Dog Sitting in Headingley
Book a Headingley dog sitter to watch your dog in your sitterâs home or yours.

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Top rated Headingley dog sitters
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
âJacob was excellent with my cat! He was friendly and easy to interact with. My cat is a bit nervous and he sent me daily reports on how the visit went, so I never had to worry. He was reliable and on time! I would recommend him as a pet sitter.â

About: I have taken care of pets all my life. I am finding myself looking after more friends/ colleagues pets/houses while theyâre away. I know pet kennels are not always the best choice and most pets do better in their environment. I try to make it special for them while their families are away. Being a cat mom myself I know how important it is to have peace of mind knowing my furry buddy is being taken care of. I work full time Monday- Friday 9-5pm. However that does not stop me from trying to make the most out of our time together while the family is away. I have looked after many pets since moving to Winnipeg, most returning clients. I can only look after pets in their own homes, I currently live with a roommate and have a cat myself whoâs a little spicy and unsure of other animals. I do have references if needed as I know it can be scary having someone in your home. I can also do a meet n greet before you leave. I find most pets do better in their own homes when the families are away.
About: I have a happy and exciting energy. I love spending time with animals and giving help as much as I can. I am willing to give special attention to your pets! I am a student with a part time job in the evenings so my daytime and weekends are pretty much free and I would love to spend my time with your pets! I am willing to give any pet specific help it needs. I love walking and if needed, lots of parks around my home. I also have access to a car if needed.
About: Hi there ! My name is Aimee, Iâm 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! Iâm 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: My husband and I have owned dogs for the past 15 plus years together, and our families both owned them for many years growing up. While he would not attend your home with me, I like everyone to know that our entire house is Pet lovers. My soft spot is for seniors, and dogs with varying degrees of health related issues. The ones that nobody wants and the often misunderstood ones. I have cared for a variety of breeds with varrying degrees of health issues. I have extensive experience in administering medications, IV fluids, intramuscular injections, eye drops, nail trims, and more. I have had 2 blind dogs (one of which had both of her eyes removed due to glaucoma), so am very familiar with their sometimes unique challenges. I also have experience caring for dogs with little to no hearing, as well as ones with various levels of behavioral challenges, such as resource/food guarding, stranger/leash aggression, and more. While I love a good puppy cuddle, my heart belongs to the older four (or less!) legged friends, and I would love the opportunity to meet your furry family members. I have an extremely flexible work from home/anywhere schedule with my current job, which allows me the freedom to help provide care for your furry family members. I can work from almost anywhere that has a charging outlet and a wifi connection, which i believe makes me an excellent choice for in your home care, or even a quick wellness visit! I love the idea of coming to your home to care for your pets, as it allows them to continue to feel safe and in a familiar environment. Following their regular routine helps make any time away from mom and dad as stress free as possible. Pets are never left outside unattended, and if you don't have a completely fenced yard, they will always be on a secure leash for potty breaks. If spending overnights in your home, I welcome the pets to share a sleeping space, or crate them as requested. Even if I do things different with my own pets, I want to ensure all of your rules and routines are followed while you are away.
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, Iâd 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 youâre 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 youâre at work during the week, Iâd be happy to come let your dog out or take them on a walk! If youâre planning a vacation Iâd be happy to stay with your pet while youâre 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: I have only recently begun expanding who's animals I take care of but have been taking care of my personal pets all my life. I have experience with cats, dogs, small mammals and amphibians. I have cared for all ages of pets including newborns and geriatric. I can handle administering medications of different sorts. I have first aid training, human and animal. If you have a specific way of doing things that you'd like continued I am more then happy to do so. My main concern is that your family member is well taken care of whether it be for an hour, a day or several days at a time. I have a schedule that is constantly changing. I am doing a training program come early 2025 so my schedule will be tighter than it is now but I will still try to arrange you to fit in. Keeping your pet safe is a big concern. I always check collars and leashes prior to use to ensure their functionality. I do have a dog who loves playing with others if yours needs a companion.
About: I have my wobbly cat(Neko), I have experience of handling disabled cats, can administer meds. I speak cat fluently and purr occasionally, love em fur babies đââŹ. I work from home and have two senior cats as well. I can be available anytime for more fur babies in house and they can have my attention 24/7. My apartment has plenty of sunlight and a big window for kitties to look outside. Also my cats super friendly and love to have friends around and will keep good company to your babies. We also have ways to keep cats separated for the ones who donât feel comfortable around other pets.
About: Iâve had dogs in my family for many years when I was younger and many times I was the one responsible for feeding, litter, and walks. I am responsible, empathetic, and reliable. I specialize in dog walks for seniors (especially in the winter!) as well as those travelling who may need overnight care without having to worry about their beloved pet(s). I have a flexible daytime work schedule and I am free most evenings. I can usually make things work to suit your needs and schedule; I am looking for long term relationships with pet owners who will trust me with their pet needs. I can also accommodate last minute or short term bookings. Note: I will only have one dog at a time for a boarding booking, giving you confidence your dog will have my entire attention. I have a front patio (250sf), as well as a dog friendly condo building. Lots of space for the pet to roam around , as well as relax.
About: Iâve always had dogs in my life, from growing up with a Lab to now having a Chihuahua-Pom mix. Iâve been dog sitting and walking off and on since I was 15, helping out family, friends, and neighbors whenever they need an extra hand. I regularly dog sit for my boyfriendâs sisters and my grandmaâs neighbor, so Iâm used to all kinds of routines and personalities. Whether your dog is high-energy and loves adventure or prefers a more relaxed pace, Iâm happy to match their vibe. I love keeping dogs engaged with walks, playtime, and activities that make their time with me fun and enriching! Pet care fits easily into my routine! I work Monday to Thursday evenings (3-11 PM), so Iâm available for morning visits, walks, or check-ins on those days. On weekends, Iâm completely free and can devote as much time as needed to make sure your pets are happy, comfortable, and well cared for. Whether itâs a quick visit, a long walk, or an overnight stay, Iâm flexible and happy to work around your petâs needs. I always prioritize safety, trust, and making sure pets feel comfortable in their environment. Whether Iâm caring for pets in their home or out on a walk, I pay close attention to their needs, routines, and any special instructions from their owners. I make sure to keep a calm and positive atmosphere, giving pets space when they need it and attention when they want it. If a pet has any specific needsâlike medication, meal schedules, or extra playtimeâIâm careful to follow their routine to keep them happy and stress-free. My goal is always to make sure pets feel safe, cared for, and relaxed while their owners are away.

About: I have a experience of nearly a year I have a dog back at my home in India. I just love him so much I used to take to walks in the park, play with him over there. Overall I kinda of like animals and I love to play with them whether it's a dog or a cat etc. I just love to play with animals and I like to care them. I am sure that your pet will have a wonderful time with me. I am available to take care of your pets every evening and all days on weekends. I am available on all holidays to take care your pet. I live in a quite and pet friendly neighborhood with ample space for your pets to enjoy. With open roads nearby and parks to enjoy.
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. đśđâ⏠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 wonât be an issue.
About: Hi Iâm 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 isnât always easy leaving your fur baby with other people therefore I will give you as many updates as possible to ease your mind.
About: Iâve taken care of pets my whole life. I have a passion for animals and all things pet care. My two dogs have brought me and my family immense joy and has gave me an appreciation for keeping pets safe and happy. I am currently working full-time on rover! I have plenty of availability to care and look after your pet. My weekdays are available where as my weekends are not, but please let me know if you have any weekend needs to be met. I have two kind poodles to keep your pet company! My home also has a secure fenced in yard, perfectly safe for your fur baby.
About: I have grown up with cats, dogs, and guinea pigs my entire life! I have two black lab crossed dogs and two cats that I love with all my heart, even though I only get to see them on my visits back to my home town. I also have a bengal cat of my own that I love very much despite her sassy attitude. Family gatherings donât feel complete until there are half as many pets as there are people. Volunteering at the Pembina Valley Humane Society for two years in high school gave me lots of experience and enough responsibility to see what all goes into caring for the dogs and cats/kittens who were ready for adoption, as well as the confidence to deal with the excitable ones. I have always found it easy to relax around pets and connect with them. I work a full time job during the week but evenings and weekends I have full availability to watch the four legged family members :) My cat is free to wander wherever she would like to go and my dogs back home have a fenced back yard to play in I work a full time job Monday to Friday so my evenings and most weekends are free to take care of your very loved pets! I currently live in an apartment that only allows cats, which I have one. I am not able to take in any pets at this time.
About: Hello, pet parents! I'm Ric, an experienced dog daycare attendant and dedicated dog walker with a deep love for all things canine. With years of experience in the field, I have the skills and knowledge to handle dogs of all sizes and temperaments. Whether your pup needs a fun day at daycare or a refreshing walk, I ensure they receive the best care and attention they deserve. Trust me to keep your furry friends happy, healthy, and well-exercised! Pet care fits seamlessly into my daily and weekly routine thanks to my flexible schedule. I offer services on weekdays after 5 PM, perfect for those busy with work during the day. Additionally, I am available on weekends, including Sundays, to ensure your pets receive the care they need even during your off days. This flexibility allows me to provide consistent and dedicated attention to each pet, ensuring their health and happiness no matter the time of week. Caring for pets in my home or my client's home is a rewarding experience that I approach with dedication and love. For dog walking, I tailor each walk to fit the individual needs of the dog, ensuring they get the right amount of exercise and stimulation. Nail trimming is done with gentle precision, making sure the experience is stress-free for your pet. Brushing sessions are thorough, helping to keep your petâs coat healthy and shiny while also providing a soothing, bonding experience. Whether at my home or yours, I strive to create a safe, comfortable, and enjoyable environment for your furry friends.

âRoman has been checking in on my pup for the past couple weeks now and heâs been great. He treats my pup like his own which is awesome to see. Im afraid Duke likes him more than me! Highly recommend!â

âAngelina took very good care of my cats while away at work. She came every day and from the photos she sent you could tell that Aura and Moon were always happy to see her! She went above and beyond looking after them and look forward to having her look after my cats while away on travel. Sheâs also trustworthy to have come to your place while away.â

âSarah and Devon were fantastic. Very professional and easy to trust with both my cat and my house. They did everything I asked and sent plenty of pictures! I would absolutely recommend them to anyone.â
About: NOTE: meet and greets required prior to booking, no day of boarding. Hi all! I have a large back yard with tons of room to run & play. I also have two dogs who love to socialize and play. My full time job requires me to be away from the house for a few hours a day but my boyfriend is home by 3pm daily (who is also rover certified) so theyâre never left alone long! I have a lot of experience watching dogs, Iâve watched for friends and family of a variety of sizes and breeds. Iâm experienced with giving oral medications and insulin. I also have 10 months of experience working at a dog daycare. My dogs are open to playing with dogs of any age or size even small dogs! Weâre very dog friendly at our house our dogs are spoiled and have range to lay on the couches with us, look out the window from our bed and have tons of pillows laying around as well! We have tons of treats, toys, a big refillable water bowl & even a pool for the summer time heat! Come give us a visit and leave feeling at ease while youâre away!
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Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Headingley.
Rover makes it easy to find Headingley dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when youâre awayâwhether itâs just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs whoâd love to socialize with their dog sitterâs pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
