Dog Sitting Windsor
Book a Windsor dog sitter to watch your dog in your sitter’s home or yours.
Over 83 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%.
About: I have my dog, Yogi back home in Alberta and I’m here in Windsor for law school! I miss my dog a lot and I’m hoping to care for another dog to help another family out. I am in school but I have a lot of evening classes so I am very flexible. I’m not working any other jobs so I am very free. Back home in Alberta I have a fenced in yard and unfortunately I don’t have that here but I am more than willing to take your dog on a walk or stop by for visits.
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: 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: ***** 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.
“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: 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: 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.
“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!”
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.”
“Danae and Jamie were absolutely wonderful with our 2 cats. It was the first time we left our cats for 2 weeks and we were somewhat anxious. But we were very much relieved when we got daily updates and pictures. Our cats were well looked after when we were away and everything was kept exactly the way we left it- clean and tidy. I will definitely use them again when we go away.”
About: My family has always had some pet in our house over the last 10 years. I love animals and have a calm lab of my own! I currently work from home, so I have tons of time to spare. I take my dog on daily walks and also tons of free play in the backyard. I have a fenced yard and a very friendly energetic 5 year old pup to keep your pet company. I am also able to take care of senior dogs, giving medication and various diets.
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.
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: Even as a kid i’ve always loves animals especially dogs, I would love to help you with taking care of your dogs not only for your benefit but for mine as well, considering I would like to pursue a career being a Vet. I love going outside and playing with dogs, walking them or even just cuddling with them. When I was younger I was a dog walker for the dogs in my neighborhood and I absolutely loved it. Please consider me as your go to person to help take care of your animals. My schedule is flexible, which allows me to provide dependable and attentive pet care throughout the week. I’m able to accommodate walks, drop-ins, feedings, playtime. I make pet care a priority in my routine, so I can be available for morning, afternoon, and evening visits while keeping pets on their normal schedule as much as possible. I adjust my care based on each pet’s personality, needs, and routine. I focus on making pets feel relaxed and secure while their owner is away. I stick to feeding schedules, provide fresh water, regular bathroom breaks, exercise, and one-on-one attention. For active pets, I include walks and playtime, while more relaxed pets receive calm companionship and comfort. I also pay close attention to behavior, appetite, and energy levels so I can notice any changes right away and keep owners updated throughout the stay.
About: I have 2 corgis (3 + 7 years old), an 11 year old cat + 2 backyard chickens so I’ve got experience with it all! My animals are my family and I love them so much, and I can’t wait to share that love with your babies! I have experience with providing medication to animals, applying and changing dressings, raw feeding/supplementing and more. I’m happy to learn anything needed to properly care for your animals! I work from home full time and make my schedule so I’m generally very flexible with access to a reliable vehicle and can get to you whenever needed! I offer drop-in and walk in services with safety being top priority! Ensuring all special procedures are required, everyone’s comfort levels are being met and providing the love and attention they deserve.
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 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 always been a dog person, their unconditional love Is the best feeling in the world. I had a shitzu growing up and I love all dogs big or small. I recently got my 1st puppy and we were in an accident in which she passed away. I'm looking to help others and mend my broken heart. I'm currently working from home so I have lots of time to spend with your pup. Available anytime for boarding, daycare, check ins. Message me! I have a large crate available to use if you prefer, but I love having dogs free roaming. I have lots of toys and treats I'd love to spoil your furbaby with. I look forward to taking your babies for walks and cuddles on the couch.
The median cost per visit for dog sitting in Windsor is $25
Dog parents share their Rover experiences - Windsor
Bre got along great with my pups. They can be unnerved when new people enter the house, but after a few barks, they were on the couch with her. I plan to have Bre watch my pups for a night next week. I was very happy with her communication and timeliness. Thank you, Bre!
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- 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?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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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
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Popular requests near you
Select a filter and find qualifying Windsor sitters!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 July 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 133 sitters on Rover for Dog Sitting in Windsor. About 70% 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.
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