House Sitting Winnipeg
Find a loving house sitter to watch over your pets and your home.
Over 909 pet parents in Winnipeg have booked house sitting
Winnipeg, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
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.
“Brena stayed at my home for a week with my formerly feral cats. I was nervous about leaving them because they are still very wary of almost all people. As it turned out, I had nothing to worry about. Brena has good instincts. She was patient with my guys and, in only a few days, she won them over. I know this because of our frequent correspondence and the photos and videos she emailed to me. In addition, she took good care of their feeding, litter cleaning, etc. and my home was very clean when I arrived back. I very highly recommend Brena. I couldn't be happier and am looking forward to travelling again.”
“Hayley is a lovely person. She sent pictures and updates daily. I returned to my pet being super happy and my house being clean. This was my first time having someone stay in my house, as opposed to having someone drop in or boarding Figgy out- and it was great. Thanks Hayley!”
“I am very happy with the service Cassandra provided for me and my pets. She was a great care taker to them while I was away, giving me updates on how they were doing and consistently communicating with me. When I returned my dog and cats were happy, fed, and played with! If you need a pet sitter I highly recommend booking Cassandra, I know I will be in the future!”
“Rose is fabulous! I had her stay overnight to look after my dog and cat. She loves animals and they love her back. Lots of pictures and texts with updates. Skye and Quinn love her! 5 out of 5 will definitely book Rose again!”
“Always grateful for Billie-Lyn and her care! She’s always very communicative, quick to respond, always leaves my house spotless, and my cats like having her around!”
“Princess was incredibly thoughtful, sent us updates regularly throughout the weekend and our fur babies loved having her calm energy around. I look forward to booking with her again!”
“Kathryn was a great house and dog sitter. Daisy got incredibly sick when I was away, and Kathryn was able to take her to the vet to get checked out. She handled a very stressful situation with grace.”
“Ann looked after our Rottie Karma for a week while we were gone. She was consistent with photos and updates, and all I can say is we couldn’t be more grateful to her! She is an amazing sitter and we will love to use her in the future. Thanks so much for such a great job!!!”
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.
“Our 3 cats were in great care with Kinsey! 2 of our girls were unexpectedly on some medication during the sitting and Kinsey handled that with no problems. She was very proactive with setting up a meet and greet and making sure any information she needed was clear. We came home to happy cats and a clean home! Would book again for sure !”
“We had Jessica and Joel watch our three huskys for a full week, which is no easy task, I know what a handful they can be. This was our first time leaving them, but we were reassured that everything was going well with loads of silly pictures during our trip. Not only does it seem like the dogs had a blast, there was no "husky glitter" aka mountains of fur, when we got home. Infact, the house was spotless. We will definitely book Jessica and Joel for any future trips!”
About: ✨ Exciting Update: I’ve launched a new joint Rover account with my partner Kuljit—because he’s been my behind-the-scenes helper on every booking! Together, we bring years of pet-care experience (yes, we adore special-needs kitties 🐾). Now, you can officially book us as a team here (copy & paste into your browser): https://www.rover.com/sit/kuljis57485 Or search “Kuljit” in Winnipeg sitters. Hi there! I’ve been surrounded by animals since my teen years, and caring for them has always been second nature to me. I currently have a sweet cat of my own, and my family dog lives back home with my parents—I miss him dearly! I’m a proud cat lover (yes, full-on cat lady energy!) and have had the pleasure of looking after many wonderful cats over the years. You’ll find some of their adorable photos in my profile. I work from home full-time, so I’m always around to give your pet the attention and care they deserve. My apartment is spacious, filled with natural light, and has big windows perfect for birdwatching (aka “cat TV”) and sunbathing. Your pet will also have a calm and friendly feline companion while staying with me. I also have experience caring for cats with medical needs—whether that’s administering medication, special diets, or just a little extra TLC. If your fur baby needs any special attention, I’m more than happy to accommodate and provide the love and care they need to feel safe and comfortable. Your pet’s happiness and well-being are my top priorities. I’d love to welcome them into my home and treat them like one of my own while you’re away.
About: I've had cats, dogs and sometimes rats for over a decade. Animals in my care get meals on time and attention and affection when they want it. I am currently available to pet/ house sit most of the time. I will be in the home most of the time, with excursions lasting no more than 4 hours. I will happily clean up after animals and myself, water plants, bring in mail, and of course care for the animals. I do not walk strong and/ or badly trained dogs.
“This was my first time using Rover and I felt so fortunate to find Katharine! Her calm demeanour and knowledge about special needs dogs made her a perfect fit for my rescue dog, Parker, who can be slow to warm up to new people. Parker connected to Katharine right away and I was able to breathe a sigh of relief going on vacation and knowing Parker was in loving, trustworthy hands.”
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: 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.
“This was the second time Cindy stayed with my crew and she's so great with them! I have a reactive dog and 3 cats (2 of them on the shy side) and not only does she handle each of their individual personalities and needs like a pro, she genuienly enjoys the weird little things that make them who they are. It's a HUGE relief to find a sitter who's equally capable with all 4 of them *and* who understands and has limitless patience for my anxiety about leaving them. If I could leave more stars I would!”
About: Hello! My name is Hadas and I am a dedicated pet sitter and dog walker based in Winnipeg. I am 26 years old and work full time from home during the week so my schedule is flexible. I have a passion for caring for animals, and I specialize in providing services for both cats and dogs. I am a big animal lover. I currently have three cats (one senior) and have experience with puppies and senior dogs. 🐶🐈⬛ I currently work home full time Monday to Friday 8-4:30. I am always home during the weekends as well. I have a very flexible schedule and can be with your pet all the time and give it all of the love and attention they need and deserve. My home is a very clean, organized and safe place. I have three cats who love dogs. Two of them are four years old and the other one is 11. They are all in great health condition, are fixed and have all their vaccines. We recently had our senior dog pass away and they all got along great. As long as your dog is cat friendly there won’t be an issue.
The median cost per night for house sitting in Winnipeg is $50
Pet parents share their Rover experiences - Winnipeg
Ann looked after our Rottie Karma for a week while we were gone. She was consistent with photos and updates, and all I can say is we couldn’t be more grateful to her! She is an amazing sitter and we will love to use her in the future. Thanks so much for such a great job!!!
Misilyna took the best care of our boy Tony when we went on vacation. This was the first time leaving Tony with someone other than family and we were a little nervous. Misilyna initially did a meet and greet with us , and answered all our questions. We knew it was a great fit from that initially interaction. She has a very calm energy and Tony immediately gravitated towards her. During our vacation she sent us a detailed daily updates on what they did that day along with pictures. She gave Tony constant attention from taking him on lots of walks, playing in the backyard, chasing him around the house or giving in to his demanding need for constant pets. It helped us enjoy our vacation knowing he was being taking care of. I would recommend Misilyna to anyone needing doggie care, she was fantastic!
We were so happy with the amazing care Cassandra gave to our little cat Gracie. We could look forward to a picture - pictures! - and a note from her everyday. It certainly made our three week trip more enjoyable knowing that Cassandra was in charge! We returned to a happy, healthy pet! We would recommend Cassandra to anyone looking for a responsible, caring pet-sitter.
Brena was great with our dog! Before we left, she met with us and our dog to go over the house details and his routine. While we were away, she sent updates with pictures and videos every day, which we really appreciated. It’s hard being away from him, but seeing that he was doing so well made it much easier. She followed all our instructions, kept to his routine, and he really seemed to enjoy spending time with her! We would definitely have Brena watch our dog again and would recommend her to others!
Maggie was absolutely wonderful with Daisy and Kami! She took such great care of both our dog and cat, and we felt completely at ease knowing they were in her hands. Maggie was caring, attentive, responsible, and kept us updated with photos while we were away. It was clear that Daisy and Kami were happy and well cared for. We would highly recommend Maggie to anyone looking for a trustworthy and caring pet sitter, and we will definitely have her look after Daisy and Kami again!
We could not be happier with the cat/house-sitting provided by Hayley! Highly recommend her and will use again. Hayley kept great communication and sent lots of cute pics of our cat while we were on vacation. When we returned, the house was exactly as we left it and our cat seemed happy and well-cared for. Hayley had an excellent approach to our cat to make sure he was comfortable and she followed our feeding instructions perfectly. Thank you!!!
Our small dog doesn't like many people, but he doesn't freak out with Rp. We were able to leave for 5 days this time and are planning a two-week vacation and having Rp come back for that. When we came home this time, it was like no one had been in the house as it was as tidy as we left it. Rp communicated frequent updates about how our little guy was doing, so we felt we knew what was going on. Rp showed great care and concern for our dog. It was the best scenario we could have hoped for!
Arissa took such good care of our dog while we were away on a long trip. Great communication and we appreciated the daily updates with photos. Our dog is reactive on walks and it sounded like she did a great job of managing the walks so that they were calm and pleasant for everyone. Would recommend!
Thank you Andrew for taking such good care of my cats and fish! Everyone is healthy, happy and spoiled. I will for sure remember you the next time I need a petsitter. I had massive relief when I came home and found everything is normal, lol! This was the first time I've used a petsitting service and I definitely will use them again.
Sarah was a delight to meet again, and her love of animals is such a wonderful attribute. She has a wonderful heart and will go above and beyond what’s required. Always very professional, keeps notes of my dogs from before (she walked them the other week) and can’t fault her approach – she certainly makes my tail wag too!
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 house sitting
1. Search
Browse profiles of sitters near you who offer house 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 house sitting - Winnipeg
Select a filter and find qualifying sitters offering house sitting.Sitters in Winnipeg average 4 repeat house sitting clients
FAQs for House Sitting - Winnipeg
Frequently asked questions about Rover
The average cost of House Sitting in Winnipeg is $56 per night as of November 2026. Most bookings cost between $40 and $83 per night. 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.
As of November 2026, there are 257 sitters on Rover offering House Sitting across the city of Winnipeg. About 91% typically respond to requests within 60 minutes.
Enter your address and booking dates to see which sitters are available near you. You can also message multiple sitters to improve your chances of finding the right care.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Winnipeg maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Garbage & recycling: Taking garbage bins to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winnipeg walking routes, the location of your favourite pet store, and any specific quirks about your home’s security or appliances.
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!
You can find what you need to review a sitter on their profile before booking with them. Each sitters’s profile on Rover shows verified reviews, a background check, and ratings to give a glimpse of how their previous visits went. You can also use the Meet & Greet to walk through your home, identifying which areas, like your bedroom, are off-limits or not. Requesting details of your home security through the app can also be a good way to have your sitter keep you updated about your home.
If you have security cameras or doorbells, Rover asks that you disclose them to sitters before you book.
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.
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.
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.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. On Rover:
- 86% of sitters can help with special care needs
- 87% 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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