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Trusted dog sitters in Windsor

Connect with caring Windsor dog sitters who offer home-based boarding, daily walks, daycare, and drop-in visits. Every booking includes $22,000 in Protection Plan.

Find a Dog Sitter in Windsor

0% owner fee + cashback

$66better off on Petme

$420
On Petme$400+$20 Cashback
Typical platforms$466+$46 Owner fee · 11-15%

Petme adds 0% owner fee and pays up to 5% cashback (capped at $20 a booking). Typical platforms charge between 11% and 15% owner fees. Sitters set their own rates, so totals vary.

200K+
Dog lovers
Pet lovers from 43 countries
$22,000
Protection Plan
Protection Plan included
24/7
Availability
Real humans, always available

Dog care services in Windsor

Dog Boarding

Overnight stays in a real Windsor home. Your dog sleeps on the couch, not in a kennel.

Dog Walking

Leashed walks through Downtown Windsor, Walkerville, or your local neighbourhood.

Doggy Day Care

Full-day supervision with playtime while you work or explore the city.

Drop-In Visits

Quick check-ins for feeding, fresh water, and a backyard romp.

House Sitting

A trusted sitter stays at your home while you are away, keeping your dog in their own familiar environment. Daily feeding, walks, playtime, and companionship are included throughout.

Verified pet sitters in Windsor

ID check and background check on every profile. Rates and reviews when you open one.

Randall

Randall

From CA$20

Availability confirmed today

reliable, flexible and honest

Windsor
Ella Biter

Ella Biter

From $10

Availability confirmed 12d ago

College student at umich and lover of pets! Love getting breaks from studying with a furry friend and a walk. Ready to take great care of your pet babies, big and small 💚💚

Grosse Pointe Park
Ashley N

Ashley N

From $20

Availability confirmed 10d ago

Detroit
Miryam Chamas

Miryam Chamas

From $13

Availability confirmed 6d ago

paying for my BBA one pet at a time:)

Dearborn
Carmen

Carmen

From $18

Availability confirmed 4d ago

Reliable and compassionate pet caregiver

Center Line
Laci Huff

Laci Huff

From $15

Availability confirmed 8d ago

my name is laci and i absolutely adore animals! i have 5+ years experience in animal sitting/boarding services. I would absolutely love the chance to care for your furry friend with the same amount of

Ferndale
Usersky

Usersky

From $13

Availability confirmed 6d ago

I love all of your fur babies, can’t wait to meet them !

Warren
Nadia

Nadia

From $8

Availability confirmed 4d ago

I love furry friends

Oak Park
Jalyn neumann

Jalyn neumann

From $15

Availability confirmed 8d ago

going on vacation? let your pet have one too !🐕

Westland
Ashley Anderson

Ashley Anderson

From $15

Availability confirmed 11d ago

Hi, My name is Ashley I have two years of experience in pet sitting and I am reliable, trustworthy, affordable, responsible, respectful, and pet lover. I have pet sitter for family and friends. I have

Sterling Heights
Asia

Asia

From $20

Availability confirmed 15d ago

Happy pets, peace of mind!

Redford
Aleina

Aleina

From $20

Availability confirmed 4d ago

Hard working pet lover!

Belleville

Common questions about dog sitting in Windsor

Everything you need to know before booking a dog sitter

Dog boarding in Windsor typically ranges from C$40 to C$75 per night depending on the neighborhood and sitter experience. All bookings include $22,000 in Protection Plan.
Every Petme booking includes up to $22,000 through the Petme Protection Plan.
Yes. Petme has sitters across Windsor including Downtown Windsor, Walkerville, Riverside, South Walkerville, Sandwich, and beyond.
Many Windsor sitters accept same-day requests. Use the Petme app to filter by availability and find a sitter near you.
Every dog sitter on Petme completes identity verification before their profile goes live. Most sitters also have reviews written by dog owners in Windsor who have used their services. You can browse each sitter's full profile, view their photos with dogs, check their listed breed experience, and read every review before getting in touch. You are never obligated to book - messaging a sitter is always free.
Yes. Every booking made through Petme - whether it is overnight boarding, a dog walk, or a drop-in visit - includes the Petme Protection Plan, which may contribute up to $22,000 if your dog is injured or becomes ill during a stay or walk. No separate purchase is required, and there is no opt-in process. The plan is included in every booking by default.
Yes. Every Petme booking starts with a free meet-and-greet. You and your dog get to meet the sitter in person before any booking is confirmed. You only go ahead when you are both comfortable - and most dog owners say the meet-and-greet is the step that gives them the most confidence. There is no charge for the meeting and no obligation to proceed.

Dog sitting in Windsor

Windsor is a vibrant Canadian city where dogs are part of everyday life. From Downtown Windsor to Walkerville, Windsor dogs enjoy an active outdoor lifestyle.

Petme connects Windsor dog owners with local, verified sitters who offer boarding, walks, daycare, and drop-in visits. No booking fees, no kennels, just real homes and real people.

Whether you live in Downtown Windsor or further out in South Walkerville, Petme makes it easy to find a trusted dog sitter in your neighbourhood.

Sitters experienced with all breeds
Coverage across Greater Windsor
Same-day booking available
Average sitter rating: 4.8 out of 5
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Pet Sitting in Canada

Explore all the pet care opportunities across Canada. See local rates, find pet owners near you, and join a thriving community of pet lovers.

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Average rates in Canada
Dog Walking$18 – $35/walk
Drop-In Visit$18 – $30/visit
Boarding$40 – $75/night
House Sitting$50 – $90/night
Day Care$30 – $55/day

Dog sitters in other cities

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Find a Windsor dog sitter

Windsor dog owners trust Petme for home-based care with $22,000 Protection Plan.

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Pet sitters in Windsor

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Dog walking in ON

Need regular dog walks? Explore dog walking services.