House Sitting Winnipeg
Find a loving house sitter to watch over your pets and your home.
Over 816 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%.
“hayley was wonderful. she immediately walked over to Gracie the moment she walked in the door to get to know her. she cared for Gracie perfectly including my wife's instructions on how many treats to feed Gracie each day. she kept the house tidy, and even put out the garbage on garbage day. she washed the sheets before she left. Gracie enjoyed each day with Hayley, and looked sad to see her go. don't worry Hayley, you will be catsitting Gracie before you know it. i would be happy to provide a reference to anyone who is thinking of hiring Hayley”
“Brena did a great job looking after our Bullies. She asked questions to make sure their needs would be looked after and sent numerous photos. Will definitely book her again”
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.
“Maggie was amazing. She stayed in our house with our two cats while we were on vacation. Not only were our cats happy upon our return, but she also took great care of our house. We highly recommend her.”
“Kristin was so responsive to my pet care request and made arrangements immediately for a meet and greet. The transition to dog sitting was seamless. I came back to a healthy and happy dog and a clean house. Would highly recommend Kristin!”
“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!”
“Mary Anne was fantastic. She looked after our two whippets really well. She was extremely professional and friendly and we all look forward to having her house sit again in the future”
“Victor was amazing - great communication, gave updates, really cared about the pups, and was a pleasure to deal with. Pretty sure the house was cleaner when he was done than how we left it. 10/10 will hire again. Thanks Victor!”
“Natacha is an outstanding pet/house sitter. Very communicative, goes above and beyond in so many ways and most importantly really cares about the little animals. Highly recommend.”
“Caroline is a great calming presence for my 16 year old cat and hound dog with daily medications. So nice to have a trusted person in the home to provide for their needs.”
“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 !”
“Ann was amazing. Our springer spaniel, who doesn't like almost ANYBODY at first, took to her immediately. Ann demonstrated over and over that she cared for our dog as if he were her own, and sent consistent updates which were very appreciated. Would absolutely book with her again.”
“Came home to two well cared for and happy dogs. Billie is a good communicator and sent a picture daily to show how the pups were doing. She seemed to really enjoy them! I would book her again without hesitation she provided great peace of mind!”
“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.”
“Afton was amazing! She was very accommodating with my dogs reactivity and my nervousness to leave them for a few days. I really appreciate all she did for my girls and they had a great weekend with her.”
“Julianna was amazing with our German shepherd! We were in Calgary for a weekend and she did an amazing job baby sitting Bailey; she was prompt at responding and arriving, having fun with bailey and updating us with bailey’s shenanigans while I was away for the day! I highly recommend her for all your fur baby’s needs :)”
The median cost per night for house sitting in Winnipeg is $50
Pet parents share their Rover experiences - Winnipeg
Bethany was absolutely amazing! She watched our cat for two weeks while we were away in Europe, and we couldn’t have felt more comfortable knowing he was in such good hands. She was so great about sending us regular updates and lots of photos, which we really appreciated while being away for so long. She is so kind, trustworthy, and took such great care of both our cat and our home. We came back to the house incredibly clean, which was such a nice surprise after a long trip. It’s such a great feeling to be able to leave for an extended period of time and completely trust the person looking after your pet and staying in your home! We will absolutely be using Bethany again and would highly recommend her to anyone looking for a reliable and caring pet sitter!!
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!
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!
We genuinely could not have asked for a better cat sitter than Nick (Mykola). He went above and beyond in every possible way while caring for our four cats and our home for almost two weeks. Even before his scheduled stay, Nick carved out time to meet with us, learn our cats’ routines, and properly introduce himself to them. That alone gave us so much peace of mind. From the very beginning, it was clear that he took their care seriously and genuinely wanted both us and the cats to feel comfortable. Throughout our trip, Nick was incredibly responsive and always communicated with us quickly. When one of our cats needed veterinary attention, he immediately took the situation seriously, took the initiative to contact and schedule the vet appointment himself, and brought our cat to the vet when needed. Being overseas, that level of attentiveness and initiative meant more to us than we can express. We never felt like we had to chase him for updates or worry that something important might be overlooked. Because of him, we were able to actually relax and enjoy our trip without constantly worrying about what was happening back home. Knowing our four cats were safe, comfortable, and in such capable hands completely put us at ease. And somehow, he didn’t stop at taking amazing care of the cats. He treated our home with an incredible amount of care and respect. After living there for almost two weeks, he had swept, vacuumed, mopped, and left the entire place absolutely pristine. We came home to happy, well-cared-for cats and an exceptionally clean house, which was such a wonderful feeling after a long international trip. Nick is responsible, attentive, proactive, thoughtful, and someone we would trust with our cats and our home again without hesitation. We are incredibly grateful for the care he gave our little family. 1,000,000/10. Infinity/10. Would absolutely have him back again and again and again. 🐾❤️
Ann was so wonderful!! She was extremely communicative, respectful of our home, took exceptional care of our pup & sent a ton of photo updates during her stay. If you’re looking for someone that is reliable, cares deeply for animals & provides detailed info / updates, you should absolutely book with Ann! I would recommend her to anyone :)
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.
It's always been an excellent experience with Kate! She loves Mickey as her own which showed when i returned home to a calm & happy dog. She kept in touch while i was away & adjusted his needs to the HOT weather. I felt at ease knowing Kate is taking care of Mickey as I do. As a bonus, I returned to a tidier home than I left 😊 i hope to book Kathryn again in the future
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.
Meet local sitters who will treat your pets like family
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 for House Sitting in Winnipeg on Rover is $55.5 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting 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 House Sitting. For more information on service fees, click here .
As of September 2026, there are 235 sitters on Rover offering House Sitting across Winnipeg. Enter your postal code to see which available sitters are closest to your home.
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.
Tip: 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, identity 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.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a veterinary professional or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means Rover Support will work with you to find a suitable replacement as quickly as possible.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters 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.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
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