Dog Sitting Medway

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

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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%.

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Sitter Profile Image: Kiley D.
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Kiley D.
Star Sitter
$23
total per visit
5.0 out of 5 stars
100 reviews
20 repeat clients
10 years of experience
Franklin, MA, 02038

Kiley was an excellent sitter for our dog! Kiley was very communicative, provided daily updates, and was just a joy to work with. Our family strongly recommends Kiley for any pet watching needs.

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Seth R.
Sitter Profile Image: Kira N.
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Kira N.
$23
total per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
1 year of experience
Milford, MA, 01757

Thank you again! Great caretaker for our doggo!

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Noah B.
Sitter Profile Image: Laura J.
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Laura J.
$25
total per visit
5.0 out of 5 stars
5 reviews
8 years of experience
Franklin, MA, 02038

About: I am CPR and animal care certified. I have also been a volunteer with many rescues over the past 10 years. In rescue, I specialize in socializing kittens and cats but have also taken on seniors with medical disabilities. I have trained puppies on basic commands. I have multiple years experience giving medications to dogs and cats. I am available for drop ins, walking, pack walks / hikes from 1pm to 10pm Monday through Friday and am available for all your pets needs on the weekends. Ideally I am available to walk your pup, let them out, feed them and take the on a nice hike if weather permits. Ideally for cats, I can feed them, clean the litter box, administer medication and socialize with them. However, I am open to boarding dogs as well if your dog is dog, cat and kid friendly. Please reach out to discuss. I have a fully fenced in yard if your dog is residing in my home. I will care for your pet as if they are my own and for me, my pets are my kids. I will provide safe, comforting, attentive care for your pet and respect your space when in your home. I will maintain a clean environment in your home and in mine. For basic walks or drop in visits, I will leave the home how I found it or better.

Sitter Profile Image: Elizabeth R.
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Elizabeth R.
Star Sitter
$32
total per visit
5.0 out of 5 stars
35 reviews
10 repeat clients
27 years of experience
Medfield, MA, 02052

Elizabeth took excellent care of my cats, Jasper and Daisy, for the weekend. This was my first time booking a cat sitter through Rover and it was a great experience. Elizabeth was very reliable and sent updates on the cats along with photos which was reassuring. The cats seemed well cared for and happy upon our return. We have Elizabeth booked for a future time!

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Mary O.
Sitter Profile Image: Christopher D.
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Christopher D.
$23
total per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
20 years of experience
Franklin, MA, 02038

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 also do not take dogs that mark all over the house, one accident is expected when nervous. 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.

Sitter Profile Image: Sophia C.
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Sophia C.
Star Sitter
$32
total per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
5 years of experience
Franklin, MA, 02038

About: Hello, my name is Sophia! I am located in Franklin, MA. I’ve been working in the animal care industry for 5 years and have worked at multiple different daycare/boarding facilities. I not only have experience in pet care, but also dog training. I am looking forward to meeting you and your pup/kitty! I am currently working per diem so my schedule can be inconsistent. However, since I do not work the same hours every week, I will be better able to make the time that adheres to your needs and schedule. Your pup’s health and safety will always be my top priority. During walks or overnight stays, your dog/cat will be my main focus at all times. I am always on top of your pets needs whether it is a walk, potty break, play time, feeding & water, or litter scooping; no task is too big or small.

Sitter Profile Image: Robert (Chip) D.
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Robert (Chip) D.
$28
total per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
50 years of experience
Holliston, MA, 01746

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.

Sitter Profile Image: Wendy J.
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Wendy J.
Star Sitter
$39
total per visit
5.0 out of 5 stars
176 reviews
31 repeat clients
25 years of experience
Wrentham, MA, 02093

Wendy was amazing! I was nervous about leaving my little guy when going away on a long trip. She took such great care of him and sent me photos and videos which I looked forward to every day and made me feel more at ease. She is top notch and I would refer her to anyone who needs their pet cared for while they are away.

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Rebecca S.
Sitter Profile Image: Sarah D.
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Sarah D.
Star Sitter
$23
total per visit
5.0 out of 5 stars
42 reviews
18 repeat clients
6 years of experience
Ashland, MA, 01721

Sarah was great with our cat Cedar. She took good care of our timid cat and followed our directions perfectly. She is super nice and friendly, as well. Will definitely book with her again!

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Majestia P.
Sitter Profile Image: Stephanie L.
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Stephanie L.
$24
total per visit
5.0 out of 5 stars
73 reviews
23 repeat clients
27 years of experience
Wrentham, MA, 02093

This was my first time using Rover. If you happen to be considering someone in the area please do not look any further than Stephanie for your dog. She went above and beyond. She is very trustworthy and professional and even cleaned up the floors. I will be using her again and I can’t recommend her enough!!!

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Ted C.
Sitter Profile Image: Brianna P.
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Brianna P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
51 reviews
21 repeat clients
20 years of experience
Milford, MA, 01757

Brianna was a star sitter! Though our shy cat didn’t come out to meet her, she still kept us updated through the weekend with pictures and messages. I felt totally comfortable leaving our cat in her care and would definitely book again!

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Kelly L.
Sitter Profile Image: Caroline D.
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Caroline D.
$23
total per visit
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: Jeffrey M.
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Jeffrey M.
$33
total per visit
5.0 out of 5 stars
20 reviews
4 repeat clients
50 years of experience
Walpole, MA, 02081

Jeff is a pleasure to work with, and my cat Paul loves hanging out with him! 10/10!

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William C.
Sitter Profile Image: Cheryl S.
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Cheryl S.
$22
total per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
18 years of experience
Bellingham, MA, 02019

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.

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CW L.
Sitter Profile Image: Isabell M.
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Isabell M.
$23
total per visit
5.0 out of 5 stars
47 reviews
22 repeat clients
10 years of experience
Norfolk, MA, 02056

Isabell went above and beyond with our two cats. She was always communicative about any scheduling changes and sent a bunch of photos and videos, outside of the ones included with the daily Rover Card. This was our first time using a pet sitter, outside of family, and she exceeded our expectations. She was patient with our cats and gained their trust and affection, which is hard as they are generally shy with strangers. I would highly recommend her and hope she is still around the next time we choose to travel as our cats grew fond of her.

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Crystal T.
Sitter Profile Image: Aaron F.
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Aaron F.
$36
total per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
14 years of experience
Franklin, MA, 02038

Aaron was the best he had to upmost due diligence while taking care of my dogs , and they loved him!

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Kaloeb P.
Sitter Profile Image: Jessica I.
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Jessica I.
$28
total per visit
5.0 out of 5 stars
11 reviews
6 repeat clients
15 years of experience
Medway, MA, 02053

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

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Tegan C.
Sitter Profile Image: Caroline T.
Verified Enhanced Background Check
Caroline T.
$23
total per visit
10 years of experience
Franklin, MA, 02038

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.

Sitter Profile Image: Elizabeth H.
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Elizabeth H.
$26
total per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
3 years of experience
Franklin, MA, 02038

Elizabeth was fantastic with our cats (again). Very dependable and responsive to any questions we might have. It’s so nice to be able to go away without worrying about them.

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Deb R.
Sitter Profile Image: Lydia B.
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Lydia B.
$34
total per visit
5.0 out of 5 stars
20 reviews
9 repeat clients
20 years of experience
Bellingham, MA, 02019

About: I have had and cared for dogs for 20+years since I was 10 years old. My husband and I adopted our golden retriever, Izzy in 2021. For 6 years I have been a volunteer and a foster at Forever Home Rescue in Medfield for the dogs that are brought up North weekly to find a home. We have fostered almost 30 dogs in our house & ONLY foster-failed with ONE, Pongo 🐶😊 I work a hybrid schedule currently and go into the office 2 to 3 days a week. I generally do not do week long boardings due to my work schedule, however it can sometimes be arranged depending on the week and our work schedules, so please feel free to still request! I have a fenced-in yard and two dogs, Izzy, a 5 year old Golden Retriever and Pongo, a 4 year old Lab/Weimaraner mix. They are both very sweet and happy pups who are used to sharing their home with dog- guests (whether boarding or fosters). When they were younger they went to daycare 2x a week and are well socialized and good with sharing their toys/beds/treats/etc. Pongo can be weary/protective the first time he meets a new dog and may give a growl or 2, but warms up quickly once he realizes they are friendly! Izzy and Pongo are both on the calmer side, and do best with dogs who will play/wrestle/run with them outside and then relax, lounge, and chew on some Benebones inside with them! Your dog is free to nap and hangout on the couch, dog beds, or our bed.

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The median cost per visit for dog sitting in Medway is $24

Dog parents share their Rover experiences - Medway

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5.0 out of 5 stars

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 :))

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Maria M.
Drop-In Visits
5.0 out of 5 stars

Eliza was prompt and did a great job making sure our dog and cat had their meals during a home visit. We also appreciated that she met us and our pets a day before to ensure for a smooth pet sitting session. We would gladly ask her to come again.

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Amanda G.
Drop-In Visits
5.0 out of 5 stars

Thank you for your flexibility and for helping us out at the last minute. The dogs were happy and well taken care of, and we loved the notes and videos from the visits. We really appreciate it!

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Nancy G.
Drop-In Visits
5.0 out of 5 stars

Alexandra was great with my two goldens. they instantly loved her, and she was super reliable. definitely recommend!

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Laura R.
Drop-In Visits
5.0 out of 5 stars

So awesome!!!! Was able to fit us in for a last minute booking and knocked it out of the park. Thank you!!

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Caitlin C.
Drop-In Visits
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  • 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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  • 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. 1. Search

    Browse profiles of sitters near you who offer dog sitting
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Popular requests for dog sitting - Medway

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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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