Dog Walking Medway

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 39
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Medway, 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: Christine L.
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Christine L.
$32
total per walk
1 repeat client
10 years of experience
Medway, MA, 02053

About: I have had pets my entire life. Dogs, cats, birds, fish, rabbits…I love animals of all kinds. My mom became paralyzed and I walked and took care of her 2 senior dogs for about 8 years until they passed. I gave them oral medication, cooked their food, walked and groomed them. Then she adopted a puppy and I took care of him as well as trained him. I currently have 2 french bulldogs of my own. One is a hyper little puppy and the other is a calmer 5 year old. I love caring for pets whether they are my own or someone else’s. I currently work part time in home care until 2pm 4 days a week. I am available most afternoons. My schedule changes if a client is in the hospital and does not need care those days which gives me the flexibility to pick up more last minute walks or check ins. I have children so I cannot work all weekend but i can be flexible and am open to them. I am open to walking your dogs in your neighborhood or wherever you prefer. I am also open to check ins and feeding dogs or cats. I will do my best to keep your routine with them if that is what you prefer. I would like to know a little bit about them beforehand and any preferences or habits they have.

Sitter Profile Image: Keri M.
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Keri M.
Star Sitter
$32
total per walk
5.0 out of 5 stars
• 81 reviews
30 repeat clients
18 years of experience
Medway, MA, 02053

“Keri has been an amazing find for us! She responds quickly, is accommodating and flexible! Love that she tailors her approach with each dog needs! Highly recommend her!”

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Lisa R.
Sitter Profile Image: Sheila T.
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Sheila T.
$28
total per walk
25 years of experience
Medfield, MA, 02052

About: What sets me apart is the genuine love, patience, and personal attention I give to every pet in my care. I understand that pets are family, and I treat them with the same kindness, affection, and respect I would want for my own. Whether your dog needs an energetic walk, your cat prefers quiet companionship, or your furry friend just wants some extra cuddles and reassurance, I take the time to understand their unique personality, routines, and needs. I'm dependable, attentive, and committed to making sure your pets feel safe, comfortable, and loved while you're away. I also believe in keeping pet parents informed with regular updates and photos, so you can enjoy peace of mind knowing your beloved companions are in caring hands. My goal is simple: happy pets, worry-free owners, and the kind of care that feels like family! 🐾❤️ I’m currently a stay at home mom and although our kids have school and activities, I’m able to check on cats locally in between my family commitments. I am very responsible and respectful of people’s homes and personal spaces. My job is to check on their pets and tend to their needs in the time I visit my client’s homes.

Sitter Profile Image: Katy A.
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Katy A.
$27
total per walk
5.0 out of 5 stars
• 12 reviews
1 repeat client
33 years of experience
Franklin, MA, 02038

“So lucky to have found Katy to walk Piper! Piper warmed to her right away and Katy’s flexibility and communication were greatly appreciated!”

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Alison R.
Sitter Profile Image: Michael G.
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Michael G.
$28
total per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
12 years of experience
Medfield, MA, 02052

About: Dogs have been part of my life as long as I can remember — I grew up with a black Lab (12 great years), have had my own dog for almost 7, and regularly watch a close friend's dog when they travel. So I'm used to slipping into someone else's routine and earning a new dog's trust while making sure they are enjoying themselves. On walks I'm patient and attentive: no phone-scrolling, pace matched to your dog, and a photo update after every visit. Happy to do a meet-and-greet first if your dog is nervous, senior, or just particular. Message me anytime. I am a Marketing Consultant by trade so I typically have time during my days to come meet up with a dog who needs some care. That's why I started my Rover profile. I love dogs and have time for them! I have two young kids and a dog at home so I'm accustomed to taking direction. Happy to follow any directions you have to care for your dog - every dog has a 'thing' :) My main goal is to always make sure the dog gets the essentials - exercise, food, water - and from there it's about happiness. I'll play, give pets, take outside in the yard...whatever the dog needs!

Sitter Profile Image: Christina H.
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Christina H.
$28
total per walk
6 years of experience
Franklin, MA, 02038

About: Hi! I’m Christina, and I’m a lifelong animal lover with a passion for providing pets with the love, care, and attention they deserve! 🐾 Animals have always been a huge part of my life, and working with them has been a dream of mine since childhood. That passion eventually led me to work for a professional dog walking company for three years, where I gained valuable hands-on experience caring for dogs of all breeds, sizes, and ages. I eventually decided to take the leap and start my own business so I could provide personalized care and build lasting relationships with my clients and their pets! I’m also a proud pet parent to two Labradoodles, three cats, a gecko, a snake, and a bearded dragon, so you can probably guess that animals are a pretty big part of my life! I have experience administering medications to both cats and dogs, and I pride myself on being dependable, organized, and attentive to every pet’s individual needs. Whether we’re going on a fun walk, enjoying some playtime, or simply spending time together, my goal is always to make your pets feel safe, happy, and loved. I truly treat every animal in my care as if they were my own! Please don’t hesitate to reach out with any questions. I’d love the opportunity to meet you and your furry family members and become someone you can always count on to care for them! I look forward to hearing from you! 🐶🐱

Sitter Profile Image: Lauren D.
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Lauren D.
$39
total per walk
5.0 out of 5 stars
• 79 reviews
30 repeat clients
12 years of experience
Millis, MA, 02054

About: Milo’s House is a private in home pet sitting business in Holliston. We are in the process of receiving a kennel license for 7 overnight boarding dogs and 14 daycare dogs with a staffing ratio of 1:7. This is my full time job which gives me lots of flexibility for my clients! I have experience administering pills and injections for animals. My home is located in Holliston right off of the rail trail and I have a large fenced in yard with 2 sections to separate dogs if needed. I do have access to kennels, crates and baby gates to keep the dogs safe. In addition I have toys, bones and access to fresh water. Pet care is my full time job. I am home most of the day unless I need to leave for walks. Typically, that will be between the hours of 10-3. During this time the dogs will be able to take a nap and relax. Safety is my top priority at my home. I do not take dogs that are reactive or aggressive because of the liability for me and my clients dogs. Dogs are allowed to roam the house and the yard throughout the day. Kennels and crates are available for quiet time and safety. I have Furbos indoors and Ring cameras outside as an extra set of eyes! All pets are treated as if they’re my own! They are allowed in bed and on furniture.

Sitter Profile Image: Marina B.
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Marina B.
$28
total per walk
5.0 out of 5 stars
• 74 reviews
19 repeat clients
14 years of experience
Holliston, MA, 01746

“Marina is great, she arrives on time and is able to take Hensley out on walks in the woods. Our pup is a little on the shy side and she has been kind enough to gently introduce her to another dog to help with that. Thank you, Marina!”

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Justin O.
Sitter Profile Image: Elizabeth R.
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Elizabeth R.
Star Sitter
$29
total per walk
5.0 out of 5 stars
• 44 reviews
13 repeat clients
27 years of experience
Medfield, MA, 02052

About: I've cared for kittens, adults, and senior cats my whole life. Love walking dogs from Great Danes to Minature Poodles as well. Frequent volunteer at animal shelter for changing cat and dog cages and socialization. Currently have my cat Meadow. Last two photos are my old pets Nessie the axolotl and Plissken the Sinoloan milksnake. I'm flexible around your schedule and needs, so reach out and we can discuss. Can work weekdays and weekends with more availability weekends. Can work days and nights. I take expert cat care seriously as I want to give your cat the same love as my own: toys, clean boxes, fresh food and water, and plenty of pets. As for dogs, I want them to have fun walking and playing outside in nature.

Sitter Profile Image: Christopher D.
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Christopher D.
$28
total per walk
5.0 out of 5 stars
• 16 reviews
3 repeat clients
20 years of experience
Franklin, MA, 02038

“Very dependable service-arrived promptly and handled the walk professionally. I would confidently recommend and use them again.”

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Mary G.
Sitter Profile Image: Charles N.
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Charles N.
$23
total per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
3 years of experience
Walpole, MA, 02081

About: I got my first dog through the foster care system three years ago, and that experience completely changed the way I see dogs. Since then, I’ve come to appreciate the happiness, comfort, and companionship they bring to our often chaotic lives. I treat every dog with the same patience, care, and attention I’d want for my own. Whether it’s a walk, playtime, or simply keeping them company, my goal is to make each visit a positive experience so both you and your dog feel comfortable and confident in my care. There’s nothing quite like being greeted by a wagging tail and an excited smile, and I love being part of that happiness. As a full-time student, I have dedicated time each week for pet care and make reliability a priority. I’m available Tuesday and Thursday mornings, Wednesdays from 11:00 AM to 3:00 PM, and weekends from the morning until 7:00 PM. I look forward to giving your dog the attention, exercise, and care they deserve. I understand that trusting someone with your dog is not a easy decision. I’ll care for your pet as if they were my own by following your routine, prioritizing their safety, and giving them plenty of attention during every visit. I’ll also keep you updated with messages and photos so you always know how your pup is doing.

Sitter Profile Image: Caroline D.
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Caroline D.
$23
total per walk
4 years of experience
Medway, MA, 02053

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.

Sitter Profile Image: Laurence F.
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Laurence F.
$18
total per walk
15 years of experience
Hopedale, MA, 01747

About: I have owned dogs for the last 15 years. I also grew up with dogs my family home and I also cared for a ill cat for two years. I have my own dog Mondays and Tuesdays so I hope to take care of yours on Wednesday, Thursday and Friday and Saturday. I recently retired so I can dedicate my time to animals. This works great with my plan to get more exercise. My dog has a huge fenced in backyard and I spend all my time with him when I have him. I always keep him on leash and pick up after him. I also spend much time just cuddling and petting Gizmo also.

Sitter Profile Image: Amanda B.
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Amanda B.
$39
total per walk
5.0 out of 5 stars
• 27 reviews
7 repeat clients
4 years of experience
Medfield, MA, 02052

“Amanda is definitely going to be my go to sitter. She makes Buffy feel so loved, and it’s clear that she really cares for all the animals in her care!”

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Anna F.
Sitter Profile Image: Elsa S.
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Elsa S.
$28
total per walk
5.0 out of 5 stars
• 1 review
1 repeat client
30 years of experience
Milford, MA, 01757

About: Lifelong animal lover and wildlife rescuer, here for you and your pets About: I've cared for animals my whole life: dogs, cats, birds, lizards, and fish. I'm the person friends, family, and neighbors call when they need someone they trust with their pets, for walks, feeding, playtime, or just good company. I'm also the one who stops for hurt wildlife and brings them to the Tufts wildlife rehab clinic, so I stay calm in unexpected situations and I'm comfortable with animals of every temperament. I have a flexible daytime schedule, which means I'm available for weekday walks, drop-in visits, and day care. Your pet gets real attention plus plenty of updates and photos while you're away. I treat every animal like my own. I have a large yard where dogs get plenty of supervised outdoor time, plus a dog park just a 3-minute walk away for extra play and socializing. Dogs are never left unattended outside, and I keep a close eye on every pup in my care.

Sitter Profile Image: Lindsay D.
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Lindsay D.
$28
total per walk
5.0 out of 5 stars
• 10 reviews
40 years of experience
Wrentham, MA, 02093

“Lindsay was great! Showed up on time and gave our dog a nice walk. Very reliable and responsible.”

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Margaret M.
Sitter Profile Image: Joshua V.
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Joshua V.
$28
total per walk
3 years of experience
Milford, MA, 01757

About: Animal care is a big part of my life — I have four pets including a pit-bull, two lab mixes and a cat of my own, plus a year of experience walking and house sitting dogs and cats through my partner's pet care business. I treat every pet like my own, and your animal's safety and comfort always come first. I have just recently left my full time teaching job, so I can now give my full time, attention and effort into your furry family I care for pets by sticking to their normal routine — feeding, water, and exercise on schedule. Since I don't watch dogs at my own home, visits happen at the client's house, whether that's a drop-in, walk, or house sitting. I do a quick safety check, send photo updates, and leave things just as I found them.

Sitter Profile Image: Carolyn F.
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Carolyn F.
$56
total per walk
4.9 out of 5 stars
• 90 reviews
32 repeat clients
40 years of experience
Sherborn, MA, 01770

“Great with fur babies!”

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Tammy B.
Sitter Profile Image: Caitlin L.
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Caitlin L.
$28
total per walk
5.0 out of 5 stars
• 9 reviews
1 repeat client
6 years of experience
Walpole, MA, 02081

About: Hi! My name is Caitlin, I grew up with a coonhound beagle mix! He got several walks a day and I have a lot of experience through him. I’ve done house sitting, drop ins, dog walking and dog sitting for several of my neighbors dogs and through rover! When house sitting I can feed the dogs, let them out, give them walks, water plants or any other requests. I am a recent engineering college graduate now working full time Monday-Friday. I used rover during my senior year of college and loved it! I’m hoping to continue using it in the evenings and on the weekends as a side job. I like to get clear instructions from the owner on the dogs normal routine to make sure they are comfortable and treated to their normal schedule. I love giving them lots of pets, attention and walks!

Sitter Profile Image: Kimberly M.
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Kimberly M.
$23
total per walk
5.0 out of 5 stars
• 72 reviews
10 repeat clients
10 years of experience
Sharon, MA, 02067

About: I am excited to dog-walk and cat sit. I am available to watch single or multiple pets for your family, and I have a flexible schedule on weekends and holidays. I have had cats for many years, I have actually used rover when I went away and I know what an important decision it is to hire the right person to watch your furry loved ones. I have watched my sister’s two puppies and they are included in my photos. I will assist with grooming, feeding and playing as needed. I’m available most weekends and evenings, or early mornings. This is a part-time job for me but I will accommodate as best I can. I’m also open to offering a discount off total booking price if you are going out of town for a long time (like over a week or two). Every clients home is different, so I will try to learn the environment as much as possible. If it's for dog walking, I will learn the neighborhood with the dog.

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The median cost per walk for dog walking in Medway is $24

Dog parents share their Rover experiences - Medway

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5.0 out of 5 stars

Adreine was great with Cassie! Sent us videos of them walking & playing and Cassafrass looked very happy. She was able to fit us in on very short notice. Would absolutely book again.

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Margie G.
Dog Walking
5.0 out of 5 stars

Julia was great! She braved it out in the rain to give Feta his big walk for the day. She even went back to pick up his poop after I forgot to give her poop bags! Not to mention Feta had a great time.

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Michael G.
Dog Walking
5.0 out of 5 stars

Lindsey was truly wonderful! We have a 19yo Yorkie who has a lot of accidents and other health issues and she was amazing with him. We trusted her completely and appreciate the communication. Can’t say enough!

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Katie B.
Dog Walking
5.0 out of 5 stars

Brenda stepped in last minute to take Ms. Jackson on a couple of walks and feed her dinner. She was great about keeping me updated on her visit and she even cleaned up a little excitement piddle (Sorry Brenda!!! 😱😱😱). When I got home my little girl was completely tuckered out and in the best mood. Zero complaints, would recommend Brenda every time!

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Calvin S.
Dog Walking
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How to book dog walking

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Popular requests for dog walking - Medway

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Sitters in Medway average 3
repeat dog walking clients

FAQs for Dog Walking - Medway

Frequently asked questions about Rover

The average cost of Dog Walking in Medway is $28 per walk as of November 2026. Most bookings cost between $18 and $40 per walk. On Rover, walkers 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.

As of November 2026, there are 11,010 sitters on Rover offering Dog Walking across Medway. Enter your ZIP code to see which available sitters are closest to your home.

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 Medway. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

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 Medway 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.

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.

Every walker 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.

Yes, you can find walkers who have experience with handling special pet needs in Medway. On Rover:

  • 85% of walkers can help with special care needs
  • 89% 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.

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.

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.

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