Dog Sitting Windsor
Book a Windsor dog sitter to watch your dog in your sitter’s home or yours.
Over 92 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%.
“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.”
“Steph did drop ins for the first time for our very shy kitty, and we were so happy and relieved that she felt comfortable enough to come out and spend time with her. Looking forward to our girl spending more time with Steph in the future!”
“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!!!”
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.
About: Leaving your pet with someone new is a big decision. My goal is to make it easy by providing dependable care, regular updates, and a safe space with a fully fenced yard where your pet can relax, play, and feel at home. 🐶Reliable & Routine-Focused I stick to your pet’s normal schedule, keeping their days familiar, comfortable, and stress-free. 🏡 Plenty of Love & Attention In home all day, so your pet gets companionship, playtime, cuddles, and care, not just quick drop-ins. 🩺 Extra Care Comfortable caring for senior pets, puppies, and animals who need extra patience, medication, or a little extra TLC. *note that extra charges may apply 📸 Updates You’ll Love Enjoy regular photos, and messages, plus quick communication so you always know how your fur baby is doing. 💛 A Calm, Safe Home Your pet will be treated like family in a peaceful, loving environment where they can relax, feel secure, and truly enjoy their stay. Pet care fits easily into my daily routine — Im home during the day, and always ready for walk breaks, playtime, and check-ins. Your pet gets consistent attention, plenty of affection, and a calm, reliable presence they can count on. I’m pretty flexible and will do my best to accommodate those last minute requests. 🐾 I live in a home with a fully fenced in yard in the heart of Walkerville. It’s a very safe neighborhood with lots of scenic roads perfect for daily walks. I have a cat and a dog myself , so I could only accommodate up to 3 additional pets at a time.
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.
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.
“Excellent service! Rafael is professional, caring, and tailors each walk to my dog’s needs. The drop-in visits are always on time, and my dog loves them. I get great updates and feel confident my pup is in good hands. Highly recommend!”
About: Dogs have been a huge part of my life for years, and caring for them is something I genuinely love! 🐶 From energetic puppies who want to play all day to senior pups who prefer a quiet cuddle, I’m comfortable adapting to whatever makes your dog happiest. As a Registered Veterinary Technician, I also have hands-on experience caring for pets with different medical and special care needs. Your pup will get plenty of attention, patience, exercise, and of course, lots of love while they’re with me! 🐾❤️ I work full-time during the week, but I’m able to visit pets during my lunch break and provide overnight care after work. Weekends are much more flexible, and I’m usually available for daytime visits as well as overnight stays. I’m happy to work with your pet’s routine and make sure they get plenty of attention, exercise, and love while you’re away! 🤍 As a Registered Veterinary Technician, your pet’s safety and comfort are always my top priorities. I’m experienced with dogs of all ages, sizes, personalities, and medical needs, and I’m comfortable recognizing changes in behaviour or health. I provide a calm, clean and loving environment where pets can feel comfortable and cared for. I’ll also follow your instructions and your pet’s normal routine as closely as possible, so they feel right at home! 🐶❤️
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:)
“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!”
“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: i specialize in babysitting large breed dogs! i really like to work on basic dog skills but i have a love for all animals. i’ve had dogs, cats, fish and rats. im available most days after 3pm until the end of the school year Im finishing my last year of high school it never hurts to ask if im available during the day, if my schedule allows it. I only offer services in the clients home and walks. I can come to your home and care for your pets. I am available for overnights stays if needed.
“I recently had the pleasure of having Karen take care of my cats, and I couldn't be more than satisfied with her service. She was attentive and very reliable, and ensured my cats were well-fed, played with, and comfortable while I was away. I highly recommend Karen to anyone looking for a trustworthy and caring petsitter!”
About: I have loved dogs forever. As a teenager, I dogsat for all my neighbours. From a bull mastiff to a Yorkshire terrier, I will walk, play, feed, and clean after your fur child. I currently work a 9-5 office job, with part-time work from home. No problems walking your dog while you make your family dinner. I am free anytime to dog sit. I am a hands on person, so your fur baby will never be alone outside. Ready, willing, and able to follow your dog’s preferred schedule!
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.
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 :)
The median cost per visit for dog sitting in Windsor is $25
Dog parents share their Rover experiences - Windsor
Randi has been nothing but stellar with our German Shepherd, Rune. They have been prompt about visit times and he seems happy and at ease when we return. Randi has also gone out of their way to make sure they get all the pertinent details for care and has been available on very short notice. Would recommend to anyone needing a trusted person for their dog care.
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 dog sitting
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 Dog Sitting - Windsor
Frequently asked questions about Rover
The average cost of Dog Sitting in Windsor on Rover is $28 per visit as of October 2026. Most bookings cost between $21 and $37 per visit. 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 124 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 to ensure they are a perfect fit for your pet’s personality before confirming.
Before the first visit, give your sitter clear written instructions covering your pet’s feeding routine, medication, litter or toilet care, preferred activities, behaviour, and anything that may make them anxious. This is a good idea, even if you’ve had a Meet & Greet.
Your instructions should explain where supplies, such as food, treats, medication, leashes, litter and cleaning supplies are kept. Include your vet’s details and an emergency contact, and let your sitter know what signs could indicate that something is wrong.
For some visits, you may want to confirm how the sitter will access your home and identify any rooms or areas that are off-limits. Update these instructions whenever your pet’s routine or needs change.
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.
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 .
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 , which provides up to 25,000 in eligible veterinary care reimbursement.
sitters on Rover , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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 .
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