Pet Sitting & Walking Services in Windsor, ON

At Masters' Guild, we provide professional pet sitting and walking services to ensure your pets receive the care, attention, and exercise they need. Whether you’re away for a short trip or require regular walks for your dog, our experienced pet sitters and walkers are here to help. With us, your furry friends are in safe and loving hands.

Pet Sitting and Walking in Windsor, ON: Drop-in visit (30 min) typically runs $20–$40 CAD in 2026; the other common jobs below range from $20 to $510, depending mostly on number and length of visits. Post your job free on Masters' Guild to get offers from ID-verified local pros; payment is held until the work is done.

What pet sitting and walking costs in Windsor, ON (2026)

Typical pet sitting and walking prices in Windsor, ON (CAD, 2026) — low to high per job

Job	Typical range (CAD)	Unit
Drop-in visit (30 min)	$20–$40	per visit
Dog walk (30 min)	$20–$35	per visit
Overnight sitting (sitter's home)	$75–$140	per night
Full-day care (multiple visits, meds, playtime)	$35–$100	per day
Vacation week (2 visits/day)	$310–$510	per job

Estimates: typical Canadian ranges adjusted for Windsor's regional price level (about 10% above the national average; estimate (Areavibes Cost of Living Index, Canada national average = 100)). Get two or three quotes for your exact job.

Our Pet Sitting & Walking Expertise in Windsor, ON

Our Pet Sitting & Walking Expertise

Personalized Pet Sitting Services

Every pet has unique needs, and our pet sitting services are tailored to meet them. From feeding and playtime to providing companionship, we ensure your pets are happy and well-cared-for while you’re away.

Professional Dog Walking

Keep your dog active and healthy with our professional dog walking services. Our walkers ensure your pet gets the exercise and attention they need, whether it’s a brisk walk around the block or an extended outdoor adventure.

Flexible Scheduling

We offer flexible scheduling to fit your busy lifestyle. Whether you need daily dog walks, occasional pet sitting, or last-minute assistance, our services are designed for your convenience.

Affordable & Transparent Pricing

Our competitive and transparent pricing ensures you know the cost upfront. No hidden fees—just reliable care for your beloved pets.

Why Choose Masters' Guild for Pet Care?

Trusted Professionals: Our carefully vetted sitters and walkers are experienced in pet care, ensuring your pets are safe and happy.
Tailored Services: We customize our services to meet the unique needs of your pets.
Convenient Booking: Easily schedule pet care services through our user-friendly app.
Reliable & Caring: We treat your pets like our own, offering the love and attention they deserve.

Get Started Today!

Post your Pet Care Quest through our app and connect with trusted sitters and walkers. Whether it’s pet sitting or dog walking, Masters' Guild ensures your furry friends are well cared for while you’re away.

BEGIN YOUR QUEST

Pet Sitting & Walking Services We Offer

Masters' Guild provides a variety of pet care solutions tailored to your needs:

Pet Sitting: Personalized care for your pets in the comfort of their own home.
Dog Walking: Regular walks to keep your dog active, healthy, and happy.
Playtime & Exercise: Engaging activities to ensure your pets stay entertained.
Flexible Scheduling: Book services as needed, from one-time visits to daily care.
Mobile-Friendly Platform: Easily book, track, and manage your pet care services through our app.

What's different about pet sitting and walking in Windsor

When arranging Pet Sitting and Walking in Windsor, schedule around a humid continental climate: winter freeze-thaw cycles and a January mean daily low of -6.3°C can affect walks, while intense summer thunderstorms and a July mean daily high of 29.2°C can change outdoor plans. July and August are peak vacation months, and holiday weekends also surge. For summer travel or major holidays, book three to four weeks ahead in busy cities and set clear instructions for weather-related walk changes, medication, and visit length.

Windsor’s housing includes many single-detached homes, with roughly 39% of stock predating 1961; combined sewer systems in many pre-1975 homes can contribute to basement flooding during heavy rain. For an overnight stay in Walkerville, Old Sandwich Town, or Riverside, use a higher trust bar: background checks, references, key handling, and liability insurance or bonding. Pet sitting and dog walking are largely unlicensed trades. The City of Windsor Building Department handles residential building permits, but Ontario’s listed permit triggers concern building and system work rather than routine pet care.

What moves the price in Windsor

Freeze-thaw cycles can require a clear winter-walk plan.
Summer thunderstorms may change outdoor walk timing or duration.
July and August demand can require booking three to four weeks ahead.
Overnight in-home care needs background checks, references, and reliable key handling.

Licensing and permits in Ontario

Pet sitting and dog walking are largely unlicensed trades in the US and Canada; look for sitters who carry liability insurance/bonding and pet first-aid certification, and treat overnight in-home care as requiring a higher trust bar (background check, references, key handling) than a licensed trade would.

Residential building permits in Ontario are issued by the local municipality's building department under the Ontario Building Code (not by the province directly), so exact triggers vary somewhat city to city. In Windsor, permits come from the City of Windsor Building Department.

Tax: HST applies to labor on home repair and improvement services in Ontario — unlike some US states, there's no separate labor exemption, so a contractor charges 13% HST on both materials and labor for taxable home-service work.

Best time to book in Windsor

July and August are peak vacation season and holiday weekends also surge; book 3-4 weeks ahead in busy cities for summer or major holidays. Peak demand: July and August. Typical job length: 30 min per visit; overnight jobs run nightly; a vacation-coverage job typically spans 5-7 days.

DIY or pro? A trusted neighbor or friend can informally cover feeding/walks for short trips, but hire an insured, background-checked professional for overnight stays, medication administration, or trips longer than a few days.

Areas we cover in Windsor

Pros on Masters' Guild take pet sitting and walking jobs across Windsor neighborhoods including Walkerville, Old Sandwich Town, Riverside, Ford City, South Windsor, Fontainebleau, Devonshire and Downtown Windsor.

Frequently Asked Questions

When should I book a pet sitter in Windsor, ON?

July and August are peak vacation months, and holiday weekends also surge. For summer travel or major holidays in busy cities, book three to four weeks ahead; vacation coverage typically spans five to seven days.

What do dog walks and drop-in visits cost in Windsor, ON?

The provided ranges are $20–$33 per visit for a 30-minute dog walk and $20–$35 per visit for a 30-minute drop-in. Longer 60-minute visits add 50–75% over the 30-minute base rate.

What should I check before hiring an overnight pet sitter?

Overnight in-home care warrants a higher trust bar than a licensed trade: confirm background checks, references, and key handling. Look for liability insurance or bonding and pet first-aid certification, especially for medication or special-needs care.

Sources: Our Pet Sitting and Walking cost guide. Updated 2026-09-12.

We Also Serve These Nearby Satellite Cities

In addition to Windsor, ON, we also offer Pet Sitting and Walking in nearby areas, including the following satellite cities:

Tecumseh, ON
LaSalle, ON
Amherstburg, ON
Essex, ON
Leamington, ON