Dog Sitting Windsor
Book a Windsor dog sitter to watch your dog in your sitter’s home or yours.

Over 86 pet parents in Windsor have booked dog sitting
Windsor, Find top rated dog sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“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.”

About: I’ve taken care of and been around dogs my whole life. My first job was a dog walking service around my neighborhood growing up! My boyfriend and I have attended many dog training seminars when he was looking into getting a puppy, and I learned lots from them! I currently work part-time, only about 3-4 times a week for a maximum of 5-6 hours at a time. The shifts vary throughout the week, so I have lots of flexibility for pet care! Although my yard isn’t fenced, I have a backyard with grass. I have 2 small cats who are very dog friendly, and have lived with a dog in the past for 2 years! If your fur baby isn’t much of a cat person, my cats have a very large basement which is basically their home anyways, and would have no problem staying down there while I care for your baby for a little bit:)
About: Current foster parent and dog parent. Currently have an opening for a small to medium dog to add to our little group. Looking forward to hearing about you! Every day revolves around the dogs. Looking forward to finding new dog friends and excited to help cover your last minute trip dog sitting needs. Our house is built specifically for the dogs. Easy clean laminate and tile, tall wood fences, lots of toys and comfy furniture. Its a great place for your fur baby to hang out.
“Kaylee was a great help to us while we were gone for 3 weeks on a trip abroad. We had her come by in the mornings to take care of our dog Robin who is a shy 60 pounds German Shepherd mix. She sent me daily updates and photos and even went so far as cleaning our cat litter and bathing Robin (no easy feat) without being asked to! When I returned home everything was clean and in order and the pets were happy and taken care of. I was really satisfied with her services!”

“Hannah was awesome with our pets and with communication. She took great care of our pets and sent appreciated pictures. I will definitely request her again when needed! Such a relief to have her while we were away.”


About: I am a total animal lover and will give your dog the best care I can provide! I am a university student who is home most of the day for most of the week and would love a chance to take a study break and get up and walk or play with your dog! I have pet sit for large, medium, and small dogs as well as cats and kittens and always love every minute of it. I've got a fairly large fenced in yard where your dog can enjoy the outside and run around and play, I think animals are the best way to add a little joy in your life and I would love the chance to give some love to as many animals as I can.
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: ***** Use the following code for $20 off your first booking with Rover! SARAHR06725, https://www.rover.com/sit/sarahr06725***** i have had dogs my whole life, and currently have two of my own. i love playing with them but also training. both have completed intermediate obedience at a training facility in the states. we both have lots of fun teaching them new, mostly useless, tricks. i work from home so am always around to supervise and interact with the pets. i only work part time hours so lots of time for walks in the park and playing games in the yard. any visiting dogs are treated like family. all animals in the house receive the structure they need with plenty of love, snuggles and mental/physical exercise. i love animals and giving them everything they need to thrive and feel comfortable. i will only be accepting one families dogs at a time so everyone will get plenty of individual attention.
About: Besides growing up with our family's beloved pets, I've also had the pleasure of working at two veterinary clinics, and have pet sat for multiple friends. I am grateful for having been surrounded by all kinds of different animals for as long as I can remember. I'm comfortable handling pets with special needs (e.g. administering medications, anxious pets, pets with health issues or visual/hearing impairments, etc.) I am happy to look after all species 😊 I'm currently on summer break so I can give your furry family member my full attention at any given time. I will pause whatever I'm doing should something arise and need my immediate attention. I'm happy to follow any and all instructions you leave and provide as many updates with pictures/videos as you would like :) so you can feel at ease knowing they're well taken care of
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!
“Danae is wonderful! She sent me pics everyday with a status update and even watered our plants and brought in the mail. I know my loves are in good hands with her when we leave which makes leaving them so much easier on my kitty mama's heart. ?”


About: Hello 👋 there! My name is Michelle. I am NEW to professional housesitting for furry loved ones(July 2026). I will be serving Windsor-Essex County, including Lakeshore (Belle River), Ontario—and beyond! Thank you so much for looking at my profile. Reach out when you are ready! ~ Michelle 🧡 🧡 WHY I CHOSE ROVER I first learned more about Rover through PetWatch, which gave me a Rover coupon when I rescued my coonhound Hunny + registered her microchip with Petwatch. I had heard Rover being recommended within the pet-care community, including by veterinarians. Then I heard from my dear friend, Jacquie in St. Catherine's who started her platform on Rover + is happily busy. I looked into the app + value the service fees I will be sharing with Rover because they will support the platform that connects us, provide ease of booking + payment tools, + Rover offers protections + safeguards for pet parents, pets + sitters alike. After devoting so much of my life to my 30- yr nursing career, my marriage + raising my children, I am finally learning how important it is to follow MY own dreams, hobbies + passions too. Self-care, time in nature + new adventures have become especially meaningful during this stage of empty-nesting. 🏡 HOUSE SITTING +BEYOND CARING FOR YOUR FURRY PET(S). And so begins my new adventure: caring for pets, AND homes + gardens— While you are away, I can provide a wider range of services tailored to YOUR needs—which happens to fulfill mine too. It truly is a win-win! I am discovering a whole new passion for organizing my friends’ + family’s homes, loving up their pets, and caring for their lawn + gardens. Who knew?! My soul knew. The universe ✨ knew. I just needed to listen. 🐾 MY LIFE WITH ANIMALS I have over 30 years of experience caring for dogs + cats and have always enjoyed sharing my life with animals of different breeds, sizes, ages + unique personalities. I currently have a very gentle mama: my 5-year-old, 59-lb Black + Tan Coonhound named Hunny. She loves van rides, camping, kayaking, beaches, conservation areas, trails + neighbourhood walks with me. There is no furry friend or human she meets who doesn’t love her and vice versa. I raised two Rhodesian Ridgebacks from puppies. Major lived to 11½ + LOVED flyball, so I still love playing fetch with dogs who enjoy retrieving. Maggie lived to 13 + ran beside me when running was my passion. Nowadays, I prefer to slow down. I love walking through neighbourhoods with big shade trees rustling, admiring flowerbeds with monarchs + bumblebees, listening to the birds singing songs ( especially Cardinals). Giving dogs sniffing time is so important for their mental well-being, just like us! After my two Ridgebacks, I fell in love with RESCUING Coonhounds. Beau Beauregard, Zellie Zoo Zoo + Belvey Belvedere have all crossed the beautiful Rainbow Bridge to be with my son, Mark—Forever 16; 2017. 🌈 Every one of these losses has taught me more lessons about love, patience + giving of SELF through the privilege of caring for another living being. As an RN of over 30 years, mum to my children and pets, I do not take special needs lightly. I am calm, patient, observant + affectionate, and I am very comfortable following detailed routines, medication instructions, including oral medications + giving injections. I know how important routine toileting is + attentive personal care. If a pet wears briefs, I am a bit obsessed about keeping them clean, dry + comfortable while protecting their dignity because of my years of caring for our sweet boy Belvey Belvedere. I can handle doggies who need an increase in FREQUENCY of visits (like every 2 hours) for more frequent attention, potty opportunities + brief changes. My nursing experience has also taught me to pay attention to changes in behaviour, appetite, special diets, mobility + overall well-being. Before long, I develop a deep bond with my furry friends—and I miss them when our time together ends. If you need me to stay in your home, I am more than happy to watch over your pets, home, mail, garbage/recycling, indoor plants, lawn + gardens. (Let me hear about any other agreed-upon household needs want to have done). I love playing in gardens, + I am also great at helping make a garden vision come to life. I love creating a surprise for someone to come home to. It is one of my love languages! Nothing makes my heart smile more than hearing that the result surpassed what someone had envisioned. 🌻 I have also recently discovered how much joy I get from organizing! Yes! I love to be distracted by organizing basements & closets + kitchens. It actually makes me feel needed. I know how busy + stressful life is + things just pile up. If you would like additional organizing or garden projects completed while you are away, we can discuss those separately ahead of time so we are both clear about the project + expectations. Your home will be treated with respect. My goal is for you to return to a home that feels peaceful, welcoming and fresh. 🏡 HOUSE SITTING & 🐾 30 or 60 min WALKS AND quick economical DROP-INS too! I have a very flexible schedule right now as I am trying to build up my clientelle on ROVER. I am available for pet care overnight at your home, throughout the week, including weekdays and weekends. Just try to give me a heads up when you think you will need me for your vacations, or work schedule and I will do my best to accommodate you + your furry pet. I am devoted to my best friend 🧡 hound dog, Hunny every day of course but I am opening my heart up to helping other furry pet owners who need me. I can provide every 2 hour frequency (if needed) potty breaks, walks, companionship + stay overnight at your place so you can rest assured that your pet(s) are safely waiting for you at home when you return. My flexible availability this summer allows me to adapt to your pet’s usual routine. I am excited to meet your family soon. I journal every day, + I take photos everywhere I go. I love capturing the little moments that remind us to be present: a happy dog sniffing something fascinating, a cat curled up in a favourite patch of sunlight, a peaceful walk, or a funny expression that tells an entire story. You will receive photos + updates while you are away, + you and I may end up with a few favourite memories to keep for years to come. 🧡 MY PROMISE TO YOU My focus is on reliability, trust and peace of mind. I will provide dependable care + treat your dog, cat and home with the same respect + attention I want for my own. I am excited to build a clientele of new furry friends—+ perhaps some new human friends too. 🧡 I want to make your time away from home as comfortable and stress-free as possible, while making sure your pet(s) feels safe, loved + genuinely cared for. Your pet’s happiness is mine too! I follow each pet’s normal routine and your instructions carefully so they feel safe + comfortable in their own home. I am attentive to doors, gates, leashes, feeding schedules + medications, + I do not leave a pet unsecured, off- leash unless it is in your own backyard, of course. Your home will be treated with respect. My goal is for you to return to a home that feels peaceful, welcoming and cared for.
About: I am very determined to make your pet comfortable around me. I have different experience with animal care like bathing and working in pet stores. I have my own pets I take care of. I do it daily and love every second of it. It’s best knowing animals are loved and well taken care of. I make sure the environment is clean. I have a daily routine and time of feeding. I want to make the entire experience safe and enjoyable for the pets and myself.
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 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.
“Melissa was amazing! I had my usual person who checks in on my cats when I’m away cancel last minute. I discovered Rover and nervously gave it a shot. Melissa answered my inquiry quickly and answered my questions and arranged to come meet Bruce & Giggs before I left. Upon meeting her, she was lovely and made me feel more comfortable in leaving my guys in her hands. She was very accommodating and kept me up to date when she would pop in. The pictures were nice to see in her updates. Especially the one where she won Bruce over and he snuggled with her 😊 I trust an animal’s instincts about a person every time 😊 I would definitely use her services again.”

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: Whether it’s training playful puppies, offering gentle care for senior pets, or administering medications, I provide personalized attention for every pet. My degree in Zoology (Honors) and extensive knowledge of animal anatomy ensure I can handle various health and behavioral situations with confidence. Having cared for over 100 dogs and worked in an NGO with stray animals, I bring both passion and expertise to each pet’s care. Pet care is an integral part of my daily routine. I prioritize structured schedules for feeding, exercise, and attention to each pet’s specific needs. Whether it's walking dogs, administering medications, or simply giving companionship, I make sure every pet receives the care and love they deserve. My flexible routine allows me to dedicate the necessary time to ensure each animal feels happy, healthy, and comfortable. I have my own house with a very comfy and playful living room and park nearby I have a backyard which is not fenced but have a playful space there I like to go for walks and make your fur babies indulge in some activities
About: I am an animal lover who moved across the world from my furry babies and I miss taking care of them so much! Being around animals brings me so much joy and I want to be able to take care of some pets ! I am not financially stable enough yet to have my own so I’d be more than happy to love and take care of yours like my own ! I am currently working part time ( 15 hours a week ) so I will have plenty of time on my hands to be able to take good care of your baby ! Pets are part of the family in my house and they will always get the best treatment possible! I cherish and love all animals and make no exceptions on giving the best care to any living creature!
The median cost per visit for dog sitting in Windsor is $25
Dog parents share their Rover experiences - Windsor
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 dogs like family

1. Search
Browse profiles of sitters near you who offer dog 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 dog sitting - Windsor
Select a filter and find qualifying sitters offering dog sitting.Sitters in Windsor average 4 repeat dog sitting clients
FAQs for Drop-In Visits - Windsor
Frequently asked questions about Rover
The average cost for Dog Sitting in Windsor on Rover is $27.75 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 Dog 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 Dog Sitting. For more information on service fees, click here .
There are 131 sitters on Rover for Dog Sitting in Windsor. About 73% 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.
Rover makes it easy to find sitters who are available during your working hours. To find sitters who fit your schedule, select which days of the week and the time slots you'd like a sitter to visit. The search results will populate sitters whose calendars match your needs. You can also search for sitters by location, whether that’s a sitter near your office for day care drop-off or a sitter close to your home. Once you've found a sitter who you like, message them directly to schedule a Meet & Greet.
Tip: Doggy day care is another option for pet supervision while you're at work. Visit our doggy day care page for more information.
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.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
A Meet & Greet is a short introductory meeting between you, your dog, 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.







