Discover house sitting in Windsor banner

Discover house sitting in Windsor

Stay in wonderful places by house sitting and caring for cute pets.

  1. Home
  2. House & Pet Sitting Assignments
  3. Canada
  4. Ontario
  5. Windsor

135 house sits in Windsor, ON, Canada

Looking for pet sitters in Windsor?

House sit in Windsor, ON, Canada
House sit pet parent - South Windsor house just minutes from Detroit with 2 Malinois (Mix) and a cat

South Windsor house just minutes from Detroit with 2 Malinois (Mix) and a cat

from 23 November 2026 to 30 November 2026 · 7 nights+ 1 more

Windsor, ON, Canada

  • 2 dogs
  • 1 cat
House sit in Windsor, ON, Canada
House sit pet parent - Watching over Rio

Watching over Rio

from 21 December 2026 to 09 April 2027 · 109 nights

Windsor, ON, Canada

  • 1 cat
House sit in Leamington, ON, Canada
House sit pet parent - Beautiful home near Point Pelee National Park Ontario

Beautiful home near Point Pelee National Park Ontario

from 22 December 2026 to 28 December 2026 · 6 nights

Leamington, ON, Canada

  • 2 cats
House sit in St. Thomas, ON, Canada
House sit pet parent - Clean spacious apartment on ground floor with a precious lap dog.

Clean spacious apartment on ground floor with a precious lap dog.

from 07 January 2027 to 16 January 2027 · 9 nights

St. Thomas, ON, Canada

  • 1 dog
House sit in London, ON, Canada
House sit pet parent - Bunny-sitting in Old East Village, London, Ontario, Canada

Bunny-sitting in Old East Village, London, Ontario, Canada

from 23 December 2026 to 26 December 2026 · 3 nights

London, ON, Canada

  • 1 small pet
House sit in Mount Elgin, ON, Canada
House sit pet parent - 6 WEEK QUIET WINTER COUNTRY HOUSESIT WITH A LOYAL COMPANION

6 WEEK QUIET WINTER COUNTRY HOUSESIT WITH A LOYAL COMPANION

from 10 January 2027 to 21 February 2027 · 42 nights

Mount Elgin, ON, Canada

  • 1 dog
House sit in New Dundee, ON, Canada
House sit pet parent - Two pups and their house in rural Southern Ontario, Canada.

Two pups and their house in rural Southern Ontario, Canada.

from 12 December 2026 to 07 January 2027 · 26 nights

New Dundee, ON, Canada

  • 2 dogs
House sit in Cambridge, ON, Canada
House sit pet parent - Molly Tuxedo Cat and her Townhouse

Molly Tuxedo Cat and her Townhouse

from 15 October 2026 to 16 October 2026 · 1 night

Cambridge, ON, Canada

  • 1 cat
House sit in Mount Forest, ON, Canada
House sit pet parent - Log home getaway in the country & four very sweet Shorthaired Pointers!

Log home getaway in the country & four very sweet Shorthaired Pointers!

from 30 October 2026 to 01 November 2026 · 2 nights+ 1 more

Mount Forest, ON, Canada

  • 4 dogs
House sit in Guelph, ON, Canada
Last minute
House sit pet parent - Quiet Stay in Guelph, Ontario with low maintenance friendly dog.

Quiet Stay in Guelph, Ontario with low maintenance friendly dog.

from 09 October 2026 to 12 October 2026 · 3 nights

Guelph, ON, Canada

  • 4 or more pets
House sit in Guelph, ON, Canada
House sit pet parent - Dog sitter needed for Nov 26 to Dec 4

Dog sitter needed for Nov 26 to Dec 4

from 17 February 2027 to 27 February 2027 · 10 nights

Guelph, ON, Canada

  • 1 dog
House sit in Guelph, ON, Canada
House sit pet parent - Beautiful beagle and home in lovely Guelph. Close to nature and Toronto.

Beautiful beagle and home in lovely Guelph. Close to nature and Toronto.

from 26 December 2026 to 02 January 2027 · 7 nights

Guelph, ON, Canada

  • 1 dog
  2. 1
  3. 2
  4. 3

Why you'll love pet and house sitting in Windsor, ON

An illustration of a cat laying on his pet bedForget hotel rooms

From home comforts to the calming company of pets, house sitting offers so much more.

An illustration of a glowing green heartIt feels good to give

Explore new places while making a difference to the lives of pets and people along the way.

An illustration of a house with a tree in the foregroundA new perspective

You don’t have to travel far. With pet and house sitting, you can find a world of adventures just around the corner.

An illustration of three coins with paws in them

A win-win without money

On house and pet sits, you’ll provide home and pet care in return for a place to stay on your travels. An annual plan unlocks unlimited access to sits, making it an affordable and fulfilling way to travel.

Find out more about memberships
“

I am so blessed to have this experience and to be able to have a companion by my side the entire time. I’m forever grateful for the opportunity TrustedHousesitters provides! This is truly life changing.

Adelia, sitter member from Bath, UK

Popular pet sitting and house sitting destinations

Feel safe, secure and supported

An illustration of a speech balloon with five stars on itRead feedback from sitters

Want to know if a house sit is right for you? Look for feedback previous sitters have left on the pet parent's listing.

An illustration of stacked documentsHome & Contents Plan

House sit in homes with peace of mind they’re covered at no extra cost to you or the pet parent.

An illustration of a dog sniffing the air24/7 Vet Advice Line

With a free direct line to a dedicated team of veterinary nurses, you can quickly clear up any pet queries.

Learn more about trust and safety

Ready to start your Windsor house sitting adventure?

Join our worldwide community and start your membership today.

Discover pet and house sits across Canada

Nearby locations

Locations in Canada

Cities Worldwide

Countries

Windsor house sitting FAQs

All that’s exchanged between our sitters and pet parents is trust - sitters get to stay in cool locations near and far, caring for pets with a place to stay in return. And with no money passing hands, we’re certain everybody’s here for the same reasons: their never-ending love for pets and travel.

With an annual sitter membership, animal lovers like you can explore the world and enjoy unique stays in exchange for pet care. Live like a local, care for adorable pets, and provide pet parents with peace of mind while they’re away. Apply for as many sits as you like and get ready for meaningful connections and unforgettable adventures.

Choose your membership plan and create a profile that stands out from the pack - include clear photos, relevant experience, and references (these don’t have to be from previous house sits). Next, set up a saved search to be the first to find out when house sitting opportunities in Windsor become available for your chosen dates. Once you’ve found the ideal sit, write a personalized message to the pet parents explaining why you're the perfect person for their furry friend! Find out more with 10 tips on how to become a house sitter.

Your number one priority when house sitting in Windsor will be taking care of the pets. Daily walks, mealtimes, and lots of cuddles will be top of the agenda as most house sits include a pet. Aside from this, house sitters in Windsor need to keep the home clean and tidy and send regular updates to the pet parents about their precious pet pals.

At TrustedHousesitters, our members are driven by a genuine love of pets, not money. They exchange loving pet care for a place to stay on their travels, gaining a wealth of experiences and memories to last a lifetime.

© 2026 TrustedHousesitters.com ™
Help keep your account up to date

Verify your email to stay connected with other members and receive important updates.