Pet Sitting Winnipeg
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 1,138 pet parents in Winnipeg have booked pet sitting
Winnipeg, Find top rated pet sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Carmelle is outstanding! Every time I’m away, her check-ins bring me such relief because I know she’s taking amazing care of my cat. And my cat clearly loves her too.! So grateful to have found her!”
“Thanks again, Emilya! Our trip was easier with the peace of mind that came from knowing our cat was well-cared for. As an older cat with diabetes, it's a big deal to have found a go-to pet sitter who keeps him healthy and socialized when we're away.”
About: I have been taking care of dogs for about a decade. I have had two of my own dogs who were high-energy and took medication every day. I have also taken care of the neighbours' dogs as needed if they were away for short periods. I currently own a very needy and rambunctious cat who also takes medication daily, so I am accustomed to that as well. I am currently a full-time student working roughly 9-5, but I am flexible. I am available in the evening and on weekends as needed. Open to negotiation. I am pretty comfortable with animals and don't mind being covered in fur! I can crate your pet if needed and will do my best to make them feel comfortable.
“Did a great job looking after our cat. I really appreciate the care taken during each visit and thorough communications. I would be happy to rebook in the future or recommend these sitters to a friend. :)”
“Meghan exceeded my expectations when she watched my little Henry during my recent business trip to Toronto. She was attentive, I knew when she arrived and left due the check in feature she uses. Lots of pictures and always a note to let me know how my kitty was doing. I will definitely be booking Meghan again!!!”
About: I have experience caring for fish, painted turtles, salamanders, guinea pigs, parrots, dogs, and cats. Most of which are from childhood family pet care experience. My most extensive pet care experience is with dogs, as I have experience working at dog daycare and overnight kenneling. I love all pets as my own! Downtown Walker & Overnight Housesitter Because I am a full-time University student, my schedule is going to change in January. Right now, I am available most often Thursday-Sunday with midday availability throughout the week for drop in visits and walks. I am typically always open to house sitting bookings and can reliably spend the majority of my time with your pet! My busiest school days are Monday-Wednesday, though still having quite a big break in between classes (2-4 hours). For overnight stays, I happily base myself out of your home to ensure your pets follow their exact morning and evening routines seamlessly. Based right in West Broadway, I primarily serve Downtown, the Exchange District, and Broadway, but I am happy to travel across Winnipeg for the right match. Let's connect for a quick Meet & Greet! I live in an apartment building that does not allow pets, so I strictly work in your home and/or walks. I have trusted references to provide upon request and I am more than happy to send updates throughout housesitting pet care that I provide. I am flexible and will follow your instructions and methods in order to provide the best care for your pet.
“I can't recommend Jennifer enough for her exceptional pet-sitting services! My dog and cat absolutely love her, and I always feel confident leaving them in her care. She's a fantastic communicator and keeps me updated with pictures and status reports during her visits. I've never had any issues with her, and I would recommend her to anyone in need of a reliable and trustworthy pet sitter. If you're looking for someone who will treat your pets like family, look no further!"”
“Ellen made sure that my two cats were well-fed, played with and was kind enough to send multiple pictures of them per visit. She’s dependable and took great care of my babies!”
About: Life-long animal lover. I grew up with both cats & dogs. Currently have 3 cats and 1 dog who are much loved members of our household. I have fostered >70 animals over the past 5 years including ~10 dogs and >60 cats of all ages, from neonates to seniors as well as whelping mothers. Personally, have participated in many training sessions and workshops with my own dog and have helped train & socialize our numerous foster dogs. Overall, I’m an animal lover who has been caring for animals in my own home for years and, with a bit more time on my hands now, would like to extend services. Currently, have both weekdays and weekends available for walks/drop-in visits. Boarding for cats is available on an intermittent basis and depends on whether I have a foster cat at any point in time. Cat visitors in my home get their own bedroom outfitted with litter box, cat trees, and toys. We have a friendly, neutral resident dog and three resident cats.
“Roseline was fantastic with my 2 cats. I had never left them alone and she made me feel so at ease and comfortable leaving them in her care! She sent me pics everyday and little updates on what they were up to, I would happily leave my kitties in her responsible hands any time I go away! Thank you so much for taking such good care of my babies!!”
About: I love all dogs- big and small! I have a medium sized (aprox. 60 lb) female mutt who is really easy going. She gets along really well with other dogs and people. We go to Maple Grove dog park every day, and would love to have your dog join us. I have had many different dogs over the years, big and small. During your dog’s stay at my home I can help to to train your dog to behave, teach them tricks, and - of course - love them to bits! Really, in my opinion, dogs are the best! I am home full time to take care of your fur baby. When your dog is in my care, my focus is on them alone. I have a fully fenced yard and a very easy going pup to play with (or help train) your pup. Your dog can sleep on a dog bed, couch, or in bed with me!
About: We’ve always been happiest with a dog in our home. With one of us working from home full-time, we’re able to give visiting dogs steady company throughout the day along with the walks, playtime, and routine they’re used to. After caring for our girl Nora for 17 wonderful years, my husband and I have lived through every stage of a dog’s life and still miss having that energy around. We already look after the pets of friends and family, and we’re excited to welcome a few more furry guests. We tailor each stay to your dog’s usual needs, whether that means long neighbourhood walks, extra exercise, or trips to the dog park. We’re big believers in keeping things consistent for the dogs we watch. If your pup has house rules, feeding schedules, training cues, or favourite spots to nap, we follow them closely so their stay feels familiar and comfortable. We reinforce the habits and boundaries you’ve already worked hard to build. Caring for our own dog through a few medical challenges taught us how to handle medications, mobility needs, and gentle support for older pets. If your dog needs special care or a bit of extra patience, we’re comfortable providing it. During the week, there is always someone at home, and weekends are usually spent together too. If your dog enjoys little outings, we’re happy to bring them along on pet-friendly errands or quiet park trips. If they prefer a slower pace, we’re just as happy to relax on the couch and keep things calm. We’re simply hoping to bring a bit of that tail-wagging joy back into our home and make your dog feel safe and loved while you are away. My husband works from home and I work 20% at home and 80% in office. We are both off evenings and weekends. We have a 17 year old teenager as well who is eager to help out. When it comes to your dog’s safety and comfort, we’re your people. We treat every dog like they’re part of our family—so much so, we’d probably share our snacks with them if they gave us that “sad puppy eyes” look. Hopefully we would make them do a trick first. Our yard is fully fenced, which means no escape artist dogs on our watch! While we love giving dogs the run of the yard, we also recognise that some dogs need to have their own space. If your dog has a special bed, crate, mat that brings them comfort bring it. This ensures they have a place they can feel comfortable in. For success we know following usual routines make your pup feel comfortable and safe as possible. Basically, your dog will be treated like royalty… but with more belly rubs.
About: I’ve taken care of different kind of pets all my life. My family has a German shepherd who I care for when needed for my parents and I am the standard pet sitter for all my friends. For everything from a bunny to a boxer! I also live in very close proximity to Kilcona dog park if your pet enjoys dog parks! I currently work full time but work from home one day a week. I do travel for work but when at home am done by 4 and have all weekends off. My schedule is very adjustable if needed. I am able to board on weekdays as long as your pet is able to be alone for approximately 8 hours on a weekday! I have a fenced yard and a pet safe home. I have no animals currently so your pet would get all my attention. I live in a two floor house so your pet is free to roam and I have a very dog friendly home as far as furniture goes!
“I was hesitant to hire someone I didn't know to care for our cats, especially because one is diabetic and requires insulin injections. Kathryn put my mind at ease and made sure they were well taken care of and happy! i would definitely hire her again.”
“I had a very positive first experience with a Arissa. I only needed two visits, and everything went smoothly. She was reliable and responsible. Communication was easy, and I felt comfortable knowing my cats was in good hands.”
About: I've cared for pets, mostly dogs and understand how important it is to keep them comfortable while their owners are away. I know that makes them sad so I do my best to make them happy/cheer them up. I'll make sure your pet feels safe, happy, and well cared for. I'll also keep you updated with messages and photos so you know how they're doing. I work hybrid (some days from home some days in the office) so pet care fits well into my routine, and I enjoy making time for walks, playtime, feeding, and maybe some snuggles. I do my best to keep pets on their normal schedule so they feel comfortable and settled if doable with the schedule. Your pet's safety and comfort are my top priorities. I do my best to try and learn their personality and apply any special instructions before caring for them. Whether I'm looking after them in your home or mine, I'll provide a calm, safe environment and follow your directions closely. I'll treat your pet like they're my own and keep you updated along the way.
The median cost per visit for pet sitting in Winnipeg is $25
Pet parents share their Rover experiences - Winnipeg
We couldn't ask for a better sitter! They visited our cats daily, made sure they were fed their wet food, and spent quality time playing with them so they didn't get lonely. The daily photo updates and communication gave us complete peace of mind while we were away. Reliable, attentive, and incredibly trustworthy—we will definitely be booking them again!
It became evident very early in that we had chosen the right pet sitter with Christine. She has a sincerity about her that made us feel secure. That feeling was quickly affirmed when receiving daily pics - videos and updates from her. We could see that our cat felt comfortable and safe w her- satisfying our main objective. As to the security of our home- she was top notch - surprising us with extras like reporting on the condition of our yard and neighbourhood after the bad storm - removing the sitting water from our screen house roof and taking care of smaller but important details like mail. Our cat looked as fat on our return as before we left! Highly recommend!
I had a wonderful experience with Duha! She took such great care of my cat, kept me updated, and made sure my cat was comfortable while I was away. It gave me so much peace of mind knowing my cat was in such caring hands. Thank you so much for your kindness and excellent care of Kiwi!
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 pet sitting
1. Search
Browse profiles of sitters near you who offer pet 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 pet sitting - Winnipeg
Select a filter and find qualifying sitters offering pet sitting.Sitters in Winnipeg average 5 repeat pet sitting clients
FAQs for Pet Sitting - Winnipeg
Frequently asked questions about Rover
The average cost of Pet Sitting in Winnipeg is $28 per visit as of November 2026. Most bookings cost between $17 and $43 per visit. On Rover, 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 380 sitters on Rover for Pet Sitting in Winnipeg. About 88% 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.
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.
You can coordinate how much supervision you want directly with your sitter. While every sitter’s schedule varies, here are some examples of supervision by pet care service:
- Boarding or doggy day care: Many sitters can provide frequent companionship because they design their day specifically around the pets in their care or work from home.
- House sitting: Your sitter generally stays in your home for the requested duration, which may include overnight care. They may step out briefly to visit other pet clients, but your home remains their primary base.
- Drop-in visits or dog walking: These can be scheduled in 30- or 60-minute windows (and can be shorter or longer at your request) to help your pet receive dedicated attention and care during those specific times.
Interested in constant or 24/7 care? This service often incurs an additional fee but many sitters are happy to discuss this option with you.
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 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.
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 tips for your first Meet & Greet.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
Payment is handled securely through Rover. For a one-time booking, your payment method is charged at the time of checkout when you submit your booking request. This charge will include fees payable to Rover. Your booking is confirmed once the sitter accepts it.
If the request is not accepted, the pending charge is released in 1-7 days. How long it takes to disappear from your account depends on your payment provider.
For eligible recurring weekly services, you are charged for the first week when you book and then each Monday for the upcoming week. You’ll see the full price before you confirm. Always pay through Rover so your booking remains eligible for the Rover Guarantee and support.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. On Rover:
- 87% of sitters can help with special care needs
- 90% can help with giving oral medications or injections
- 93% 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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