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 1,112 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%.
“This was our first time using Rover and Emilya did a great job with our Finley. She was on time and took great care of Finley while we were away. She sent us update and photos.”
“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. :)”
“Anne was great with Minky and provided reasuring daily updates. Minky is usually scared of anyone new, but warmed up to Anne quickly. We are so happy that she cared for Minly with such love while we were gone.”
“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 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!
About: I grew up with cats and have cared for them practically my whole life. I had a dog, that I trained from a puppy, in my 20s, and have cared for many other people’s dogs as well (including senior dogs). I also had fish and a frog as a teenager and have some minimal experience caring for rabbits and hamsters too. My current cats are formerly feral, one of whom is extremely anxious and takes daily medication for her anxiety so I understand how to care for especially nervous and skittish kitties. I’m also familiar with the signs of UTIs in cats and can be on the look out for them if your cat is prone to them. I have been a pet sitter for friends and family my whole adult life and am excited to expand my services to others in the community. My schedule, except for very early mornings, is pretty flexible. I can be available after 9 or 10am (depending on distance from my home) until 9:00 pm almost any day of the week. Upon first meeting new animals it’s important to allow them to come to me first. I get on their level and allow them to approach me to help establish myself as a safe person. I try to be a calm presence, using slow and deliberate movements; for cats I slow blink at them, for dogs, I avoid direct eye contact. I extend a fist for both cats and dogs and they can decide if they’d like to be touched by me. From there I pay attention to body language and suggestions from you on where your pet prefers pets and scratches. Play and treats (if allowed) are also really helpful in building a trusting relationship. As for other care - feeding, meds and walks, I follow the instructions you provide.
“Nicole was thankfully available at the last minute and did a great job taking care of our cat, Wall-E. She was reliable, responsive, and made us feel confident that he was in good hands. We really appreciated her help and would gladly book with her again.”
“Ellen looked after my two cats while I was away for a night and everything went smoothly. She came over beforehand to meet the cats and pick up the house key which was very convenient. Ellen took lots of lovely photos, and even managed to get my shy cat out of hiding! The house looks spotless and the cats are happy. Would highly recommend Ellen's services!”
“Misilyna was so great with Pico! She was very thorough when she checked in and sent plenty of photos. We really appreciated her updates during her visits. We’d recommend her in a heartbeat!”
About: Located in beautiful Wolseley, but can travel nearby. I am Fear Free Shelter certified and I volunteer with two animal shelters. I have completed all required training to understand body language, temperament and behaviour and can connect with both friendly and timid dogs. We foster dogs, and have lots of experience with shy or injury-recovering ones who need special attention. Our own dog is a beautiful shepherd who we rescued from a shelter in Morden and we have had the absolute privilege of watching her learn the world isn't so scary. Our second is a little French bulldog who we foster-failed and decided to keep. I love all dogs and would love to spend time with yours! I work full time, but my schedule is flexible. I work from home Monday and Thursday and can pop over to hang out during the day, and am free every day after 4:30. My weekends are usually wide open as well. We have a fenced yard, and one of us is home Mondays, Thursdays, and Fridays so the only time our animals are alone all day are Tuesday-Wednesday. We love to walk and have two dogs and a cat who all love other animals. We have foster animals here often so they are used to revolving animals in the house. Our frenchie is a little excitable at first which can freak some dogs out, but he settles down within an hour and then acts like nothing has changed.
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'm only available in the Wolseley, West end & St James, Osborne and surrounding areas for dog walks, drop-ins** I worked in the pet health industry for many years as a pet health insurance adviser and a pet health nutritionist. Not only have I had dogs & cats my whole life, I cared for my own disabled Italian greyhound named Milly for 11 years. I basically provided geriatric care for her on a daily basis, so nothing phases me. If your dog requires medication, I have no problem administrating it. My friends always say they wished someone loved them the way I love my dog, the Milly way. I'd be sure to give your dog the same love and care I give my own, plus all the photos you'd ever want! Very open schedule right now. I can make plenty of time to hang out with your pup or cat and can’t wait to meet them! I always do the sniff test before I get too close to a dog. It’s important to me that they trust me. Always ensure dogs are in leashes in public areas.
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.
About: I have had pets all my life and I have several years of hands-on experience caring for animals. In high school I worked at a dog daycare, after I graduated I worked at a pet store for about a year. For the past 2 and a half years I’ve worked at an animal shelter, where I have gained lots of experience caring for lots of animals with all different personalities, needs, and medical requirements. I have 3 cats from there, they are all blind and two of them are also deaf. Caring for them has given me lots of experience caring for pets with disabilities and helping them thrive. One of my cats requires a daily medication due to anxiety and I have other experience with other kinds of medications due to my other cats going through surgeries in the past. Every pet deserves all the love they can get! I care deeply about all pets getting the care they need and making sure they are comfortable and they feel safe and happy! I am working full-time. I work Tuesday-Saturday. I am free all day on Mondays and on Sunday afternoons. From Tuesday-Saturday I am available anytime after 5pm. I will follow the clients instructions on what to do in their own home and how to care for their pets in the best way possible.
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😊
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!
Carmelle has dropped in on our cat several times, and has become one of her favourite people! We know our kitty is in great hands with Carmelle, and we appreciate the photos and updates she sends while we are away. Carmelle is a true animal lover, and we would recommend her to anyone seeking pet care.
This was my second time having Nicolle watch Ninja. I was sad to leave my animal for this length of time (almost 3 weeks!), but Nicolle was very communicative, sent lots of photos and left detailed notes during my time away and did her best to try and win over my shy fluffball lol. This helped put my mind at ease and I would definitely recommend Nicolle to care for your fur babies!
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 on Rover is $28 per visit as of October 2026. Most bookings cost between $17 and $43 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 367 sitters on Rover for Pet 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.
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 .
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.
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 .
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, 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
- 94% 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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