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 225 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 fantastic! She was able to accommodate us last minute, which was a huge help. She provided drop-in visits for our cat, Evie, making sure she was well-fed and had some playtime and attention. We felt totally at ease knowing Evie was in trusted hands. Highly recommend Gwenyth!”
“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!”
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.
“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: 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 an animal lover for as long as I can remember and understand the special place pets hold in our families. I've had dogs of my own for many years, so I understand the importance of keeping them happy, comfortable, safe, and well cared for. Having cared for my own dog through all stages of life, I appreciate that every pet has a unique personality, routine, and set of needs. I'm happy to take the time to get to know each pet, respect their routines, and provide updates to give owners peace of mind. Whether caring for an energetic dog, a playful cat, or a senior pet who needs a little extra patience and attention, my goal is always to make them feel comfortable and cared for as if they were my own. I'm committed to providing flexible, dependable pet care to fit your needs. Whether you're planning ahead for a vacation or need help with a last-minute or unexpected situation, I'll do my best to accommodate your request whenever possible. I understand that plans can change, and I strive to be responsive, accommodating, and reliable so you can have peace of mind knowing your pets are well cared for. When caring for pets in their own home, their safety, comfort, and well-being are always my top priorities. I believe pets feel most comfortable when they can remain in their familiar surroundings and maintain their usual routines. I take the time to learn about each pet's individual needs, personality, feeding schedule, exercise requirements, and any special instructions provided by their owner. I will follow your instructions carefully, respect your home, and ensure your pets receive the attention, companionship, and care they deserve. Communication is also important to me. I'll provide updates after my visits, including how your pets are doing and anything noteworthy, so you can feel confident and enjoy peace of mind while you're away. My goal is to make sure your pets feel safe, comfortable, and cared for as if they were my own.
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: I have raised two dogs from puppies. I am a believer in the exercise/discipline/affection cycle of raising calm dogs. I can ride a bike during dog walks (if trained or I can train). I am retired, and can help your family out if you are at work/school during the day. I can do an evening visit if that works with your family (e.g., after dinner). I will walk and play with your dog as needed, following the cycle of exercise, then discipline and then affection. I am in good shape, and can handle a few good walks per day.
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 .
“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 :)”
“Christina is a wonderful and amazing woman. She has been such a blessing in my life and bubbles life. She was diligent and perfect, she was not just on time and communicated perfectly but was so good with bubbles and he loves her. She has such a positive energy and literally the best. Not going to choose any other sitter except her. She is literally awesome!!!”
“Jamie and Danae were terrific caretakers for our "zoo" of animals including both fowl and feline. I would rebook them again! In addition the communication from them was regular, caring, and detailed. Five stars.”
“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.”
About: I've always had dogs most of my adult life. The best compliment i get is how well they behave and everyone wants a puppy from my dogs hoping to have the same dog. I'm now retired and very active and hoping to be able to take your active dog for a trail walk. Or sometimes just sit around but not my favorite thing to do. I live in my own home with a fenced yard but much prefer to pet sit at your place where i would not disturb your best friends routine as i do pay close attention to detail.
About: I have lived with and grew up with dogs all my life. I currently have a doberman and prior to that had labradors. I have worked with hunting dogs and sporting dogs. I have also fostered police dogs until they find their forever home. I love dogs and understand their needs and quirks. I am currently working from home and a professional golfer. I will be home from mornings to late afternoons before spending a few hours at practice in the evenings. This can be tailored depending on pets needs. I will walk and play with your pet. Allow them to have the naps they need and give them love. You let me know what they like and don't like and I can make it so they love there time away from home. A home away from home :)
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.
About: I’ve been around dogs my whole life. I’ve been trusted numerous times by friends and employers to care for their animals. I have worked at numerous animal rescues, and have gained experience in giving medications, bathing, walking, and the overall care of dogs. I am currently taking some time away from work, so I have plenty of availability! I am free at any time weekdays, as well as on Sundays. I can come over and play with, walk, or just check up on your fur baby. Caring for your fur baby in your home will be whatever the client needs. I am able to come over and let your dog out for a potty break, play time, anything. I love taking pictures, so a picture of your happy fur baby is guaranteed every time I see them.
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
About: I’ve taken care of my dog, nicely and well, and also I trained it. She became the smartest dog what neighbourhood's were seen. I have a job with a flexible schedule, so I have plenty of free time. I enjoy spending time in nature and think it would be a perfect fit to go with dogs I have an animal-friendly home with a nice backyard, and I'm happy to walk dogs or care for them there. I am also willing to visit clients' homes.
The median cost per visit for pet sitting in Windsor is $25
Pet parents share their Rover experiences - Windsor
Gwyneth watched our three cats while we were on vacation. She also fed them wet food and cleaned the litter boxes! She was very easy to communicate with and offered an initial meet before having her come watch the cats which was very appreciated. Would definitely recommend:)
Leidy was a wonderful cat sitter. She provided detailed updates throughout her visits, which gave me great peace of mind while I was away. Both of my cats were very well cared for, and it was clear that she took the time to make sure they were happy and comfortable. I would absolutely recommend Leidy to anyone looking for a reliable and caring pet sitter, and I would happily book her again!
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.
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
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 pet sitting
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 of Pet Sitting in Windsor is $26 per visit as of November 2026. Most bookings cost between $20 and $34 per visit. 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.
There are 135 sitters on Rover for Pet Sitting in Windsor. About 75% 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.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 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.
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.
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.
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
- 90% can help with giving oral medications or injections
- 96% 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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