Dog Sitting Medway

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

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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%.

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Sitter Profile Image: Elsa S.
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Elsa S.
$28
total per visit
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: Abby G.
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Abby G.
Star Sitter
$26
total per visit
5.0 out of 5 stars
• 82 reviews
25 repeat clients
8 years of experience
Lincoln, RI, 02865

“Abby was incredible! I felt at complete ease knowing she was taking care of jasmine while I was away. She was dependable, on time, and was incredible with communication.”

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Janice R.
Sitter Profile Image: Lily R.
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Lily R.
$28
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
22 years of experience
Milford, MA, 01757

“Great sitter! Lily was very sweet and accommodating. We were very relieved to have her during out trip. Highly recommend!”

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Nina S.
Sitter Profile Image: Margaret A.
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Margaret A.
$28
total per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
5 years of experience
Norwood, MA, 02062

“Margaret took such great care of our cats, she is wonderful. She is so sweet, very caring and I hope she will take care of Olive and Otis again next time we go away! I highly recommend her!”

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Jill K.
Sitter Profile Image: Jessica P.
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Jessica P.
Star Sitter
$23
total per visit
5.0 out of 5 stars
• 11 reviews
5 repeat clients
6 years of experience
North Attleboro, MA, 02760

“Jessica did a great job watching out cat got 11 days! She was flexible when we added on two days last minute. She was professional and did an amazing job! Highly recommend her!”

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Christina S.
Sitter Profile Image: Cassandra M.
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Cassandra M.
$45
total per visit
5.0 out of 5 stars
• 32 reviews
11 repeat clients
8 years of experience
Bellingham, MA, 02019

“Literally, the best! My dog looks forward to us being away now so he can see his girl Cassie! 🖤”

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Lindsay J.
Sitter Profile Image: Meaghan H.
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Meaghan H.
Star Sitter
$43
total per visit
5.0 out of 5 stars
• 60 reviews
21 repeat clients
10 years of experience
FOXBORO, MA, 02035

“Meaghan loves my Archie and treats him as her own. She bakes the best treats and he gobbles them up! She takes such good care of him that I’m blessed to have her as a sitter. (She even removed a tick she found! Now that’s dedication!)”

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Lisa K.
Sitter Profile Image: Xiwei L.
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Xiwei L.
$34
total per visit
8 years of experience
Walpole, MA, 02081

About: I have always loved being around animals and have years of hands-on experience caring for both cats and dogs. I have 5 years of cat-sitting experience, and I also own two cats, so I understand how important patience, routine, cleanliness, and gentle attention are for cats. I’m comfortable feeding, cleaning litter boxes, giving fresh water, playing, and making sure cats feel safe and relaxed while their owners are away. I also have experience caring for dogs. My family has had a dog at my mom’s home for 8 years, and I’ve helped with daily care, feeding, walking, playtime, and basic routines. I understand that every pet has their own personality and needs, and I always do my best to follow each owner’s instructions carefully. My goal is to make pets feel comfortable, loved, and well cared for. I do vendor work, so my busiest time is usually on weekends. During the week, my schedule is more flexible, and I’m happy to accept weekday boarding or pet care requests. Because my work hours are flexible, I can make time throughout the day to check on pets, feed them, play with them, and make sure they feel comfortable and cared for. I always try to create a calm, clean, and safe environment for every pet. I carefully follow each owner’s instructions, including feeding schedules, walks, litter box cleaning, medications if needed, and any special routines. I understand that every pet has their own personality, so I take time to help them feel comfortable and reduce stress. I also keep owners updated with messages and photos so they know their pets are doing well.

Sitter Profile Image: Kimberly M.
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Kimberly M.
$17
total per visit
5.0 out of 5 stars
• 71 reviews
10 repeat clients
10 years of experience
Sharon, MA, 02067

“Kimberly visits our sixty five pound pit mix weekly. She always provides photos and it looks like Kix has a great time ! Very happy with her services”

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Sara D.
Sitter Profile Image: Megan F.
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Megan F.
$23
total per visit
5.0 out of 5 stars
• 12 reviews
2 repeat clients
10 years of experience
Medfield, MA, 02052

“Megan was great to come by and take care of puppy”

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Panny 0.
Sitter Profile Image: Ryan C.
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Ryan C.
$23
total per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
5 years of experience
Milford, MA, 01757

“Ryan is awesome. He was so good to our Newfie. We will definitely be using him again.”

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Saphy e.
Sitter Profile Image: Nicole A.
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Nicole A.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 25 reviews
12 repeat clients
9 years of experience
Upton, MA, 01568

“Nicole takes great care of my cat Millie. She’s great at communicating and sending both pictures and updates. She’s even gets on the floor to play with Millie and give her lots of cuddles. I Highly recommend Nicole!!”

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Helene B.
Sitter Profile Image: Jessica S.
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Jessica S.
$28
total per visit
20 years of experience
Mendon, MA, 01756

About: Hello! My name is Jessica and I am a reliable 48-year-old animal lover ready to provide your pet with exceptional care. I offer personalized, attentive dog walking services to keep your furry friend happy, healthy, and safe. You can count on me for punctual, trustworthy updates and plenty of belly rubs during every single walk. Pet care fits seamlessly into my daily routine, offering me the flexibility to schedule walks during your dog's preferred times, ensuring they get consistent exercise and love every single week. I treat your home with total respect, maintaining your dog's exact feeding, crate, and potty routines. During walks, I focus entirely on your pet's safety, happiness, and reinforcing their good leash manners.

Sitter Profile Image: Marilyn G.
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Marilyn G.
$36
total per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
21 years of experience
Blackstone, MA, 01504

“Marilyn has been WONDERFUL to our babies! She does drop-ins multiple times a week, and really shows how much she loves them ❤️”

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Ali S.
Sitter Profile Image: Jacqueline F.
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Jacqueline F.
Star Sitter
$56
total per visit
4.9 out of 5 stars
• 104 reviews
48 repeat clients
20 years of experience
Hopkinton, MA, 01748

About: With over 20 years of experience caring for a wide variety of dog breeds both personally and professionally. I bring deep knowledge, patience, and heartfelt dedication to every pup I meet. My love for dogs runs deep, and I always strive to make each one feel safe, loved, and truly at home. Whether it's energetic playtime, long walks, or cozy cuddle sessions, I tailor my care to each dog’s unique needs and personality. Your furry family member will be treated like one of my own with compassion, consistency, and lots of belly rubs! Providing the best care possible isn’t just my job, it’s my passion and my priority. I currently work from home, which allows me to give dogs plenty of time, attention, and care throughout the day. I’m also supported by my two mature and responsible children, who have hands-on experience with dog-sitting, walking, and even cat care. They fully understand the responsibilities that come with caring for animals and love being involved. With our home full of warmth and care, your pet will feel like part of the family. We live in a wonderful, dog-friendly neighborhood that’s known as one of the safest in Massachusetts. Our area is peaceful, welcoming, and perfect for regular walks, with nearby dog parks and friendly neighbors. I have all the necessary dog-walking supplies on hand, and as an active, athletic family, we love spending time outdoors. Your dog will enjoy plenty of fresh air, exercise, and outdoor play always in a safe and stimulating environment.

Sitter Profile Image: Amruta K.
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Amruta K.
$23
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Framingham, MA, 01702

“Amruta was very nice and great with Scooby! She is a natural with dogs - when he met her and started jumping (still a pup learning his manners) she turned her back and immediately went into trainer mode which was great. Thanks Amruta!”

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Brittany E.
Sitter Profile Image: Bianca & Elizabeth C.
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Bianca & Elizabeth C.
$34
total per visit
5.0 out of 5 stars
• 37 reviews
16 repeat clients
22 years of experience
Milford, MA, 01757

“Elizabeth was so great with my dog, Riley!! I will definitely be using Bianca and Elizabeth again in the future ?”

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Erin K.
Sitter Profile Image: Sara K.
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Sara K.
$19
total per visit
4.3 out of 5 stars
• 6 reviews
4 repeat clients
9 years of experience
Wayland, MA, 01778

“Sara came to our rescue at the last minute. We were grateful that she could accommodate our requests. Daisy seemed to enjoy her time with Sara and the new ball. We will have her back another time.”

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Mandy P.
Sitter Profile Image: Laura F.
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Laura F.
$34
total per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
18 years of experience
Cumberland, RI, 02864

About: I’ve had animals since I was 6. Growing up I had over twenty cats, numerous dogs (big and small), and a horse! While owning animals allowed me to learn the basics, I’ve spent 10+ years volunteering in both RI and MA animal rescues to help animals in need. This has allowed me to meet an array of different species as well as personalities. It’s also taught me how to socialize feral cats/dogs, administer medication, CLEAN, and give lots of love. Each pet is unique and I learn something from every one of them! Some can run endlessly and others have to be rolled off the couch. I love and care for them all. If your pet is a social butterfly who is easy going or a bit of a weirdo who won’t tolerate being looked at or the sound of breathing while they eat, I’m your girl! At the end of the day I aim to be a consistent, stable, and reliable resource for pet parents looking for someone to care for their babies! I’m also open to discuss my pricing if need be I have LOTS of free time!! I’m hoping to fill up my schedule with as many fur babies as possible! The more snuggles the better! Making your pet comfortable is always the goal and that process isn’t always smooth! That’s okay! I have time, treats, and more treats on my side. For social animals I am able to just do what makes them happy. Walks, play time, cuddles, etc. For the shy babies I know it’s not always a one visit solution and that’s okay! I’ve had the meanest feral cats you can imagine in my house who turn into the snuggliest love bugs with a little time, love, and stability. It takes time to build trust and I respect that

Sitter Profile Image: Ella M.
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Ella M.
$23
total per visit
10 years of experience
Uxbridge, MA, 01569

About: I've had dogs since I was in 3rd grade, so caring for animals has always been a part of my life. I have experience feeding, walking, playing with, and giving pets lots of love and attention. I've also helped care for family and friends' pets while they were away. I'm reliable, patient, and will treat every pet like they're my own. I know how important it is to stick to a pet's routine and make them feel safe and comfortable, and I'm happy to send updates and photos while you're away. I'm currently working part-time through August 1, so I have a flexible schedule and plenty of availability. I'll be starting a full-time job on August 17, but I'll still be available on weekends and can discuss weekday availability as needed. I'll always make sure your pet gets the attention, care, and time they deserve. When caring for pets in a client's home, I treat both your home and your pet with the same respect and care I would my own. I will follow your pet's routine closely, including feeding schedules, walks, playtime, medications (if needed), and any special instructions. My goal is to help your pet feel safe, comfortable, and loved while you're away. I'll also keep you updated with messages and photos so you can have peace of mind.

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The median cost per visit for dog sitting in Medway is $25

Dog parents share their Rover experiences - Medway

1 / 1
5.0 out of 5 stars

Erin was great with my two senior dogs. She showed up on time, was great with communication and my dogs loved her!

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Heather H.
Drop-In Visits
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

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
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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
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    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 to book dog sitting

  1. 1. Search

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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 Dog Sitting - Medway

Frequently asked questions about Rover

The average cost of Dog Sitting in Medway is $22 per visit as of October 2026. Most bookings cost between $21 and $33 per visit. On Rover, sitters 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 October 2026, there are 10,578 sitters on Rover offering Dog Sitting across Medway. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 .

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 , which provides up to $25,000 in eligible veterinary care reimbursement.

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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first .

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:

  • 85% of sitters can help with special care needs
  • 90% 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 , 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 sitter.

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