Dog Walking Headingley

“Shayleece has been here 11 days now and has built a relationship with Chewie. Chewie is excited to see her when she arrives which is a great sign. I’m thankful to Shayleece for walking the dog for me.”

Jeff & Christina P.

“Kristin was great, responded quickly to messages and was very flexible to arrange a meet and greet. Tucker loved her and enjoyed his walks while we were away. We would definitely book Kristin again.”

Lesley M.

“i just started having steve walk my 2 puppies but so far all is wonderful. my puppies were really happy when i got home and were relaxed as they had a chance to blow off some steam when out for their walk with steve. i have steve doing ongoing walks with them and it really gives me peace of mind and he has shown he is very trustworthy. thank you steve.”

Lenore C.

About: Hi there ! My name is Aimee, I’m a 22 year old University of Manitoba student athlete and of course an animal lover. I grew up around cats and multiple dogs that provided me with crucial experience in caring for pets through feeding, bathing, training, walking, vet visits, and lots of love and affection. I would love the opportunity to care for and keep active with your pets throughout this summer, as well be a help to those with busier schedules! I’m currently a University student who has a lot of free time through the week. I just finished my summer classes and will be returning back to school at the beginning of September, leaving me with plenty of free time throughout the weeks for the rest of the summer! In my personal life at home we have a long gated back yard allowing for lots of room to run around. I care for my pets and others pets by playing with them outside or taking them for walks if a backyard is not available. I love to be active and bring along my pups on any adventures that is safe for them. I follow a routine feeding schedule and always have water available, except after extensive physical activity for about 15 minutes. I have no problem with the pets up on the couch to rest, but have beds for them to lounge on as well!

About: Ive loved animals my whole life and Ive had dogs in my life for around 15 years. I love to train, play, walk and love dogs and you can guarantee that your fur babies will be in the best hands possible. I am currently without a job so i am free to be able to entertain and love your fur babies while you are unable to! I have a fenced in yard that will keep all dogs safe. I have a 13 year old shitzu who spends her time on the couch, a 2 year old goldendoodle who is so friendly and sweet and would love to play and go for walks. He follows a schedule of training and walks that he would love a buddy to join him or he is happy to stay at home while i walk your dog!

About: I’ve been caring for pets since I was 15, which basically means I’ve spent years being bossed around by tiny fluffy supervisors. From energetic puppies to “I’ll sit if I feel like it” cats, I’ve done it all including walks, feeding, playtime, and of course expert level belly rubs. I take their care seriously, but I also bring plenty of fun, patience, and treats with permission of course. Your pet will be safe, happy, and probably a little spoiled! 😄 I currently work part time, which means I have a very flexible schedule and plenty of time to care for your pets. I’m happy to work around your routine and do my best to accommodate your preferred times for walks, visits, or stays. Whether you need something regular or last minute, I’ll always try to make it work! Your pet’s safety and comfort are always my top priority. During visits and drop ins, I stick closely to your pet’s routine including feeding, walks, playtime, and any special instructions so they feel comfortable and stress free. I’m respectful of your home and make sure everything is secure before I leave. I always keep a close eye on your pet’s behavior and well being, and I’ll send updates so you know they’re happy and in good hands.

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: My name is Julia and I have been dog and cat sitting for over 7 years and have owned multiple pets. I love animals, and have a chihuahua, papillon and husky! My husky is 2 years old and we’re always out for walks, playing at the park and training. I am always mindful of space, mood and boundaries when interacting with any animal I am caring for. I have been a pet sitter for the past 7 years because I love meeting new animals and genuinely enjoy being around & caring for them. I would love to meet you and your pet (even though they really are family)! I am available for pet sitting and drop visits. I have a flexible schedule at the moment and am able to accommodate outside of already booked times I am always mindful of gates and fences / doors when letting animals outside. Making sure that doors and gates are closed as well as any escape holes covered. I am checking on the animals periodically throughout the day. I typically crate my large dog at bed time and let the two little ones sleep in bed with me.

About: I have spent the last 10 years walking and taking care of dogs of multiple ages. I am a university student who is looking for some odd jobs this summer, and thought since I love animals so much, I’d give this a try! We just lost our 16 y/o black lab/border collie mix in late June 2025 and I have gained so much extra patience and love for our old babies. I am open to walks, drop ins and staying with your pet while you’re away. I can provide references if needed! I look forward to meeting you and your pets During the summer time my availability will almost be entirely free. While you’re at work during the week, I’d be happy to come let your dog out or take them on a walk! If you’re planning a vacation I’d be happy to stay with your pet while you’re away Feeding, grooming, cleaning, walks or administering medicine. Spending time with pet playing or finding creative puzzles and treats to keep dog occupied and satisfied. Open to trying new things you do to take care of your pets!

About: For any boarding and sitting needs a charming 3-story house is great for cats lots of rooms to hide. The yard is not good for dogs, is the only drawback. Located conveniently close to downtown, assiniboine park, Corydon Dog-walking would make the most sense the neighbourhood is perfect for it, I enjoy an active lifestyle. I am a qualified shelter assistant at the winnipeg humane society where we walk dogs, and I am trained in other areas of care as well I come from a safe, reliable family we are all friendly caring and trustworthy Available full-time for house sitting able to provide constant care and attention. I like to play guitar and sing your pets may like it Clean, spacious house lots of love

About: Hello! My name is Hadas and I am a dedicated pet sitter and dog walker based in Winnipeg. I am 26 years old and work full time from home during the week so my schedule is flexible. I have a passion for caring for animals, and I specialize in providing services for both cats and dogs. I am a big animal lover. I currently have three cats (one senior) and have experience with puppies and senior dogs. 🐶🐈‍⬛ I currently work home full time Monday to Friday 8-4:30. I am always home during the weekends as well. I have a very flexible schedule and can be with your pet all the time and give it all of the love and attention they need and deserve. My home is a very clean, organized and safe place. I have three cats who love dogs. Two of them are four years old and the other one is 11. They are all in great health condition, are fixed and have all their vaccines. We recently had our senior dog pass away and they all got along great. As long as your dog is cat friendly there won’t be an issue.

About: I grew up around animals and have years of hands-on experience with both dogs and cats. I’m patient, reliable, and understand how to care for pets of all ages — from playful puppies to gentle seniors. I offer loving, safe walks and drop-in visits with full attention to your pet’s needs. I usually take care of pet walks after 4 PM and am available for walks or visits then. My schedule is flexible in the afternoons and evenings to fit your pet’s needs. I prioritize creating a safe, calm, and loving environment for every pet, whether in my home or the client’s. I follow all care instructions carefully, keep hazardous items out of reach, and supervise pets closely during walks and playtime. Trust and open communication with pet owners are very important to me to ensure pets feel comfortable and well cared for at all times.

About: Hi I’m Brooke! I have worked at a doggy daycare for two years which then led to me doing my own dog daycare, walking and training on the side of this as well! I have had my business Dogs On The Block Co. for about a year and it is my full time job! You can check out all my clients to get a feel for what I do and who I am! I showcase a lot of the training and tricks I do with my dogs on their Instagram page, if you would like to get a feel for me as a dog owner. I believe what sets me apart is my enthusiasm for dogs. I am eager to teach your dog(s) new tricks, obedience and manners. I am also totally happy to play and give your dog a nice long walk (or run)! I will do my absolute best to accommodate to your schedule and work with you on your pet care needs! I am someone who enjoys being busy and am happy to work around my schedule to offer your pet the best care, and help you in any way possible:) I care for your dogs as if they were my own. My attention will be towards your dogs and providing them the best experience in my care. I love taking pictures and providing you with the details on your pets experience with me. I know it isn’t always easy leaving your fur baby with other people therefore I will give you as many updates as possible to ease your mind.

About: Animals have been a huge part of my life from day one. I’ve spent 25 years caring for pets, from playful puppies and curious kittens to senior dogs and cats needing meds and extra TLC. I’ve had both large and small dog breeds, and I’m confident handling everything from daily walks to administering medications and sticking to routines. I’ve also cared for cats of all ages, including grooming, litter box upkeep, and giving oral meds. On top of that, I grew up around horses and even had two of my own, so I’m comfortable around animals big and small. I treat every pet like family and make sure they feel safe, loved, and happy while you’re away. My life truly revolves around animals, they’re a top priority in my daily routine. I'm used to planning my day around feeding schedules, playtime, walks, and medication when needed. Pet care isn’t something I squeeze in, it’s something I genuinely love and make space for. Whether it’s early mornings or evening check-ins, I’m flexible and committed to making sure your pets get the attention and care they deserve. At my home, pets have plenty of space to roam and play. I live on an acreage with an underground fence, so dogs get lots of safe outdoor time. I share my home with 3 friendly dogs and 4 cats, so your pet will be part of a loving, animal-friendly environment. We have kennels available for pets who are crate-trained or need their own space, as well as quiet areas for pets who prefer a calm, low-energy setting. I’m also happy to care for pets in their own home, offering visits, walks, litter box cleaning, playtime, and lots of love. I can easily adapt to whatever your pet needs to feel safe and comfortable.

About: I have fostered dogs from northern communities with various behavioural issues - from resource guarding to marking their territory indoors. Now I’m a foster fail with my own northern mutt! I offer a calm, clean, and friendly home for dogs of all sizes. I am currently working full-time on an office/home hybrid schedule. I have the availability to make my own schedule and choose when I work from home. Arrangements can be made should you require consistent supervisor of your pooch, however advance notice is required. I have a friendly and submissive five year old neutered male Shepard/husky mix who would love to play with your dog in our fully fenced in yard! We also typically go for two walks a day around our neighbourhood. When we aren’t outside, my dog and cat enjoy free rein in the house, including on furniture. My cat can be separated from your pet should it be required, with my cat getting the basement and your pet getting to stay upstairs with me.

About: I have experience with my puppy at home who is my pride and joy! He is a beagle mix, almost 3 years old and about 20 lbs. He is my first dog and a covid puppy so he definitely is the king of the household! I have experience pet sitting in the past,I love meeting, getting to know and growing connections with all animals I get to pet sit for! I currently am working full time with consistent hours and breaks, I can provide bathroom breaks to the animals on my break as well as spending lots of time with them on the evenings/weekends I go on multiple walks a day with my dog, I have a very friendly dog that would keep your dog company! I can crate any dog if needed

“As a first time user, we were super hesitant to let someone walk our little puppy. Brittany has made us feel comfortable trusting someone else to take our little girl out for a walk. I would definitely recommend.”

Kristjan H.

About: I will care for your dog as if they were my own. My wife and I have had two dogs previously. Punta was our first dog, a Border Collie cross which my wife and I rescued from the Humane Society. Our second dog, Kito a Terrier cross was also rescued from the Humane Society. Sadly both of of our best friends have gone to heaven where they are waiting for us to join them at Rainbow Bridge. We now have Rico, a 5 year old Westie/Maltese cross. Our dogs were and are our family and are treated as such. Playing with them, taking them for walks, giving them belly rubs (which dog doesn't love a belly rub?) are part of my daily routine with my own dog. Although I will be the primary dog sitter, as you can see in the photos, my wife will help out whenever she can. Her love for dogs equals mine.

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: I have taken care of dogs of several breeds since I was 15. I can administer medicine, train your furry friend or any other special needs during their stay. I am currently planning to keep 1 or 2 pets per day in my care. I am available weekends and weekdays. Feel free to chat ahead of time to book. I have a 2 years old Golden retriever. He is very friendly with other dogs. I have a fenced yard where they can play together.