Dog Walking Wellesley
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Wellesley, 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%.
“Elle was great with my dog Lumos! She arrived on time, took him for a nice walk, and played with him in the backyard. She also updated me with many photos and videos! Would definitely recommend.”

“Keira stepped up to walk my dog Rusty 2x per day for a whole week, at last minute’s notice when my whole family suddenly fell sick. She was gentle and caring with Rusty, always on time, and had strong and prompt communication with me. I won’t hesitate to book Keira again or recommend her to others.”

“Kara was friendly, on time and very kind. You can tell she really cares for animals. I asked her a ton of questions and we set up some times to walk our high energy dog, Link. He loved her. She sent lots of photos and a video which was great. She’s going to help us out as we are expecting our first baby any day now and Kara seemed extremely reliable. Will be booking her again! Thanks Kara!”

About: Just looking to for a pup to come on my walks with me! Looking to walk only 1 or maybe 2 at a time if your dogs are okay with other dogs I dont have 25 words and dont know what to say. I have 2 cats and I’m not ready for my own dog. I like walking and love dogs so thought this would be a good idea I dont have 25 words and dont know what to say. I have 2 cats and I’m not ready for my own dog. I like walking and love dogs so thought this would be a good idea
About: I grew up with animals around me while growing up on a farm. I love them, I respect their space and boundaries, and I always try to make them feel comfortable and loved ❤️ Available 7 days a week. Very flexible schedule even on the weekends. I typically spend my day taking care of my 3 cats with varying needs. I will respect your home and do my best to keep it clean and tidy while I’m there. I’ll make sure your pet is comforable, with plenty of play and exercise! I’ll make sure to clean food and water bowls, clean up their waste areas (litterboxes, pee pads, etc.), and give many cuddles if they're comfortable with me!
About: 🐶 Former Pet Owner 🏃♂️ Flexible as per your needs 🗣️ Clear and smooth communication for owners 🫡 Respecting owners' privacy and complying with their house rules 🤓 I genuinely like to be surrounded by animals; I am an independent senior tech consultant/startup founder by profession, but I do this not as a profession but as my way to help people with their busy schedules, and in return I get to make new furry friends❤️!! I work remotely and on my own schedule. I am an independent senior tech consultant/startup founder by profession. So as long as the pet owners communicate their needs well in advance, I don't believe there will be a scheduling problem. I work 7 days a week, so my schedule is pretty the same year-round. I also have a car for driving long distances if needed. 1. Keep them safe and clean. 2. Meet basic requirements, including on-time feeding and put-into activities. 3. Enhance with playing and interacting with pets to build trust and relationships 4. Extra attention to ensure pets are happy and calm.
About: I’ve been around dogs my whole life. I started going door to door in my neighbourhood offering dog walking when I was around 7 years old, and I’ve always loved spending time with animals. I’ve had many different dogs over the years, including a Yorkie Shih Tzu, Vizsla, Border Collie, Chocolate Lab, Pitbull Lab mix, Golden Retriever, and a mixed breed, so I’ve gotten to experience lots of different sizes, breeds, personalities, and energy levels. I’ve spent lots of time training my own dogs, practicing tricks, leash manners, recall, and basic commands. I’ve also helped with grooming, brushing, bathing, nail care, and just making sure they feel comfortable and cared for. Growing up, I was always the person my neighbours trusted to watch their dogs while they were away. I’ve always had a natural connection with dogs and genuinely enjoy getting to know each dog’s personality and what makes them happy. My schedule is pretty much always open. I’m free mornings, afternoons, evenings, weekdays, weekends, and holidays. Whether you need someone last minute, a quick walk, or someone to hang out with your dog while you’re gone, I’m happy to help. I’ve had dogs my whole life, so I know they’re family. I’ll make sure your dog gets lots of love, attention, playtime, fresh water, and of course treats (if allowed 😊). If I’m in your home, I’ll always clean up after myself and leave it cleaner than when I got there. I live on an acreage with a big fenced yard, so there’s lots of room to run and play. I also have a long leash outside for dogs that like a little more freedom but still need to stay on a leash. I have two dogs of my own—Pepper (3) and Jaxson (11). They’re both super sweet, but if your dog isn’t good with other dogs, that’s totally okay. Mine can stay downstairs while your pup has the upstairs all to themselves. My house is non-smoking, and I have extra toys, bowls, and lots of dr treats. I honestly just love dogs and would love to hang out with yours. :)

About: I have watched every type of pet for friends, family neighbours you name it. I’m known as responsible so I’m always offered tons of pet and housesitting jobs. I have also helped train two puppies who are well behaved now :) Currently working as an actor so my schedule is up and down but it will not affect me if I have committed to watching your pet or house Not applicable will only be watching at owner’s home. My current house has no backyard or anything suitable for pets or pet sitting. N A
About: Growing up we constantly had many different pets. May it be cats, dogs, birds or even fish. I love animals and the joy they bring, so as soon as I got my license I started a successful pet sitting business back home. Now that I have moved to Port Hope, I am looking to start back providing care and assistance to my fellow neighbors and their beloved animals. I am extremely patient and kind. I love all animals and if I am not familiar with a particular care process, I am happy to learn. I look forward to being able to provide my services to anyone who needs it. I do currently work 8.30 to 4.30 Monday to Friday but my work is on a hybrid model and I live close to work. I am willing to come and help before work, after work and even on my lunch breaks if needed. My weekends are very open and flexible as well. I currently rent and have 2 cats, so taking care of your pet in my home is possible but restricted. While taking care of pets in their home. I will abide by all house rules. I will visit your home and provide a minimum of 3 walks a day for drop ins, if I am housesitting then more care will be provided. I will also brush your pets and if you wish more grooming services, this can always be discussed.
The median cost per walk for dog walking in Wellesley 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?
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 - Wellesley
Select a filter and find qualifying sitters offering dog walking.Sitters in Wellesley average 3 repeat dog walking clients
FAQs for Dog Walking - Wellesley
Frequently asked questions about Rover
There are 968 sitters on Rover for Dog Walking in Wellesley. About 85% of Wellesley 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 Wellesley. 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 Wellesley 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 Wellesley 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 Wellesley 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!




