Dog Sitting in Medway

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

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Top rated Medway dog sitters

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: Joseph & Alexandra C.
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Joseph & Alexandra C.
Star Sitter
$38
total per visit
5.0 out of 5 stars
212 reviews
111 repeat clients
15 years of experience
Medfield, MA, 02052

Such great service! Great with all three of our dogs and super communicative! Will be using again for sure!

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Samantha H.
Sitter Profile Image: Breanna H.
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Breanna H.
Star Sitter
$18
total per visit
5.0 out of 5 stars
266 reviews
85 repeat clients
8 years of experience
Bellingham, MA, 02019

Breanna has been nothing short of awesome for this entire experience. She was amazing with our fur baby, who is VERY skeptical of new people. Thank you, Breanna!

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Gina M.
Sitter Profile Image: Isabell M.
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Isabell M.
$23
total per visit
5.0 out of 5 stars
37 reviews
19 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: Laura J.
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Laura J.
$23
total per visit
5.0 out of 5 stars
4 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: Sophia B.
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Sophia B.
$20
total per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
10 years of experience
Milford, MA, 01757

Sofia was amazing. She treated my dog like her own and went above and beyond in making sure she was taken care of

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grant o.
Sitter Profile Image: Kiley D.
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Kiley D.
Star Sitter
$23
total per visit
5.0 out of 5 stars
96 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: Christopher D.
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Christopher D.
$23
total per visit
5.0 out of 5 stars
11 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 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: Kerry S.
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Kerry S.
$23
total per visit
1 repeat client
15 years of experience
Milford, MA, 01757

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 working full time, but come the summer I will have availability all day! I will be able to do early morning drop ins or afternoons and weekends until mid June. 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.

Sitter Profile Image: Robert (Chip) D.
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Robert (Chip) D.
$28
total per visit
5.0 out of 5 stars
4 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: Sophia C.
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Sophia C.
Star Sitter
$28
total per visit
5.0 out of 5 stars
6 reviews
4 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: Miles B.
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Miles B.
$27
total per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
37 years of experience
Milford, MA, 01757

Miles was attentive and dependable, and my somewhat standoffish cats warmed up to him after a day. It was great to get daily photos and see how they were doing.

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Rich U.
Sitter Profile Image: Kira N.
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Kira N.
$23
total per visit
5.0 out of 5 stars
8 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: Sarah D.
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Sarah D.
Star Sitter
$23
total per visit
5.0 out of 5 stars
35 reviews
14 repeat clients
6 years of experience
Ashland, MA, 01721

Second time having Sarah watch Cedar over the holiday break! She's great with our timid cat and follows directions very well. I highly recommend Sarah!

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Majestia P.
Sitter Profile Image: Brandon W.
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Brandon W.
$19
total per visit
3 years of experience
Walpole, MA, 02081

About: My pet care experience has seen be learn a number of skills such as monitoring your pets behavior to understand when a social situation may become too stressful. Other skills I have acquired are following directions for specific diets, seeing through that each pet gets exactly what their owners ask for. I have also gained experience in grooming as well. Right now, I can work any day of the week, Monday through Friday, and as for times I am very flexible, I can start as early as you need and keep your pet until whenever you want! I am very attentive when it comes to pets. With my previous work experience, it was necessary for me to stay alert, as to make sure no pets ended up harming each other, or to make sure they weren’t doing something they’re not supposed to.

Sitter Profile Image: Emma-Claire V.
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Emma-Claire V.
$19
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
14 years of experience
Sherborn, MA, 01770

Emma-Claire took great care of our dogs on short notice.

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Laurie P.
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 about 20 years since I was 10 years old. My fiancé and I adopted our golden retriever, Izzy in 2021. For 4 years I have been a volunteer and a foster at Forever Home Rescue in Medfield, caring for the dogs that are transported weekly up from the south to find their forever families. We have fostered 23 so far through the rescue and ONLY adopted 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/ my husband and my schedules, so please still inquire! I have a fenced-in yard and two dogs, Izzy, a 4 year old Golden Retriever and Pongo, a 3 year old Lab/Weimaraner mix. They are both very sweet and happy pups who love and are used to having dog- guests (whether boarding or fosters). They go to daycare every Tuesday 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 too! 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 without them! Your dog is free to nap and hangout on the couch, dog beds, or our bed.

Sitter Profile Image: Lyndsey & Evan L.
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Lyndsey & Evan L.
Star Sitter
$34
total per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
2 years of experience
Walpole, MA, 02081

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!

Sitter Profile Image: Thienne R.
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Thienne R.
$28
total per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
15 years of experience
Bellingham, MA, 02019

Thienne does great with our 3 fur babies! On time and great communication! Would definitely recommend. Thank you so much!

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Sarah W.
Sitter Profile Image: Jill P.
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Jill P.
$36
total per visit
5.0 out of 5 stars
17 reviews
11 repeat clients
11 years of experience
Bellingham, MA, 02019

This was our first time hiring Jill and she did an awesome job coming to our home to check in on our three pups. We only needed afternoon visits and she did a great job spending time with them outside and making sure their water bowl was full. She left our house locked up and alarm set with no problems. Because Jill was so reliable and professional we hired her for the remaining 2 weeks that we needed the extra help. I not only recommend her but will hire her in the future!

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Nickie G.
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

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!!

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Amanda O.
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Medway dog parents share their Rover experiences

1 / 1
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
5.0 out of 5 stars

Love Corrine checking in on my pets! She’s reliable and takes extra good care of my furry loved ones! Plus she gets the best pictures

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Erica L.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

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Why Choose Rover?

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  • Reservation protection

    It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

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Dog Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Medway dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Medway.

Rover makes it easy to find Medway dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.