Skating on Lake Joseph in the winter as snow falls

Winter Cottage Rentals in Ontario

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Cottage #326
Cottage #326
Cottage #326
Cottage #326

pet friendly

Cottage #326

3 Beds8 Guests2 Baths

Tooke Lake

Baysville

Earliest stay May 24-27

from $700 / night

Cottage #451
Cottage #451
Cottage #451
Cottage #451

pet friendly

Cottage #451

4 Beds8 Guests1.5 Baths

Eagle Lake

Burk's Falls

Earliest stay May 24-27

from $489 / night

Cottage #110
Cottage #110
Cottage #110
Cottage #110

Cottage #110

3 Beds5 Guests1.5 Baths

Peninsula Lake

Huntsville

Earliest stay Dec 2-5

from $371 / night

Cottage #257
Cottage #257
Cottage #257
Cottage #257

pet friendly

Cottage #257

5 Beds12 Guests3 Baths

Lake Muskoka

Gravenhurst

Earliest stay May 24-26

from $1,250 / night

Cottage #656
Cottage #656
Cottage #656
Cottage #656

pet friendly

Cottage #656

2 Beds6 Guests2 Baths

Cameron Lake

Fenelon Falls

Earliest stay May 23-26

from $300 / night

Cottage #121
Cottage #121
Cottage #121
Cottage #121

Cottage #121

3 Beds6 Guests2 Baths

Palette Lake

Huntsville

Earliest stay May 24-26

from $483 / night

Cottage #450
Cottage #450
Cottage #450
Cottage #450

pet friendly

Cottage #450

4 Beds8 Guests3 Baths

Lake Cecebe

Magnetawan

Earliest stay Jun 1-8

$5,502 / week

Cottage #281
Cottage #281
Cottage #281
Cottage #281

pet friendly

Cottage #281

4 Beds10 Guests3 Baths

Lake Joseph

Port Carling

Earliest stay May 24-27

from $757 / night

Cottage #449
Cottage #449
Cottage #449
Cottage #449

pet friendly

Cottage #449

3 Beds7 Guests1.5 Baths

Lake Cecebe

Burk's Falls

Earliest stay May 24-27

from $357 / night

Cottage #1872
Cottage #1872
Cottage #1872
Cottage #1872

pet friendly

Cottage #1872

5 Beds10 Guests3.5 Baths

Lake Huron

Tobermory

Earliest stay May 23-26

from $1,000 / night

Cottage #1803
Cottage #1803
Cottage #1803
Cottage #1803

Cottage #1803

2 Beds6 Guests1 Baths

Lake Huron

Kincardine

Earliest stay May 23-26

from $486 / night

Cottage #402
Cottage #402
Cottage #402
Cottage #402

Cottage #402

4 Beds10 Guests2 Baths

Horn Lake

Burk's Falls

Earliest stay May 24-27

from $643 / night

Cottage #243
Cottage #243
Cottage #243
Cottage #243

pet friendly

Cottage #243

3 Beds8 Guests2.5 Baths

Long Lake

Gravenhurst

Earliest stay May 24-27

from $726 / night

Cottage #1087
Cottage #1087
Cottage #1087
Cottage #1087

Cottage #1087

5 Beds10 Guests5 Baths

Georgian Bay

Owen Sound

Earliest stay Aug 17-24

$3,400 / week

Cottage #514
Cottage #514
Cottage #514
Cottage #514

pet friendly

Cottage #514

8 Beds20 Guests8 Baths

Gloucester Pool

Port Severn

Earliest stay May 25-27

from $5,000 / night

Cottage #325
Cottage #325
Cottage #325
Cottage #325

pet friendly

Cottage #325

5 Beds8 Guests2.5 Baths

Menominee Lake

Huntsville

Earliest stay May 24-26

from $686 / night

Cottage #639
Cottage #639
Cottage #639
Cottage #639

pet friendly

Cottage #639

4 Beds8 Guests2 Baths

Glamor Lake

Haliburton

Earliest stay May 24-26

from $600 / night

Cottage #410
Cottage #410
Cottage #410
Cottage #410

pet friendly

Cottage #410

5 Beds12 Guests3.5 Baths

Lorimer Lake

Parry Sound

Earliest stay May 23-25

from $1,729 / night

Cottage #389
Cottage #389
Cottage #389
Cottage #389

pet friendly

Cottage #389

4 Beds8 Guests2 Baths

Oxtongue Lake

Huntsville

Earliest stay May 24-26

from $785 / night

Cottage #303
Cottage #303
Cottage #303
Cottage #303

pet friendly

Cottage #303

3 Beds6 Guests2 Baths

Echo Lake

Huntsville

Earliest stay May 24-27

from $560 / night

Cottage #401
Cottage #401
Cottage #401
Cottage #401

pet friendly

Cottage #401

3 Beds6 Guests2.5 Baths

Pickerel Lake

Burk's Falls

Earliest stay May 24-26

from $500 / night

Cottage #306
Cottage #306
Cottage #306
Cottage #306

Cottage #306

6 Beds12 Guests4.5 Baths

Wildcat Lake

Huntsville

Earliest stay Jun 28-Jul 5

$5,502 / week

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

pet friendly

Cottage #908

3 Beds6 Guests2 Baths

Black River

Orillia

Earliest stay May 23-25

from $643 / night

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

pet friendly

Cottage #505

5 Beds14 Guests4 Baths

Six Mile Lake

Mactier

Earliest stay May 24-26

from $2,250 / night

Cottage #305
Cottage #305
Cottage #305
Cottage #305

Cottage #305

4 Beds6 Guests1.5 Baths

Grandview Lake

Huntsville

Earliest stay Aug 31-Sep 3

from $357 / night

Cottage #344
Cottage #344
Cottage #344
Cottage #344

pet friendly

Cottage #344

4 Beds10 Guests2.5 Baths

Wren Lake

Huntsville

Earliest stay May 23-26

from $357 / night

Cottage #114
Cottage #114
Cottage #114
Cottage #114

Cottage #114

5 Beds10 Guests2 Baths

Lake Vernon

Huntsville

Earliest stay Jun 30-Jul 7

$4,718 / week

Cottage #126
Cottage #126
Cottage #126
Cottage #126

Cottage #126

7 Beds14 Guests3.5 Baths

Clark Lake

Huntsville

Earliest stay May 26-28

from $300 / night

Cottage #106
Cottage #106
Cottage #106
Cottage #106

pet friendly

Cottage #106

3 Beds4 Guests1 Baths

Peninsula Lake

Huntsville

Earliest stay May 24-26

from $295 / night

Cottage #624
Cottage #624
Cottage #624
Cottage #624

pet friendly

Cottage #624

6 Beds12 Guests5.5 Baths

Twelve Mile Lake

Minden

Earliest stay May 24-26

from $1,429 / night

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

pet friendly

Cottage #919

3 Beds8 Guests2 Baths

Lake Couchiching

Washago

Earliest stay May 24-27

from $500 / night

Cottage #1266
Cottage #1266
Cottage #1266
Cottage #1266

Cottage #1266

4 Beds10 Guests2.5 Baths

Lake Huron

Southampton

Earliest stay Jul 5-12

$2,072 / week

Cottage #236
Cottage #236
Cottage #236
Cottage #236

pet friendly

Cottage #236

6 Beds14 Guests3 Baths

Doe Lake

Gravenhurst

Earliest stay May 24-27

from $571 / night

Cottage #477
Cottage #477
Cottage #477
Cottage #477

pet friendly

Cottage #477

5 Beds8 Guests2.5 Baths

Eagle Lake

South River

Earliest stay May 23-26

from $715 / night

Cottage #304
Cottage #304
Cottage #304
Cottage #304

pet friendly

Cottage #304

4 Beds8 Guests2 Baths

Echo Lake

Huntsville

Earliest stay May 24-27

from $429 / night

Cottage #1395
Cottage #1395
Cottage #1395
Cottage #1395

Cottage #1395

2 Beds8 Guests2 Baths

Bedard Ponds

Barry's Bay

Earliest stay May 24-27

from $271 / night

Cottage #214
Cottage #214
Cottage #214
Cottage #214

pet friendly

Cottage #214

4 Beds12 Guests3 Baths

Longs Lake

Huntsville

Earliest stay May 23-26

from $786 / night

Cottage #715
Cottage #715
Cottage #715
Cottage #715

pet friendly

Cottage #715

5 Beds12 Guests3 Baths

McLaren Lake

Parry Sound

Earliest stay May 23-25

from $1,400 / night

Cottage #315
Cottage #315
Cottage #315
Cottage #315

Cottage #315

4 Beds10 Guests3 Baths

Lake of Bays

Huntsville

Earliest stay May 23-26

from $857 / night

Cottage #1088
Cottage #1088
Cottage #1088
Cottage #1088

pet friendly

Cottage #1088

3 Beds8 Guests2 Baths

Georgian Bay

Owen Sound

Earliest stay Jun 1-8

$2,023 / week

Cottage #1734
Cottage #1734
Cottage #1734
Cottage #1734

pet friendly

Cottage #1734

2 Beds5 Guests1 Baths

Lake Huron

Southampton

Earliest stay Jun 23-30

$1,204 / week

Cottage #103
Cottage #103
Cottage #103
Cottage #103

pet friendly

Cottage #103

4 Beds8 Guests2 Baths

Walker Lake

Huntsville

Earliest stay May 24-26

from $540 / night

Cottage #1688
Cottage #1688
Cottage #1688
Cottage #1688

Cottage #1688

3 Beds10 Guests2.5 Baths

Lake Huron

Tobermory

Earliest stay Jun 21-28

$2,750 / week

Cottage #1243
Cottage #1243
Cottage #1243
Cottage #1243

pet friendly

Cottage #1243

3 Beds6 Guests1 Baths

Lake Huron

Lion's Head

Earliest stay May 23-26

from $203 / night

Cottage #456
Cottage #456
Cottage #456
Cottage #456

Cottage #456

5 Beds12 Guests4 Baths

Whitestone Lake

Parry Sound

Earliest stay May 23-25

from $500 / night

Cottage #421
Cottage #421
Cottage #421
Cottage #421

Cottage #421

5 Beds14 Guests2.5 Baths

Manitouwabing Lake

Parry Sound

Earliest stay May 24-31

$8,400 / week

Cottage #482
Cottage #482
Cottage #482
Cottage #482

pet friendly

Cottage #482

6 Beds12 Guests3.5 Baths

Horseshoe Lake

Parry Sound

Earliest stay May 23-26

from $700 / night

Cottage #317
Cottage #317
Cottage #317
Cottage #317

pet friendly

Cottage #317

5 Beds12 Guests4 Baths

Private Lake

Huntsville

Earliest stay May 26-28

from $1,000 / night

Cottage #154
Cottage #154
Cottage #154
Cottage #154

pet friendly

Cottage #154

3 Beds7 Guests2 Baths

Skeleton Lake

Huntsville

Earliest stay May 24-27

from $443 / night

Cottage #283
Cottage #283
Cottage #283
Cottage #283

pet friendly

Cottage #283

7 Beds17 Guests3 Baths

Lake Muskoka

Port Carling

Earliest stay May 23-25

from $1,000 / night

Cottage #617
Cottage #617
Cottage #617
Cottage #617

Cottage #617

4 Beds10 Guests2 Baths

Halls Lake

Minden

Earliest stay May 23-26

from $786 / night

Cottage #416
Cottage #416
Cottage #416
Cottage #416

pet friendly

Cottage #416

4 Beds10 Guests2.5 Baths

Manitouwabing Lake

Parry Sound

Earliest stay May 24-26

from $557 / night

Cottage #1002
Cottage #1002
Cottage #1002
Cottage #1002

Cottage #1002

8 Beds16 Guests3.5 Baths

Francis Lake

Owen Sound

Earliest stay May 24-27

from $1,000 / night

Cottage #104
Cottage #104
Cottage #104
Cottage #104

Cottage #104

3 Beds6 Guests2 Baths

Peninsula Lake

Huntsville

Earliest stay May 28-30

from $400 / night

Cottage #811
Cottage #811
Cottage #811
Cottage #811

pet friendly

Cottage #811

3 Beds8 Guests1 Baths

Lake Nipissing

North Bay

Earliest stay May 24-27

from $393 / night

Cottage #621
Cottage #621
Cottage #621
Cottage #621

Cottage #621

5 Beds9 Guests2.5 Baths

Otter Lake

Minden

Earliest stay May 24-26

from $714 / night

Cottage #172
Cottage #172
Cottage #172
Cottage #172

pet friendly

Cottage #172

3 Beds6 Guests2.5 Baths

Fox Lake

Huntsville

Earliest stay May 24-27

from $429 / night

Cottage #1572
Cottage #1572
Cottage #1572
Cottage #1572

pet friendly

Cottage #1572

3 Beds6 Guests1 Baths

Lake Huron

Grand Bend

Earliest stay May 23-26

from $177 / night

Cottage #498
Cottage #498
Cottage #498
Cottage #498

pet friendly

Cottage #498

6 Beds15 Guests4 Baths

Eagle Lake

Burk's Falls

Earliest stay May 24-27

from $831 / night

Cottage #1173
Cottage #1173
Cottage #1173
Cottage #1173

pet friendly

Cottage #1173

4 Beds8 Guests2 Baths

Lake Huron

Tobermory

Earliest stay May 26-29

from $617 / night

Cottage #729
Cottage #729
Cottage #729
Cottage #729

pet friendly

Cottage #729

3 Beds6 Guests1.5 Baths

Georgian Bay

Midland

Earliest stay May 24-26

from $286 / night

Cottage #117
Cottage #117
Cottage #117
Cottage #117

Cottage #117

4 Beds8 Guests3.5 Baths

Otter Lake

Huntsville

Earliest stay May 24-27

from $1,510 / night

Cottage #1766
Cottage #1766
Cottage #1766
Cottage #1766

pet friendly

Cottage #1766

4 Beds10 Guests1.5 Baths

Lake Huron

Tobermory

Earliest stay May 23-27

from $456 / night

Cottage #479
Cottage #479
Cottage #479
Cottage #479

pet friendly

Cottage #479

4 Beds8 Guests2 Baths

Little Whitefish Lake

Parry Sound

Earliest stay May 26-28

from $500 / night

Cottage #641
Cottage #641
Cottage #641
Cottage #641

pet friendly

Cottage #641

4 Beds12 Guests2 Baths

Trent River

Peterborough

Earliest stay Jan 1-3

from $715 / night

Cottage #1000
Cottage #1000
Cottage #1000
Cottage #1000

pet friendly

Cottage #1000

4 Beds12 Guests2.5 Baths

Lake Huron

Grand Bend

Earliest stay May 23-25

from $1,000 / night

Cottage #296
Cottage #296
Cottage #296
Cottage #296

Cottage #296

7 Beds16 Guests5 Baths

Lake Rosseau

Port Carling

Earliest stay May 23-26

from $9,286 / night

Cottage #413
Cottage #413
Cottage #413
Cottage #413

pet friendly

Cottage #413

8 Beds20 Guests6 Baths

Lake Manitouwabing

Parry Sound

Earliest stay May 23-26

from $2,000 / night

Cottage #102
Cottage #102
Cottage #102
Cottage #102

pet friendly

Cottage #102

3 Beds6 Guests1 Baths

Peninsula Lake

Huntsville

Earliest stay May 23-26

from $300 / night

Cottage #155
Cottage #155
Cottage #155
Cottage #155

pet friendly

Cottage #155

5 Beds18 Guests3 Baths

Skeleton Lake

Huntsville

Earliest stay May 24-27

from $1,417 / night

Cottage #176
Cottage #176
Cottage #176
Cottage #176

Cottage #176

2 Beds2 Guests1.5 Baths

Bittern Lake

Huntsville

Earliest stay May 24-27

from $243 / night

Cottage #492
Cottage #492
Cottage #492
Cottage #492

pet friendly

Cottage #492

5 Beds16 Guests3 Baths

Spring Lake

Magnetawan

Earliest stay May 23-28

from $1,357 / night

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

pet friendly

Cottage #920

5 Beds10 Guests3 Baths

Lake Simcoe

Orillia

Earliest stay May 23-25

from $750 / night

Cottage #620
Cottage #620
Cottage #620
Cottage #620

Cottage #620

4 Beds8 Guests2.5 Baths

Horseshoe Lake

Minden

Earliest stay May 24-26

from $650 / night

Cottage #1356
Cottage #1356
Cottage #1356
Cottage #1356

pet friendly

Cottage #1356

3 Beds6 Guests2 Baths

Lake Huron

Tobermory

Earliest stay May 23-26

from $315 / night

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

Cottage #918

4 Beds8 Guests3 Baths

Severn River

Washago

Earliest stay May 24-26

from $500 / night

Cottage #1288
Cottage #1288
Cottage #1288
Cottage #1288

pet friendly

Cottage #1288

2 Beds6 Guests1 Baths

Lake Huron

Little Current

Earliest stay May 23-26

from $354 / night

Cottage #1018
Cottage #1018
Cottage #1018
Cottage #1018

Cottage #1018

6 Beds12 Guests3.5 Baths

McCullough Lake

Owen Sound

Earliest stay May 23-26

from $386 / night

Cottage #649
Cottage #649
Cottage #649
Cottage #649

pet friendly

Cottage #649

3 Beds7 Guests2 Baths

Oak Lake

Peterborough

Earliest stay May 23-26

from $464 / night

Cottage #218
Cottage #218
Cottage #218
Cottage #218

pet friendly

Cottage #218

5 Beds10 Guests2.5 Baths

Three Mile Lake

Bracebridge

Earliest stay May 24-26

from $643 / night

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

Cottage #501

4 Beds8 Guests1 Baths

Georgian Bay

Coldwater

Earliest stay May 24-27

from $245 / night

Cottage #438
Cottage #438
Cottage #438
Cottage #438

Cottage #438

4 Beds9 Guests2.5 Baths

Mirage Lake

Huntsville

Earliest stay May 23-26

from $631 / night

Cottage #105
Cottage #105
Cottage #105
Cottage #105

Cottage #105

5 Beds8 Guests3 Baths

Peninsula Lake

Huntsville

Earliest stay Jul 6-13

$7,000 / week

Cottage #309
Cottage #309
Cottage #309
Cottage #309

Cottage #309

4 Beds12 Guests3 Baths

Ril Lake

Huntsville

Earliest stay May 24-26

from $786 / night

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

Cottage #903

4 Beds8 Guests2 Baths

Couchiching Lake

Orillia

Earliest stay May 23-26

from $703 / night

Cottage #655
Cottage #655
Cottage #655
Cottage #655

Cottage #655

2 Beds4 Guests2 Baths

Cameron Lake

Fenelon Falls

Earliest stay May 24-26

from $258 / night

Cottage #1837
Cottage #1837
Cottage #1837
Cottage #1837

Cottage #1837

3 Beds6 Guests3 Baths

Lake Huron

Kincardine

Earliest stay May 23-26

from $372 / night

Cottage #1727
Cottage #1727
Cottage #1727
Cottage #1727

pet friendly

Cottage #1727

3 Beds6 Guests1 Baths

Georgian Bay

Lion's Head

Earliest stay May 24-27

from $143 / night

Cottage #1725
Cottage #1725
Cottage #1725
Cottage #1725

Cottage #1725

3 Beds6 Guests3 Baths

Lake Huron

Sauble Beach

Earliest stay May 25-Jun 1

$3,780 / week

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