House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 6 pet parents in Windsor have booked house sitting
Windsor, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Danielle was great with the dogs. I’d highly recommend her as a sitter. She was communicative, committed to taking great care of the pups and when I returned she had left the place as it was before I left. Thanks, Danielle! I will definitely book with her again.”
“Megan was absolutely wonderful during her six-night stay caring for our animals. We came home to happy, healthy pets, and it was obvious they were all very well looked after. Our rabbits and chickens received excellent care, and everything was clean and well maintained. She also did an amazing job caring for our rabbit, Marshmellow, who needed medication twice a day while recovering. She was excellent with his treatments, and thanks to her attentive care, he’s now completely healed. It gave us so much peace of mind knowing our animals were in such capable and caring hands while we were away. We wouldn’t hesitate to book Megan again and highly recommend her to anyone looking for a trustworthy, compassionate, and dependable pet sitter. Megan took care of my two dogs, cat, saltwater aquarium, 11 chickens and 12 bunnies. Thank you, Megan!”
“Hannah is amazing and I can’t recommend her highly enough. Our dogs absolutely love her. She maintains their normal routine, including lots of play and snuggle time; she is very flexible and accommodating with our travel schedule; and goes above and beyond to ensure we return to a clean home. In summary, we don’t have a worry in the world when Hannah sits with the boys and can fully enjoy our time away.”
“Ben puppy sat our two dogs for the first time for 4 days. He is a stellar communicator, and sent pictures of the boys to us several times a day. We had one small medical issue with our pups and Ben calmly dealt with it, again communicating with us all along the way. I would definitely recommend Ben and will have him take care of our pups whenever the need arises. The boys send love and hugs, Ben, thank you! xo”
About: I’ve grown up with dogs my entire life and have had three Golden Retrievers, including the one I still have today. I’ve also cared for a dog with serious health issues, in my own Home at a vet clinic and at animal shelters. so I’m comfortable paying close attention to their needs and noticing when something seems off. I’m happy to go for walks, play, cuddle, or simply keep your dog company! I work a 9 to 5 during the week, but I’m happy to care for your pets after work and have plenty of availability on weekends. I’m flexible and happy to work around your pet’s routine! I’ve always been trusted to care for friends and family’s homes and pets. I’m a college graduate with a full time job and take responsibility seriously. I’ll treat your home and pets with care and respect.
“Heidi sent me daily photos and updates, which were hugely appreciated. My partner arrived back home first, and he said our cat was disgruntled that we had left but that it was clear that all of his immediate needs had been met. He arrived home before I had a chance to let her know, and he said she came in with a cat greeting so enthusiastic and loving that he thought I’d come home early. Heidi was extraordinarily thoughtful to both our and our cats needs. Highly recommend!”
“Lyne is a wonderful person and an incredible dog sitter. I would highly recommend her to care for your dogs. My dogs love her and I feel relaxed knowing she is giving them such love and care when I have to be away from them.”
About: Safety is my love language: safety that comes from structure, structure that is backed by deep philosophy and experience. Whether we're talking about emotional safety (a dog feeling secure and confident to interact with the outside world), or safety for other humans and other dogs, safety for me as a pet professional, and safety for the owners in the habits I'm encouraging the dog to inhabit, my service is based on safety above all because without safety none of us can thrive. I'm busy building a farm care business that expands across Canada. All my waking hours and some sleeping hours too are spent obsessing about pet care, as dogs form the center of this pet care philosophy. Continuing onwards in a concentric circle, cats are followed by other farm animals. When it comes to dogs, i work with treats to encourage a strong place command. Once the place command is clear, i know that any time the pup is off his cushion, it is time for a walk.
The median cost per night for house sitting in Windsor is $60
Pet parents share their Rover experiences - Windsor
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Windsor
Select a filter and find qualifying sitters offering house sitting.Sitters in Windsor average 3 repeat house sitting clients
FAQs for House Sitting - Windsor
Frequently asked questions about Rover
The average cost of House Sitting in Windsor on Rover is $56 per night as of October 2026. Most bookings cost between $55 and $78 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 79 sitters on Rover offering House Sitting across the city of Windsor. About 90% typically respond to requests within 60 minutes.
Enter your address and booking dates to see which sitters are available near you. You can also message multiple sitters to improve your chances of finding the right care.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Windsor maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Garbage & recycling: Taking garbage bins to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Windsor walking routes, the location of your favourite pet store, and any specific quirks about your home’s security or appliances.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Windsor choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
You can find what you need to review a sitter on their profile before booking with them. Each sitters’s profile on Rover shows verified reviews, a background check, and ratings to give a glimpse of how their previous visits went. You can also use the Meet & Greet to walk through your home, identifying which areas, like your bedroom, are off-limits or not. Requesting details of your home security through the app can also be a good way to have your sitter keep you updated about your home.
If you have security cameras or doorbells, Rover asks that you disclose them to sitters before you book.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they do not have any disqualifying offences.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.
Payment is handled securely through Rover. For a one-time booking, at the time of checkout when you submit your booking request. This charge will include fees payable to Rover. Your booking is confirmed once the sitter accepts it.
If the request is not accepted, the pending charge is released in 1-7 days. How long it takes to disappear from your account depends on your payment provider.
For eligible recurring weekly services, you are charged for the first week when you book and then each Monday for the upcoming week. You’ll see the full price before you confirm. Always pay through Rover so your booking remains eligible for the Rover Guarantee and support.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our .
Yes, you can find sitters who have experience administering medication or managing dietary requirements. On Rover:
- 88% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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