Dog Sitting Pickering

Book a Pickering dog sitter to watch your dog in your sitter’s home or yours.

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Over 32
pet parents in Pickering have booked dog sitting

Pickering, Find top rated dog sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Cayally J.
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Cayally J.
Star Sitter
$14
total per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
2 years of experience
Toronto, ON, M1G

Cayally was great! Saved me last minute and I really appreciate her responsiveness!! She was great with my dog and I Would definitely recommend. Thanks so much!

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Olivia V.
Sitter Profile Image: Ife A.
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Ife A.
Star Sitter
$78
total per visit
4.9 out of 5 stars
39 reviews
12 repeat clients
20 years of experience
Whitby, ON, L1P

This was our first time using the service and we had an amazing experience.Ife was amazing with our 2 Rotti’s. He handles himself with professionalism,care and confidence and was so respectful of our home and requests. He went over and above! Would highly recommend!

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Sherifa I.
Sitter Profile Image: Rachel G.
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Rachel G.
Star Sitter
$39
total per visit
5.0 out of 5 stars
31 reviews
16 repeat clients
20 years of experience
Whitby, ON, L1M

About: I can take great care of your dog — no matter their age, size, or personality. I’ve been around dogs my whole life, from tiny newborn pups to sweet seniors, and I’m comfortable with everything from cuddly lap dogs to more reactive or nervous pups who need extra patience and understanding. Your dog will be safe, loved, and treated like family with me. I know how to read canine body language, handle different temperaments, and keep pets calm, happy, and secure. Whether your dog wants snuggles, structure, playtime, or space, I adjust to what they need. I’d love the chance to care for your pup and make sure they feel comfortable while you’re away! I currently own my own art business so I can work my schedule around your schedule! I am very flexible with how I run my business. You let me know your boundaries and I am more than capable making sure you can trust me. I can provide a criminal background check a whatever other references you need to feel okay letting me get to know your pet in your home.

Sitter Profile Image: Erica F.
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Erica F.
$34
total per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Markham, ON, L3P

Quick to response and dogs like her.

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Winson R.
Sitter Profile Image: Jaida D.
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Jaida D.
$34
total per visit
4 years of experience
Pickering, ON, L1V

About: What sets me apart is my professional experience and deep understanding of canine behavior. For the past 4 years, I've worked with dogs of all ages, sizes, breeds, and temperaments at a busy dog daycare, where I progressed into a management role. I also spent 2 years volunteering and working at a dog training facility, gaining hands-on experience with puppy development, basic obedience, and behavior modification. I am certified in Canine First Aid and CPR, giving pet parents added peace of mind that their dogs are in safe and capable hands. In addition, I am a certified Canine Social Behaviorist, which allows me to better understand dog body language, social interactions, and individual needs. Whether I'm caring for a playful puppy, an energetic adolescent, or a senior dog requiring extra patience and attention, I strive to provide a safe, structured, and loving environment where every dog feels comfortable, happy, and cared for like family. Pet care is already a major part of my daily life. Having worked with dogs professionally for the past 4 years, caring for animals has become second nature to me. My schedule is flexible, allowing me to dedicate plenty of time to walks, playtime, feeding, enrichment activities, and providing companionship. I enjoy being active and spending time outdoors, so incorporating dog walks and exercise into my day is something I genuinely look forward to. I also understand the importance of maintaining a pet's routine, and I make every effort to keep feeding schedules, exercise, and care consistent to help pets feel comfortable and secure while their owners are away. Caring for animals isn't just a job for me—it's something I'm passionate about and enjoy every day. Whether I am caring for pets in your home or just dog walking, my priority is always providing a safe, comfortable, and stress-free environment while maintaining the routine they are familiar with. I take the time to learn each pet's individual needs, including feeding schedules, exercise requirements, medications, training cues, and any special instructions. During visits, I ensure pets receive plenty of attention, enrichment, playtime, and exercise appropriate for their age and energy level. I also closely monitor their behavior and well-being to make sure they are happy, healthy, and comfortable. With my background working in dog daycare, training, and canine behavior, I am experienced with dogs of all ages, breeds, temperaments, and energy levels. I am comfortable caring for puppies who need structure and consistency, as well as senior dogs who may require extra patience, monitoring, or medication administration. I believe communication is important, so I provide regular updates, photos, and messages to give owners peace of mind while they are away. My goal is to make every pet feel safe, loved, and cared for as if they were my own. Unfortunately I wouldn't be able to house them at my place as my own dog is not very fond of new dogs.

Sitter Profile Image: Laura T.
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Laura T.
$28
total per visit
5.0 out of 5 stars
1 review
1 repeat client
12 years of experience
Markham, ON, L6E

About: 🐾 Animal Experience I have over 12 years of hands-on experience caring for animals, including dogs and cats. In my home country, I was actively involved in rescuing and caring for animals in need, helping them recover, rehabilitate, and find safety and comfort again. Through this experience, I have learned how to handle animals with different temperaments, ages, and emotional needs, from shy and anxious pets to very active and social ones. I developed a strong sense of patience, observation, and calm energy when working with animals. This long-term experience has given me the ability to quickly understand each pet’s behavior and respond in a way that makes them feel safe, respected, and cared for. As I am home full-time, I can adapt my daily routine to each dog's individual needs, providing constant companionship, supervision, and personalized care throughout their stay. Mornings: We start the day with a safe, supervised walk around the neighborhood, followed by breakfast and some time to settle in comfortably. During the day: I stay home throughout the day, so dogs are never left alone for long periods. They enjoy supervised playtime in our fully fenced private backyard, along with plenty of indoor companionship, relaxation, and personalized attention. I always make sure they feel comfortable, safe, and cared for according to their usual routine. Afternoons and evenings: We go for a second walk to help them burn energy and maintain a balanced routine. Afterward, they can relax and enjoy family time indoors. I also send daily photo and video updates so owners can stay connected and have peace of mind while they are away. My Home & Care Policy To provide a safe, calm, and stress-free environment, I only accept dogs. My home features a fully fenced private backyard where dogs can safely enjoy outdoor time under supervision. We are a quiet, family-oriented household with a smoke-free and alcohol-free environment. My husband is a veterinarian, which reflects our family's love and respect for animals; however, I am the primary caregiver and personally responsible for the daily care and attention of every dog in my home. My goal is for every guest to feel safe, comfortable, loved, and truly at home during their stay. 🐾❤️ 🐾 Safety, Trust & Environment The safety and well-being of every pet is my top priority. I provide a calm, structured, and closely supervised environment where pets are never left unattended and always feel protected and cared for. Trust is built through consistency, patience, and attention to detail. I take the time to understand each pet’s needs, routines, and comfort levels so they feel secure and relaxed during their stay. I also offer a clean, smoke-free, and environmentally friendly home with access to a private fenced green yard and nearby parks. This allows pets to enjoy fresh air, nature, and safe outdoor stimulation in a controlled and responsible way. My goal is to create a peaceful balance between safety, trust, and a healthy environment where pets can feel at home, calm, and happy.

Sitter Profile Image: Courtney M.
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Courtney M.
$20
total per visit
5 years of experience
Markham, ON, L3P

About: I've cared for both small and large dogs, from teacup Shih Tzus to German Shepherds. I love going on long walks, playing, and making sure every dog gets plenty of love, attention, and belly rubs! I currently work part time, which gives me a flexible schedule and plenty of time to dedicate to pet care throughout the day. This allows me to provide regular walks, playtime, potty breaks, feeding, and lots of one on one attention to help your pet feel comfortable, happy, and well cared for. When caring for pets in your home, my priority is to keep their routine as normal and stress-free as possible. I'll follow your instructions for feeding, walks, playtime, medications (if needed), and any other specific care your pet requires. I understand that every pet has their own personality and routine, so I take the time to make them feel comfortable, safe, and well cared for. I'll also send regular photo and message updates so you can relax knowing your pet is happy and in good hands while you're away.

Sitter Profile Image: Lorena and Mark M.
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Lorena and Mark M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
711 reviews
146 repeat clients
10 years of experience
Markham, ON, L3R

Lorena and Mark were great! They arrived on time, we’re very respectful with my home and instructions. They gave my guy Ben all the love and play time he required and sent me videos and photos to keep me updated. Thank you!!

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Adriana C.
Sitter Profile Image: Lin Y.
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Lin Y.
$28
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Stouffville, ON, L4A

About: I have over 10 years of hands-on experience caring for dogs of various breeds, sizes, and temperaments. I provide calm, structured, and attentive care tailored to each dog’s individual needs. With a healthcare background, I am highly observant and attentive to subtle changes in behavior, appetite, or energy level. Your dog’s safety and well-being are always my top priority. I offer structured walks that focus on both physical exercise and mental stimulation. I am confident handling strong or high-energy dogs while maintaining a safe and controlled environment. I carefully follow all feeding schedules and medication instructions. I also provide consistent updates with photos and videos for your peace of mind. I do not overbook, ensuring each dog receives focused attention, supervision, and a stress-free experience. I have a very flexible schedule and am available every day of the week, including weekends and holidays. Pet care is part of my daily routine, and I am able to provide consistent attention, supervision, and companionship throughout the day. Because I dedicate my time to pet care, I can accommodate boarding, drop-in visits, and dog walking with flexible timing. I do not overbook, ensuring each pet receives focused, high-quality care. Your pet’s safety and comfort are my highest priorities. I provide a calm, clean, and structured home environment where pets can feel secure and relaxed. I supervise pets closely and never leave them unattended for long periods. I do not overbook, ensuring each pet receives focused attention and proper care. I carefully follow all feeding schedules, routines, and medication instructions. With a healthcare background, I am attentive to subtle changes in behavior, appetite, or energy levels. I provide regular updates with photos and videos so you always feel informed and reassured.

Sitter Profile Image: Hannah D.
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Hannah D.
$25
total per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
5 years of experience
Brooklin, ON, L1M

This was my first time using Rover. Hannah was great and made me feel comfort in the fact that my kitty was in safe hands. She was easy to communicate with, professional and overall a pleasure to work with. Would 100% book with her again. Thank you Hannah!

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Meable P.
Sitter Profile Image: Claudia H.
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Claudia H.
Star Sitter
$56
total per visit
5.0 out of 5 stars
65 reviews
13 repeat clients
24 years of experience
Pickering, ON, L1W

Claudia was great with Bash and sent pics and videos so I had peace of mind while away. He can be shy with strangers but definitely enjoyed his visits from Claudia!

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Alison N.
Sitter Profile Image: Denell B.
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Denell B.
$39
total per visit
4.7 out of 5 stars
53 reviews
17 repeat clients
18 years of experience
Whitby, ON, L1N

When you meet Denell, you can see she’s an animal lover and pets love her too. She took very good care of our two cats for the week we needed her. She was attentive to them, communicated with me through the week, and also shared photos. I highly recommend her and we will be calling on Denell again.

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Louisa T.
Sitter Profile Image: Ahmed J.
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Ahmed J.
$18
total per visit
12 years of experience
Ajax, ON, L1S

About: I spent 12 years caring for my family cat and learned how to keep pets safe, calm, and happy. I’m patient, responsible, and committed to excellent care. I work full‑time, but I’m available for pet care from Thursday to Saturday and can accept same‑day bookings. On Wednesdays, I’m available after 6 PM. If voluntary time off is available at 3 PM, I can leave work then and arrive shortly after if a client needs care on Wednesday. My dad is allergic, so dogs can’t enter my home. I provide outdoor care with full supervision, using my fenced backyard and dog‑friendly indoor break spots.

Sitter Profile Image: Mira & Charles B.
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Mira & Charles B.
$34
total per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
3 years of experience
Scarborough, ON, M1B

About: Mira - I have owned my own pets at a young age from fishes to pocket pets and dogs, ranging from small to large breeds. I graduated in the Animal Care program and currently work as a Vet Assistant at an animal hospital where I work with both cats and dogs and handle emergency to non-urgent cases.I have a good understanding of pets needs (i.e. caring for senior pets, medical concerns, specialized diet, etc.) I used to do dog walking as well. Charles and I are both pet lovers on top of my own experiences. Mira works 8hr shifts on the weekdays and is usually free on weekends. Charles is a nurse and does shift work, so he is available weekdays and weekends depending on his schedule. We do try our best to make our schedule work with your pet but there may be times where your pet may have to be alone for 8hrs due to our work schedule. If a drop off or pick up is needed, please let us know so we can arrange something! Your pets comfort and safety is our number one priority. We currently live in a large one bedroom apartment with no pets. Although we don’t have a backyard, we enjoy one on one time with the pet we’re caring for and will always try to bring them on mini supervised adventures (mainly walks on trails unless the owner specifies something different!) Ideally we don’t allow dogs to meet with other dogs unless specified. We take care of one pet at a time unless from the same household. If you would like to meet in person beforehand to make sure your pet and us are a good fit, feel free to message us for arrangements.

Sitter Profile Image: Kelly D.
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Kelly D.
Star Sitter
$28
total per visit
5.0 out of 5 stars
77 reviews
44 repeat clients
14 years of experience
Markham, ON, L6E

About: - 🏡 Home-based dog care in a safe, fenced backyard environment where dogs can relax and feel at home. - 🐾Over 14 years of personal experience raising dogs and 8+ years providing professional dog care services in a structured home care environment. - 🐶 Experienced with dogs of all sizes and temperaments, including puppies, senior dogs, shy or anxious dogs, and dogs requiring medication support. - 💊 Comfortable supporting oral medications and basic medical routines when needed. - 🐕 Our home also has a friendly Golden Retriever who helps provide a calm and social environment for visiting dogs. - 🗓️ Flexible scheduling with structured care routines, including daycare, boarding, walks, and home visits. - 📍 Located in Markham (Major Mackenzie & McCowan). - 💬 We prioritize safety, comfort, and clear communication throughout each stay. Daycare is based on a standard 9-hour stay, and boarding is based on a 24-hour stay. Extended care is available when needed beyond standard hours ($5.50/hour for daycare and $7/hour for overnight boarding). We may accommodate intact (non-spayed / non-neutered) dogs (not in heat) depending on availability, with an additional care fee when applicable. Home visits and home pick-up/drop-off are available upon request (mileage fee $0.85/km applies). All dogs are accepted under a standard care agreement to ensure safety and clarity for both sides. Full details will be provided upon booking confirmation. Pet care is naturally built into our daily routine. Dogs are fed twice a day (breakfast and dinner), with lunch provided if requested. Fresh water is always available. Dogs have regular access to our fenced backyard throughout the day for exercise, fresh air, and bathroom breaks. We provide a safe, calm, and structured home environment for all dogs. Our large fenced backyard allows for secure outdoor play and supervised time outside. I am currently home full-time, and my adult son also works from home, so dogs are rarely left alone and always have supervision and companionship throughout the day. Please note that a Waiver and Release agreement is considered acknowledged upon booking. If you would like to review the full details in advance, feel free to request the link before confirming your booking.

Sitter Profile Image: Matthew G.
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Matthew G.
$23
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Pickering, ON, L1V

About: An experienced dog walker, sitter, and trainer providing safe adventures and care for your pooch. I've been around dogs my whole life and have a calming influence. I can work within your schedule to give you the best care for your dog, ensuring you can rest easy in any setting or situation. I have two very well-behaved male dogs (French Bulldog and Pug) who are used to being around other dogs. My house is fully fenced with a backyard and all requisite amenities to keep your dog comfy!

Sitter Profile Image: Raquelle E.
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Raquelle E.
$28
total per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
2 years of experience
Whitby, ON, L1P

About: I have grown up around dogs my entire life. I have recent experience with my own high energy breed with reactivity. Learning about these special needs have given me the knowledge, skill, and patience to feel confident working with all pets! I am currently working full time hours with different shifts. This means I will have some weekdays available, as well as weekday mornings before work or weekday evenings after work and some weekend availability! Due to my own pets needs I do not offer services in my own home. I will care for your pet as my own! Following your rules and boundaries, your fur baby will get lots of play time and chill time as needed! I can also help with practicing any basic training your pet might be working on!

Sitter Profile Image: Michelle C.
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Michelle C.
$50
total per visit
5.0 out of 5 stars
25 reviews
7 repeat clients
7 years of experience
Pickering, ON, L1V

About: I’ve been an animal lover and dog walker since I was a child, I find great passion and joy in being able to spend my free time caring for dogs. I recently just moved to Pickering from Scarborough so I am now accepting new clients again as everything is settled in. I am now working Full Time from home. This does give me some flexibility:) I have a big back yard which is fenced which will provide your dog with lots of room to run around and safety. There are also many enclosed grass parks in the area to enjoy. I am currently working Full Time from Home and still accepting requests :) I do my best to make sure I am available for you. I have a fenced private backyard for your pup. They are also allowed on the furniture and beds :) We also have a yard not to far down the street.

Sitter Profile Image: Richelle R.
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Richelle R.
$34
total per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
14 years of experience
Ajax, ON, L1T

About: Experience started from growing up with dogs and has evolved to over a decade of experience caring for friends and families’ pets while raising my own 3 rescue dogs. Previous customers have expressed gratitude for my communication skills while caring for their pet, which allows you to know your pet is safe and well (happy to provide text and picture updates!) I have full-time availability. I am able to offer flexible hours and to drive to location as I have my own vehicle which can safely transport pets. I prioritize safety with any pets’ care. By first collecting background information from the owner, you can be sure key information has been understood before I take responsibility for your pet. I am happy to accommodate any requests to ensure pets are safe, happy, and well-cared for.

Sitter Profile Image: sy f.
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sy f.
$39
total per visit
5.0 out of 5 stars
44 reviews
18 repeat clients
10 years of experience
Pickering, ON, L1V

Our regular sitter was unavailable and I got to say Sy was great watching our fur babies and home! I would definately book with her again if needed.

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Ponmaly S.
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The median cost per visit for dog sitting in Pickering is $25

Dog parents share their Rover experiences - Pickering

1 / 1
5.0 out of 5 stars

Alexa and Andrew were fantastic! My 2 dogs can be so guarded with new people, but they knew how to manage their difficult behaviour. I was a little anxious at first, but Alexa and Andrew were very calm and reassuring. Somehow, they were able to get cuddles from my senior pups! I was so impressed seeing the photos! I very much appreciated their punctuality, their thorough updates, and working knowledge with the doggos. They are a great team! 100% would rebook again!

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Priscilla J.
Drop-In Visits
5.0 out of 5 stars

Alexa and Andrew are so amazing! We cannot say enough good things about our dog sitters. They are incredibly patient, kind, and genuinely care about our dog. Their communication is outstanding—they send frequent updates and so many photos, which gives us total peace of mind. It’s clear how attentive and thoughtful they are, and we trust them completely with our dog. We feel so lucky to have found them and wouldn’t hesitate to recommend them to anyone looking for reliable, loving care.

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Akshana T.
Drop-In Visits
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Sitters in Pickering average 5
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FAQs for Drop-In Visits - Pickering

Frequently asked questions about Rover

The average cost for Dog Sitting in Pickering on Rover is $24.42 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

There are 5,523 sitters on Rover for Dog Sitting in Pickering. About 86% of Pickering 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.

Rover makes it easy to find sitters who are available during your working hours. To find sitters who fit your schedule, select which days of the week and the time slots you'd like a sitter to visit. The search results will populate sitters whose calendars match your needs. You can also search for sitters by location, whether that’s a sitter near your office for day care drop-off or a sitter close to your home. Once you've found a sitter who you like, message them directly to schedule a Meet & Greet.

Tip: Doggy day care is another option for pet supervision while you're at work. Visit our doggy day care page for more information.

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 Pickering 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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 Pickering 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.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

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