Explore background-checked dog sitters in Winchester, MA and find loving care for your furry friend.

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Care Member says "Deidre bonded with my old, neurotic dog in a way I had never seen with any dog walker. She is a very tricky dog and Deidra handled her with compassion...
Stacy W. says "Katie was super professional and made us feel significantly less guilty about leaving our precious kitties :). Would absolutely hire her again!"
Nicole L. says "Victoria watched my dog a few times while I was away. She was reliable, reasonably priced, a great communicator, and very loving to my dog. I highly...
Care Member says "Yulia has been sitting for my cat Missy whenever I go away for many months now! She is so very dependable, loves animals and takes the very best care of...
Jen B. says "Charisse is fantastic. She is a great communicator, punctual, kind to our sweet puppy and came on short notice. She has consistently proven to be one of our...
Suman M. says "Live dogs and cats, take care of our pets like family."
Nicholas C. says "Angela has been walking my lab Mac as needed for a few years now. She's very dependable and loves Mac, and he is always very excited to see her too! I...
Rach S. says "Great with our dog and super great communicator."
Linden M. says "Shannon was such an amazing caretaker of my cat, Luna! I'll definitely be using her services in the future."
Christian B. says "Emily was professional, courteous, and so wonderful with our dogs. We booked her very last minute after our pet sitting plan fell through unexpectedly,...
Susana F. says "She is an excellent worker, she deserves the job. Everything she does she does with love."
Care Member says "We hired Brianna to walk our new puppy Violet. Violet took right to her! Brianna was really sweet and patient with her. We also hired her to puppy sit...
Ariana A. says "Sarah took care of our rambunctious Bernedoodle for 2 nights while we attended a wedding. When we came home she was happy and the house was in perfect...
Showing 21 - 40 of 60
60 dog sitters are listed on Care.com
The average post rate is $20.43/hr as of December 2025
Dog Sitters in Winchester, MA are rated 0.0 out of 5 stars based on 0 reviews of the 60 listed dog sitters
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Dog sitters near you in Winchester, MA can provide a really valuable service to dog owners, especially ones with busy work, social, and travel schedules. A good dog sitter can not only take care of your dog when you can’t be home with them, they can also provide them with social engagement that can keep them feeling happy, entertained, and stimulated. Lots of dogs love playing with their dog sitters.
You can review a variety of Care.cm dog sitter profiles near you in Winchester, MA to learn more about what each individual dog sitter charges. To give you a more general idea of what to expect, the average hourly rate for dog sitters near you in Winchester, MA is $20.43.
Yes, you can hire a dog sitter near you in Winchester, MA. When you review dog sitter profiles on Care.com, look for profiles that highlight the fact that they offer overnight care services. Many dog parents don’t want their dogs to be home alone at night, so overnight care is a popular service that many dog sitters offer.
To safely hire a dog sitter near you in Winchester, MA we strongly recommend you do your own research to keep your dog safe. For example, you can interview multiple candidates, can request references from other clients, and can run an independent background check on any dog sitters you’re considering hiring. As a jumping off point, we do ask all dog sitters listed on Care.com to complete an annual background check called a CareCheck. Look for profiles that include a badge sharing the date they completed this background check.
To quickly hire an in-home dog sitter near you in Winchester, MA, you can turn to Care.com for assistance. Care.com makes it easy to review the profiles of different dog sitters that are available to hire. You can learn more about the services they offer, their rates, and their experience working as a dog sitter.