Dog Walking Windsor
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 8 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%.
“Highly recommend chrish for your dog walking and drop in visits. She is amazing with my dog! She is reliable, kind, and communicates really well throughout. I feel totally at ease knowing my pup was in great hands with her!”
“Jessica was a great dog walker! She was on time and so kind to my dog. She followed all instructions perfectly and kept me updated with photos and messages. I would absolutely book her again 🐶”
About: I've had dogs my entire life, I love being in the presence of a doggy! I'm happy to walk, groom, feed and clean up after them! I work full time, I would love for your dog to join me on my daily evening walk! I can take them out before going to work. I have a kitty to keep your doggy company! I have a yard for them to play in and I'm close to a nice walking trail.
About: Hi, my name is Danielle. I am 27 years old, living in Nova Scotia. I have lots of pet experience, from puppies to adult dogs to seniors, of all shapes, sizes and ages. I have been walking and caring for dogs for years. I had my dogs for about ten years. He recently passed away, but I cared for and loved him. I have been walking and dog-sitting dogs for the past few years. I have experience training and dealing with friendly and not-so-lovely and have been involved with different breeds, from big to small breeds, in different environments. I have been taking care of dogs when the owners are not home as well as on vacation I get up every day and walk and feed my dog and make sure she is happy we play in the house for hours and go on long walks and new adventures i make sure they are loved and taken care of I attend to their every need from potty breaks to making sure they are played with and wagging their tail
“Emma is a lifesaver! She is super proffesional, and quick to respond. It's been wonderful to have her drop in for a walk on days when my husband and I are working long hours. My dog absolutely adores her.”
About: I’ve had dogs in my house for over 10 years, as well as cats. I’m a big animal person and I also have experience on farms and with horses. I am available for overnight pet sitting, walks, drop-in visits, or taking your dog to the dog park for a good play! I have experience with all types of pets including dogs, cats, rodents, reptiles, chickens, horses, and more. 🐶🐱🐰🐹 I have a fairly flexible work schedule depending on the week and I am available all evenings and most mornings, as well as on weekends. I treat all pets as if they were my own and respect clients' requests and needs for their pets. If I’m unsure of a situation I’d much rather ask the owner than assume! I am also happy to send daily updates and photos of your pets throughout my stay or during walks. My main priority is ensuring that your pet is comfortable and safe.
“Ilana was great! We were traveling in an RV caravan and she met us all at our campground and she met with all of the dogs and their owners and the following day she showed back up to walk all of our dogs! She did a great job while we were all away on an excursion!”
About: I've been loving on and taking care of pets since I was a little kid. I'm that person who gets along with pets more than people and go straight to them at a party 🙃 I love to take dogs out on lots of walks, cuddle cats while I'm crocheting, and make sure that they are well taken care of. I'm currently between jobs and looking to pick up some work ASAP. I have lots of timt to spoil ypur pets. Open for weekends and holidays as well. I am a great guest and responsible house keeper. I love to go on lots of walks and provide lot of attention to your pets.
About: Looking for Furry Company in My Free Time I’ve grown up with pets and I’m always happiest when I’m around animals. Now that I have some free time, I’d love to hang out with your pets and give them the attention they deserve while you're away. Whether it's playtime, walks or just chilling together, I’m here to keep your furry friends company. Why I’m a great fit for your pet: Lifelong Pet Lover: Growing up with pets has taught me a lot about understanding and caring for animals. Casual, Low-Key Fun : I’m not in this for the money—just a chance to enjoy some quality time with your pet while you’re away. Tailored Attention: Every pet has their own vibe, and I’ll mak sure to spend time doing what they love most. I work full-time during the week, but my sister is at home all the time and I’m available every morning o spend time with your pet. I also have flexibility on weekends and holidays, so I can offer extra care and attention when you need it most. Whether i’s a morning walk or some chill time, I’m here to keep your furry friend company! Safety, Trust & Environment Your pet’s safety and comfort are my top priorities. In your home, I follow teir routine and keep everything secure. In my home, I offer a pet-friendly space where they can relax and play. Trust is key, and I enure your pet feels safe and cared for at all times.
About: I have been Professionally Pet sitting for 10 years now. I’m passionate about all animals especially dogs and cats. I love going for hikes, and being outside with nature. Having a dog by my side makes it even better :) I am exclusively one on one with your pets, so there is no stress for them. I am a professional dog and house sitter, I don’t just take care of your dog I take care of your home while you’re away, and I will always leave the home exactly as I left it or tidier : ) I look forward to meeting you and your fur babies in the future : ) I have a part time serving job where I work 5 hours max at a time 4/5 days out of the week, I would still be able to walk in the morning and right after I get back to them I always meet my new clients and their pets ahead of time to talk about the dog’s personality and behaviour and the daily routine. I can offer dog sitting at my clients homes or my tiny house where I do have a kitty at home
The median cost per walk for dog walking in Windsor is $20
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?
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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 Rover works
1. Search
Browse profiles of sitters near you who offer dog walking
2. Meet & Greet
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 near you
Select a filter and find qualifying Windsor sitters!Sitters in Windsor average 3 repeat dog walking clients
FAQs for Dog Walking - Windsor
Frequently asked questions about Rover
The average cost for Dog Walking in Windsor on Rover is $19.98 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking 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 Walking. For more information on service fees, click here .
There are 138 sitters on Rover for Dog Walking in Windsor. About 82% 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 services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance travelled, so you know exactly where your dog has been walking in Windsor.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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.
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 walker.
A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers 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.
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!
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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