House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 88 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!”
“I’ve had Gwen take care of my cat for drop ins and house sitting. She is the best. My cat loves her. I can go on holidays and have no worries knowing that Gwen is taking care of her. Thanks Gwen for your help.”
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: 🐾🐶🐱 Where Happy Paws, Wagging Tails & Purring Hearts Live! 😄 I’m obsessed with animals—especially dogs and cats! I currently share my home with an 8-year -old female German Shepherd who is an absolute sweetheart—friendly, playful, and happy to make new furry friends. I work from home with a super flexible schedule, so your fur baby will get tons of love, attention, and companionship all day long—no lonely hours here! I live just 2 minutes from the park, perfect for dog walks, sniff adventures, zoomies, and outdoor fun. At home, both dogs and cats can expect lots of pampering, belly rubs, cuddles, playtime, and plenty of love. Whether your pet is an energetic pup or a calm, independent kitty, I tailor my care to their personality and routine. I treat every pet like my own and make sure they feel safe, comfortable, and totally at home. My goal? Happy paws 🐾, wagging tails 🐕, gentle purrs 🐱, and BIG smiles all around 😄😄😄! 📝🐾 A Few Quick Questions Before Booking: 1️⃣ Is your dog crate trained? 🏠 2️⃣ Does your dog have anxiety? 💭 3️⃣ Does your dog bark? 🐕🔊 4️⃣ Does your cat have any special routines or needs? 🐱✨ I am current full time working from home and your fur baby is bound to get loads of attention , belly rubs and walks :) I have 2 separate bedrooms and if need be my dog is Crate Trained and can easily be put in her crate for safety .
“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: Hi! Thanks for considering me to take care of your pup! My dog, Penelope, and I love to be outside, go on new adventures, and meet new friends, both human and fur babies! I have had dogs my entire life, and recently got a cat to add to our family. I know how hard it is to trust a stranger with your fur baby, so I’m available for meet and greets before I take your pup. My 3 year old dog Penelope is high energy and super friendly, and loves a good play! I’ve cared for dogs ranging from 8 weeks to 16 years. Again, thanks for considering me and I look forward to meeting you and your pup! I’m currently a student at the University of Windsor and have a schedule flexible to meet a variety of care needs. My availability is different day to day, week to week. I’m happy to flex where I can to meet your needs. In your home, I am happy to accommodate for however you prefer your pet to be cared for. I have experience with crate training. On walks, I am happy to use leash, harness, or whatever your preference is.
About: I have a literal lifetime of experience with dogs. From the moment I was born to now, I've never gone more than a few months without at least one dog in my life. Most have been rescues, so I know how to deal with shy or sensitive dogs. I've even had experience taking care of dogs with special needs and handicaps, as well as seniors. Without any major obligations at the moment, I'm free to focus on taking care of your pet to the best of my ability. I'm already the primary caregiver for my own two dogs, so it's something I'm going to be doing anyway. I take the safety of animals extremely seriously. I will always seek to learn about a prospective client's specific needs and limitations. I am very protective of my own dogs- possibly to the point of excess in some cases- and you can be sure that I will extend that to any dogs in my care, regardless of duration.
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.
About: I personally own 4 cats who I have cared for for over 10 years, and have many years of experience caring for dogs for friends, family, and neighbours. I also have experience caring and feeding reptiles. I have open availability, as my schedule is flexible. As such, I can set my own hours and be there to care for your fur family anytime! I will keep your pets entertained with toys and activity, make sure they are supervised if outdoors, and take them for walks as needed. I will also make sure that any droppings are cleaned up.
“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.”
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! 🐶❤️
About: I've walked my neighbour's dogs every so often over the years. My eldlerly neighbour let me walk their chihuahua to get her more exercise and playtime. I work part-time during the weekday, but cancelled shortened shifts give me plenty of time for dog-walking and pet care. I'm also available most weekends. I have a fenced in yard in the back that would accommodate small to medium sized dogs. I have no issues crating your dog if needed.
About: Hi! I’m Yaren I grew up with animals, and back in Turkey I had a dog who now lives happily with my family. I miss her a lot, so every pet I care for here feels a bit like home to me. What makes me different? I’m patient, gentle, and I always follow each pet’s unique personality. Shy, playful, energetic, whatever they are, I adjust to them. 🐾 Daily photo & video updates 🐾 Respecting their routine (food, walks, play) 🐾 Safe, calm and loving care Your pet won’t just be “watched” they’ll be treated like family. I’m studying at university of windsor right now. So I have plenty of free time. I would like to spend these times with your lovely ones. Because of my schedule is on routine I can sit your pets on routine too. I live in riverside. Here’s nice neighborhood. We have walking paths in here and I can walk with your lovely ones in that cleans calm and peaceful place. Also my home is available and safe for your friends. You can check the situation of my home via Facetime before letting me to care your friends.
“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.”
“This was our first time using Rover and we had a great experience with Jamie and Danae! We loved the daily photo updates of our three beagles! Thank you two for taking great care of our boys! Vicki & Justin”
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: As a dog owner myself and a passionate volunteer for local animal rescue organizations over the past 6 years, pet care is truly my life's passion. Working closely with rescue dogs and puppies has taught me incredible patience, deep empathy, and how to read subtle animal body language, especially with pets that are anxious, shy, or need extra reassurance. I know how to handle different temperaments and create a stress-free environment. I promise to treat your furry family member with the exact same dedication, love, and high standard of care that I give to my own pets and the rescue animals I help I work from home full-time, which means I can provide round-the-clock care, frequent potty breaks, and constant companionship for your pets. My weekends are fully open for boarding, dog walking, and drop-in visits. I am very flexible and can easily adapt to your pet's regular feeding and walking schedule without any issues. When caring for pets in your home, I treat your space with the utmost respect. I strictly follow your specific instructions regarding feeding, medication, and house rules. I make sure doors and gates are securely locked, and I keep a close eye on your pet to ensure they are safe and happy.
About: Leaving your pet with someone new is a big decision. My goal is to make it easy by providing dependable care, regular updates, and a safe space with a fully fenced yard where your pet can relax, play, and feel at home. 🐶Reliable & Routine-Focused I stick to your pet’s normal schedule, keeping their days familiar, comfortable, and stress-free. 🏡 Plenty of Love & Attention In home all day, so your pet gets companionship, playtime, cuddles, and care, not just quick drop-ins. 🩺 Extra Care Comfortable caring for senior pets, puppies, and animals who need extra patience, medication, or a little extra TLC. *note that extra charges may apply 📸 Updates You’ll Love Enjoy regular photos, and messages, plus quick communication so you always know how your fur baby is doing. 💛 A Calm, Safe Home Your pet will be treated like family in a peaceful, loving environment where they can relax, feel secure, and truly enjoy their stay. Pet care fits easily into my daily routine — Im home during the day, and always ready for walk breaks, playtime, and check-ins. Your pet gets consistent attention, plenty of affection, and a calm, reliable presence they can count on. I’m pretty flexible and will do my best to accommodate those last minute requests. 🐾 I live in a home with a fully fenced in yard in the heart of Walkerville. It’s a very safe neighborhood with lots of scenic roads perfect for daily walks. I have a cat and a dog myself , so I could only accommodate up to 3 additional pets at a time.
“Steph is amazing and the grumpy old cat whisperer!! Steph was very professional, friendly and brought much comfort while gone away. Clear communication, picture updates and Masons 4 paw approval. Most certainly recommend Steph for your doggy or kitty needs!! Msg today!! Look forward to working with Steph again”
About: What sets me apart is the level of personal care and attention I give to every pet. I treat them as if they were my own, making sure they feel safe, loved, and comfortable at all times. I have experience with dogs of all ages, including puppies who need training and extra patience, as well as senior dogs who may require gentle care, medication, or a calmer environment. I adapt to each pet’s personality and needs—whether they’re full of energy and love long walks, or they prefer quiet cuddles and companionship. Clients appreciate that I communicate often, send regular photo updates, and always go the extra mile to make both pets and owners feel at ease. For me, pet care isn’t just a service—it’s something I truly love to do. Pet care is a natural part of my daily life. I plan my days around feeding, walking, playtime, and making sure pets feel happy and cared for. Whether it’s early morning walks, midday checkins, afternoon playing or evening cuddle time, I always make space in my schedule to prioritize their needs. On a weekly basis, I balance my routine so pets get consistent attention, exercise, and affection. I treat their care just like I would for my own pets - with patience, reliability, and lots of love. Taking care of animals isn’t just something I add into my day—it’s truly part of my lifestyle and what makes me happiest. When caring for pets in my home or my client’s home, my priority is always their comfort, safety, and happiness. I take time to understand each pet’s routine, personality, and special needs so I can make them feel secure and loved. In my home, pets have a calm and safe environment where they are treated like part of the family—with plenty of playtime, exercise, and cuddles. I make sure their feeding, walking, and sleeping schedules are followed exactly as instructed. When I’m in a client’s home, I respect their space and maintain the pet’s normal routine to minimize stress. I provide regular updates and photos so owners feel connected and reassured while they’re away. Every pet is unique, and I always adapt my care to what makes them feel happiest—whether that’s extra play, long walks, or simply quiet companionship.
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
Randi is a very attentive, positive and a genuine person. She met with my elder pup prior to her stay and put me right at ease. She was super clean & treated my home very respectfully. My dog loved her. They went on multiple walks through rain or shine and she took made adjustments when the pup got tired. I would for sure book randi again. She was great!
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.
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!
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 on Rover is $44 per night as of October 2026. Most bookings cost between $36 and $71 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 95 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. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
Connect anywhere with the Rover app
