Cottage Rentals in Lake Simcoe - Simcoe County

$144 CAD
Per Night

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

$143 CAD
Per Night

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

$229 CAD
Per Night

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

$50 CAD
Per Night

Waterfront 2 bedroom condo on Lake Simcoe near Beaverton
Cottage Rental in Beaverton, CA
2 Bedrooms · 5 Guests · #339975

$300 CAD
Per Night

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

$350 CAD
Per Night

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

$421 CAD
Per Night

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

$450 CAD
Per Night

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

$214 CAD
Per Night

Brand New Listing - 5* Amazing Waterfront Cottage near GTA Fall / Winter!!
Cottage Rental in Oro-Medonte, CA
4 Bedrooms · 8 Guests · #186563

$365 CAD
Per Night

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

$300 CAD
Per Night

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

$214 CAD
Per Night

Moon Point Bay Cottage - Oro-medonte, Ontario
Cottage Rental in Orillia, CA
3 Bedrooms · 8 Guests · #188641

$243 CAD
Per Night

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

$450 CAD
Per Night

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

$227 CAD
Per Night

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

$250 CAD
Per Night

Primrose Cottage 17 - Balm Beach, Ontario
Cottage Rental in tiny, CA
2 Bedrooms · 6 Guests · #190346

$700 CAD
Per Night

Designer home. Beautiful in the autumn and winter.
Cottage Rental in Barrie, CA
5 Bedrooms · 12 Guests · #184240

$275 CAD
Per Night

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

$138 CAD
Per Night

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

$214 CAD
Per Night

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

$229 CAD
Per Night

Redwood - 828
Cottage Rental in Rama, CA
3 Bedrooms · 8 Guests · #229356

$159 CAD
Per Night

Spacious Suites/Great Amenities - Oro-Medonte
Chalet Rental in Oro-medonte, CA
2 Bedrooms · 8 Guests · #178998

$375 CAD
Per Night

Lake Breeze
Cottage Rental in Brechin, CA
3 Bedrooms · 6 Guests · #299363

$132 CAD
Per Night

Simcoe Lake House
Cottage Rental in Orillia, CA
3 Bedrooms · 6 Guests · #299302

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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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