Pet Sitting Headingley
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Over 29 pet parents in Headingley have booked pet sitting
Headingley, Find top rated pet sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: I have been taken care of dogs since I was a baby and have had 9 puppers in my life time. My dog Beau is my companion who is full of life! Taking care of her includes administering her medication on a daily basis. I have trained Beau since she was a puppy, this includes simple commands such as sit or shake but also includes more complex training including “place” “heel” and other tricks! I also have experience with senior dogs who often require more care. I am a full time University Student with time during the day, evenings, and weekends to care for pets with all levels of needs. I often have breaks in classes that allows me time to care for animals during the day when most people are at work n I create a safe and comforting environment for all animals in my own home or theirs. I do my best to revolve my schedule around the animals daily routines to make the transition more seamless.
““Brena was absolutely amazing, and I’m so glad we found her! It was such a relief to know my kitties were well taken care of and loved. They got their outside time, their rubs, and all the attention they needed. The pictures she sent were always the highlight of my day—waking up to them and going to bed with those wholesome images really put my mind at ease, knowing they were getting love every day. Thank you for going the extra mile doing the little you did, I really appreciate it”

About: I have a huge heart for animals of all kinds. With years of experience caring for a variety of pets, I understand the deep bond people share with their animals and the trust required to care for them while you are unable. I can provide walks, feeding on time, play time, giving medication if needed. It brings me joy caring for furry friends! I am available whenever throughout the week weekends, anytime after 8am. Except Wednesdays, and Thursday evenings. So please feel free to ask me about availability I have a big backyard that is fully fenced in. Also lots of room to roam around inside of the house. Please let me know any accommodations as needed
About: I currently work at a doggy daycare and am in school to become a veterinary assistant, so I have experience caring for all different kinds of dogs and animals! I have 2 dogs of my own, one is a puppy I’m raising, and they are just the sweetest things. I work 1 day a week, so other than that all of my time is free and flexible to work around your schedule and your needs! I promise to take as good of care of your fur babies as I do of my own! I care for them in the comfort of your own home! So they don’t need to get used to a whole different environment. I do daily drop-ins, dog walks, and overnight pet sitting.
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've cared for dogs through dog-sitting and have lived with and become close to several cats. I have research and experience regarding cats & dogs - but I'm very respectful of owners’ beliefs and instructions. I have a pretty flexible schedule right now because I'm self-employed with another business as well. I'm generally available 7 days a week, depending on my other work and plans. I can care for pets in my home or at your home. My home is clean, safe and has room for pets to play and relax. I have lots of toys for dogs and cats, and depending on the pet, we can also spend time in the yard or go for walks.
“Natacha followed all of my detailed care instructions, ensuring Jake was fed and happy every morning. I truly appreciated their responsiveness over text; they kept me updated with how things were going, which gave me great peace of mind. Highly recommend!”

About: I've been a cat owner for most of my adult life and have also done cat sitting, dog walking/sitting for friends and family over the years. Starting at the end of August I'll be working part-time (4 days per week) and can do early morning visits/walks or late afternoon early evenings. I treat all my own and other's pets with lots of love. I generally prefer animals to people and most people would say I'm a natural with animals.
About: I have taken care of animals since I can remember. Between caring for my dogs and cat at home or my grandma’s horses, I have always been around animals. As my dog is high energy, I have taken numerous courses on how to help train and guide her through life. These courses has extended my knowledge on how to take care of dogs and love them even more! I am currently working full time from 9am-5pm. I am able to leave during my lunch break to check on your furry friend if needed :) I am able to adapt to your routine to make sure that your pet(s) aren’t thrown off by a new routine created by a new person. This allows for a smoother transition while you are away. I am also comfortable walking dogs of all ages and reactivity as I have well versed experience with reactive dogs.
About: I have grown up with pets my entire life both dogs and cats and love it so much. When I moved to the city I started fostering cats through the humane society and that has taught me many things especially with cats/kittens with medical needs or behaviour issues. I also have helped raise my dogs from puppies. I locally dog/cat sit consistently over the summer and have dealt with kittens, puppies, cats, dogs and seniors and love every single one of them. My priority is making sure your pet is happy and giving them lots of love! I am in school and work. I am able to always make time in mornings or after/in between school or work to see pets whenever possible. I am able to follow any instructions needed for your pet. If there is any medical or behaviour issues, I am comfortable doing whatever is needed. My goal is to make your pets as happy and comfortable as possible.
About: I have had dogs my whole life from puppies to senior dogs. I love spending time with the furry friends, and making sure that they have someone there when needed. I work Monday-Friday until 5pm in downtown Winnipeg so I am relatively close to every area of the city, I’m free all weekends, long weekends. I make sure that I’m attentive to how they behave , I ask what is normal for your furry friends so that if they are not behaving as expected then I can notify you immediately.
About: I have owned dogs, cats, and other animals in the past. I have also volunteered at veterinary clinic. I enjoy spending time animals and look forward to caring for yours. Let me know all the information I need to care for your pet(s). Can care for dogs that are house trained. I can care for dogs in my home and cats in yours. I enjoy spending time with animals and I look forward to hearing from you to care for your fur baby. I have considered my dogs to be a member of my family. I have a fenced back yard. I can care for dogs in my home and can pet sit cats in your home. I can offer drop in pet services also.
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: Welcome to The Elite Doggie House!!! Where your Doggie is treated like Royalty. If you’re seeking a luxury, personalized, and private Doggie retreat, read on to discover more! Your Doggie will receive one-on-one attention like no other place in town! I limit my care to NO more than 2 unrelated Doggies at one time. I can limit to just me and your Doggie alone, if that’s what your Doggie needs. With car rides, trips to the Doggie park and a walk through the Doggie friendly neighborhood throughout the day, your Doggie will for sure go home tired!!! Your Doggie will receive fresh water, treats, kibble, as no Doggie goes thirsty or hungry here. Constant attention, playing fetch, and belly rubs!! This is your Doggie’s day and it’s all about them! I have big comfy chair, couch, or my bed for your Doggie to sleep on. You are welcomed to bring your Doggie’s bed if they need the scent of home during their stay. If your Doggie enjoys a brushing or bath, I can do that too. Just bring the brush and shampoo!! I offer a small, cozy 900 sq ft, home, with a fenced in backyard, that backs onto a field for convenient walks. A safe space to play, relax and socialize. Your Doggie’s experience will be like no other, and one you’ve never seen, as I constantly send pics and videos throughout their stay for your own peace of mind. Check out the testimonials!! I guarantee you’ll never book anywhere else again. Pet care is a natural and meaningful part of my daily and weekly routine. I structure my schedule around the needs of the pets in my care, making sure they receive consistent attention, exercise, feeding, and companionship. Whether it’s morning walks, midday check-ins, playtime, or evening wind-down routines, I prioritize each doggie’s comfort and well-being as if they were my own. Because I intentionally keep my schedule balanced, I’m able to provide focused, one-on-one care rather than rushing between multiple commitments. This allows me to be fully present, attentive to their cues, and responsive to any special needs, ensuring every pet feels safe, happy, and loved while in my care. I’m committed to working closely with you to understand your dog’s unique needs, preferences, and any special concerns—offering a level of personalized care you won’t find just anywhere. My approach is truly one-on-one, meaning your dog receives my full attention, patience, and dedication, as if they were my own.
About: I’m originally from Singapore and recently moved to Winnipeg. Back home, I used to run a small pet-sitting/dog walking business, and it was something I genuinely loved doing. After moving to Canada, university kept me pretty busy, but now that I’ve graduated with my Biochemistry degree, I finally have the time to get back into things again, which I’ve really missed. I work remotely from home and live in a spacious two-bedroom, two-bathroom apartment, so I’m able to spend lots of time with the pets I care for and give them plenty of space to feel comfortable. I also have a very friendly orange cat named Frank who is social and affectionate. Whether I’m caring for pets in my home or in a client’s home, I always make sure they feel safe, comfortable, and well cared for. I’m happy to follow each pet’s normal routine, including feeding schedules, walks, medications, playtime, and any special instructions, while giving them lots of attention and affection along the way. I recently graduated from university with a degree in Biochemistry and currently work remotely from home, which allows me to be around throughout the day to give pets plenty of attention and care. I live in a spacious two-bedroom, two-bathroom apartment, so there is lots of room for pets to feel comfortable. I also have a very friendly orange cat named Frank who is social, affectionate, and used to being around other people and animals. I always make sure pets feel safe, comfortable, and at home while they’re in my care. I follow each owner’s routine as closely as possible, including feeding schedules, walks, litter box cleaning, medications, playtime, and any special instructions. Since I work from home, I’m able to spend lots of time with them throughout the day and give them plenty of attention and affection. I also keep my home clean, calm, and pet-friendly, and I’m always careful with doors, food, and anything else that could be unsafe for pets.

About: I grew up with birds and cats! My kitty is a year younger than me. I have 10+ years in experience with pet and babysitting x My availability is quite flexible! I prefer working in the afternoon or evening. However I don’t mind mornings! I am usually free on weekends x I have a 21 year old cat! She cannot eat dry food. Due to her age she most likely has dementia.. in order to make it easier for her we have two litterboxes x
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.
The median cost per visit for pet sitting in Headingley is $25
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.
Meet local sitters who will treat your pets like family

1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for pet sitting - Headingley
Select a filter and find qualifying sitters offering pet sitting.Sitters in Headingley average 5 repeat pet sitting clients
FAQs for Pet Sitting - Headingley
Frequently asked questions about Rover
The average cost for Pet Sitting in Headingley on Rover is $25.53 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .
There are 350 sitters on Rover for Pet Sitting in Headingley. About 86% of Headingley sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or travelling for a few nights, a pet sitter can offer poop breaks during a Headingley stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover based on what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
You can coordinate how much supervision you want directly with your sitter. While every sitter’s schedule varies, here are some examples of supervision by pet care service:
- Boarding or doggy day care: Many sitters can provide frequent companionship because they design their day specifically around the pets in their care or work from home.
- House sitting: Your sitter generally stays in your home for the requested duration, which may include overnight care. They may step out briefly to visit other pet clients, but your home remains their primary base.
- Drop-in visits or dog walking: These can be scheduled in 30- or 60-minute windows (and can be shorter or longer at your request) to help your pet receive dedicated attention and care during those specific times.
Interested in constant or 24/7 care? This service often incurs an additional fee but many sitters are happy to discuss this option with you.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Headingley choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they do not have any disqualifying offences.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a veterinary professional or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means Rover Support will work with you to find a suitable replacement as quickly as possible.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. On Rover:
- 86% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 100% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.



