House Sitting Winnipeg
Find a loving house sitter to watch over your pets and your home.
Over 811 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”
“I highly recommend Carmelle ! She took wonderful care of our two cats Dilly & Ozi. It gave us such peace of mind knowing they were in such caring and reliable hands while we were away. Carmelle kept us updated with descriptive and wonderful messages and photos, made sure all needs were met and, most importantly, gave our kitties plenty of attention and affection. Dilly and Ozi can be particular about new people, but they grew close to Carmelle throughout her visits. We really appreciated Carmelle’s professionalism, reliability, and genuine love for animals. We wouldn’t hesitate to book them again and highly recommend them to anyone looking for someone trustworthy to care for their pets. Thank you for taking such great care of Dilly and Ozi! 🐾”
“Freya stayed in my home for 3 days and gave both my dog and my home exceptional care! Would highly recommend to anyone looking for someone to watch over their precious fur ball :) Will definitely boom her the next time we are out of town!”
“It was the first time I had someone housesit/dog sit, and Rp was great. He was really good with the pups and left the house clean. He took lots of pictures and provided updates throughout the two days. He was able to keep to my pups routines and allowed them to stay at home where they are most comfortable. It gave me peace of mind to know that Rp was caring for my pups. Will definitely use him again. Thank you Rp!”
“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”
“Kirsten looked after Flora, our 7 year old standard poodle, for a few hours when we were out for dinner. It was a very last minute booking, and we really appreciated her flexibility and responsiveness. Flora was mellow and happy when we returned, and Kirsten shared very cute photos with us. Thank you Kirsten!”
“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!”
“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.”
“Princess was great with my Bijou! She took charge right away so that Bijou didn’t notice me leaving which is a great thing. I appreciated the video I was sent showing my puppy being entertained and having fun. Since this was the first time I left my Bijou with someone other than family and friends, it was reassuring to see that my dog was enjoying being with another person. Thank-you Princess. Will definitely book with you again!”
“Great communication with Jessa beginning to end. She sent us updates and pictures. Felt comfortable and confident leaving Maggie in Jessa’s care in my home while we were on a weeks vacation: would recommend and will definitely be in touch for our next trip!”
About: I’ve been caring for dogs since I was 12, and it’s truly one of my favorite things to do! I love spending time with furry friends—feeding them, playing with them, and making sure they feel happy and safe. Since moving to Winnipeg four years ago, I’ve been the go‑to pet sitter for friends whenever they travel. They trust me because I follow their instructions carefully and treat their pets like part of my own family. I’d be happy to give your beloved companion the same loving care while you’re away! I’m working from home right now, so I’d really enjoy hanging out with a furry friend. I have plenty of experience caring for pets, and I’m flexible with my hours to make sure they get all the attention and walks they need. I’ll make sure your pet feels safe and comfy. With a balcony for fresh air, your furry friend will be happy. I follow instructions carefully and give lots of love and care.
“We really appreciated how attentive and calm Cael was with our three dogs. Communication was great, and we felt very comfortable leaving them overnight. She took the time to understand their personalities and routines, and the dogs seemed calm, happy, and well-settled when we got back . We would absolutely book again!”
About: I have hands-on experience caring for pets of different ages and temperaments, from energetic puppies to calm senior animals. I’m attentive to routines, feeding schedules, and behavioral cues, and I always prioritize a pet’s comfort and safety. I’m patient, reliable, and quick to adapt to each pet’s individual needs, whether that means extra playtime, gentle senior care, or basic training reinforcement. I treat every pet as if they were my own. At the moment, I am not busy with my main job, so I can devote as much attention to the animals as you need it. I provide pet care exclusively in the client’s home, where pets feel most comfortable and secure. I strictly follow all instructions given by the owner, including feeding schedules, walks, medication if required, and household rules. I make sure the environment remains safe and familiar, with no access to harmful items or restricted areas. I respect the pet’s usual routine, minimize stress, and provide attentive supervision and care. Trust, safety, and the pet’s well-being are always my top priorities.
“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!”
“Memphis was a great help in caring for the animals while I was away. It was great to know they were well cared for, and Memphis did a thorough job making sure the animals were comfortable at home. Thanks Memphis”
“Ellen was absolutely incredible with my fur son. Such great communication and updates with plenty of pictures for comfort. She left my place spotless too! Will absolutely book her again and would recommend her for absolutely anyone! Thanks, Ellen!”
The median cost per night for house sitting in Winnipeg is $50
Pet parents share their Rover experiences - Winnipeg
I highly recommend this pet sitter! She took excellent care of my cats while I was away, and it gave me real peace of mind knowing they were in such good hands. I really appreciated the care, attention, and kindness she showed them. I wouldn’t hesitate to book with her again. Thank you for taking such good care of my furry family!
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
Bethany has been absolutely wonderful with my dog Elliot, she had accepted taking care of our turtle ella as well with detailed instructions. Bethany house sat for about 6 weeks and did a wonderful job, for our first time leaving our pets behind she made sure our expectations were met and went above. Our dog is very hesitant with strangers so Bethany agreed to visit multiple times a week to make sure our dog was comfortable prior to the long visit. Bethany left our home very clean and tidy, and she is incredibly trustworthy. Looking forward to booking her in the future 😊
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!
This was my first time using Rover and I had the best experience with Billie-Lyn! She was respectful, caring and gave me so many updates/videos when I was gone for the weekend. It made me feel so much better knowing my pup was being taken care of! I would highly recommend her :) looking forward to using her 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!
From the first interactions, onward, Princess was kind, enthusiastic and communicative. You can feel her love and care for your pets instantly. She is so personable and lovely to chat with, and our boys instantly warmed to her While we were away Princess consistently sent daily text updates with pictures from mealtimes and walks, as well as medication administration so we could see in real time how our boy were being cared for. Princess always asked questions if she was unsure and prioritized safety, prompt communication and gentle, loving care. She truly loved our boys so well, we felt very at ease knowing she was there to give them everything they needed Absolutely will be booking with Princess for our future trips- the boys will be thrilled to have her back again 😊
We are so grateful for the amazing care that Arissa provided our two kitties. She went above and beyond caring for them and ensuring we received regular updates. Arissa was truly amazing and our kitties had the best time with her. It was sweet knowing that she truly got to know our two kitties and cared for the comforts they love. Arissa also went above and beyond in the way she left our home and we can’t recommend her enough. She truly loves pets and has a heart of gold!
Christine was very easy to work with. She was quite interested in getting to know Milo and willing to follow his schedule. We received daily updates, pictures and a video. Christine took Milo to the dog park a few times which he loved. The house was left very clean and we appreciated that she took care of washing the bedding. We would definitely recommend Christine to others considering her to care for their pet. She genuinely enjoys being around pets. We hope she’ll look after Milo again in the future. He was quite relaxed when we returned home and approved of all her attention. Thanks Christine!
Camila was an excellent dogsitter! She connected with our dog almost immediately, took her on lots of walks, sent photos and videos and seemed to really love hanging out with her the 5 days she was in our home. She is also very responsible and easy to communicate and make arrangements with. I would highly recommend Camila to care for your dog and home!
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 July 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 July 2026, there are 250 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.
Connect anywhere with the Rover app
