House Sitting in Winthrop

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Confirmed availability
President's Day
1. Meghan

Will run w/ your dog & give snugs!

East Boston, East Boston, MA, 02128

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Meghan is a good communicator and very personable. If you can translate personable to the dog world, she's that too. Our sometimes cranky dog succumbed to ... (more)"

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2. Jennifer

Provide best care for your pets

Nahant, MA, 01908

House Sitting, Drop-In Visits, Dog Walking

"Jennifer B. went over and above our expectations. We look forward to her taking care of our dog Jake anytime. Thanks Jennifer B. (more)"

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3. Alex

Med student, will run with your dog

South Boston, Boston, MA, 02127

House Sitting, Drop-In Visits, Dog Walking

"Wonderful relationship with him Very attentive and communicated well (more)"

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4. Meg

Centrally located in the North End

Central, boston, MA, 02113

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"My chihuahua stayed with Meg and Zakim for 2 nights and absolutely loved it. My dog is very shy but felt comfortable right away. I highly recommend Meg. She’... (more)"

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5. Sarah

Doggy B&B

Revere, MA, 02151

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Sarah and her boyfriend took wonderful care of our dog last weekend while we were at a wedding for the evening! The pictures and updates kept us informed and... (more)"

Confirmed availability
President's Day
6. Brittany

I'll cuddle with your dog all day.

Central, BOSTON, MA, 02113

House Sitting, Drop-In Visits, Dog Walking

"Brittany’s caring, soothing nature helped to assuage our dog’s fears, and conquer his separation anxiety. Her frequent updates and photos worked to reassure ... (more)"

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7. Caitlin

All you need are dogs

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits

"Caitlin did an amazing job with all 4(!) of our dogs! They loved seeing her and playing with her. She took excellent care of our special needs pup too. Hi... (more)"

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8. Jeff

Southie dog lover - close to parks

South Boston, South Boston, MA, 02127

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Jeff is one of the most enthusiastic dog lovers I know. I've seen him help dog sit my neighbor's dog, Chex (who can only be described as a grumpy old man), w... (more)"

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9. Genesis

Will care for your dog like my own

Everett, MA, 02149

House Sitting, Drop-In Visits, Dog Walking

"Genesis is one of the best sitters. She loves my doggies as if they are her own. She's a wonderful kind hearted person who is one of the biggest animal love... (more)"

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10. Charlotte

Lots of long walks and cuddles

Central, Boston, MA, 02113

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Charlotte took care of my two pups while I was away for a full week! I was super nervous about leaving them so long but Charlotte reassured me by sending pho... (more)"

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11. Rebecca

Fun + knowledgeable vet tech!

Chelsea, MA, 02150

House Sitting, Drop-In Visits, Dog Walking

"Rebecca is one of the most thoughtful and responsible people I know. She truly loves and cares for all animals, and she is someone who I would trust to care ... (more)"

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12. Caitlin

I already love your pup!

Winthrop, MA, 02152

House Sitting, Drop-In Visits, Dog Walking

"Caitlin is the absolute best! She helped me out so much when my new apartment wouldn't allow cats. She took in my cat as her own. Now he has another happy l... (more)"

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13. Caroline

Animal lover. Pet's best friend.

Chelsea, MA, 02150

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Carol stayed with my dog for a week over Christmas and I totally lucked out in finding her. She's very experienced with dogs and the first time they met knew... (more)"

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14. Sean

I am the one who walks

East Boston, East Boston, MA, 02128

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Sean is excellent with dogs. My 3 year old golden retriever can be very energetic and playful, sometimes beyond control. Still, Sean is able to take a tactfu... (more)"

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15. Thomas

Experienced dog whisperer!

East Boston, Boston, MA, 02128

House Sitting, Drop-In Visits, Dog Walking

"Thomas was fantastic! We do not leave our dog alone and were nervous how he would do with a stranger. Thomas came over a couple of weeks prior so he could ... (more)"

16. Jasline

Dog will be treated like my own

Revere, MA, 02151

House Sitting, Drop-In Visits, Dog Walking

"Jasline has always been an animal person. She has a great vibe to her which dogs seem to really love. In the past Jasline has taken great care of my dog whil... (more)"

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17. Jisun

Active and Absolutely Loves Dogs

Revere, MA, 02151

House Sitting, Drop-In Visits, Dog Walking

"Ji Sun is very knowledgeable about pets. She spends a great amount of time informing herself on their proper care. She is patient and very caring when it com... (more)"

Confirmed availability
President's Day
18. Meghan

Dog Lover Paying For Grad School

East Boston, Boston, MA, 02128

House Sitting, Dog Walking

"Meghan was great!!! Not only did my pup adore her but she also intuitively knew when I wanted updates and had already sent me pictures before I could ask! Sh... (more)"

19. Carley

Fun caring and respectful dog lover

Winthrop, MA, 02152

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Carley has a wonderful way with animals having grown up in a family where she cared for and raised puppies, kittens, dogs and cats. She is naturally empathet... (more)"

20. Anthony

Large Yard - Will Run and Play

Winthrop, MA, 02152

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I have owned more than 3 dogs in my lifetime and been exposed to many others dogs in my life by house/dog sitting. I have the knowledge, care and p... (more)

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