House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 92 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%.
“She is very nice and the dogs were very happy with her. She left the house in a pretty good condition too. My only feedback, and I’ve struggled with this with almost all my sitters is cleaning after the 3 dogs. I have a bug yard and it’s a lot of work to keep up with the poop, but I think it’s important. Thank you!”
About: I have been taking care of friends and families pets for years now growing up and have always enjoyed it. Most recently doing daily check ins for my friends cat and greyhound! I’m currently a student working part-time who is about to enter summer, so my schedule is going to be very open to help take care of your pets! I am extremely alert when walking pets and ensure that all gear is properly secured (snug and not loose.) I also always take into consideration feeding/treat preferences when on the walks.
About: Hello! I absolutely love most animals. I have experience doing a co-operative education in a vet office, I volunteered for a short time at erie wildlife and I did one semester of vet tech. I hope we can meet and see if I am a good fit for your animal. Sincerely- Kaylee My family have always loved animals. I live with 2 dogs and 1 cat currently but I have owned and experienced a variety of animals throughout my life. I even considered owning a fox when I was younger. Every animal is different in personality however I have personal experience in grooming, exercise and following after-vet care I have professional experience in monitoring animal behavior, animal dieting, and minimal vet-tech theory. For family and friends, I have watched animals when going on vacation and other events. I hope to bring this to my professional life while I look for a full time job. While I cannot have your pets in my family home as we take care of our eldest dog, I would love to take care of your pet outside my home. I am willing to do walks, appointments, overnight stays and home visits, I am also willing to accommodate reasonable requests if asked. I hope you choose me as your animal caretaker.
“Finding someone to care for your home and pet-family, especially a young kitten, can be nerve-wracking, but Victoria was great. She provided just the right amount of updates on our cats, which gave us peace of mind. We came home to a clean house and happy pets. There's no doubt in our minds we’d use Victoria again.”
About: Dogs have been a huge part of my life for years, and caring for them is something I genuinely love! 🐶 From energetic puppies who want to play all day to senior pups who prefer a quiet cuddle, I’m comfortable adapting to whatever makes your dog happiest. As a Registered Veterinary Technician, I also have hands-on experience caring for pets with different medical and special care needs. Your pup will get plenty of attention, patience, exercise, and of course, lots of love while they’re with me! 🐾❤️ I work full-time during the week, but I’m able to visit pets during my lunch break and provide overnight care after work. Weekends are much more flexible, and I’m usually available for daytime visits as well as overnight stays. I’m happy to work with your pet’s routine and make sure they get plenty of attention, exercise, and love while you’re away! 🤍 As a Registered Veterinary Technician, your pet’s safety and comfort are always my top priorities. I’m experienced with dogs of all ages, sizes, personalities, and medical needs, and I’m comfortable recognizing changes in behaviour or health. I provide a calm, clean and loving environment where pets can feel comfortable and cared for. I’ll also follow your instructions and your pet’s normal routine as closely as possible, so they feel right at home! 🐶❤️
“I am beyond impressed how amazing Damla and Leon were with deezel. Deezel is a high energy puppy in training and they went above and beyond to take care of him. They had amazing communication. Multiple check ins and pictures were sent. They always checked in with me before wanting to do something with deezel. They have the energy and patience for a puppy who requires a lot of attention and needs a lot of reinforcement. The house was better then I left it. I am impressed with their service and booked them again immediately. Thank you for treating my puppy so well and reassuring me when I was away.”
“Rawan was very professional and punctual. She arrived on time as discussed and kept me updated throughout her stay. I’m glad I had the opportunity to book her and will definitely use her again. I highly recommend her services.”
About: Hi there! 🐾 I’m a huge animal lover who believes pets aren’t just pets — they’re family! I know how important it is to find someone you can trust with your furry loved ones, and my goal is to give you complete peace of mind while you’re away. Whether your pet loves long walks, playtime, belly rubs, or simply having someone nearby for companionship, I’m here to make sure they feel safe, comfortable, and loved. I also have experience caring for senior pets and administering medications. I understand that older animals and pets with special medical needs often require extra patience, attention, and a gentle touch. I’m comfortable following medication schedules, maintaining established routines, and providing the additional care and reassurance they need to feel their best. I know every animal has their own unique personality, preferences, and little quirks. Whether you have an energetic puppy, an independent cat, or a sweet senior who prefers a slower pace, I’ll tailor my care to their individual needs. You can expect reliable communication, plenty of love, and regular updates (including adorable pictures!) so you’ll always know how your furry family member is doing. My goal is simple: happy pets, stress-free owners, and the kind of care I’d want for my own animals. 🐶🐱❤️ I can’t wait to meet you and your four-legged family members! I have daily availability Tuesday - Friday each week. I can do in home sitting or drop ins on these days. I’m always looking to develop long term clients and helping out in a pinch! I believe pets are happiest and most comfortable when they can maintain their familiar routines in the comfort of their own home. My goal is to provide loving, reliable, and personalized care while giving pet parents complete peace of mind. For drop-in visits, I make sure your pet receives everything they need, including fresh food and water, litter box cleaning, medication administration if required, playtime, cuddles, and plenty of attention. I also take the time to check on their overall well-being and ensure they’re happy and comfortable before leaving. For in-home pet sitting, I strive to keep your pet’s daily routine as consistent as possible. From feeding schedules and medications to playtime, companionship, and bedtime routines, I tailor my care to their individual needs and personality. With 15 years of experience caring for cats, from energetic kittens to seniors requiring extra patience and attention, I understand that every pet is different. Whether your furry friend is outgoing and affectionate or shy and independent, I’ll always respect their boundaries and help them feel safe and secure. I also treat your home with the same care and respect I would my own. You can expect regular updates, adorable photos, and open communication so you can relax knowing your pet is in loving hands! 🐾❤️
About: I had pets through my life, Manolo was my last one, he was a beautiful golden retriever,I want in a future to have more pets perhaps another Golden Retriever I'm currently studying in University of Windsor and working part time so a have enough time for all pets in any kind of shape and colors My home is a small one, so I will be taking care and always looking for safe of your pet in any kind of environment
About: I have always had an innate respect and admiration for animals. I am a firm believer that pets are valued family members. For my entire life I was lucky to have a family who surrounded me with numerous different pets. I was the one who took the reins with their care. I am a supporter, and monthly donor at the humane society. I have had many years of experience caring for dogs and cats for my family and friends. I am their go to person for trusted care. I am currently semi-retired which provides me with an open schedule to care for your treasured family members. I love spending time in the company of cats and dogs I am committed to following the specific instructions communicated by the pet parents to a tee, to ensure the wellbeing of their treasured family members
“We met Rachael when interviewing a new pet sitter for our cat and dog. Of the ones we interviewed they were all good but our dog took a real liking to Rachael. She understood Winston's medical needs, spoiled them with love. We received photos daily of the gang. Some made us giggle. We will refer Rachael to others and if we travel again, we will definitely use her.”
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
Ashley was so great! She was very responsive to a last minute request and made sure my Rosie was well taken care of. She sent lots of updates and I felt like she was genuinely loving on Rosie the entire time. Will definitely be reaching out to her in the future! 🙂
Damla and her husband were so amazing with our boy Rocky! Their communication throughout and picture updates made us feel like we never left him. They are genuinely such sweet people and care for their clients animals so much, I would 100% recommend them both to everyone and we will be booking them in the future forsure!
We truly couldn’t have asked for a better house cat sitter. Victoria was incredibly patient, knowledgeable, and dependable, and went above and beyond in every way. Our cat normally will be distant, aloof and slow to trust, yet he warmed up to Victoria remarkably fast—something that almost never happens. Her calm, intuitive, and genuinely caring approach made all the difference. I was truly amazed witnessing the bond the two created with each other. We came home to a happy, relaxed cat and a perfectly cared-for home, which speaks volumes. Having someone this trustworthy and attentive gave us complete peace of mind. She is very pleasant to converse with when giving daily updates. We would book her again in a heartbeat and recommend her without hesitation.
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 2 repeat house sitting clients
FAQs for House Sitting - Windsor
Frequently asked questions about Rover
The average cost of House Sitting in Windsor is $44 per night as of November 2026. Most bookings cost between $35 and $67 per night. On Rover, 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 November 2026, there are 89 sitters on Rover offering House Sitting across the city of Windsor. About 89% 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 Trust & Safety page.
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 Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.
Payment is handled securely through Rover. For a one-time booking, your payment method is charged 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 tips for your first Meet & Greet.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. On Rover:
- 87% of sitters can help with special care needs
- 88% 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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