Dog Walking Windsor
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 90 pet parents in Windsor have booked dog walking
Windsor, Find top rated dog walking
Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Gwenyth is very easy to communicate, friendly and great with Mocha. She’s punctual and reliable. I highly recommend her and will be using her services for a long time.”
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: Hi! Thanks for considering me to take care of your pup! My dog, Penelope, and I love to be outside, go on new adventures, and meet new friends, both human and fur babies! I have had dogs my entire life, and recently got a cat to add to our family. I know how hard it is to trust a stranger with your fur baby, so I’m available for meet and greets before I take your pup. My 3 year old dog Penelope is high energy and super friendly, and loves a good play! I’ve cared for dogs ranging from 8 weeks to 16 years. Again, thanks for considering me and I look forward to meeting you and your pup! I’m currently a student at the University of Windsor and have a schedule flexible to meet a variety of care needs. My availability is different day to day, week to week. I’m happy to flex where I can to meet your needs. In your home, I am happy to accommodate for however you prefer your pet to be cared for. I have experience with crate training. On walks, I am happy to use leash, harness, or whatever your preference is.
About: I personally own 4 cats who I have cared for for over 10 years, and have many years of experience caring for dogs for friends, family, and neighbours. I also have experience caring and feeding reptiles. I have open availability, as my schedule is flexible. As such, I can set my own hours and be there to care for your fur family anytime! I will keep your pets entertained with toys and activity, make sure they are supervised if outdoors, and take them for walks as needed. I will also make sure that any droppings are cleaned up.
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: 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 I’m home all day, so your pet gets 24/7 supervision, companionship, playtime, cuddles, and care 🩺 Extras Experienced in caring for senior pets, puppies, rescues, shy or anxious pets and reactive pups -also comfortable with administering medications (*’orally) *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: Hi, I’m Eleanor! I’m an experienced pet lover who adores spending time with dogs and cats of all personalities. I’ve grown up around animals and currently have an 8-year-old dog of my own (though he lives with my parents now, so no other animal is living in the apartment), so I completely understand how much trust it takes to leave your furry friend in someone else’s care. Over the years, I’ve looked after pets for friends, family, and neighbours—everything from playful puppies to cats. I’m comfortable administering oral medications and following any special routines your pet may need. My goal is always to make sure your pet feels safe, loved, and right at home while you’re away. I live close to the Riverside and several parks, so daily walks and outdoor adventures are always part of the plan! Whether your dog loves exploring new trails, playing fetch, or taking a relaxed stroll, I’ll make sure they get the exercise and stimulation they need. For cats, I’m happy to provide plenty of playtime, cozy cuddles, and attention at their own pace. You can expect regular updates, photos, and honest communication so you always know how your pet is doing. If you’re looking for a sitter or walker who will treat your pet like their own, I’d love to meet you both and see if we’re a good fit! I am currently in school 4 days a week, Monday to Wednesday taking up 8-9 hours thus I wont be available those days for boarding. However, the remaining days I'm gone a maximum 4 hours and as I have a roommate, someone else is typically home when I'm not!. As someone is almost always at home, your dog/cat gets constant care! I have experience with giving oral medication to dogs, bathing them if needed, and a secure apartment unit!
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.
“Jamie is a first-class companion to our 5-month old pup, Rosie. We were nervous about using a sitter for the first time, but Jamie’s calm, kind demeanor put us at ease right away when he came to meet Rosie days before the walk. Day of, Jamie sent us the sweetest updates with photos to assure us that she was not only well-cared for, but having fun too. Thank you Jamie - we can’t wait to book you another visit with Rosie soon!”
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.
“Melissa was amazing. Very professional and so loving to Dallas. She was very accommodating to my last minute schedule and made sure my boy had so much fun while I was away. I would highly recommend her!”
About: I had pets through my life, Manolo was my last one, he was a beautiful golden retriever,I want in a future to have more pets perhaps another Golden Retriever I'm currently studying in University of Windsor and working part time so a have enough time for all pets in any kind of shape and colors My home is a small one, so I will be taking care and always looking for safe of your pet in any kind of environment
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 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 cat and a chocolate lab. I grew up with all kinds of dogs. I am always checking in on friends and family pets! I am good with all animals and I love to go on walks and play with them. I am free any time during the weekdays, and available always on weekends. I’m always ready to help. When petsitting, I will always follow all instructions set by the owners and I will make sure your pet has the best time with me. I am working nights, so I am available from 6am-10pm weekdays and anytime on weekends! This gives me the freedom to check in on your pets all day! I am very good at following specific instructions, so should your dog have any needs, I will take care of it. I have experience with crating.
The median cost per walk for dog walking in Windsor is $22
Dog parents share their Rover experiences - Windsor
Raven has walked Harlem multiple times and she has boarded him she sends me so many videos and her commutation is amazing she takes such good care of my lil pug also she had a midnight walk that work for me since I’m a bartender on my late nights she such a joy for me and Harlem he will see you in a few days
Great communication from Gwen throughout the booking process and with each visit. She asked good questions, communicated relevant information after visits and demonstrated an impressive understanding of animal care. Blue looked forward to every walk! She was great with Blue, he came back from his walks happy and tired. He’s a high energy boy and she was able to manage him with ease. We really appreciate Gwen’s professionalism and care with our fur baby and would absolutely recommend her services!
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 walking
1. Search
Browse profiles of walkers near you who offer dog walking.
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 walking - Windsor
Select a filter and find qualifying sitters offering dog walking.Sitters in Windsor average 4 repeat dog walking clients
FAQs for Dog Walking - Windsor
Frequently asked questions about Rover
The average cost of Dog Walking in Windsor is $26 per walk as of November 2026. Most bookings cost between $17 and $34 per walk. On Rover, walkers 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 139 sitters on Rover for Dog Walking in Windsor. About 81% 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.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in Windsor. Since all dog walkers are local, they may have a neighbourhood dog who is a good walking companion to yours.
Tip: Keep in mind that many cities in Canada require your dog walker to have a permit or licence for group walks.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route, the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Windsor after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the walk begins.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits, dog walking, and doggy day care. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover card updates, and same-day cancellations.
To find walkers in Windsor with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Every walker 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.
walkers on Rover set their own cancellation policy, 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 walker.
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 walker 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 walker 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 walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
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!
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