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 199 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%.
“We met Rawan before having her drop-in to visit with our dog for 30 minutes. It all went great and we’re looking forward to using Rawan as a dogsitter! She is very respectful and her communication is excellent.”
“She was great with our dog, he was happy to see her and even with bad weather she made it on time. She was also flexible when we asked for a last minute change, we will recommend her to 100%”
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: 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.
“I recently hired Annika to take care of my cat for the first time, and I couldn't be happier with the experience! My cat liked her and formed a good connection. Annika’s calm and gentle approach immediately put my cat at ease, and they quickly bonded. Seeing my cat connect with her was reassuring, as his well-being is my top priority. Throughout the pet-sitting period, Annika provided exceptional care ensuring my cat's needs were met. Annika went the extra mile by engaging my cat in interactive play sessions and providing him with affection and companionship. I highly recommend Annika as a cat pet sitter. Her professionalism, genuine love for animals, and ability to form a great connection with my cat were outstanding. Thank you Annika!”
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.
“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.”
“Kaylee did a great job coming regularly, following my particular feeding instructions, playing and cuddling with our kitties while we were away, and regularly communicating with us! Our standoffish kitty even started warming up to her quite quickly!”
About: I excel at maintaining pets' routines, ensuring they receive regular feeding, playtime, walking and attention in a safe environment at my home.I have taken care of an energetic furry baby right now. I’m currently into full time pet sitting. I will be available at any time to baby sit your fur baby at my place with Love. As a committed pet sitter, I provide constant supervision and personalised care for your pet, creating a safe and nurturing environment at my home. I have a fenced yard and a friendly pup to keep your fur baby company.
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 home 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 I’m home often, so your pet gets companionship, playtime, cuddles, and care, not just quick drop-ins. 🩺 Experienced & Patient Care Comfortable caring for senior pets, puppies, and animals who need extra patience, medication, or a little extra TLC. 📸 Updates You’ll Love Enjoy regular photos, videos, and messages, plus quick communication so you always know how your furry friend 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 — I’m home often, organized, 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.
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.
“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 🙂”
“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!”
“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!”
“Victoria is an actual hero. Our cat has diabetes and we recently were given new instructions/insulin dosage from our vet, which we passed onto Victoria. She followed every instruction to the tee and sent us pictures and updates of Louis, on time. One night, Louis became hypoglycaemic (this was because of the instructions we were given by our vet, NOT because of Victoria's care). Because of her experience, Victoria knew exactly what to do. She called us to let us know what was happening, put honey on Louis' gums, and took him to the ER. The doctors at the ER said that if VIctoria hadn't known to put honey on Louis' gums, he would not have survived. Victoria saved our cat's life. We will forever be grateful to her. Of course, we feel awful that she was put in that position...but we believe if anyone else was in her position, Louis would not be alive today. We are continually updating Victoria on Louis' recovery, as she genuinely cares for his well being. She is a wonderful, caring spirit with the most important skills for exceptional care of a pet. 100% recommend. THANK YOU VICTORIA.”
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.
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.
The median cost per visit for pet sitting in Windsor is $25
Pet parents share their Rover experiences - Windsor
Jeannette is the best! We use her every time we go out of town to take care of our elderly cat who requires meds twice a day. She’s caring, thoughtful and her photos are the best! We see pics of our fur baby every day and he looks content and happy with her. We couldn’t ask for more! Highly recommend!!!!
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. 🌟🌟🌟🌟🌟
This was my first time ever using something like this and Randi had made it such a positive experience!! Randi is so sweet and amazing! She’s fast with communication and super good with instructions and from our first meeting I could tell she was going to be perfect! I had her watch my two cats for 4 Days and they were very happy to see her and enjoyed hanging out with her! I will be 100% using her again and I definitely recommend her!
I’m very happy with the care my cat received. She followed all of my instructions carefully and completed the basic care exactly as requested. Knowing my cat was safe made my trip much less stressful. I really appreciate her help and would happily book with her again. Highly recommended!
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 Drop-In Visits - Windsor
Frequently asked questions about Rover
The average cost for Pet Sitting in Windsor on Rover is $25.53 per visit (as of August 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 138 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.
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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