Explore background-checked dog sitters in Winthrop, MA and find loving care for your furry friend. Compare rates and reviews to find the best fit.

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Linden M. says "Shannon was such an amazing caretaker of my cat, Luna! I'll definitely be using her services in the future."
Leslie B. says "We had two large dogs that needed to be walked together and she had no problems handling them both. They loved their time with Merri-anne."
Maria S. says "Cathy has been responsible for my pets when I have been away on vacation for a week or just a few days for over the past 16 years. Over these years, I have...
Kaitlin S. says "I work at a pet resort where I feed, clean, give medicine to, and play with animals daily. So as someone who works with animals constantly, I know how...
Jena P. says "Sophia was amazing with Paisley! She was very communicative and sent me a bunch of cute pictures. She took care to make sure Paisley didn't overheat and had...
Rach S. says "Great with our dog and super great communicator."
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...
Margaret B. says "Alyssa has dog-sat for us a few times. She is kind, caring, and responsible. She always has a big smile and is so gentle and sweet with our pup. I'm so...
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,...
Stacy W. says "Katie was super professional and made us feel significantly less guilty about leaving our precious kitties :). Would absolutely hire her again!"
Lora P. says "Nisha cared for our very nervous 13 year old dog Henry in our hotel in Boston during Christmas Eve & day. Each day, she arrived on time and sent us picture...
Teodora T. says "Ty was taking care of my elder cat for an extended period and she was really happy with her. She would text me and send me a photo every day. She also...
Scott B. says "Could Patricia provide cat training services? I have a cat with a feral background that needs some socialization / training."
Showing 1 - 20 of 60
60 dog sitters are listed on Care.com
The average post rate is $18.33/hr as of April 2026
The average star rating for rated dog sitters is 5.0
Dog Sitters in Winthrop, MA are rated 5.0 out of 5 stars based on 8 reviews of the 60 listed dog sitters
- Linden M.
- Leslie B.
- Maria S.
Finding a trusted dog sitter in Winthrop, MA starts with understanding your dog’s needs, whether that includes daily visits, overnight care, or extended stays while you’re away. Many pet owners compare sitter profiles based on experience, availability, reviews, and services offered before making a decision. Some families also explore related services like doggy day care or hiring local dog walkers depending on their schedule and care needs.
Dog sitters in Winthrop, MA provide a range of services to keep pets safe, comfortable, and cared for while their owners are away. Common services include feeding, walking, playtime, administering medication, and overnight stays. Some sitters also provide grooming support or coordinate care with services like dog groomers to keep pets clean and healthy during longer stays.
The average rate for dog sitters in Winthrop, MA on Care.com as of April, 2026 is $18.33 per hour. Rates can vary depending on the type of care needed, such as drop-in visits, overnight stays, or extended care, as well as the sitter’s experience and number of pets. Many families compare rates alongside other pet care options in Winthrop when deciding what works best for their dog.
Choosing between a dog sitter and a kennel in Winthrop, MA depends on your dog’s personality, routine, and comfort level. Dog sitters allow pets to stay in a familiar home environment with one-on-one attention, while kennels may offer more structured social settings with other dogs. Many pet owners compare kennels vs pet sitters to determine which option best fits their dog’s needs.
Yes, many dog sitters in Winthrop, MA offer overnight care, which can be helpful for dogs that need consistent attention, companionship, or supervision during the night. Overnight dog sitting is a popular option for travel, work trips, or extended time away from home, allowing pets to maintain their routine in a comfortable environment.
Introducing your dog to a new sitter in Winthrop, MA should be done gradually to help build trust and reduce anxiety. Many pet owners schedule a meet-and-greet so the dog can become familiar with the sitter before the first booking. Following tips for introducing dogs to new people can help create a smooth transition and a positive experience for both the sitter and your pet.