Pet Sitting & Walking Services in Winnipeg, MB

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 Winnipeg, MB: 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 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 Winnipeg, MB (2026)

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

Job	Typical range (CAD)	Unit
Drop-in visit (30 min)	$20–$30	per visit
Dog walk (30 min)	$20–$30	per visit
Overnight sitting (sitter's home)	$65–$120	per night
Full-day care (multiple visits, meds, playtime)	$25–$80	per day
Vacation week (2 visits/day)	$250–$420	per job

Estimates: typical Canadian ranges adjusted for Winnipeg's regional price level (about 9% below the national average; estimate (AreaVibes cost-of-living index vs Canada national average, weighted housing/groceries/transport/etc., 2026)). Get two or three quotes for your exact job.

Our Pet Sitting & Walking Expertise in Winnipeg, MB

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 Winnipeg

Winnipeg winters are long and genuinely cold, with January lows near -21.2°C and roughly 126 cm of snow falling most years, so a dog that happily walks 30 minutes in June needs a shorter, more frequent routine once the wind chill sets in. Summer is milder, with July highs around 25.8°C, but the season also brings sudden thunderstorms and hail that can leave a nervous dog or cat needing calm company rather than a quick drop-in. Whether your home sits in a single-detached pocket like Charleswood or a walk-up near Osborne Village, the right sitter adjusts the routine to the season, not just the pet.

More than half of Winnipeg's homes are single-detached houses, with apartments and condos making up roughly a third, so a sitter comfortable letting themselves into a River Heights house needs a different key-handling routine than one buzzing into a building in St. Boniface. Pet sitting and dog walking are not licensed trades in Manitoba, so the vetting responsibility falls on you: ask about liability insurance, bonding, pet first-aid training, and a background check before handing over a key for an overnight stay. Demand peaks in July and August as families travel, so residents from Wolseley to Corydon Village should line up vacation coverage three to four weeks ahead.

What moves the price in Winnipeg

Extreme winter cold (lows near -21.2°C) shortens outdoor walks and raises demand for indoor play visits.
Summer thunderstorms and hail can spook pets, increasing demand for calming in-home drop-ins over quick visits.
July-August is peak vacation season; overnight and week-long coverage should be booked three to four weeks out.
An unlicensed trade in Manitoba, so insurance, bonding, and background checks matter more than credentials for overnight or key-holding jobs.

Licensing and permits in Manitoba

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.

In Winnipeg, residential building and trade permits are issued by the City of Winnipeg's Planning, Property and Development Department (other Manitoba municipalities issue their own); electrical and gas-specific permits are issued directly by the province's Inspection and Technical Services / Office of the Fire Commissioner. In Winnipeg, permits come from the City of Winnipeg – Zoning and Permits Branch, Planning, Property and Development Department.

Tax: Labour to install materials into real property (most home-repair/renovation/construction labour, e.g. a plumber installing a fixture) is generally NOT subject to RST; but RST DOES apply to the full charge (parts + labour) for repair, maintenance, or service work on tangible personal property such as appliances, and specifically to all mechanical & electrical (M&E) trades' repair/maintenance/service work under Bulletin No. 031 — so a furnace repair or appliance fix is taxed differently than a new installation.

Best time to book in Winnipeg

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 Winnipeg

Pros on Masters' Guild take pet sitting and walking jobs across Winnipeg neighborhoods including Exchange District, Osborne Village, Wolseley, St. Boniface, River Heights, Corydon Village (Little Italy), Charleswood and St. Vital.

Frequently Asked Questions

How do Winnipeg winters affect dog walking schedules?

With January lows near -21.2°C and about 126 cm of annual snowfall, most Winnipeg walkers shorten the standard 30-minute dog walk ($20-33) and add extra visits rather than one long outing in deep cold.

Are pet sitters in Winnipeg, MB licensed or insured?

Pet sitting and dog walking are not licensed trades in Manitoba, so ask directly about liability insurance, bonding, and pet first-aid training, and expect a background check before an overnight stay ($70-130/night) in your home.

When should I book pet sitting for a Winnipeg summer vacation?

July and August are peak vacation season in Winnipeg, so book a vacation-week job ($280-460) three to four weeks ahead, especially around summer long weekends.

Sources: Our Pet Sitting and Walking cost guide. Updated 2026-09-07.

We Also Serve These Nearby Satellite Cities

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

Selkirk, MB
Steinbach, MB
Niverville, MB
Stonewall, MB
Oak Bluff, MB