Dog Sitting Medway
Book a Medway dog sitter to watch your dog in your sitter’s home or yours.
Over 51 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%.
“Cate is amazing! She saved our vacation twice! First time by being willing to step in last minute after plans with another sitter fell through - Cate did a same day meet & greet and impressed us so much with her calm competence that we felt okay leaving. The second time was by winning over our most neurotic kitty and convincing her to eat, so we could continue our vacation rather than driving back to feed her (which has happened before)! Cate took beautiful photos of all our kitties, and quickly mastered administering multiple meds and fluids to our most senior kitty. She kept us completely updated all the time we were away. We are so happy we found Cate and look forward to having her take care of our kitties again!”
About: I have experience with cats, I own 4 and my mom owns 3! I also have experience with dogs as my mom was a dog walker when I was 12-now (23) and I went with her as well as boarded dogs! It will just be me caring for your pets! I work from home Wednesday- Fridays and could leave to walk a dog, or check in! Also could do check ins on cats. Weekends as well. I am a super loving person. I love to give the animals snuggles, treats, and make sure they’re well fed and get lots of attention.
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.
About: I grew up on a farm, and always cared for multiple dogs at the same time. My wife and I have had, or cared for dogs almost all our adult lives. I enjoy caring for dogs and spending time walking with them, playing with them, and just being with them. I recently retired, and my wife works from home, so we’re both here all day. I take daily walks, and spend a lot of time outdoors. I have a good-sized yard, live in a quiet neighborhood, and my property borders conservation land. I can easily accommodate a crate, dog bed, etc.
“Breanna is fantastic! She takes great care of my dogs. Today I had a bit of an emergency pop up and she stepped up on short notice to make sure my pups were cared for. No one better! Hire her!”
About: Hi, my wife Ali and I have been taking care of and walking dogs for years. We have 3 small dogs and 1 parrot of our own. We live in a house with our own yard. 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 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.
“Kayla was amazing ! Helped out last minute notice due to emergency life saver ! Would highly recommend ! Great notes and pictures and even helped cleaned up after very much appreciated !”
“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!!”
“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 had dogs most of my life. I have adopted my dogs through shelters and understand the need for patience, care and going with the dogs flow! My neighbors utilize these skills to dog sit and walk throughout the years. I am currently off for the summer from my full time job! I am able to provide walks and drop ins at any time of day. Your pets safety and care is my number one priority. If you prefer more communication during the visit, I will always accommodate that. You are trusting me with your family, so I will treat them as my own family as well.
“Stephanie is such a big help to my chickens and me! She made sure my chickens had fresh water when I was worried about it being frozen. And on a holiday!! Thank you so much, Stephanie!!”
About: Hi! My name is Annie and I have experience with about every pet you can name. I am 24 years old and live at home with my parents, brother and 4 cats. We have had dogs, cats, chickens, hamsters and even a lizard. I am known as the cat whisperer and all pets always love me because I approach animals with a calm and nurturing tone. I am currently in grad school and have a lot of availability during the summer. I am looking for occasional or long term opportunities, so feel free to reach out! I have lots of pets at home right now so I spend a lot of time playing and taking care of them. I would love to expand my pet family. I would be able to feed, clean up after and play as much as needed for any pets. I am used to full care of my cats and dogs.
About: I have been providing in-home pet care for over 4 years now, with plenty of experience walking, caring for, and loving dogs. I have administered medicine, and am cpr and first-aid certified. I currently have 1-2 daily walks scheduled everyday Monday-Friday, and am looking to add up to 6 walks everyday! I’m hoping to have breaks between every 2-3 walks in order to care for any pet I am currently caring for in-home. I will always meet you and your pet(s) before any one on one care to ensure that we are a perfect match! Your pet’s comfort and happiness is my top priority.
About: I’ve taken care of dogs since I was a kid! I have always loved dogs and their sweet, and playful personalities. I would love to take your dog on a walk, and be their friend! I am pretty free throughout the week, I love staying active, and going on walks outside. My schedule this summer is super flexible to take your dog on a walk! I live right next to a dog park, and walking trails! I am happy to drive to any dog park or walking trail as well!
“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: I have had dogs my entire life. I’m the proud owner of a golden. We walk 3-4 miles a day in the woods behind my house. My cousin has my dogs sister and we have weekly play dates to keep them together! My sister also has an American bully and I love breed! He often comes over for sleep overs and he is my best running buddy! Pet care is extremely important to me! I start my day with play time and long walks! I also think it is very important to keep my dog socialized I put her in daycare once a week to keep her comfortable with all dogs. My day always end with play time typically fetch outside and snuggles on the couch! My dog Rollie is my best friend. I work from home 2 days a week and either my husband or I are home early the other days. This allows for a lot of working from the deck sitting in the sun! I know how important it is to trust the person caring for your pet. I would love to set up a meet and greet so we can all get to know each other. Looking forward to adding a friend for Rollie on our nature walks!
About: I am a college student home for breaks! I have 3 dogs and 1 cat at home who I love to hang out with and care for. I have done at home care for senior dogs, walks and run around with younger dogs and puppies, cat sitting, and lots in between. I am home for a few weeks in January and lots of time in the summer, so I would love to help with your animals anytime when I am home, especially if you’re headed on any vacations. I care deeply for your animals and will carefully follow any instructions and specific requests you may have. I want to make sure you and your animals are as comfortable as possible while they are in my care, so I am very flexible.
The median cost per visit for dog sitting in Medway is $24
Dog parents share their Rover experiences - Medway
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?
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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.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Medway sitters!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 July 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 July 2026, there are 10,728 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:
- 91% 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.
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