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–$30 CAD in 2026; the other common jobs below range from $20 to $420, depending mostly on visit frequency and duration. 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)

Pet sitting and walking cost in Windsor, by jobDrop-in visit (30 min)$20–$30Dog walk (30 min)$20–$30Overnight sitting$65–$120Full-day care$30–$85Vacation week (2 visits/day)$260–$420mastersguild.ioTypical range, CAD, 2026 estimate
Typical pet sitting and walking prices in Windsor, ON (CAD, 2026) — low to high per job
JobTypical range (CAD)Unit
Drop-in visit (30 min)$20–$30per visit
Dog walk (30 min)$20–$30per walk
Overnight sitting$65–$120per night
Full-day care$30–$85per day
Vacation week (2 visits/day)$260–$420per week

Estimates: typical Canadian ranges adjusted for Windsor's regional price level (about 8% below the national average; estimate (Numbeo 2026 cost-of-living index: Windsor 57.0 / Canada 62.1)). 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.

Pet Sitting & Walking

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
How It Works

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 or dog walking in Windsor, plan around weather that ranges from a −2.9 °C January daily average to 23.8 °C in July at Windsor Riverside. Annual precipitation is 935.1 mm, with 106.7 cm of snow, making clear instructions for winter walks, outdoor time, and home access useful. A typical drop-in visit or walk lasts 30 minutes, while an overnight stay is 1 night.

Windsor has 64,135 occupied dwellings built before 1981, and 56,625 occupied dwellings are single-detached houses. This housing mix includes homes in Walkerville, Riverside, and South Windsor. Pet sitting and dog walking are generally unlicensed in Canada; choose a sitter with liability insurance and bonding where available. The Ontario licensing list contains no requirements for this trade, while the City of Windsor Building Division handles building permits. July and August are peak months, so book three to four weeks ahead; shoulder-season dates usually have better availability.

What moves the price in Windsor

  • July and August demand means booking three to four weeks ahead is recommended.
  • Snowy winter conditions can affect outdoor walks and home-access arrangements.
  • Medication, special care, and pet needs can require more sitter attention.
  • Visit frequency, duration, and sitter experience affect the service arrangement.

Licensing and permits in Ontario

Pet sitting and dog walking are generally unlicensed in the US and Canada; choose a sitter with liability insurance and bonding where available.

Municipal building departments generally enforce the Ontario Building Code and issue residential permits; on-site sewage permits may instead be handled by a board of health or conservation authority. Confirm local exemptions before starting work. In Windsor, permits come from the City of Windsor Building Division.

Tax: Yes—labor for home repair, maintenance, and renovation services is generally taxable at 13% HST.

Best time to book in Windsor

Book three to four weeks ahead for July and August; shoulder-season dates usually have better availability. Peak demand: July and August. Typical job length: 30 minutes per visit or walk; overnight stays are 1 night.

DIY or pro? Friends or family can cover simple care, but hire an insured sitter for travel, medications, reactive pets, or overnight home care.

Areas we cover in Windsor

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

Frequently Asked Questions

What does pet sitting cost in Windsor, ON?

Provided Canadian ranges are $20–$35 per 30-minute drop-in visit, $20–$33 per 30-minute dog walk, and $70–$130 per overnight stay. Full-day care ranges from $30–$90 per day.

Do pet sitters need a licence in Windsor, ON?

Pet sitting and dog walking are generally unlicensed in Canada, and Ontario lists no licensing requirements for this trade. Consider a sitter with liability insurance and bonding where available, especially for medications, reactive pets, or overnight home care.

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

Book three to four weeks ahead for July and August, the peak months for this service. Shoulder-season dates usually have better availability, whether you need 30-minute visits, walks, or overnight care.

Sources: Our Pet Sitting and Walking cost guide · www.rover.com · support.rover.com. Updated 2026-09-16.

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

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