Dog Sitting Winnipeg
Book a Winnipeg dog sitter to watch your dog in your sitter’s home or yours.
Over 394 pet parents in Winnipeg have booked dog sitting
Winnipeg, 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%.
“Great experience working with Amanda! She bonded well with my cat and I felt confident he was well-cared for in my absence. She provided very sweet visit updates and pictures. Highly recommend!”
About: I've been taking care of animals since I was 5 years old, and have continuously cared for many pets ever since! I used to work at Pet Valu, and am trained in health, diet, and grooming for dogs, cats, and small animals. I also have formal training for first aid and CPR, and am skilled in training puppies, ensuring well-behaved, happy pups! I work very close to home at Monday to Friday, 8-4, so I get to spend lots of time and attention with your pets when I'm off! My weekend are pretty much free so I have lots if time to spend with your fur-baby!! I live in an apartment accessible by one flight of stairs with lots of green space and walking opportunities at my doorstep, and I regularly take my French Bulldog 'Nugget' to a dog park only 10 minutes away. I also have access to a dog wash station should your pupper get particularly messy (or just want a nice cleaning)! I'll be sure to take many lovely pictures and videos of your pet loving life. Looking forward to meeting you and your fur baby😊
About: I am use to dogs both big and small. I love walking, so if your pup needs to let out some energy, I am your go-to! I work from home so I can be very flexible depending on your needs. Let me know your dates needed and I can give you a full schedule:) I have 3 cats, each with very different personalities and habits! I am great at feeding and cleaning up after them, but most importantly giving them the attention they desire.
“Jacob has been for 2 meetings and greets before we go on vacation. Our dogs are very reactive but have reacted extremely well with Jacob. We are looking forward to our vacation knowing that Jacob is the right sitter for our pups. Thank you”
About: I've been a cat owner for most of my adult life and have also done cat sitting, dog walking/sitting for friends and family over the years. Starting at the end of August I'll be working part-time (4 days per week) and can do early morning visits/walks or late afternoon early evenings. I treat all my own and other's pets with lots of love. I generally prefer animals to people and most people would say I'm a natural with animals.
About: I grew up with birds and cats! My kitty is a year younger than me. I have 10+ years in experience with pet and babysitting x My availability is quite flexible! I prefer working in the afternoon or evening. However I don’t mind mornings! I am usually free on weekends x I have a 21 year old cat! She cannot eat dry food. Due to her age she most likely has dementia.. in order to make it easier for her we have two litterboxes x
About: Hi, I’m Craig! I genuinely love caring for animals and helping pet owners feel at ease while they’re away. My goal is simple: make sure your pets feel safe, happy, and well cared for in their own home. I’ve cared for dogs, cats, fish, and even chickens while traveling and living across Canada, the U.S., and Mexico. I’m calm, attentive, and reliable, and I treat every pet as if they were my own. I also practice Animal Reiki, which can help sensitive or anxious animals relax while you're away. I’m happy to send photo updates so you can relax knowing your pets are doing well. I’d love to meet you and your pets! I run my own business and have a very flexible schedule, which allows me to stay at your home for a single night or for longer stays—whatever your pets need. I love taking dogs for walks or playing with them in the house. I love sitting and being still and enjoying the company with your fury friend. I have experience with animal Reiki and animal message. I have experience giving your pet medication orally, if needed.
About: I’ve had dogs as pets my whole life, and I have about 10 years of experience pet sitting for friends - both cats and dogs! I also have some experience caring for pets who require regular medications. I’m currently working full time in downtown Winnipeg, with my day typically ending between 3-4pm! This makes it easy for me to stop by your place for mid-afternoon walks and potty breaks for your pets! I am also comfortable staying overnight if you go out of town and can’t bring your pets with you :) I have many years of experience walking dogs of varying sizes on leash, and some experience with leash training! I am comfortable crating animals who require it as well.
About: I raised two cats from 8 weeks old, one to age 17 and the other to 18. I also helped raise a yellow Lab from puppyhood through her senior years, when she developed arthritis and hearing loss, so I know how to care for dogs with age-related needs. I currently have a chihuahua corgi mix, and between puppy classes and a family member who's a professional dog agility trainer, I've picked up solid, practical training knowledge. I lived in an apartment for years, so I'm well practiced with calm, consistent leash-only bathroom breaks. Comfortable with puppies, seniors, and everything in between. I'd love to help care for your pet. I am currently working remotely and have schedule flexibility and can take care of your pets within my weekly routine. Depending on the date that you request care, I can be available to stay at your home full-time, i.e. potty breaks every hour, or, on certain weeks, potty breaks every few hours. Please specify how frequently your pet must be let out, and let me know if your pet requires constant supervision - This can be accommodated, depending on the dates. I am unable to care for your pets in my own home but will follow instructions given in order to take care of your pets in your own home.
“Cael went over and above and exceeded my expectations! She is a true animal lover and treated my girls so well. Attention to detail was supreme as she washed all of the dishes that were used and even hung up the blind cords to keep away from my cats. I will def invite her back again.”
“It’s a great comfort knowing Jose will be taking care of Indie and Tucker. He has a calm approach which is appreciated since Indie is still a pup. I would recommend Jose absolutely.”
“Mikalya kept us updated the whole time while we were away. She sent detailed messages about the visit and sent at least 5 pictures. I would recommend her to anyone who needs to go somewhere and needs someone to take care of their cat.”
“Yining worked with me on very short notice to arrange care for my fur babies. She was flexible on start and end times and great to work with. She sent lots of photos of both cats each visit and a video showing little one took her medicine every day. I never had to wait long for a response when texting with Yining about cat and home care. I’d recommend Yining to anyone who needs drop in visits for their kitties.”
About: I’ve had pets my whole life, been dog sitting since I was 10 and have loved caring for animals as long as I can remember. I spent two years fostering puppies, this included caring for up to 11 puppies and mom at a time. Each litter taught me more about patience, different routines, and individual needs. Alongside that, I also have 2 cats of my own and absolutely love getting to know each pet’s unique personality and love languages. 💕 I currently have a very flexible schedule, giving me plenty of time to dedicate to your pets. I’m available throughout the week and on weekends, and I’m happy to work around your pet’s routine and needs. Your pet’s safety and comfort are my top priorities. I carefully follow your instructions and your pet’s routine, while making sure doors, gates, and leashes are secure. I’ll also send photo and video updates through Rover so you can see how your pet is doing while you’re away.
About: I have grown up with pets my entire life both dogs and cats and love it so much. When I moved to the city I started fostering cats through the humane society and that has taught me many things especially with cats/kittens with medical needs or behaviour issues. I also have helped raise my dogs from puppies. I locally dog/cat sit consistently over the summer and have dealt with kittens, puppies, cats, dogs and seniors and love every single one of them. My priority is making sure your pet is happy and giving them lots of love! I am in school and work. I am able to always make time in mornings or after/in between school or work to see pets whenever possible. I am able to follow any instructions needed for your pet. If there is any medical or behaviour issues, I am comfortable doing whatever is needed. My goal is to make your pets as happy and comfortable as possible.
About: Hi, I’m Mariça! I live for long walks, happy pets, and building trust with every animal I meet. I have years of hands-on experience with high-energy and high-personality dogs — from sports and trick (movie-style!) training with my own pup, Maverick, to handling dogs of all sizes, temperaments, and reactivity levels. When I’m out with your pet, I always come prepared: treats, extra leashes, poop bags, and safety measures for whatever we might run into (yes, even that unexpected off-leash “friendly” dog). I’m equally comfortable hanging with cats of all kinds — from cuddle bugs to “admire me from afar” types. Whether it’s a drop-in for snuggles and playtime, or a walk that actually burns energy, my goal is to make your pet feel safe, loved, and understood. I treat every animal like my own, and I can’t wait to meet yours. 🐾 Pet care is already a built-in part of my life. My own dog, Maverick, and I train, walk, and do dog sports regularly. I love being active and outdoors, so fitting in extra walks and drop-ins with other pets is a natural extension of my routine. Whether it’s early mornings, evenings, or weekends, I enjoy making time to give animals exercise, enrichment, and companionship. Caring for pets is not an add-on for me — it’s something I truly enjoy and prioritize in my daily life. Safety and trust come first in every interaction. I use positive reinforcement, bring extra leashes and supplies, and take precautions during walks, especially if we encounter off-leash dogs. I tailor care to each pet’s needs — whether that’s exercise, quiet companionship, or structured play. In your home, I respect your routines and environment, making sure pets feel comfortable and cared for without disrupting their normal flow. If boarding, I provide a safe, pet-friendly space with supervision, enrichment, and lots of love. My goal is for both pets and owners to feel confident, secure, and stress-free.
About: I grew up around animals and have years of hands-on experience with both dogs and cats. I’m patient, reliable, and understand how to care for pets of all ages — from playful puppies to gentle seniors. I offer loving, safe walks and drop-in visits with full attention to your pet’s needs. I usually take care of pet walks after 4 PM and am available for walks or visits then. My schedule is flexible in the afternoons and evenings to fit your pet’s needs. I prioritize creating a safe, calm, and loving environment for every pet, whether in my home or the client’s. I follow all care instructions carefully, keep hazardous items out of reach, and supervise pets closely during walks and playtime. Trust and open communication with pet owners are very important to me to ensure pets feel comfortable and well cared for at all times.
“Kamil is very attentive to our dogs' needs and has priven to go well beyond expectations of an in-home sitter to include bringing JB home when my flight arrival prevented me from picking him up. Kamil listens closely to instructions and makes his best effort to maintain our dogs' relaxation and minimize routine disruption. We are very happy with the service he provides and is our go-to when considering an in-home sitter.”
About: Pet owner since 2013 with both dogs and cats at home (cockapoo, Labrador, and a cat), all friendly and well-socialized. I have years of experience as a kennel attendant in a boarding and grooming facility, handling daily care and monitoring pets. I’m also a pet groomer, comfortable with dogs of different sizes and temperaments. My partner has experience in a veterinary clinic setting, and together we provide a calm, clean, and reliable environment for pets. Pet care is already part of my daily life since I have pets at home. I’m usually home most of the day, so your pet will have lots of attention and won’t be left alone for long periods. My schedule is flexible, so I can easily follow your pet’s routine for feeding, walks, playtime, and any special needs. At my home, your pet will enjoy: ✅ A calm, clean, and secure environment with a fenced yard ✅ Constant supervision ✅ Flexible feeding, walking, and medication routines ✅ Daily photo updates and check-ins ✅ Outdoor meet & greet first, for a safe and stress-free introduction
The median cost per visit for dog sitting in Winnipeg is $25
Dog parents share their Rover experiences - Winnipeg
Nicolle was such a pleasure to connect with. Extremely communicative & kind. There was an inconvenience (I forgot to check that alarm was off for her) and she handled it so well - ensuring my pup was priority & comfortable while being resourceful and understanding with me. I 100% would recommend Nicolle & hope to use her again!
Anne came over for some pop-ins for a weekend and we couldn’t be happier with how it went! Leaving your dogs in the care of someone else can be stressful but she put us at ease and the dogs thoroughly enjoyed their time with her. They were very well cared for and got lots of play time in while we were away. She was so so great! Very communicative and sent lots of pictures and detailed reports! Would absolutely trust her with our dogs any time!
Meghan was fantastic. She came over and got the lay of the land. I have an older dog with health issues and she took very good care of him. Filled out the cards with photos, the dog is older and she took that into account. All I can say is excellent, really took the anxiety down for me.
Freya is extremely, professional and reliable. I have total peace of mind with her looking after our two whippets. They were always excited and happy to see her and calm and happy when I came home. Freya is a fantastic communicator. I'm very appreciative of her wonderful 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 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 - Winnipeg
Select a filter and find qualifying sitters offering dog sitting.Sitters in Winnipeg average 5 repeat dog sitting clients
FAQs for Dog Sitting - Winnipeg
Frequently asked questions about Rover
The average cost of Dog Sitting in Winnipeg on Rover is $28 per visit as of October 2026. Most bookings cost between $16 and $48 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 349 sitters on Rover for Dog Sitting in Winnipeg. About 86% 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 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 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!
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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