Pet Sitting in Winthrop

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Alexandra W.
Loving energetic dog walker !Central, Boston, 02114
House Sitting, Drop-In Visits, Dog Walking
16 years of experience

About: I have grown up with dogs my whole life! I’m familiar with English cocker spaniels, Portuguese water dogs, german shepherds and many other breeds. I… (more)

from
$130
per visit
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Andrea L.
2.
I love them like mine!Everett, MA, 02149
Drop-In Visits, Dog Walking

We are so grateful to Andrea for the incredible care she took of our 8 week old kitten and for all the extra kitten tips she gave us as well! :) We were nervous… (more)

from
$35
per visit
Jennifer B.
Fun, energetic pet lover! ❤️Winthrop, MA, 02152
Drop-In Visits, Dog Walking

Jennifer was incredible with my two kitties! She spent a lot of time with them and arrived for her visits exactly when she said she would, which meant so much t… (more)

from
$20
per visit
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Maicey E.
4.
Personalized, transparent & loving!Chelsea, MA, 02150
Drop-In Visits, Doggy Day Care, Dog Walking
2 years of experience

About: The first time I fell in love with animals was when I was 16 and rescued my chihuahua. I have experience pet sitting for family and friends and have … (more)

from
$18
per visit
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Michelle R.
Long time animal lover :)Chelsea, MA, 02150
House Sitting, Drop-In Visits, Dog Walking

I have worked with Michelle and she is a very dedicated and hard working young woman. I also know for a fact that she loves and cares for animals. Despite havin… (more)

from
$27
per visit
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<3both yippie pups and sleepy dogsRevere, MA, 02151
House Sitting, Drop-In Visits, Dog Walking
2 years of experience

About: I can assure you with near 90% certainty that your pup will not be chewing on something suspicious found on the ground. I am an active person and fee… (more)

from
$19
per visit
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Fun + knowledgeable vet tech!Chelsea, MA, 02150
Dog Boarding, House Sitting, Drop-In Visits

I’m so glad Rebecca was able to drop in and care for our cat Dagon while we were out of town! She is super communicative and kind. She took excellent care of Da… (more)

from
$60
per visit
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8.
I’ll love your pup like my own!Revere, MA, 02151
Dog Boarding, Drop-In Visits, Doggy Day Care

Angela is the best dog mom I know. She is kind, loving, caring, and considerate with everyone she meets. My dog and I have been on play dates with Angela and an… (more)

from
$20
per visit
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9.
Amy 
Verified Enhanced Background Check
The Academic Dog WalkerEast Boston, Boston, MA, 02128
House Sitting, Drop-In Visits, Dog Walking

Incredible service! My cat Zeus was well taken care of and entertained by Amy while I was on vacation. Amy is super communicative and definitely goes above and … (more)

from
$25
per visit
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10.
Your Local Pet Lover Art StudentChelsea, MA, 02150
House Sitting, Drop-In Visits, Dog Walking

Maddie is fantastic! She’s done drop in visits for me a few times now and she’s always my first choice for a cat sitter. She’s kind, very trustworthy, and is gr… (more)

from
$30
per visit
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Your dogs deserves a vacation too!Revere, MA, 02151
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

When I went away on vacation I left my dog, Twinky, in the care of Stephanie. I was floored by the attention, love and care that my pup got when I was away. I r… (more)

from
$35
per visit
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12.
I’m a huge lover of all animals!Revere, MA, 02151
House Sitting, Drop-In Visits, Dog Walking

Alvina is a responsible and reliable person who already has 5+ years of experience as a dog owner. Alvina would make an attentive, communicative, and trustworth… (more)

from
$20
per visit
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13.
Active Animal Lover Near the Beach!Winthrop, MA, 02152
Drop-In Visits, Dog Walking

I booked Linzi for my cats because I needed someone who could give SubQ fluids to my cat with kidney disease and provide lots of attention because I'm a worrier… (more)

from
$20
per visit
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14.
Professional, trustworthy, & activeWinthrop, MA, 02152
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Lexi has the biggest heart and can get along with any living thing there is! She also loves to walk more than anyone I know! (more)

from
$20
per visit
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15.
LOCAL RELIABLE TRUSTWORTHYEast Boston, East Boston, MA, 02128
House Sitting, Drop-In Visits, Dog Walking

Really reliable! Always takes photos of my cat and does everything as asked. (more)

from
$25
per visit
16.
Pets are familywinthrop, MA, 02152
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Nicaury and her daughter are great with dogs. They have years of experience taking care of small dogs. I highly recommend their service + they are very flexible… (more)

from
$30
per visit
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Animal lover just moved to the areaWinthrop, MA, 02152
House Sitting, Drop-In Visits, Dog Walking

Alexandra is amazing. She is punctual and thorough and really put me at ease when I had to leave J for an out of town work trip. She gave J the best snuggles an… (more)

from
$25
per visit
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18.
Taking pride in quality careWinthrop, MA, 02152
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Allison is my go-to for walking my dog Joey when I am at work. She sends pictures whenever I ask and always lets me know what's going on. She's great with him a… (more)

from
$17
per visit
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19.
Every dog I pass by sparks pure joyWinthrop, MA, 02152
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lindsay is so fun and super caring. She’s a dog owner herself and it fabulous with pets. She is responsible and super reliable. Fantastic! Great! (more)

from
$20
per visit
20.
I love dogs!Winthrop, MA, 02152
House Sitting, Drop-In Visits, Dog Walking

Candice has always been an animal lover. We grew up adopting dogs from shelters & always owned dogs growing up. She is responsible, patient and just a great per… (more)

from
$16
per visit

Rover.com is the simple, savvy way to find and book drop in pet sitting. It's easy to find the perfect pet sitter - many sitters have worked through Rover for years pet sitting, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter on Rover. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.