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County of Simcoe Cottages for Rent

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Simcoe County is a four-season cottage destination lying between Georgian Bay and Lake Simcoe and is less than one hour north of Toronto. It boasts the longest fresh water beach in the world and has some of the best fishing, boating and skiing in all of Ontario. The Trent Severn Waterway traverses the County going through Lake Simcoe, Lake Couchiching and the Severn River where it spills into Georgian Bay, providing a boater’s haven. Whether you come for a ride on a steam train, tree trekking high above a forest floor or to experience the adrenalin rush of zip lining, you will have lots to choose from when you get away to it all in Simcoe County.

Cottage #912
Cottage #912
Cottage #912
Cottage #912

Cottage #912

Orillia

Sparrow Lake

4 Beds1 Baths6 Guests

Dec 1-4

from $345 / night

Cottage #914
Cottage #914
Cottage #914
Cottage #914

pet friendly

Cottage #914

Orillia

Lake Simcoe

5 Beds3.5 Baths9 Guests

Dec 1-4

from $714 / night

Cottage #910
Cottage #910
Cottage #910
Cottage #910

Cottage #910

Orillia

Sparrow Lake

6 Beds4 Baths10 Guests

Jun 22-29

$9,943 / week

Cottage #908
Cottage #908
Cottage #908
Cottage #908

pet friendly

Cottage #908

Orillia

Black River

3 Beds2 Baths6 Guests

Nov 30-Dec 3

from $643 / night

Cottage #918
Cottage #918
Cottage #918
Cottage #918

Cottage #918

Washago

Severn River

4 Beds3 Baths8 Guests

Dec 1-3

from $556 / night

Cottage #652
Cottage #652
Cottage #652
Cottage #652

pet friendly

Cottage #652

Lindsay

Lake Scugog

3 Beds1.5 Baths10 Guests

Nov 30-Dec 3

from $629 / night

Cottage #909
Cottage #909
Cottage #909
Cottage #909

Cottage #909

Orillia

Sparrow Lake

4 Beds2 Baths9 Guests

Jun 1-4

from $1,129 / night

Cottage #501
Cottage #501
Cottage #501
Cottage #501

Cottage #501

Coldwater

Georgian Bay

4 Beds1 Baths8 Guests

Dec 1-4

from $245 / night

Cottage #903
Cottage #903
Cottage #903
Cottage #903

Cottage #903

Orillia

Couchiching Lake

4 Beds2 Baths8 Guests

Nov 30-Dec 3

from $703 / night

Cottage #916
Cottage #916
Cottage #916
Cottage #916

Cottage #916

Orillia

Lake Simcoe

5 Beds3.5 Baths8 Guests

Dec 18-21

from $2,143 / night

Cottage #911
Cottage #911
Cottage #911
Cottage #911

Cottage #911

Orillia

Sparrow Lake

3 Beds1 Baths6 Guests

Nov 30-Dec 3

from $345 / night

Cottage #919
Cottage #919
Cottage #919
Cottage #919

pet friendly

Cottage #919

Washago

Lake Couchiching

3 Beds2 Baths8 Guests

Dec 1-4

from $500 / night

Cottage #507
Cottage #507
Cottage #507
Cottage #507

pet friendly

Cottage #507

Coldwater

Little Lake

4 Beds2 Baths8 Guests

Jun 22-29

$3,291 / week

Cottage #920
Cottage #920
Cottage #920
Cottage #920

pet friendly

Cottage #920

Orillia

Lake Simcoe

5 Beds3 Baths10 Guests

Nov 30-Dec 2

from $500 / night

Cottage #505
Cottage #505
Cottage #505
Cottage #505

pet friendly

Cottage #505

Mactier

Six Mile Lake

5 Beds4 Baths14 Guests

Dec 1-3

from $1,201 / night

Cottage #905
Cottage #905
Cottage #905
Cottage #905

pet friendly

Cottage #905

Orillia

Lake Simcoe

2 Beds1 Baths4 Guests

Nov 30-Dec 3

from $264 / night