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.
“Our kitties loved Brena and we did too! Communication was great with lots of photos and cute updates. The cats enjoyed tons of play and snuggle time and were fed on schedule with litters scooped regularly. She was able to independently problem solve and showed respect for our home, leaving it exactly how she found it. We have already booked Brena for our next vacation!”
“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!”
“Kristin took care of our dogs amazingly! Chico and Juno warmed up to her very quickly, and we were sent many photos of the dogs throughout our vacation. She also cleaned our house before our return, such as the bed sheets and blankets in the room she was staying in, and Juno’s diapers. She’s an all-around amazing pet-sitter!! Thank you so much Kristen!”
“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!”
“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.”
“This was our first time having a house sitter with Rover. We were nervous but truly did not have to be with Ann. She was amazing and provided updates throughout the day. You could tell Maddie and Moe were happy. Highly recommend Ann.”
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.
“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.”
“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!”
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: 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.
“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: I've been a cat owner for most of my adult life and have also done cat sitting, dog walking/sitting for friends and family over the years. Starting at the end of August I'll be working part-time (4 days per week) and can do early morning visits/walks or late afternoon early evenings. I treat all my own and other's pets with lots of love. I generally prefer animals to people and most people would say I'm a natural with animals.
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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