Dog Walking Progreston

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Progreston, Find top rated dog walking

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

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Sitter Profile Image: Nicole M.
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Nicole M.
$36
total per walk
4.8 out of 5 stars
• 20 reviews
10 repeat clients
7 years of experience
Burlington, ON, L7P

“Nicole has been amazing so far! She is wonderful with khan ( who hates everything). She has been so patient and I love how professional she is. Will definitely be using her again”

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Bethany C.
Sitter Profile Image: Carrie S.
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Carrie S.
$23
total per walk
5.0 out of 5 stars
• 9 reviews
2 repeat clients
12 years of experience
Waterdown, ON, L8B

About: I’m a lifelong animal lover who dreams of opening an animal shelter one day. I began dog-sitting at 15 years old and have been regularly caring for dogs ever since. I have experience with puppies as young as six months, as well as senior dogs. I also spent a month volunteering at a dog shelter in Italy, and my own dog is a rescue. Because of this, I’m familiar with a wide range of behaviours and am confident caring for dogs who may need extra patience, structure, or understanding. I’m calm, reliable, and attentive, and I care for every dog as if they were my own. I am currently completing my undergraduate degree through an online university, which makes my schedule very flexible. I am available weekdays and weekends with the exceptions of Sunday mornings and Wednesday evenings. When caring for pets in a client’s home, I follow all care instructions closely to maintain their normal routine and comfort. I’m attentive to safety, including secure doors, leashes, and household hazards. I respect my clients’ homes and provide regular updates so pet owners feel confident and at ease while they’re away.

Sitter Profile Image: Sarah N.
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Sarah N.
$23
total per walk
5.0 out of 5 stars
• 45 reviews
22 repeat clients
4 years of experience
Oakville, ON, L6M

“Sarah is such a wonderful and reliable care taker of dogs! I have booked multiple times with her and my dog absolutely loves her and her dog, Lennon. Thank you!”

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Yzelle D.
Sitter Profile Image: Heather M.
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Heather M.
$23
total per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
36 years of experience
Milton, ON, L0P

About: Hi, I’m Heather! I’ve been pet sitting and house sitting for over 15 years, with approximately 35 years of hands on experience caring for animals, including dogs, cats, birds, and rabbits. I’m friendly, energetic, and enthusiastic, and I truly enjoy getting to know each pet’s unique personality and needs. I provide loving, attentive care for pets of all ages and sizes, focusing on making them feel safe, comfortable, and happy while you’re away. I’m experienced with feeding, walking, bathing, brushing, playtime, and administering medications. I also have 11 years of experience preparing and managing raw food diets for dogs. Over the years, I’ve welcomed pets into my own home while their families were away, providing them with plenty of love, attention, and a comfortable environment. After losing my beloved Boxer and cat about six years ago, I missed having animals around me so much that I decided to return to pet sitting and boarding. It has been a wonderful way to share my love for animals while giving other pet parents peace of mind. Your pets will be treated like family, with the same patience, kindness, and affection I would give my own. I understand how important it is to trust someone with your beloved companions, and I’m committed to making sure they receive the loving, personalized care they deserve. I work full time Monday through Friday, so I’m available for dog walks on weekdays after 5 PM. My weekends are free, giving me more flexibility to provide your pets with the time, attention, and care they deserve. I also offer pet sitting and boarding in my home, where your furry family members can enjoy a safe, comfortable, and loving environment while you’re away. I understand how important it is to find reliable care for your pets, and I’ll do my best to accommodate their needs and your schedule whenever possible! I have a spacious, unfenced yard, as well as nearby walking trails and a large park where your pets can enjoy outdoor adventures and explore their surroundings. Outdoor time will be supervised, and dogs will be kept securely leashed when needed. My family is home, so your pets will have companionship and attention throughout their stay rather than feeling lonely. They’ll receive plenty of love, cuddles, playtime, and, of course, a few tasty treats! I know how important it is to feel comfortable leaving your beloved pets in someone else’s care. Whether you’re heading away on holiday or need help with your busy schedule, I’ll treat your pets like part of my own family. I’m also happy to provide as many photo and message updates as you’d like, so you can relax knowing how your furry family members are doing while you’re away. Your pet’s happiness, comfort, and safety are my priorities. Let’s connect and arrange a meet and greet to see if we’re a great fit!

Sitter Profile Image: Nadine M.
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Nadine M.
$28
total per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Waterdown, ON, L8B

About: Hello, My name is Nadine, and I am excited to be in the pet care world, bringing a lifetime of love and experience with dogs of all sizes—from tiny companions to big adventure buddies. Whether they were my own pups or clients dogs staying with me, I’ve always treated every animal with the same care and affection as family. I offer safe, reliable, and flexible pet care tailored to your dog’s personality and routine. From playful puppies to laid-back seniors, I customize each visit to ensure your furry friend feels happy, loved, and well cared for—whether that’s a high-energy walk, a hike on the Bruce, or a cozy cuddle session. I take pride in being dependable, thoughtful, and someone you (and your pet!) can count on. I look forward to meeting you and your favourite furry friend! I have a flexible schedule, whether you need an early morning walk, mid day break or late afternoon hike, I can make myself available to suit your pets needs. I care for pets by providing a safe and loving environment. I have a fully fenced yard and (sadly) a pet absent home. I am happy to follow any specific instructions—whether it’s special walking routines, medications, or unique quirks. I’m attentive, responsible, and always focused on making sure your pet feels comfortable, cared for, and at ease.

Sitter Profile Image: Nikhil K.
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Nikhil K.
$34
total per walk
5.0 out of 5 stars
• 77 reviews
23 repeat clients
10 years of experience
Dundas, ON, L9H

About: If you are new to Rover use the link below to get 20$ off. NIKHIK20406, https://www.rover.com/sit/nikhik20406. I have taken care of pets since a very young age. I'm reliable, attentive, and I care for animals with love and patience to ensure they feel comfortable and happy. We have a 2 year old golden doodle, Max who can keep your fur baby engaged. I work from home and my schedule is very flexible to give attention to my furry clients, ensuring they are fed, hydrated and have enough playtime. I have a big fenced backyard for the doggies to run around and enjoy their playtime. I ensure the small dogs and big dogs have separate playtime. You can trust your pets will be in good hands under my care.

Sitter Profile Image: Elisha H.
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Elisha H.
$23
total per walk
5.0 out of 5 stars
• 13 reviews
2 repeat clients
7 years of experience
Milton, ON, L9E

About: I have seven plus years experience owning and working with dogs . I am knowledgeable in walking , bathing , feeding dogs as well as working with dogs with diabetes and giving insulin injections . I am currently a stay at home mom so i have a lot of free time and am available anytime during the week from 9am-5pm , as well as Saturdays from 10am-1pm . I can crate your pet if needed . Always keep pets on a leash when outside and not in inclosed area . I am always at home to keep a watchful eye over your fur baby !

Sitter Profile Image: Pooja M.
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Pooja M.
$28
total per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
3 years of experience
Milton, ON, L9E

About: I have experience with fostering dogs that come in different shapes, sizes and temperaments. I have had the opportunity to learn about dogs in a very short span of time. I have the patience and the ability to help a dog in need. I have the flexibility of working in a hybrid setting. I usually take my fosters for a walk 3 times a day and squeeze in a 40 minute exercise routine on a regular basis. I keep a close eye on the pets in my home. I keep anything they can swallow out of reach. I provide them with chew toys, frozen foods and puzzles to keep them occupied and mentally stimulate them when I am not able to physically take them outside for exercise. I believe animals need to be continuously engaged, at least while they are awake.

Sitter Profile Image: Nancy R.
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Nancy R.
$25
total per walk
40 years of experience
Burlington, ON, L7T

About: I’ve happily had dogs in my life for 40 years. As a retired teacher, I’d love to help care for yours, I have the time! I have experience with all sizes and ages of dogs, including administering medicine and injections (subcutaneous). Over my lifetime, I’ve been a parent to two westies, a border collie, Australian collie, polish sheepdog and currently have a wonderful five year old, Old English Sheepdog. I love spending time to get to know a dog and their personality to better meet their walking needs. Do they like long distance walks? Fast or slow? Do they like to interact with other dogs or people? This ensure your dog will have the best walk/visit experience. I’m retired but usually busy at the gym in the mornings (I can adjust that) and would be available to walk or even visit your dog anytime in the afternoon or evening. I have a fenced yard and am home most of the day (usually gone a couple hours in the morning). Safety, love and care are paramount.

Sitter Profile Image: Sheila M.
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Sheila M.
$28
total per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
40 years of experience
waterdown, ON, L8B

About: I have had cats and dogs in my life since age 5 when my parents had a small farm.. My children are older and we no longer have a cat and I really miss having pets around.We had a cat for 10 years.I have helped out some of the neighbours when they are away on vacation or for last minute emergencies. Since before covid, I have fostered cats and kittens ..The pictures are of my own cat that we used to have and all the kittens we have had over the last few years.. 5 foster families in total! I love being a foster family.. Would love to help you to get away and have piece of mind that they your pets are being well loved and taken care of. I am semi retired so am usually around, and am free to give attention to your pets that are in need of care so that pet owners can get away or for anything that comes up. I can plan to help for a week at a time if given enough notice. Just check with me to see if I can help. I have no other animals in the house for your pet to deal with so my full attention is on your pet. It is preferred that you bring their own personal food, bedding that they love and special toys or grooming tools that your petloves. I think your pet gets used to things a lot easier with all their familiar items around.

Sitter Profile Image: Toni W.
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Toni W.
$17
total per walk
5.0 out of 5 stars
• 43 reviews
20 repeat clients
11 years of experience
Milton, ON, L9T

“Toni was great with our puppy and understanding with us for our first time using rover. Thanks a lot!”

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Kristen H.
Sitter Profile Image: Morgan S.
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Morgan S.
$36
total per walk
5.0 out of 5 stars
• 116 reviews
29 repeat clients
8 years of experience
Hamilton, ON, L8L

“Morgan was great with bandit and I knew he was in good hands with her. Morgan is also a great communicator and gets back to you quickly. Thanks Morgan”

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Gaby K.
Sitter Profile Image: Tosin & Jacob O.
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Tosin & Jacob O.
$45
total per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
9 years of experience
Burlington, ON, L7P

About: Welcome! We are a young married couple who adores animals. Caring for pets is our cherished side hobby rather than a high-volume business, so we choose to host only one family at a time. This allows us to offer a private and peaceful home sanctuary where we can pour 100% of our attention, warmth, and care into your little one. Our work-from-home schedule means your dog enjoys constant companionship, a gentle and quiet environment, and all the couch cuddles they could ever want. For our walking and house sitting services, we welcome well-mannered dogs of all sizes, ensuring every pup receives a tailored, boutique care experience. We are both small business owners with primarily work-from-home schedules. We have very flexible days and are able to give your pup all of the attention, cuddles, and supervision that it may need. We also love to drive the little one over to local hikes and beaches for safe but exciting afternoon adventures. Our home is peaceful with only two adults living here. We do not have kids or other pets and safety is our first priority. Our home is a stress-free, premium experience, particularly well, suited for smaller pets.

Sitter Profile Image: dhairya b.
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dhairya b.
$20
total per walk
5.0 out of 5 stars
• 2 reviews
7 years of experience
Milton, ON, L9T

About: I started my journey by caring for family pets and developed a passion for providing exceptional care for all kinds of furry friends. Whether it’s playful pups or laid-back seniors, I ensure each dog feels loved and comfortable while their owners are away. What sets me apart is my work-from-home setup, which allows me to offer your dog my full attention. I live in a dog-friendly condo with plenty of space to relax and play. I take regular walks to the nearby park, providing fresh air, exercise, and the chance for your pup to socialize with other dogs. Belly rubs and playtime are part of the routine, so your dog will have a great time! My focus is on creating a safe and nurturing environment where every dog can thrive. I pay close attention to their individual needs, making sure they feel secure and happy during their stay. For pet owners new to Rover, you can use my promo code DHAIRB71126 for $20 off your first booking. It’s a great way to experience my services while ensuring your dog gets the care they deserve. I look forward to meeting your furry friend! Since I work from home permanently, I have a flexible schedule that allows me to focus on my furry friend’s needs throughout the day. Without hard deadlines to worry about, I can dedicate time for regular walks, play sessions, and cuddles. I can easily adapt activities to fit your pet’s energy levels and preferences. My goal is to ensure every pet feels loved and engaged, making their time with me both fun and comfortable. Your pet's safety and comfort are my top priorities! My spacious, pet-friendly condo is a safe haven—no sharp objects or fragile furniture to worry about. There’s plenty of room for your furry friend to roam, play, and find the perfect napping spot. I keep a watchful eye on all pets, ensuring they stay safe and happy. The environment is welcoming and relaxed, filled with cozy spots. Trust is essential, and I’m committed to providing a secure and loving space where your pet can feel right at home.

Sitter Profile Image: Michelle P.
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Michelle P.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 17 reviews
5 repeat clients
1 year of experience
Hamilton, ON, L8K

“It was my first time having Michelle walk Bella, and I couldn’t be happier. She was punctual, professional, and clearly very experienced with dogs. Bella absolutely loved her right away, which says a lot. She took the time to make Bella feel comfortable and gave me great peace of mind. I highly recommend her and will definitely be booking again.”

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Ingrid Carolina A.
Sitter Profile Image: Breeann T.
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Breeann T.
$28
total per walk
10 years of experience
Hamilton, ON, L8R

About: Hey! I'm Bree, a dedicated pet sitter based out of Hamilton, Ontario. Animals have been a huge part of my life since I was a little kid, and over the years I've built real experience with dogs who need a little extra care and confidence. I’m experienced caring for brachycephalic dogs, working with dogs with a bite history and all kinds of behavioural challenges, and keeping a close eye on escape artists who love to test their boundaries. Alongside that, I also care for cats, turtles, fish and small animals, and I love getting to know each pet's unique personality and routine. I understand that every animal is different, and some need a little extra patience, reassurance and understanding. Whether your pet is energetic and playful, shy and nervous, or has their own very specific routine, I always strive to make them feel safe, comfortable and loved while their family is away. I know how important it is to trust the person caring for your pets, and I love being able to give pet parents peace of mind through regular updates, photos, and plenty of care and attention! I offer a range of services to ensure your furry, feathered, or scaly friends are well cared for while you’re away. Whether you need boarding (if more comfortable, Luna and Ivy can be boarded at my mom's during your pet's sit), overnight care, or daily pet sitting, I’m here to help. I understand how important your pets are to you, and I strive to provide them with the love and attention they deserve. In addition to pet sitting, I also offer dog walking services. I work remotely on a flexible schedule, so I can build my day around your pet’s routine instead of the other way around. That means I can stay at your home for overnights, fit in morning and evening visits, and be there for midday feedings, medication times, or a check-in when your pet needs company. If your pet likes having someone around, I can work from your place while I’m there. Last-minute bookings, longer trips, and holiday coverage are often possible too, and I’m happy to keep to your pet’s usual feeding, walking, and medication schedule down to the minute. I care for pets in whatever setting suits them best, whether that’s in your home or mine. Most animals are calmest in their own space, so I’m happy to come to you for drop-in visits, daily sitting, or overnight stays. Boarding in my home is also available for pets who do well in a new environment. In your home, I stick to your pet’s routine: feeding, fresh water, potty breaks or litter box cleaning, playtime, walks, and plenty of attention. I’ll also keep an eye on the house, bring in the mail, and water plants if needed. In my home, pets get a safe, secure, supervised space, along with the same routine, exercise, and company they’re used to. Either way, you’ll get regular updates and photos so you always know how your pet is doing. I have experience giving medications and injections, and I’m comfortable with pets who are shy, anxious, or need extra patience. We’ll go over your pet’s routine, quirks, and any special needs at a free meet and greet before the first booking.

Sitter Profile Image: Victoria B.
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Victoria B.
$28
total per walk
5.0 out of 5 stars
• 77 reviews
23 repeat clients
6 years of experience
Hamilton, ON, L9B

“Victoria was great to work with and took good care of our pup for walks and potty breaks. Her communication was great and she was reliable. I think our pup felt comfortable with her and we'll hire her again!”

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Karen M.
Sitter Profile Image: Veronika P.
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Veronika P.
$20
total per walk
10 years of experience
Milton, ON, L9T

About: Over the past few years, I’ve been caring for pets for friends and family, and I always get excited for every visit. I have experience with both cats and dogs of all sizes and personalities—from playful, high-energy pups to shy or senior pets who just want some quiet company and extra love. Whether it’s walks, playtime, feeding, baths, or even administering medications (including injections), I’m confident and attentive to each pet’s unique needs. My goal is always to make them feel safe, happy, and totally loved while you’re away. I work part time, and I have a pretty open and flexible schedule to give your pet the time and attention they deserve—including plenty of cuddles, updates, and photos for you! I treat every pet like they’re my own and always aim to make them feel safe, loved, and comfortable while you’re away. I know how important it is to trust someone with your pet, and I’m committed to giving you peace of mind with reliable, caring service and lots of updates along the way!

Sitter Profile Image: Maia M.
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Maia M.
$23
total per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
2 years of experience
Oakville, ON, L6H

“Maia is a wonderful dog walker! So kind, reliable, and caring. Our dog comes home happy, and we feel very comfortable knowing he’s in good hands.”

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constance w.
Sitter Profile Image: Madisyn M.
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Madisyn M.
$25
total per walk
5.0 out of 5 stars
• 2 reviews
18 years of experience
Burlington, ON, L7M

“Madisyn was great with Penny, giving her lots of attention and good exercise. She provided nice updates while I was away and was very professional. Would recommend her for anyone looking for someone to walk or board their dog.”

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Adrian K.
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Popular requests for dog walking - Progreston

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FAQs for Dog Walking - Progreston

Frequently asked questions about Rover

Many sitters respond to requests in under an hour. Whether you are planning ahead for public holidays, need last-minute care, or same-day coverage for an urgent trip, you can message multiple sitters at once.

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.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in Progreston. Since all dog walkers are local, they may have a neighbourhood dog who is a good walking companion to yours.

Tip: Keep in mind that many cities in Canada require your dog walker to have a permit or licence for group walks.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route, the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Progreston after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the walk begins.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits, dog walking, and doggy day care. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover card updates, and same-day cancellations.

To find walkers in Progreston with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Every walker 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.

walkers on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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 walker 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 walker 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 walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

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 Progreston 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!

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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