 Bedrooms · 6 Guests · #195614

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Lake Simcoe - Simcoe County Vacation Rentals, Cottages & More!

Located in south central Ontario, Simcoe County cottage rentals are scattered along the shores of Georgian Bay and Lake Simcoe among picturesque meadows, marshes, and forests.

Lake Simcoe and Georgian Bay are two of Ontario’s top kitesurfing and windsurfing destinations and Wasaga Beach, which, at 14 kilometres long, is the longest freshwater beach in the world, is a swimming and sunbathing paradise. Anglers will be well served with catches of bass, pike, and walleye and with over 50 golf courses, there is no shortage of opportunities for visitors to hit the links. 

At the region’s national and provincial parks, popular activities include hiking, cycling, mountain biking, and horseback riding in the summer, and cross-country skiing, snowshoeing, and snowmobiling come winter. Further, nearby Blue Mountain provides Ontario’s best downhill skiing and snowboarding and a range of après-ski activities for adults and kids.

With plenty of restaurants, cafés, pubs, and spas in the region, there’s no shortage of places to retire to after a day on the water, trails, or slopes. Sample a hoppy beer or two at Flying Monkey Craft Brewery, or take a drive along the Apple Pie Trail, a scenic route that stops at orchards, vineyards, and eateries. 

Just 90 minutes north of Toronto, Simcoe County is a very popular place to rent a cottage in Ontario.

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