Dog Sitting Winnipeg

About: I've had dogs since I was a kid, I'm used to big, high energy, and stubborn dogs of all ages! We've been fostering pups on and off for over a decade. We have a senior dog and an 11 month old puppy at home and have cared for 5 foster pups in 2026 alone. I'm currently off work with a disability and have been taking care of dogs and puppies on a volunteer basis/as a foster. I'm taking a break from fostering and figured I could do this in the meantime! Since I'm not currently working I can offer a lot of time, energy, training and care to a dog. We have a 11 month old female husky x puppy at our house who is incredible with other dogs and loves to play all day long! We have a fenced yard. I'm home all day, and my wife works from home so we can hang out with and keep an eye on your dog(s). We can crate your pooch if necessary overnight or if we need to pop out and we have small medium and xl crates at home. We have 2 kids at home 14 and 4 who love to help out and play.

“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.

“Nicole sent pics and alerted us that the cat was sick on the carpet and offered to clean it up. The cats seemed very chill and happy when we got home.”

Dave G.

“Ellen was amazing! Provided great communication and made sure to send pictures each visit so I knew Dixie was doing OK. Thanks so much for your help Ellen! Would definitely book again ☺”

Jarrett M.

“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.

“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: 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.

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.

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.

“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.

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.

“Lucie goes above and beyond! She’s amazing with our little goldendoodle puppy, Pip, who feel in love with Lucie immediately! Shes calm and playful with our pup. I would highly recommend Lucie.”

Holly L.

About: I provide reliable, attentive care for active and playful dogs, making every walk, drop-in, or play session safe, fun, and tailored to their needs. I’m experienced with puppies and high-energy adult dogs, ensuring plenty of exercise, play, and mental stimulation, while also offering calm, structured attention. Detail-oriented and dependable, I follow each dog’s routine and provide love, care, and regular photo updates so you always know your pet is happy and safe 🐶 I have a flexible schedule and am happy to accommodate walks, drop-ins, and play sessions at times that work best for you and your dog 🎾 Whether it’s a morning stroll, an afternoon visit, or a quick play session, I can adjust my day to make sure your furry friend gets the attention and care they need 🐾 When caring for pets, their safety and comfort are my top priorities. During walks, I keep dogs on secure leashes, watch for hazards, and make sure they get exercise in a safe and controlled way. During drop-ins, I follow each pet’s routine, provide food, water, and attention, and ensure they are happy and secure in their own home environment. I always treat your home with respect and make sure pets feel calm, comfortable and cared for 🏠

About: I have 2 years of experience plus Im a dog trainer. i have one husky and a cat in my house They both are Friendly. There’s a off leash park just rights beside my appartment and Pickup drop off service available I love spending time with pets and After every 2 hours i take my Pets to park to get socialized in pack of dogs . I have special diet available if needed and Im pretty experienced with pets. Plus I love spending time with any kind of pet breeds rather big or small.

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

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 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.

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.

“Alicia did a great job looking after my cats and communicating with me daily on her drop in visits. I really appreciated the pictures she sent while I was away.”

Evelyn S.

About: Growing up with 2 cats helped me develop caring skills like playing, brushing, cleaning up after. Having family with different kinds of dogs has shown me just how different each dogs needs are, and ways to meet those needs. I am currently working full time 7am-4pm, Monday to Friday. Im free after to tend to and take care of your furry friends! Currently, due to my living situation I cannot board, but I am happy to walk, sit, and visit with any pets you have! I care a lot about providing a safe service for any clients, and catering it to their needs. I bring a fun and welcoming personality to the table to make sure your pets feel comfortable and ready to play as soon as I show up!