Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Winnipeg house sitters
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“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!”
“Hayley is very kind with my high energy 1 year old dog while also making sure to adhere to the boundaries and rules for behaviour that I have set with my dog. She asked great questions during the meet and greet, and made sure to clarify regarding scheduling.”
“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!”
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.
“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!!”
“Kristin was absolutely amazing with our baby girl, Jovie! 🐾 She took such great care of her, kept us updated the whole time, and made sure everything was perfect before we got home. It gave us such peace of mind knowing Jovie was in such loving hands. You can tell Jovie adores Kristin, and we do too! We’ll definitely be repeat customers — highly recommend her to anyone looking for a caring and reliable sitter. 💕”
About: I DO NOT OFFER BOARDING AS A SERVICE. I'm renting, my building is cats only and forbids tennants from boarding animals. I've had dogs all my life and cats since I was 14, though my true passion lies with reptiles and insects. I'm active and enthusiastic. I work part time with a varied schedule, I will be able to provide drop in visits before and after work as needed. All other days of the week I am free to take care of your pets and house. I will try to stick to your pets' walking and feeding schedule in your home as much as possible. I will scoop your litter boxes twice daily, morning and night.
“Carmelle was the best decision we could have made! She took amazing care of our 7-year-old Boston Terrier and our home. She is kind, patient, organized, and incredibly reliable. It was our first time having someone stay in our home, and we couldn’t have asked for a better experience. She handled Betty’s routine and medication perfectly and kept us updated with messages and sweet photos, even with a 15 hour time difference while we were in Japan. We would absolutely trust her again. Betty already misses her!! Thank you again Carmelle =)”
About: I have been taking care of dogs for about 8 years. I used to have a beautiful German shepherd of my own, and now I foster dogs through a local rescue. I work part time in a pharmacy right now, I love going for walks especially with fury friends! I work part time shift work, I have most evenings free and some mornings. I do work some weekends with days off during the week I have a fully fenced backyard and live close to walking trails and parks. I love baking healthy treats for dogs as well as frozen treats in the warmer months
About: I have taken care of friend’s and family’s pets while they were away travelling for the last couple of years. I also have a year of experience working at a dog shelter in Montreal. I work a night shift for FedEx from approx 3am-8/9am. So if you reach out for a booking after 4:30pm you will likely hear back overnight once I’m awake! If I board a pet at my home, there will be plenty of other dogs in my building to meet and play in the yard. If I dog sit at someone’s home, I do my best to keep them as comfortable as possible. I know it can be stressful when owners leave.
“Ellen was an amazing pet sitter for our elderly pug. I booked her for my parents who went away on a two week trip and it brought them so much reassurance and peace to know he was in good hands. She was attentive and caring and sent pictures and updates to my parents. I know we all really appreciated her. The house was well looked after as well. We can’t thank her enough, and would definitely use her services again. Thank you Ellen!”
“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!”
“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!”
“Nova had a great time with Nicole! She arrived in a timely manner, followed all instructions and sent great updates with pictures! We have nothing but great things to say about Nicole’s service and we highly recommend her for your pet sitting needs!!”
About: "I have lived with cats and dogs my whole life. Since I was a child, my parents taught me to love and care for them as if they were part of the family. I love playing with them, and I am very responsible when it comes to making sure they are well and meeting their needs. I work Monday to Friday, so I have the whole weekend to take care of and walk your pet with love, attention, patience, and great responsibility. For now, I cannot take care of pets in my home. But I will soon move to a new place so I can have pets, which is what I have wanted most since I arrived in Canada.
“Cory and Lauren did a fantastic job of looking after our two dogs while we were on vacation for a week. Our dogs and home were well looked after and we highly recommend them.”
“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!”
Over 1,067 pet parents in Winnipeg have booked house sitting
Winnipeg pet parents share their Rover experiences
We were so happy with our experience with Rp! He gave us lots of updates while we were away and sent pictures regularly, which we really appreciated. The dogs always looked happy, relaxed, and very well cared for. We could tell they were in great hands. When we came home, the dogs clearly loved him and “told us” all about their time together 😊 Knowing our dogs and house were being looked after so well allowed us to fully enjoy our trip without any worries. We were completely satisfied and will absolutely book with him again. Highly recommend!
Ellen was a fantastic puppy/house sitter, caring for our two small Morkies while we were away for a week. They are usually quite anxious, but they took to Ellen right away! Ellen sent us daily updates with photos and left the house exactly as we had left it. We are so thankful for Ellen and the amazing care she provided for our boys while we were away! I'd recommend Ellen to anyone who is trying puppy sitting for the first as she is thorough, kind and patient, always willing to learn about the dogs and their routine.
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!
Carmelle was the best decision we could have made! She took amazing care of our 7-year-old Boston Terrier and our home. She is kind, patient, organized, and incredibly reliable. It was our first time having someone stay in our home, and we couldn’t have asked for a better experience. She handled Betty’s routine and medication perfectly and kept us updated with messages and sweet photos, even with a 15 hour time difference while we were in Japan. We would absolutely trust her again. Betty already misses her!! Thank you again Carmelle =)
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!
Oleksii (Alex) was a wonderful pet sitter. He spent a ton of time at the house, which was so nice for our very social kitty (Athena). Athena was comfortable with him from the get-go and from the daily photos and updates it was evident that Alex loved her back like his own pet. When we got back Athena was happy and full of energy. Alex went above and beyond and also took care of the house too: he shovelled our driveway and walks several times, watered our plants, and left the place squeaky clean for our return. We were able to enjoy our two weeks away in full knowing that our kitty and home were in such good hands. Thank you!!
Craig was an excellent dog sitter (and house sitter). He communicated promptly, reached out if he was unsure about something and my dog was crying at the guest room door after he had left. The house was well cared for too and Craig was friendly and helpful throughout.
Alanna Y. stayed at our home for a week and looked after our senior cat. She took detailed notes during our initial meet and greet, and was extremely thorough and attentive. We immediately felt reassured by her genuine warmth and care. During our trip she provided daily updates including photos and videos, which we looked forward to viewing each day. ☺️🐾 She left our home in immaculate condition and even laundered her sheets and bedding. We would most definitely recommend Alanna! ⭐⭐⭐⭐⭐
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Winnipeg is $50
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 house 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.
Sitters in Winnipeg average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winnipeg on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 247 house sitters in Winnipeg. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Winnipeg house sitters respond in under an hour.
House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winnipeg.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winnipeg house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Connect anywhere with the Rover app
