Nanny

CanadianNanny.ca

Seeking an experienced live-in housekeeper for a single lady, splitting time between Winnipeg, Kenora, and Naples, Florida.

Last checked on August 22, 2026. We may earn a commission when you click through.

This position could be a caregivers who enjoy flexibility and travel, but the live-in requirement may not suit everyone. Consider how well you adapt to changing environments and routines.

✓ Attractive salary potential ✓ Diverse living environments ✓ Full accommodation provided

Nanny

CanadianNanny.ca

Updated 3 days ago

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You'll be redirected to ca.talent.com

Winnipeg

This position could be a caregivers who enjoy flexibility and travel, but the live-in requirement may not suit everyone. Consider how well you adapt to changing environments and routines.

About this role

Seeking an experienced live-in housekeeper for a single lady, splitting time between Winnipeg, Kenora, and Naples, Florida.

About the Company

CanadianNanny.ca connects families with qualified caregivers across Canada.

Key Highlights

✓ Year-round position with travel to scenic locations
✓ Opportunity to earn up to $60,000 annually
✓ Caring environment for a single lady
✓ Accommodation provided

💡 Honest Take: While the pay is appealing, the job requires adaptability to different living situations and routines across three locations. It's the demands of a live-in role, especially for someone not accustomed to such arrangements.

Pros

✓ Attractive salary potential
✓ Diverse living environments
✓ Full accommodation provided
✓ Caring family atmosphere

Cons

✗ Live-in requirement may limit personal space
✗ Seasonal transitions could be challenging
✗ High expectations for care and housekeeping

Best For: Individuals with experience in housekeeping and caregiving who are open to relocating and adapting to different environments.

Watch Out: Be prepared for the demands of living with the employer and adjusting to different household routines throughout the year.

Apply for this position →

You'll be redirected to ca.talent.com

Expert Review

This role demands a caregiving and housekeeping skills across diverse locations. Living arrangements in Winnipeg, Kenora, and Naples mean caregivers must be comfortable with travel and adapting to different lifestyles. The compensation is promising at up to $60,000, but be mindful that this may come with increased responsibilities.

While the home environment is caring, the expectation for a live-in arrangement can lead to challenges in maintaining personal boundaries. Prospective applicants should consider whether they can balance their time effectively between work and personal life. An important aspect is the seasonal nature of the job; shifting from colder climates to sunny Florida can be a plus, but it may also mean adjusting to varying household rhythms.

Ensure you're prepared for the change in pace and responsibilities that come with each location. For more details, visit CanadianNanny.ca.