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

Over 1 pet parents in Wellesley have booked pet sitting
Wellesley, 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%.
“From the moment Gillian and I began communicating Gillian was very friendly and accommodating. Gillian is great with my puppy Maverick! She treats him like he is her own. I would recommend her to anyone :)”
About: Hi, I’m Alex! I’ve been caring for dogs, especially Border Collies, since 2007 and have built a deep understanding of their personalities and needs. Growing up, I spent countless hours walking my dog, exploring trails, and using those walks as a peaceful escape. This connection to nature and animals has fueled my lifelong love for dogs of all breeds. When my Border Collie became a senior, I was her primary caretaker. From carrying her up and down stairs when she needed help to spending quality one-on-one time with her, I learned how to adapt to a dog’s unique needs at every stage of life. Currently, I live with two family dogs, Skye and Piper, and my cat, Lulu, which has given me even more experience with multi-pet households. I’m very mindful of dog behavior and body language, ensuring they always feel comfortable and safe. Having had dogs that weren’t always social with others, I’m skilled at managing walks and being aware of our surroundings. I always work on a dog’s terms, respecting their boundaries, and letting them come to me when they’re ready. Whether it’s a high-energy pup needing an adventure or a senior dog needing gentle care, I’m here to provide tailored attention and love for your furry friend. I can’t wait to meet your dog and learn more about their personality and preferences! I currently feed and walk my two border collies and cat everyday. My cat likes to come along in her carrier backpack for our daily walks. And of course I give them treats when they are demanded (in moderation). I will talk with my pets whenever they come into the room. Since I have border collies we are constantly playing with the toys, both inside and outside.

“Melissa was clear and transparent about availability when making plans for her to drop in to care for our cat. She asked lots of questions and sent pictures with updates. She messaged us after we got home to make sure everything was ok. Our cat loved having her visit, thanks Melissa for caring for her like your own!”

About: I’m flexible, reliable, and genuinely love being around dogs and cats! I work for myself from home, which gives me the flexibility to accommodate different routines, last-minute bookings, and pets who need a little extra attention during the day. I’ll care for your pet like they’re my own, with plenty of walks, playtime, cuddles, and attention. I’m also happy to reinforce basic training and keep active dogs entertained and engaged. Your pet’s happiness, comfort, and well-being are always my top priorities! I’m self-employed and work from home, pet care can fit into my daily routine. I have the flexibility to build walks, playtime, potty breaks, and plenty of attention into my day rather than leaving a dog alone for long stretches. I’m happy to follow your pet’s normal routine, whether that means an early morning walk, a midday outing, extra potty breaks, structured mealtimes, or evening snuggles. I love having a dog around while I work, and I want every pet in my care to feel comfortable, happy, and at home. I provide reliable, loving care while keeping your pet’s normal routine as consistent as possible. For drop-in visits, I’m happy to spend time playing, giving belly rubs, refreshing food and water, letting them out, or simply keeping them company if they’re looking for some extra attention. For walks, I’ll make sure your dog gets the exercise and enrichment they need while keeping their safety a top priority. I’m comfortable following detailed instructions and caring for pets with different routines, personalities, and needs. I’ll also treat your home with the same care and respect I would my own. Most importantly, I want your pet to feel safe, comfortable, and genuinely cared for while you’re away.
About: Hi! I'm Taya, a 37-year-old lifelong dog owner offering dog walking, pet sitting, and in-home pet care in KW and the surrounding area. I've spent my life raising large breeds, and the dogs that have shaped me most weren't the easy ones. I know from personal experience the anxiety that comes with finding a trusted person to take care of and understand the needs of a strong and reactive dog. My Cane Corso (147 lbs) was reactive — dogs, bicycles, scooters, you name it — and together we developed what I call defensive walking: staying proactive, reading the environment ahead, and keeping situations calm before they escalate. I know how to manage powerful dogs on a leash and how to advocate for reactive dogs in the real world. My Rottweiler had seizures, which means I'm also experienced in recognizing and responding to seizure episodes and comfortable administering medication on a schedule or in an emergency. I don't panic — I've been there. What I offer: Dog walking (including reactive and large breed dogs) Pet sitting at your home Medication administration if required I'm a responsible, experienced dog person who understands that your dog isn't just a pet. I am currently unemployed by choice. I have spent a few years in Australia and recently returned to Canada. I have all the time to dedicate towards pet care. I have a fully fenced yard with my home, with no other animals here. At your home, I will follow your rules. Pats and cuddles on the couch if it's allowed; if not, we will sit on the floor and cuddle.
“Hayley is absolutely amazing!! Always making sure Ella gets the most out of her time with her. Ella always gets back home tired out and so happy! 10/10 would recommend to anyone for their furry best friend ?”

About: I have lived with pets my entire life and have taken care of various family members and friends pets for extended periods of time! I care for them like their my own! I am currently working part time so I have a flexible schedule and open to figuring out a schedule that works for all of us. I do not provide care for pets at my own home but I will ensure your pet is in a safe environment at your home
About: Hey, I'm Elle! I've been caring for dogs since I was 9 years old, and I'm now a proud dog mom to my stubborn boy, Brutus. I have years of experience walking and sitting dogs of all ages and personalities. Brutus has anxiety on walks, especially around other dogs, so I understand how to handle different temperaments with care and patience. With five siblings and four additional family dogs, I've always been the go-to sitter and walker when they're busy. I treat every dog I care for as my own, like the playful, loving children they often are! As a college student studying social work, I know how busy life can get. You can count on me to provide reliable, loving care for your furry family member, whether they need extra attention as a puppy or a little extra love as a senior. Let me help make your week easier and your pup happier! I have an extremely flexible schedule, making pet care one of my top priorities! I attend 2-hour classes on Tuesday, Wednesday, and Thursday, with an online class on Friday. I've taken a break from my part-time job to focus solely on studying and, of course, providing loving care to pets. With my own car, I can easily travel to you, and I am usually free on weekends. On Sundays, I attend church from 9:00 am to 10:00 am, but I am available before and after. I'd love to help care for your furry friend whenever you need it! I understand how important it is to feel secure when someone is caring for your pets in your home. I'm committed to maintaining your trust by treating your home with utmost respect, keeping it clean and tidy, and adhering to any boundaries or house rules you set. I will bring my own food, so you won't need to worry about accommodating me. I thrive on schedules and rules but am also adaptable if anything unexpected arises. I'll have my phone with me at all times and am happy to send updates, photos, Facetime, or chat to keep you in the loop and ease your mind. I also understand it can feel a little strange having a stranger in your home. I can assure you I take this responsibility seriously. I will NEVER have anyone over, will NOT share your address, and will always treat your space with care and professionalism. Your pet(s) and home will be in safe, loving hands.
“Melodi was a wonderful cat sitter for Bruce during my three-day trip, my first time using a sitter. Within about five minutes, Bruce was purring and comfortable with her, as if they already knew each other. She cares for cats like her own (she has a cat, Winston, who looks a lot like Bruce), and it showed in how attentive she was every single day. She sent photos and videos throughout, which gave me real peace of mind. She exceeded my expectations, and I'd recommend her without hesitation. I'll definitely book her again.”

About: I've had dogs for over a decade and take care of my mother in law's Labradoodle when she one vacation. So well versed in all sizes of dogs Hey all I currently work weekdays but have evenings and weekends to walk and take care of all your furry friends. Can't wait to meet all of you I treat our pets with kindness and love. Walk our dog daily and spend time brushing, playing and enjoying the time I have with our animals
About: I’ve cared for animals my whole life — from raising fish and hamsters to loving guinea pigs, cats, and dogs. Right now, I share my home with my sweet dog named Winnie who is a Miniature German Shepherd and an affectionate cat, named Luna, who I’m completely obsessed with. I love observing animals’ behaviors, understanding their needs, and showering them with the affection they give (and ask for!) in return. Whether your pet is playful, shy, or somewhere in between, I’ll make sure they feel safe, seen, and loved! Im working full time so the first thing I make sure to take care of is to feed my furbabies food and replenish their water dish. Winnie has been waiting all night to use the bathroom so I either send her out or if I have time take her on morning stroll to stretch those tiny legs. I also make sure to clean Luna’s litter no matter how un-used it was over night because of the princess that she constantly reminds me that she is! On my day offs I make sure to spend more time with Winnie outdoors whether that’s going to the dog park, extensive walks or just playing fetch in our neighbourhood! I also give Luna her attention by giving her bum scratches and pats, refilling her cat nip toy, or brushing her which she always enjoys. I will most likely be visiting my clients home mostly because Luna is uneasy around other animals. But following crating instructions, keeping doors closed when necessary, creating a calm and peaceful environment, not leaving garbages or food bags/containers or anything that can put either pet at risk.
About: What sets me apart from other dog sitters is my unwavering commitment to providing exceptional care tailored to your pet's unique personality and needs. Watching animal from a young age I’ve grown to develop a strong passion for fostering the well-being of furry companions, I ensure that each pet under my care receives not only love and attention but also individualized training and enrichment. My dedication to open communication and your pet's safety guarantees peace of mind while you're away, knowing that your beloved furry family member is in the best possible hands. I currently work from home! So I have tons flexibility during the day to take your dog for a walks or entertain him/her well you are gone! After 5pm I have tons of free time as well. I love taking walks, enjoying the weather, watching tv, playing fetch with you pup and much more! In both my home and my client's home, I prioritize the well-being and comfort of the pets under my care. Here's how I approach pet care in both settings: **In My Home:** 1. **Safe Environment:** I maintain a pet-friendly and secure environment within my home, ensuring there are no hazards that could harm your pet. 2. **Routine and Structure:** I establish a consistent daily routine that includes feeding, exercise, playtime, and rest to mimic the familiar routine your pet is used to. 3. **Socialization:** If your pet enjoys socializing with other animals, I facilitate supervised interactions with my own pets, if applicable, to ensure a positive experience. 4. **Personalized Attention:** I provide one-on-one attention to each pet, catering to their unique needs and preferences, whether it's belly rubs, fetch, or simply a cozy spot for cuddling. **In Client's Home:** 1. **Familiar Environment:** I strive to maintain a sense of normalcy for your pet by sticking to their established routines, including feeding schedules and exercise regimens. 2. **Comfort and Security:** Your pet's comfort and security are paramount. I ensure they feel safe and at ease in their own environment. 3. **Attention to Detail:** I pay close attention to your pet's needs, monitoring their behavior, and catering to their specific preferences, whether it's their favorite toys, treats, or play activities. 4. **Communication:** I keep you updated with regular messages, photos, and videos, so you can stay connected with your pet and have peace of mind while you're away. Whether in my home or yours, I treat your pet as a cherished member of the family, providing the highest level of care, love, and attention to ensure their happiness and well-being.
About: 🐶 Former Pet Owner 🏃♂️ Flexible as per your needs 🗣️ Clear and smooth communication for owners 🫡 Respecting owners' privacy and complying with their house rules 🤓 I genuinely like to be surrounded by animals; I am an independent senior tech consultant/startup founder by profession, but I do this not as a profession but as my way to help people with their busy schedules, and in return I get to make new furry friends❤️!! I work remotely and on my own schedule. I am an independent senior tech consultant/startup founder by profession. So as long as the pet owners communicate their needs well in advance, I don't believe there will be a scheduling problem. I work 7 days a week, so my schedule is pretty the same year-round. I also have a car for driving long distances if needed. 1. Keep them safe and clean. 2. Meet basic requirements, including on-time feeding and put-into activities. 3. Enhance with playing and interacting with pets to build trust and relationships 4. Extra attention to ensure pets are happy and calm.
About: I’ve been around dogs my whole life. I started going door to door in my neighbourhood offering dog walking when I was around 7 years old, and I’ve always loved spending time with animals. I’ve had many different dogs over the years, including a Yorkie Shih Tzu, Vizsla, Border Collie, Chocolate Lab, Pitbull Lab mix, Golden Retriever, and a mixed breed, so I’ve gotten to experience lots of different sizes, breeds, personalities, and energy levels. I’ve spent lots of time training my own dogs, practicing tricks, leash manners, recall, and basic commands. I’ve also helped with grooming, brushing, bathing, nail care, and just making sure they feel comfortable and cared for. Growing up, I was always the person my neighbours trusted to watch their dogs while they were away. I’ve always had a natural connection with dogs and genuinely enjoy getting to know each dog’s personality and what makes them happy. My schedule is pretty much always open. I’m free mornings, afternoons, evenings, weekdays, weekends, and holidays. Whether you need someone last minute, a quick walk, or someone to hang out with your dog while you’re gone, I’m happy to help. I’ve had dogs my whole life, so I know they’re family. I’ll make sure your dog gets lots of love, attention, playtime, fresh water, and of course treats (if allowed 😊). If I’m in your home, I’ll always clean up after myself and leave it cleaner than when I got there. I live on an acreage with a big fenced yard, so there’s lots of room to run and play. I also have a long leash outside for dogs that like a little more freedom but still need to stay on a leash. I have two dogs of my own—Pepper (3) and Jaxson (11). They’re both super sweet, but if your dog isn’t good with other dogs, that’s totally okay. Mine can stay downstairs while your pup has the upstairs all to themselves. My house is non-smoking, and I have extra toys, bowls, and lots of dr treats. I honestly just love dogs and would love to hang out with yours. :)
“Walter was great for our puppy, easy to communicate with, followed instructions and sent great updates and pictures! I will definitely use him again and would recommend him to others!”

About: I’ve been around dogs of all sizes breeds and personalities my whole life. I am comfortable and confident caring for dogs that are small, large, shy, social young or old. For the past two years, I have volunteered as an advanced dog walker with Edmonton Humane Society, where I have received hands-on training with their expert Behaviour Team. I’m currently completing an online diploma, which gives me a very flexible schedule. This means I’m available for pet care throughout the week and on weekends morning afternoon or evening. Since my studies are self-paced I am able to easily prioritize your pets needs and give them attention time and care they deserve whenever it’s needed. While I don’t host pets in my own home, I have plenty of experience, caring for pets in their own space and staying at clients homes. I understand how important it is for pets to feel safe and secure in a familiar environment so I always do my best to maintain the usual routine Whether it’s drop visits or overnight stays I treat your home and your pet with the utmost care and respect
About: Growing up we constantly had many different pets. May it be cats, dogs, birds or even fish. I love animals and the joy they bring, so as soon as I got my license I started a successful pet sitting business back home. Now that I have moved to Port Hope, I am looking to start back providing care and assistance to my fellow neighbors and their beloved animals. I am extremely patient and kind. I love all animals and if I am not familiar with a particular care process, I am happy to learn. I look forward to being able to provide my services to anyone who needs it. I do currently work 8.30 to 4.30 Monday to Friday but my work is on a hybrid model and I live close to work. I am willing to come and help before work, after work and even on my lunch breaks if needed. My weekends are very open and flexible as well. I currently rent and have 2 cats, so taking care of your pet in my home is possible but restricted. While taking care of pets in their home. I will abide by all house rules. I will visit your home and provide a minimum of 3 walks a day for drop ins, if I am housesitting then more care will be provided. I will also brush your pets and if you wish more grooming services, this can always be discussed.
About: I have had owned 5 previous dog. Currently have 2 dogs a goldendoodle and yorkshire terrier both friendly. Used to groom my own dog brush and can take your dog for bath additional cost Depending on size Currently at home so avaliable any day of the week. Have a young child 8 years old who goes to school and comes back by 6pm. I have toys. Can provide treats at additional cost. Special diet and diapers extra. Have 2 dogs friendly both female. 3 is company we will have a great time
The median cost per visit for pet sitting in Wellesley 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.

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It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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How to book pet sitting

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
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Popular requests for pet sitting - Wellesley
Select a filter and find qualifying sitters offering pet sitting.Sitters in Wellesley average 5 repeat pet sitting clients
FAQs for Pet Sitting - Wellesley
Frequently asked questions about Rover
The average cost of Pet Sitting in Wellesley is $22 per visit as of November 2026. Most bookings cost between $22 and $22 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
There are 924 sitters on Rover for Pet Sitting in Wellesley. About 85% of Wellesley 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.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 Wellesley 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
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.
Payment is handled securely through Rover. For a one-time booking, your payment method is charged at the time of checkout when you submit your booking request. This charge will include fees payable to Rover. Your booking is confirmed once the sitter accepts it.
If the request is not accepted, the pending charge is released in 1-7 days. How long it takes to disappear from your account depends on your payment provider.
For eligible recurring weekly services, you are charged for the first week when you book and then each Monday for the upcoming week. You’ll see the full price before you confirm. Always pay through Rover so your booking remains eligible for the Rover Guarantee and support.
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
- 90% can help with giving oral medications or injections
- 95% 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.


