Dog Sitting Winnipeg

About: We’ve always been happiest with a dog in our home. With one of us working from home full-time, we’re able to give visiting dogs steady company throughout the day along with the walks, playtime, and routine they’re used to. After caring for our girl Nora for 17 wonderful years, my husband and I have lived through every stage of a dog’s life and still miss having that energy around. We already look after the pets of friends and family, and we’re excited to welcome a few more furry guests. We tailor each stay to your dog’s usual needs, whether that means long neighbourhood walks, extra exercise, or trips to the dog park. We’re big believers in keeping things consistent for the dogs we watch. If your pup has house rules, feeding schedules, training cues, or favourite spots to nap, we follow them closely so their stay feels familiar and comfortable. We reinforce the habits and boundaries you’ve already worked hard to build. Caring for our own dog through a few medical challenges taught us how to handle medications, mobility needs, and gentle support for older pets. If your dog needs special care or a bit of extra patience, we’re comfortable providing it. During the week, there is always someone at home, and weekends are usually spent together too. If your dog enjoys little outings, we’re happy to bring them along on pet-friendly errands or quiet park trips. If they prefer a slower pace, we’re just as happy to relax on the couch and keep things calm. We’re simply hoping to bring a bit of that tail-wagging joy back into our home and make your dog feel safe and loved while you are away. My husband works from home and I work 20% at home and 80% in office. We are both off evenings and weekends. We have a 17 year old teenager as well who is eager to help out. When it comes to your dog’s safety and comfort, we’re your people. We treat every dog like they’re part of our family—so much so, we’d probably share our snacks with them if they gave us that “sad puppy eyes” look. Hopefully we would make them do a trick first. Our yard is fully fenced, which means no escape artist dogs on our watch! While we love giving dogs the run of the yard, we also recognise that some dogs need to have their own space. If your dog has a special bed, crate, mat that brings them comfort bring it. This ensures they have a place they can feel comfortable in. For success we know following usual routines make your pup feel comfortable and safe as possible. Basically, your dog will be treated like royalty… but with more belly rubs.

“Happy with Nicoles services. She took great care of Buttercup and included pictures and a video. She also kept our plants alive. Would definitely book again.”

Margarette R.

“Ellen did a great job of looking after Nellie. She was kind and caring and sent regular reports. She also gave Nellie her nose drops as required. We would happily have Ellen back to care for Nellie in the future.”

Susan C.

About: I’ve had dogs as pets my whole life, and I have about 10 years of experience pet sitting for friends - both cats and dogs! I also have some experience caring for pets who require regular medications. I’m currently working full time in downtown Winnipeg, with my day typically ending between 3-4pm! This makes it easy for me to stop by your place for mid-afternoon walks and potty breaks for your pets! I am also comfortable staying overnight if you go out of town and can’t bring your pets with you :) I have many years of experience walking dogs of varying sizes on leash, and some experience with leash training! I am comfortable crating animals who require it as well.

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.

“I cannot recommend Memphis enough! This is the third time she has cared for our cats while we were gone, but this time for 3 weeks! Our cats were very well taken care of. They kept their usual routine and played a lot. They were relaxed when we arrived, which tells us they had a great time with Memphis again. The place was clean and organized when we arrived. Everything was perfect, and we will definitely book Memphis for any future needs. Thank you!”

Tamara S.

About: I have over 7 years experience working with dogs. 4 years experience full-time dog walking and worked at a pet rescue shelter for 2 years. Your furry family member will be in good hands with me! I am currently working dog walking and am away 3 to 4 hours on weekdays. Otherwise I'm home with my dogs and yours. Dogs can be left out in home or crated depending on their training. I have a fully fenced in yard with room for your pup to play or relax with my 2 dogs. Your dog will be part of our family while staying in our home and treated as such.

“This is the second time Gabrielle took care of Birdie and both times were great! Gabrielle kept things very tidy and I loved the pictures I got every day :) thank you!”

Madeleine G.

“Megan was great! She took such good care of our two cats, Lily and Daisy, while we were away. She sent tons of photos from every visit, which made us feel really at ease — it was so nice to see them happy and relaxed. Megan also went above and beyond to help out with a small issue at the house while we were gone, which we really appreciated. We came home to two chill cats and everything in perfect order. We’d absolutely book with her again and highly recommend her to anyone looking for a caring, dependable sitter!”

Ryan N.

About: I have owned and taken care of dogs, cats, birds, rabbits, fish, newts, snakes, hamsters and guinea pigs since I was 10 years old. I have been a breeder of Old English Sheepdogs and Himilayan Cats. I love all animals and treat them with kindness. I am retired and available to board 1 animal in my house over night or 2 animals for daycare during the day. I can take care of several animals in pet owners homes or walking each day. I have a fenced yard and a house that is used to having animals in it. The animals can be cared for in the same manner that I would take care my own pet. All rooms in my house are pet friendly with the exception of the living room that I keep the door closed to. Whatever style of care you choose for your animal is exactly what I can provide. They can be free range or contained in one space, day or night. I always let your pet guide me in the way they want to be cared for. If they are timid I wait until they warm up to me and if they are friendly and brave, I pick them up and give them rubs and scratches as soon as they arrive.

“Monica was so wonderful to have look after our 3 cats. She sent a lot of photos and was very communicative. We look forward to hiring her again in the future 🥰”

Jordana H.

About: Located in beautiful Wolseley, but can travel nearby. I am Fear Free Shelter certified and I volunteer with two animal shelters. I have completed all required training to understand body language, temperament and behaviour and can connect with both friendly and timid dogs. We foster dogs, and have lots of experience with shy or injury-recovering ones who need special attention. Our own dog is a beautiful shepherd who we rescued from a shelter in Morden and we have had the absolute privilege of watching her learn the world isn't so scary. Our second is a little French bulldog who we foster-failed and decided to keep. I love all dogs and would love to spend time with yours! I work full time, but my schedule is flexible. I work from home Monday and Friday and can pop over to hang out during the day, and am free every day after 4:30. My weekends are usually wide open as well. We have two dogs and one cat, and while I couldn’t board your pet at my place I’m in a very central location and could easily commute.

About: I’ve been a lifelong dog lover and have had the privilege of raising both rescue dogs and a purebred Golden Retriever over the years. Each one has shaped how I care for animals—with patience, understanding, and a lot of love. In our home, pets truly are family. Their happiness, comfort, and well-being are always a top priority, just as if they were children. I understand how important it is to trust someone with your dog, and I take that responsibility seriously. I’m known for being kind, conscientious, and reliable—not just with dogs, but with people too. I’ll always communicate clearly, show up when I say I will, and make sure you feel confident your pet is in good hands. I’m currently working part-time, which allows me to dedicate quality time and attention to the pets in my care. My approach is simple—I care for every pet as if they were my own. That means plenty of exercise tailored to your dog’s individual needs, along with a strong focus on mental stimulation through enrichment, play, and engagement—not just walks. In a client’s home, I respect your pet’s routine and environment, keeping things as consistent as possible to reduce stress. I make sure they receive plenty of attention, exercise, and mental stimulation, while also giving them the patience and calm presence they need to feel at ease. I care for every pet as if they were my own—prioritizing their comfort, happiness, and well-being at all times.

About: I have had pets all my life and I have several years of hands-on experience caring for animals. In high school I worked at a dog daycare, after I graduated I worked at a pet store for about a year. For the past 2 and a half years I’ve worked at an animal shelter, where I have gained lots of experience caring for lots of animals with all different personalities, needs, and medical requirements. I have 3 cats from there, they are all blind and two of them are also deaf. Caring for them has given me lots of experience caring for pets with disabilities and helping them thrive. One of my cats requires a daily medication due to anxiety and I have other experience with other kinds of medications due to my other cats going through surgeries in the past. Every pet deserves all the love they can get! I care deeply about all pets getting the care they need and making sure they are comfortable and they feel safe and happy! I am working full-time. I work Tuesday-Saturday. I am free all day on Mondays and on Sunday afternoons. From Tuesday-Saturday I am available anytime after 5pm. I will follow the clients instructions on what to do in their own home and how to care for their pets in the best way possible.

“Jordan was fantastic! Very conscientious and caring about our two cats and making sure they ate & drank and got some love. He even got our fearful boy to come around and accept pets and belly rubs. He was great with communication and sent many photos of his visits. We will definitely book with Jordan again!”

Jen O.

About: Hi, we are Kamill and Leo and we are huge dog loversss! 🐾 I have three rescue dogs back home: a Rottweiler, a Pitbull, and a Chihuahua, and I used to take care of them every single day, from walks and baths to playtime and lots of love. Leo also has his own dog, Natasha, so being around dogs has always been a big part of our lives. Now that we’re away from our own pups, we really miss having dogs around, which is why we love doing dog walking and pet sitting. It honestly feels really special to us, because we get to care for dogs the same way we care for our own. We’ll always make sure every dog feels safe, loved, and happy on every walk ❤️🐶 Leo and I have a lot of flexibility in our schedules since we both work from home most of the time, so it’s really easy for us to fit pet care into our day. We’re able to take breaks for walks, check-ins, and give dogs attention throughout the day, and we always make sure everything is planned around their needs. We care for pets by following their routine closely, including feeding, walks, and playtime, and always making sure they feel safe and comfortable. Since we both work from home most of the time, we’re able to give them lots of attention throughout the day and treat them like our own

“My second time using Andrea. The boys like her and she takes good care of them. As this was a longer trip, she did a little extra to keep the boys happy... much appreciated”

Alexa R.

“Great experience working with Amanda! She bonded well with my cat and I felt confident he was well-cared for in my absence. She provided very sweet visit updates and pictures. Highly recommend!”

Margot K.

About: Nothing is more precious than your pet’s safety and well being and so is your peace of mind when you are away. Let me provide a home for your pet or keep him/her at home. Safe and well looked after. I have the time, the love and will to keep your pet safe and well looked after. That’s is a commitment you can trust. I am a previous dog dad and I’m able to care for puppies as well as senior dogs. Experienced at house breaking puppies and providing schedule and structure to their day. Over the years, I have looked after friends and families pets. Both short and long term. Sometimes up to 6 weeks in a row. I am retired and free to go anywhere.

“Princess was a delight to meet and she really connected with Indie who is still a pup. Princess always arrived early so I could count on the fact that she was ready to sit with Indie. I would definitely recommend Princess and I know Indie will be looking forward to seeing her again.”

Genella M.