Pet Sitting Windsor
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 191 pet parents in Windsor have booked pet sitting
Windsor, Find top rated pet sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Gwenyth was kind. My shy cat warmed up to her. She kept me updated. She gave me some advise on who to connect to regarding getting help with some outside sweet kittens I want to get adopted.”
“Very thankful to have someone who understands the bully breed so well take care of my older bulldog. Understanding the mentality of a bulldog is really important to be able to take care of my big guy because he really is his breed through and through. Stubborn but sweet. Loved the picture updates and look forward to hiring Erika again.”
About: Reliable, caring, and experienced dog sitter ready to make your pet feel at home while you’re away. I provide attentive walks, safe playtime, and calm companionship tailored to each dog’s personality and needs. Your dog’s comfort, safety, and happiness are my top priorities. Whether it’s short visits, overnight stays, or daily care, I bring consistency, trustworthiness, and genuine love for animals to every booking. I communicate clearly with owners and update you so you feel confident and at ease. Let’s work together to give your dog a joyful, secure experience in your absence. As a retiree with a flexible schedule, I’m available to offer consistent, attentive dog care throughout the day. I can focus on walks, visits, and companionship when your dog needs it most. My open availability means fewer scheduling conflicts and more quality time caring for your dog with reliability you can count on. I offer a large, fully enclosed yard where dogs can safely play off-leash and enjoy fresh air under supervision — perfect for games, fetch, or a quick romp. Our neighborhood also features quiet, low-traffic streets, ideal for relaxed, stress-free walks that help dogs get exercise and explore at their pace. These outdoor spaces give pups a mix of freedom and calm, so they can stretch their legs, sniff around, and have fun in a secure, peaceful setting. If you crate your dog (its safe place), please be sure to bring it along.
“Really on top of everything, making sure she knows where everything is and the cats’ general routine before arriving, even made sure to double check with me when they got overexcited for their food. My usually shy cats warmed up to her quickly, and judging by the pictures had a great time, I’ll definitely be hiring Eleanor again when I go away.”
“Rawan was wonderful to work with. She was professional, punctual, and very responsive to messages throughout the visit. She was also great with our cats and helped us feel reassured while we were away. We really appreciated her care and would be happy to book with her again.”
“Jaida provided excellent care for my cats on two occasions. I appreciated her sending me updates and photos after each visit. She followed the routine and care instructions well and the cats seemed relaxed when I returned. I was very pleased with the service and would highly recommend Jaida. Thanks again!”
“Peri’s extensive knowledge of dogs, training and puppies gave my husband and I tons of relief to get out of the house for a friends birthday evening. She was super communicative, lovely to work with and punctual. 10/10 recommend!”
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.
“Thanks so much for cat sitting our three furry friends! Chloe and Brady did a great job and I would absolutely recommend them. Our cats are happy to have stayed at home and our trip was stress free knowing they were well taken care of.”
About: I have loved and cared for 4 family dogs. Very much miss a dog in my life. At present caring for grand dog on weekends through the summer. My wife and I are retired, have the time to care for your fur babies. Love to take long walks and very active. Always enjoy the company of a 4 legged friend Large shaded fenced yard. Park across the street for long walks or playing catch. Home is smoke free as well as safe for animals. Is air conditioned and clean. Also, no stairs so suitable for older dogs.
“Melissa was a great sitter and provided updates with each daily drop-in over our time away. She loves cats and will make sure your loved one gets the attention they need. Could not be happier knowing our cat was in her hands. Will book again 🙂”
“Hands down the best dog walker/pet sitter I’ve ever come across. Not just in the Windsor area, but out of 3 cities across southwestern Ontario. Steph has always been amazing with both my dog and my cat. One had medical concerns/complications and the other has always been very particular about their interactions with people outside of the family, resulting in a temperamental attitude. But she has been a godsend with the piece of mind that is provided by knowing that she’s the one to be there for them. Steph truly cares for animals, has a gift with them, is prompt with communication, conscientious, reliable, respectful, trustworthy, and an all-around fantastic person to boot! To sum it up: not only am I comfortable trusting Steph with access to my home, but there is literally no one that I’d rather have caring for the four-legged members of my family :)”
About: My family has always had dogs in the house and mostly 2-3 of them, different breeds and different sizes and we have always considered them family. I have been taking care of dogs for family, friends and acquaintances for over 15 years. I am animal lover and they are best friends you can have. I can go hours talking about the pets I have had and people think I am talking about kids. They are our furry babies who give unconditional selfless love to everyone! I currently work from home and have very flexible schedule. I am home most of the time and would love to have friends with paw to keep me company. I live in bungalow with fenced backyard. It is quiet, peaceful place for your fur baby. Any instructions you leave for me will be followed with the utmost care to keep your little buddy happy!
About: I've been a dog lover my entire life and have helped family and friends care for their dogs many times. I have a large dog that is at my house half of the time, it is possible for me to watch your pet without another dog in the house if necessary. I work from home most of the time and have a very flexible schedule so I am available to play with and walk your pet often. I have a fenced yard and a large breed dog with me half of the time. It is possible for me to care for your pet without alone if necessary.
About: Spending time with animals is like therapy to me—I truly cherish it. Whether it’s playing games, going for walks, or simply relaxing together, I love building a bond with every pet. I approach them with patience and kindness, because I believe every animal has a unique personality and needs. You can trust that your furry friends will feel safe, loved, and happy with me. Their comfort is my priority, and their joy brings me peace. I enjoy nothing more than spending my days keeping your pets happy and safe. I have a very flexible schedule that allows me to provide them with the dedicated attention and care they need throughout the day I always prioritize pets’ safety, comfort, and routine. Whether I’m caring for pets in my home or the client’s home, I make sure the environment is clean, calm, and secure. I follow feeding schedules carefully, provide fresh water, regular walks, playtime, and plenty of attention. I also respect each pet’s personality and any special instructions from the owner to keep them happy, relaxed, and safe at all times.
“Christina is friendly, outgoing and obviously dog savy. She is promt, reliable, but most importantly had a great drop in visit with our 3 dogs. She has excellent communication skills and sent lots of pics to reassure us that the visit was going well. Our dogs were happy when we got home. I would absolutely call her again.”
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 .
About: I’ve taken care of many pets for my family and friends. Why not spread the care! I am very caring and reliable and I assure you I will take great care of your animals. I am currently a PSW and I do home care which makes my schedule very flexible. This will allow me to check in on your pet during the day and cater to their needs in mine or your home. My home is great for pets and they will have lots of room to play and relax. I do not have a fenced backyard but your fur baby will still gets lots of fresh air and walks on a leash! A park and track are near by with lots of exploring areas.
The median cost per visit for pet sitting in Windsor is $25
Pet parents share their Rover experiences - Windsor
Breanna was amazing! I received lots of photos of my cat and she took great care of him when I was out of town. She is very reliable and sent me text updates about him as well. My cat was in great hands with Breanna. This was my first experience with a Rover sitter and I felt so safe leaving him in her care. I would absolutely trust her with his care again in the future!
Melissa was great with my two cats! She knows how to deal with cats, she is loving and caring, gave them lots of attention and play time. She also made sure they were eating and drinking, shes reliable and kept me posted on how things were. That allowed me to enjoy my time away a lot more, knowing I didn't need to worry about my furry babies and that they were in good hands.
Randi has been nothing but stellar with our German Shepherd, Rune. They have been prompt about visit times and he seems happy and at ease when we return. Randi has also gone out of their way to make sure they get all the pertinent details for care and has been available on very short notice. Would recommend to anyone needing a trusted person for their dog care.
Jeannette does an amazing job, and puts love and care into every visit with our aging cat. She spoils him, plays with him and gives him enrichment and attention. She’s our “go to” sitter, and I wouldn’t leave my cat with anyone else! She’s the BEST!
Every visit reminds me why I keep booking with her. She’s trustworthy, kind, and incredibly thorough. My cats are comfortable with her, and she always goes the extra mile. The fact that she even trims their nails says so much about the level of care she provides. 🌟🌟🌟🌟🌟
Sydney did a great job watching my senior cat Jack. He mainly needs attention, and she spent the full 30-minute session after basic needs were taken care of giving him cuddles and spending time with him. I came back to find everything in order and a happy cat. I would absolutely book her again and recommend her!
I could not have asked for a better sitter for my cats. Dan was wonderful. He had to administer meds and feed them. He provided me multiple updates daily. My house was safe. He must have created a safe space because my cats stopped hiding from him and let him pick them up. I will forever be thankful for Dan. I was really stressed as my one cat was ill before I left but Dan made me feel so much better about leaving. Well worth the price
This was our first experience using Rover and Karen was wonderful! She went above and beyond to make sure we felt confident having her come by, and we loved seeing the pictures of our two cats while we were away. She communicated well, took great care of our cats, and we will definitely be booking with her again!
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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer pet 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 pet sitting - Windsor
Select a filter and find qualifying sitters offering pet sitting.Sitters in Windsor average 4 repeat pet sitting clients
FAQs for Pet Sitting - Windsor
Frequently asked questions about Rover
The average cost for Pet Sitting in Windsor on Rover is $25.53 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .
There are 135 sitters on Rover for Pet Sitting in Windsor. About 76% of Windsor sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or travelling for a few nights, a pet sitter can offer poop breaks during a Windsor stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover based on what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
You can coordinate how much supervision you want directly with your sitter. While every sitter’s schedule varies, here are some examples of supervision by pet care service:
- Boarding or doggy day care: Many sitters can provide frequent companionship because they design their day specifically around the pets in their care or work from home.
- House sitting: Your sitter generally stays in your home for the requested duration, which may include overnight care. They may step out briefly to visit other pet clients, but your home remains their primary base.
- Drop-in visits or dog walking: These can be scheduled in 30- or 60-minute windows (and can be shorter or longer at your request) to help your pet receive dedicated attention and care during those specific times.
Interested in constant or 24/7 care? This service often incurs an additional fee but many sitters are happy to discuss this option with you.
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!
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.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a veterinary professional or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means Rover Support will work with you to find a suitable replacement as quickly as possible.
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.
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