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%.
“Brena took great care of our fur baby while we were out of town. We appreciated the many updates she provided and pictures she sent. We felt confident that Seamus was well taken care of, and will look to use a Rena’s services again in the future!”
“10/10 Would Recommend!! RP was extremely professional, informative, and provided me with frequent updates, videos, and pictures of my doggo while I was away. My home was well cared for when I returned, and I would most definitely hire him again!! He obviously LOVES dogs and it shows!!”
About: I have always loved animals, and as an adult I have been pet sitting for friends and family in lieu of owning my own. I find that being able to help my friends care for their little family members to be so rewarding especially because I have the ability to get to bond with them. I find spending time with animals to be centering, and so they help me as well. I am available evenings and weekends! I work full time Monday to Friday, but would be available in the morning and evenings as well as weekends to care for your pets When it comes to pets, they deserve attention and play. It is clear their basic needs are met, but when their owners are gone I think it is important to show them love and fun.
“Sara did such a great job taking care of my dog! She took her for walks, gave her lots of attention, and made sure she was well cared for while I was away. I felt completely comfortable knowing she was in good hands. I would definitely recommend her and would happily have her watch my dog again!”
“We loved having Kristin dog-sit for us! Kristin truly went above & beyond from buying our dog Odin a special toy to cleaning our oven! It made our holiday even more enjoyable having the peace of mind that Odin & our home were being so well looked after!”
“This is our second time booking Princess for house sitting; this time for a longer stay with both our dog and cat. Our pets love her and immediately feel at ease around her. Princess is incredibly respectful and tidy. I will be booking her again in the future!”
“I have the highest trust in Freya! Been using her for over 3 years and she’s been able to adapt as my cats needs have changed- now she house sits for me and it’s amazing!”
“Sharon was a wonderful sitter. She was responsive and gave us daily updates in form of pictures and videos. She also reached out with potential issues when they came up in order to ensure a healthy happy pup. We were nervous leaving Huxley in anyone else's hands, but Sharon kept our anxiety down. We will definitely be booking Sharon again!”
“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”
“I would highly recommend Hayley to anyone looking for a kind and responsible person to watch their pets. I have had Hayley watch my senior dog and 2 cats a few times now and both times she was great with communication and following instructions. The first time she watched them we were going through a weird transition period with a new kitten and Hayley was so adaptable and patient with my list of instructions:) I also would note that I booked the house sitting both times and she is so respectful of the space. I would definitely book Hayley again and again.”
“This was the first time we used Rover for our 8 yr old golden retriever who is very special to us and we couldn't have been happier with Jess and Joel. From the photos they sent we could tell our doggo was happy and calm, and then when we got home the house was spotless and they had even put the sheets in the wash. Having our dog looked well after was a relief and we would absolutely love to have them back! Thank you!!!”
“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: Due to my work with children, I tend to be a very patient person. This applies to all animals! Young or old. I have experience with dogs, cats, and guinea pigs. Due to school being online, I have a completely open schedule for pet sitting. I do tutor for about an hour during the evenings but I can work around everything. I strongly believe in crates and pens so your lovely pet does not hurt themselves. I always make sure to maintain constant communication with their owners.
“Callie was lovely and patient with our bonkers puppy. At our request, she gave us tips and feedback, and sent updates. She even bought Zoey a toy and left some basic groceries for us when we got home. We would have her back any time.”
“Towela did a great job taking care of my dog and two cats in my home. She was available to come pretty last minute, which was a relief. Towela was very communicative and sent lots of pictures and updates while I was away. She also left our house completely spotless! Would definitely book Towela again.”
“Bethany was so great and accommodating. My plans ended up changing last minute due to weather and she was nothing but helpful. My fur babies loved her and she left my place looking perfect. I would definitely recommend her as a house and pet sitter.”
“Cordelia was absolutely amazing! She took incredible care of our baby boy Radar, who’s a big Malinois mix with lots of energy. She handled him with so much love, patience, and professionalism—it gave us such peace of mind knowing he was in the best hands. She was sending us updates and keeping us feel the peace of mind while travelling. Not only did she care for Radar as if he were her own, but she also went above and beyond around the house. We came back to find everything spotless and beautifully maintained, which was such a wonderful surprise. We couldn’t be happier with her help and will absolutely call on her again and again. Truly outstanding—thank you, Cordelia!”
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.
The median cost per night for house sitting in Winnipeg is $50
Pet parents share their Rover experiences - Winnipeg
Bethany made us feel so confident and comfortable to leave our dogs and our home in her care for 2.5 weeks. She provided detailed updates multiple times a day and provided such good care and entertainment for our dogs. She left the house perfectly clean and cared for and we couldn't be happier! Completely removed the stress of leaving our dogs while on vacation. Thanks Bethany!
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 :)
RP was an amazing sitter! Thank you for taking the time to meet our dogs beforehand and for arriving extremely early in the morning to get re-introduced to them! I was nervous about leaving our dogs with someone else, but as soon as we left, I felt completely relieved. RP sent lots of cute photos and regular updates, so I always knew they were happy and well cared for, which eased my worrying completely. Our whole crew was clearly well looked after, and it was so nice to come home to a clean house. RP even stayed a little later than planned, which we really appreciated. I wouldn't hesitate to book again and highly recommend RP to anyone looking for a reliable, caring, and thoughtful pet sitter! You won't regret it!
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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