Dog Sitting Medway
Book a Medway dog sitter to watch your dog in your sitter’s home or yours.

Over 53 pet parents in Medway have booked dog sitting
Medway, 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%.
“Kiley was great! She was understanding that our kitty is extremely shy and kept us updated while we were away. She even accommodated an extra drop in on extremely short notice. I definitely recommend her!!”


About: I’ve been taking care of dogs and cats since I was 10 years old. Family members, friends, neighbors, etc. have always had pets and have relied on me to take care of them for periods of time. I work on a hybrid schedule, so I am home most Mondays, Fridays - Sundays all day. When I am in the City working I have breaks where I can walk dogs that are close by as well. I don’t have any pets in my home, I live with my fiance who has grown up owning multiple dogs at a time. We have no children in the home either. We live in a townhouse with a front and back yard.
“As always, Jeff goes above and beyond to take care of Paul. Paul recently had a change in his health a couple weeks prior to our vacation, and Jeff was able to accommodate with medication and monitoring Paul for any changes. We felt calm knowing Paul was in good hands!”

“We are so happy we booked with Kerry! It was wonderful getting to meet her during our meet and greet, and we felt comfortable leaving our Labrador Retriever, Enzo, in her care. My husband and I were away for two days, and Kerry provided drop-in visits that included walks, feeding, playtime in the backyard, fresh water, and lots of great company for Enzo while we were away. She was so attentive and responsive throughout our time away and kept us updated with plenty of photos and messages, which gave us so much peace of mind. We could tell Enzo was happy and well cared for, and we truly appreciated how thoughtful and reliable Kerry was. We would absolutely book with her again and highly recommend her to anyone looking for someone who will care for their pets like their own! 🐾❤️”

About: Hi, my wife Ali and I have been taking care of and walking dogs for years. We have 3 small dogs and 2 small parrots of our own. We live in a house with our own private fenced in dog park in the back. My wife is always home as she works from home and I work overnight so your pet will never be alone. We love to care for all dogs or other animals! We have 2 young children so your dog must be good around kids as well. If you have any questions please message me. Unfortunately at the time we are not accepting any large breeds (dogs that stand really tall on 4 legs) unless they are a small puppy and are 35-40lbs or less. We also do not take dogs that mark all over the house, one accident is expected when nervous in a new environment and we understand. We do charge extra $20 if you run out of food or we need to feed your dog our own food because dog food is costly these days. We also will charge a $200 cleaning fee for dogs who do mark all over the house because as stated we do not take dogs that do this. We are am extremely flexible with pet schedules, as of right now we bring our own dogs out every 3-4 hours for potty breaks and playtime outdoors. We visit a local dog park and we also have a yard. We have our own yard and we will be outside with your dog on leash, never left unsupervised, safety for everyone is important to us. We will always be very transparent with you.
About: Animals have always been a central part of my life. I’ve raised and cared for an Akita mix and a Maine Coon cat who both lived exceptionally long, happy lives—thanks to the wholesome, low‑stress lifestyle they enjoyed on the farm. I understand how much pets mean to their families, and I take pride in creating a safe, calm, and nurturing environment for every animal in my care. Since losing my own pets, I’ve truly missed the companionship and joy they brought to my daily routine. Pet sitting gives me the chance to reconnect with that love while offering dependable, thoughtful care to your pet. Whether they need exercise, affection, structure, or simply someone patient and attentive, I’m here to make sure they feel comfortable and well‑loved while you’re away. 🌟What to Expect When You Book With Me 🌟As a stay‑at‑home mom to a 9‑month‑old, I’m able to offer a high level of flexibility and consistent, attentive care throughout the day. Your pet will never be left alone, and I maintain a calm, predictable routine that helps animals feel secure and comfortable. 🌟Whether your pet stays in my home or I care for them in yours, you can expect reliable communication, timely updates, and thoughtful attention to their individual needs. I’m home the majority of the time (and when I’m not home, dogs come with me) which allows me to closely follow feeding schedules, outdoor routines, activity play, and any special instructions you provide. 🌟Pets in my care enjoy a balanced, enriching routine that keeps them active, relaxed, and mentally stimulated. Each day includes plenty of outdoor time, whether that’s a peaceful walk around the property, a short hike on nearby trails, or a visit to one of the local parks for fresh air and new sights. Throughout the day, I maintain a steady rhythm of play, rest, and companionship. Because I’m home full‑time, your pet receives consistent attention and engagement, with activities tailored to their energy level and personality. Whether they thrive on adventure or prefer gentle outings and quiet time, I make sure their day feels fulfilling, safe, and enjoyable. 🌟Care in My Home I live on a quiet farm property at the end of a dead‑end road. This means no through‑traffic, no noise disruptions, and a peaceful setting that helps pets settle in easily. The property has spacious front and back yard areas for supervised outdoor time, and the living space itself is clean, organized, and free of hazards. Because I’m home throughout the day, your pet receives steady attention, consistent monitoring, and a predictable routine that supports their comfort and safety. 🌟Care in Your Home When caring for pets in their own environment, I focus on maintaining the routines and expectations they already know. I follow your instructions closely, respect your home, and stay attentive to details like feeding schedules, gates, doors, and any special safety considerations you share. This helps your pet feel grounded and secure while you’re away. Across all services, I value trust, communication, and reliability. You can expect thoughtful decision‑making, clear updates, and a steady, caring presence dedicated to keeping your pet safe, comfortable, and understood.
About: I’ve always known I wanted to be around dogs, that I’ve taken care of my families dog across states and stayed as long as wanted willingly, never asked for Pet care is an enjoyment for me as I’m an animal lover and have done a couple pre vet classes in college that i still attend I have two dogs of my own at home and take them out separately. I take my smaller dog out every two hours & play as i have a big backyard
“Isabell was great with my cats while my husband and I were away. I was worried because i have a cat that needs more love and can be a bit much out of the 4, but they were all very happy!”

About: Hi my name is Emily! I love all animals and have lived with dogs and cats for most of my life. I lived with two chocolate labs and have worked through their puppy stages as well as training. I have experience with dog walking and dog sitting, and have been doing that for over 4 years. I have a calming presence on animals and they seem to enjoy being around me! I am also patient with them whether they want to explore during walks, if they have an accident in the house, and anything in between. I can give your pet an engaging walk and playtime, and a peaceful stay at my house. I will give them all of my love and I hope they enjoy their time with me! I currently work part-time and I have a very flexible schedule. I can spend lots of time with pets wether it is house stays or checking in on them frequently. I have a fully fenced-in backyard with plenty of room for pets to roam. I always have an eye on the pets and my house is pet-proof, with chemicals kept in pet-free areas. I do not let dogs meet unknown dogs on walks unless given prior consent from the owners and am knowledgeable on dog and cat behaviors.
About: Caring for animals has been a huge part of my life for more than 20 years. I started dog walking for neighbors when I was just 10 years old, and that love of animals eventually grew into professional pet-sitting work. I have worked for two professional pet-sitting companies for a combined 20 years, caring for dogs, cats, and pets of all ages, sizes, personalities, and needs. I’m dependable, attentive, and genuinely love getting to know each pet’s individual personality and routine. I understand how stressful it can be to leave your pets in someone else’s care, and my goal is to make you feel completely comfortable knowing they’re safe, happy, and well cared for while you’re away. I’m happy to follow your pet’s normal routine, including feeding schedules, medications, walks, playtime, and plenty of attention and cuddles. Your pets will be treated like family while they’re in my care. I also have extensive experience with senior pets and pets who need a little extra patience and attention. I’d love the opportunity to meet you and your pets and learn what makes them happiest! ❤️🐾 My schedule is flexible, so I’m able to work pet sitting and dog walking into my week. I’m happy to discuss your pet’s needs and find a schedule that works well for everyone. I have many many years of experience as a professional pet sitter. I am thoroughly trained in keeping your pet safe. Your home will be respected and taken care of, your pets will be treated with kindness and kept safe.
“Cheryl took great care of my two cats while I was on a two week vacation. She handled food, water, treats, litter, and play just right. From the meet and greet, I could tell she has a sweet and gentle touch and really understands how to relate to cats. Her thorough updates including photos kept me confident that they were in good hands.”

About: From neighbors to strangers, I’ve cared for other people’s pets for some time now. I love animals so much. Long walks cure my soul so having a dog by my side makes it even better!! I attended the Norfolk Aggie in Walpole for high school, so I’ve been around many different types of animals. It’s my passion to care for animals and make them happy! I currently work part time picking up shifts, so my schedule is very flexible. I do attend college courses but won’t be for the summer! I provide fur friends with regular exercise, a safe environment, consistent routines, necessary grooming, AND I always adhere to the specific needs and instructions provided by the pet owner!
“Layal took fantastic care of our 2 cats plus their cousin cat (3 cats in total) for a whole weekend while we were away for a wedding. She is responsive, knew how to handle 3 cats with different diet needs and temperaments with care and ease, shared lots of updates about how they were doing, and left everything in great order around the house. We look forward to rebooking her for future cat sitting!”

About: I’ve spent my life surrounded by animals, from growing up training Golden Retrievers to the many years I spent with my Lhasa Apso, Cooper, and my two beloved cats. My home is a bit too quiet since they passed, and I’m eager to share that "family-first" devotion with your pets. I’m new to the app, but a veteran with animals! My Commitment to You: • Full-Time Attention: I work independently and am home the majority of the day. Your pet will be my primary focus and never left alone for more than an hour or two. • Versatile Experience: Whether it’s the high energy of a large breed or the specialized needs of a small senior, I’ve handled it all with patience and care. • The "Spoiled" Treatment: Since I’m just starting on Rover, I’m only taking limited guests. This means your pet gets 1-on-1 attention and a schedule tailored entirely to them. Services I Provide: • 🏡 Boarding: A cozy townhouse with carpeted stairs (great for traction!) in a very walkable community. Multiple daily strolls are a guarantee. • 🐾 Walks & Drop-ins: Punctual and reliable. I’m comfortable with all temperaments and am happy to follow your specific training or house rules. • 🐱 Cat Care: As a former cat mom, I specialize in visits that prioritize real companionship and play, not just a food-bowl refill. I can’t wait to meet your best friend and treat them like a member of my own family! Pet care fits naturally into my daily routine. I work independently and am home the majority of the day, stepping out for no more than an hour or two at a time. Your pet will never be left alone for long, and I treat every animal in my care as my own. My home is a townhouse with carpeted stairs and plenty of cozy space for pets to roam. Both cats and dogs are welcome throughout. I live in a very dog friendly community, so walks happen multiple times a day based on your pet’s needs and energy level. Your pet will be comfortable, well cared for, and never an afterthought.
“Jessica did a great job checking in on our kitties while we were out of town! We have a unique situation with an rv parked at a campsite and she was very accommodating and gave us updates on them every day”

About: I have experience working with dogs of all ages, sizes, and temperaments. My background includes dog sitting and dog walking, working as a daycare attendant, assisting with training, and providing care in a canine rehabilitation setting. I’m comfortable handling a wide variety of personalities and needs, from energetic puppies to senior dogs requiring extra attention and care. 🐾 I am available Monday through Friday, with weekend availability upon request. My schedule is flexible, and I am happy to work with pet owners to find times that best fit their needs. I care for pets as if they were my own. I follow their normal routine, provide food and water, walks, playtime, bathroom breaks, and lots of attention. My goal is to keep your pet comfortable, happy, and safe while you’re away.
“Kira was right on time and kept me updated via message and pictures during her visit! Our 3 dogs love her and were happy to hang out with her and play! Thank you so much for taking great care of our furry children! Highly recommend Kira!”

The median cost per visit for dog sitting in Medway is $25
Dog parents share their Rover experiences - Medway
Alli was incredible! She took such great care of our baby while we were gone. It’s always tough to leave your dog behind when traveling, but she made it easier with constant check ins and pictures to show us how our baby was doing!!! We’ll be reaching out to her again :))

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 dogs like family

1. Search
Browse profiles of sitters near you who offer dog 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 dog sitting - Medway
Select a filter and find qualifying sitters offering dog sitting.Sitters in Medway average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Medway
Frequently asked questions about Rover
The average cost for Dog Sitting in Medway on Rover is $22.2 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 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 .
As of September 2026, there are 10,627 sitters on Rover offering Dog Sitting across Medway. Enter your ZIP code to see which available sitters are closest to your home.
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 traveling for a few nights, a pet sitter can offer potty breaks during a Medway 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 to 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.
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 Medway 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 are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
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 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. 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 sitters in Medway with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Medway. On Rover:
- 90% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 94% 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.
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.






