Dog Walking Winnipeg
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 612 pet parents in Winnipeg have booked dog walking
Winnipeg, 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%.
“Cassandra has been absolutely wonderful to work with, and my pup sure looks forward to his daily walks with her! I am thankful we were able to find someone we trust with him and are excited to have someone we can rely on in a pinch.”
“Nicole is quick to respond, very reliable, and easy to communicate with. My dog loves her and Nicole gives detailed reviews on the time spent with him. I would highly recommend Nicole.”
About: Your pets deserve more than just someone to feed them and let them outside, they deserve someone who genuinely enjoys spending time with them. Whether your pet loves long walks, playtime, cuddles on the couch, or simply having a calm and caring companion nearby, I'll make sure they feel safe, comfortable, and loved while you're away. I understand that every pet has a unique personality and routine, and I take the time to learn what makes your pet happiest. I have experience walking dogs at the Humane Society for around two years and I grew up with a dog for 18 years. My goal is simple: to treat your pets with the same care, patience, and attention I'd want for my own. My schedule is very flexible, which allows me to provide reliable and consistent care throughout the week. I'm available for morning, afternoon, evening, and weekend visits, and I can often accommodate last-minute bookings when needed. I understand that pets thrive on routine, so I make every effort to work around their normal schedule for feeding, walks, playtime, medication, and bedtime. Whether you need regular care while you're at work or someone to look after your pet while you're away, I'm committed to providing dependable care and keeping you updated every step of the way. The safety, comfort, and well-being of every pet in my care is my top priority. I take the time to learn each pet's routine, personality, and any special instructions so they can feel as comfortable as possible while you're away. I provide a calm, supervised environment and always pay close attention during walks, playtime, feeding, and outdoor activities. I follow all owner instructions carefully, including medication schedules, dietary needs, and behavioral preferences. I also believe that communication is an important part of pet care. You'll receive regular updates and photos so you can feel confident that your pet is safe, happy, and receiving the attention they deserve. My goal is to create a positive, stress-free experience for both pets and their owners.
“Sarah arrived on time, and I could see she was so excited to be walking the two dogs. She asked all the right questions about the dogs behaviour and walking basics, anything to be mindful of etc. Both dogs took instantly to her, and rubbed her legs for attention with their heads, for any extra strokes! Not only did both dogs really enjoy the walk - Sarah asked if she could do an extended one (no extra charge) and so I agreed - I am in need of a pet sitter for a few days next week, and to be honest I think i've found my new go to! Thank you Sarah.”
“We had just adopted our little ball of energy and felt so bad leaving him home alone, Rowen really helped us with easing the transition from rescue to his forever home and continuing with his socialization. She was amazing with him and he would sit in the window every morning waiting for her to come pick him up.”
“Kristin was great, responded quickly to messages and was very flexible to arrange a meet and greet. Tucker loved her and enjoyed his walks while we were away. We would definitely book Kristin again.”
“Fantastic!! Super friendly and very pleasant to chat with. Arrived on time. Was quick to provide updates and was able to add another day on very short notice. Would happily have her again!”
About: I've had dogs since I was a kid, I'm used to big, high energy, and stubborn dogs of all ages! We've been fostering pups on and off for over a decade. We have a senior dog and an 11 month old puppy at home and have cared for 5 foster pups in 2026 alone. I'm currently off work with a disability and have been taking care of dogs and puppies on a volunteer basis/as a foster. I'm taking a break from fostering and figured I could do this in the meantime! Since I'm not currently working I can offer a lot of time, energy, training and care to a dog. We have a 11 month old female husky x puppy at our house who is incredible with other dogs and loves to play all day long! We have a fenced yard. I'm home all day, and my wife works from home so we can hang out with and keep an eye on your dog(s). We can crate your pooch if necessary overnight or if we need to pop out and we have small medium and xl crates at home. We have 2 kids at home 14 and 4 who love to help out and play.
About: Had the love of pets my whole life. They have been a rock for me during the hard times. I helped sit many of my family members pets. I have taken a few rescues over the years and nursed them to full health. I am retired with lots of energy and my availability is extremely flexible. I can be available for anytime emergencies if needed as my schedules allows this. I have a fenced yard with a large gazebo dog house incase of rain. I have a small water feature and beautiful garden to bring some peace.
“Kaily is awesome! She arrived 5 minutes early, poop bags for just in case and water for Sunny during their walk. Kaily also provided pics during the walk and a map so I knew exactly where they were. Excellent service and a job well done. Sunny came home happy and because his walk was scheduled in the evening, he was content for the remainder of the evening. I will definitely be re-booking Kaily on a weekly basis!”
About: I’ve had many pets in my lifetime, I’ve been raised with both dogs and cats my whole life! Most of my experience has been with larger dogs and cats, but I’m super flexible and willing to care for any kind of pet. I can walk, drop in to feed, deliver medicine, snuggle or have a play date with your pet. I pride myself in being friendly and easy to get a long with, so I hope we can work something out! Sunday- Available all day Monday- Unavailable between 9am-12pm Tuesday- Unavailable all day Wednesday- Unavailable between 9am-12pm Thursday-Unavailable all day Friday- Unavailable between 9am-12pm Saturday- Available all day I understand the importance of patience when working with animals. I will treat your pets with respect and dignity, and I promise to love and care for them like they are my own.
About: I’ve been a lifelong dog lover and have had the privilege of raising both rescue dogs and a purebred Golden Retriever over the years. Each one has shaped how I care for animals—with patience, understanding, and a lot of love. In our home, pets truly are family. Their happiness, comfort, and well-being are always a top priority, just as if they were children. I understand how important it is to trust someone with your dog, and I take that responsibility seriously. I’m known for being kind, conscientious, and reliable—not just with dogs, but with people too. I’ll always communicate clearly, show up when I say I will, and make sure you feel confident your pet is in good hands. I’m currently working part-time, which allows me to dedicate quality time and attention to the pets in my care. My approach is simple—I care for every pet as if they were my own. That means plenty of exercise tailored to your dog’s individual needs, along with a strong focus on mental stimulation through enrichment, play, and engagement—not just walks. In a client’s home, I respect your pet’s routine and environment, keeping things as consistent as possible to reduce stress. I make sure they receive plenty of attention, exercise, and mental stimulation, while also giving them the patience and calm presence they need to feel at ease. I care for every pet as if they were my own—prioritizing their comfort, happiness, and well-being at all times.
About: I currently work at a doggy daycare and am in school to become a veterinary assistant, so I have experience caring for all different kinds of dogs and animals! I have 2 dogs of my own, one is a puppy I’m raising, and they are just the sweetest things. I work 1 day a week, so other than that all of my time is free and flexible to work around your schedule and your needs! I promise to take as good of care of your fur babies as I do of my own! I care for them in the comfort of your own home! So they don’t need to get used to a whole different environment. I do daily drop-ins, dog walks, and overnight pet sitting.
The median cost per walk for dog walking in Winnipeg is $20
Dog parents share their Rover experiences - Winnipeg
Harry really has taken to Sarah, and we will be seeing her again soon. Always happy to do extra walks, if needed and genuinely loves being around my dogs......She is so pleasant and very trustworthy. She even showed with one of Harry’s favourite treats – she recalled from last time, these special touches make all the difference! Wag Wag
My experience with Cassandra was wonderful! They arrived on time and clearly has experience and knowledge around working with animals. They were gentle and kind with piper, and send me pictures of their walk. I would absolutly reach out to them again when im needing a sitter or dog walker!
Lucie has been walking my dog a couple times per week when I go to the office. I am beyond pleased with how wonderful everything is going. Lucie is very responsible and punctual. She always sends pictures and updates after the walk which really appreciate. I know my dog is well taken care of while she is out with Lucie. I would highly recommend her for anyone needing dog walks or pet check ins.
Freya answered a last minute need when my two girls were sick with the flu, she responded promptly, helped me understand I needed to finish my profile and was very kind to my dog. I got unexpected pictures from Daisy’s walk and she had a great time! Will definitely be asking for help from her again 😊
My large dog, Percy has been having a hard time with other dogs lately. My two dogs and I met Alicia at the large dog park in the afternoon. I must admit I was a bit worried to turn Percy over to Alicia since he has been nervous lately. She was awesome. Immediately she took Percy's leash and helped me carry Poochie to the park. Poochie and I held back and Alicia took Percy off for a faster walk. She observed him and was able to lead him in directions that kept him calm. I was very happy that they both worked out quite well. Thank you Alicia for your help and experience. <3
Anthony is amazing! My pups enjoyed his company a lot. They're weary over new people sometimes, especially men but they instantly loved him. He followed my instructions clearly, took some beautiful pictures and he even took them for an extra long walk. I booked him on short notice and he accommodated no problem. I highly recommend Anthony! And will definitely hire him again.
Abrianna & Natalie are amazing! They have walked my elderly dog with health issues 4 times now. They were very kind and caring with him and even went over and above when he had an indoor accident. They were available upon request and even last minute. I loved that they sent pics too, made me smile and feel less guilty about being away. Highly recommend them!
Memphis did an amazing job walking Zeus! She was patient, attentive, and made sure Zeus got the exercise and attention he needed. I could tell Zeus felt comfortable and happy the whole time. It’s such a relief knowing he’ll be in good hands. Thank you, Memphis, for taking such great care of him, we’ll definitely book with you again!
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.
Meet local walkers who will treat your dogs like family
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 - Winnipeg
Select a filter and find qualifying sitters offering dog walking.Sitters in Winnipeg average 3 repeat dog walking clients
FAQs for Dog Walking - Winnipeg
Frequently asked questions about Rover
The average cost for Dog Walking in Winnipeg on Rover is $23.54 per walk (as of August 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 339 sitters on Rover for Dog Walking in Winnipeg. About 85% of Winnipeg 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 Winnipeg. 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 Winnipeg.
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 Winnipeg 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 Winnipeg 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 walkers who have experience administering medication or managing dietary requirements. On Rover:
- 83% of walkers can help with special care needs
- 100% can help with giving oral medications or injections
- 100% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.
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