House Sitting in Winthrop

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Iain M.
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Sitter Profile Image: Iain M.
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1. Iain M.

Radiate Peace Pet Care
CHELSEA, MA, 02150
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$62
per night

Second time having Iain over and everything went swimmingly! We would recommend Iain to anyone who loves their pet and wants to see them well taken care of!

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Sitter Profile Image: Andrew T.
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Sitter Profile Image: Andrew T.
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2. Andrew T.

Friendly, convenient sitter/walker
Medford, MA, 02155
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
57 reviews
23 repeat clients
from
$75
per night

Andrew stayed at our house with our 140lb, elder Newfoundland for a a long weekend and everything went wonderfully. He requires quite a few oral meds mixed into his food, and a careful eye on his walks as not not over exert him and Andrew handled this no problem. We got updates and pics along they way and came home to a very clean home and happy pup! Look forward to having Andrew stay with our dog again.

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Sitter Profile Image: Fahad S.
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Sitter Profile Image: Fahad S.
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3. Fahad S.

Pets are family in my household :)
Malden, MA, 02148
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
114 reviews
34 repeat clients
from
$86
per night

Fahad was awesome once again with my boys! He is very trustable and my dogs are always happy and relaxed when we came back home. Thank you again, Fahad! Highly recommend to anyone else :)

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Sitter Profile Image: Volkan E.
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Sitter Profile Image: Volkan E.
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4. Volkan E.

Your Trusted Purr-fect Pet Care
Boston, MA, 02129
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$68
per night

We came home to a very happy cat and a tidy home! I would highly recommend Volkan for house sitting. Our cat Luna warmed up to Volkan quickly and we really appreciated that he works from home and spent so much time with her.

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Sitter Profile Image: May H.
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Sitter Profile Image: May H.
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5. May H.

WFH, ACTIVE, FLEXIBLE
Charlestown, Charlestown, MA, 02129
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
9 repeat clients
from
$100
per night

May was amazing! She sent us so many photos and updates through out her stay with our dog. Our dog was so happy to see us and it was such a comfort knowing that she was being taken such good care of by May. Will definitely ask for her to dog sit again!!

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Sitter Profile Image: Paul R.
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Sitter Profile Image: Paul R.
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6. Paul R.

Flexible Availability, Former Owner
Boston, MA
4.0 mi. away
House Sitting
5.0 out of 5 stars
12 reviews
2 repeat clients
from
$80
per night

Paul has been super professional every step of the way. He was prompt in setting up a meet and greet, on time, and communicated well. He also caught my mistake when I initially booked for the wrong days. We received some updates while we were gone, which was appreciated, but most importantly, our girl was clearly well taken care of. She's old and thrives on routine, and she looked like she barely noticed we were gone when we returned. It's really nice to know that she was in great hands. Bonus: I think our apartment was actually cleaner when we returned. 5+ stars.

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Sitter Profile Image: Kayla C.
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Sitter Profile Image: Kayla C.
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7. Kayla C.

Stay at Home Dog Mom
Boston, MA, 02128
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
50 reviews
22 repeat clients
from
$70
per night

My fur baby was in excellent hands with Kayla! Kayla treated my pup like she was hers and my puppy LOVED her! She was so well taken care of, and I will definitely book with Kayla again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Irma L.
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Sitter Profile Image: Irma L.
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8. Irma L.

All-around animal lover:)
Chelsea, MA, 02150
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
from
$50
per night

Irma was great with our kitties. We needed someone last minute, and our little boy Dexter was having some health issues so we were very nervous. Irma took very good care of them while we were gone and was ready to take Dexter to the vet if he needed to be taken. She was very good about giving him his medicine and tracking his food intake and everything. Highly recommend!!!

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Sitter Profile Image: Kelly R.
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Sitter Profile Image: Kelly R.
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9. Kelly R.

I’ll walk your pup! Rain or shine!
Boston, MA, 02128
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
16 repeat clients
from
$65
per night

Kelly is a great sitter and always leaves our place in great condition after her stay. Our animals are well taken care of and they definitely enjoy her as their sitter

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Sitter Profile Image: Adam F.
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Sitter Profile Image: Adam F.
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10. Adam F.

Friendly animal lover
Boston, MA, 02128
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$65
per night

Adam watched our Saint Bernard while we were away and he did such a great job leaving us updates. We were not worried about our dog at all while we were gone

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Amanda R.
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Sitter Profile Image: Amanda R.
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11. Amanda R.

training & enrichment based walks☀️
Revere, MA, 02151
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$90
per night

Amanda did such a great job with my two dogs. She was incredibly knowledgeable and could tell she had experience. I received frequent updates and excellent pictures of very well taken care of and happy pups

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kimberly R.
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Sitter Profile Image: Kimberly R.
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12. Kimberly R.

A pawfect match!
East Boston, Boston, MA, 02128
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
16 repeat clients
from
$70
per night

Kimberly was wonderful with my pups. She is a skilled "puppy-whisperer", having weathered Fiona's adolescent enthusiasm and getting her to settle. I enjoyed getting photo and video updates too! We look forward to Kimberly's next visit.

Sitter Profile Image: Natalie H.
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Sitter Profile Image: Natalie H.
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13. Natalie H.

Pets are my Everything.
Revere, MA, 02151
1.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$50
per night

Natalie was an awesome dog sitter for our blind and sometimes anxious senior dog Raizy!!! She was super communicative and gave good updates on how Raizy was doing. Would definitely have her back to dog sit!

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Sitter Profile Image: Carmen P.
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Sitter Profile Image: Carmen P.
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14. Carmen P.

Attentive and loving dog-sitter!
East Boston, East Boston, MA, 02128
2.9 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
19 reviews
6 repeat clients
from
$85
per night

Carmen was super friendly, trustworthy and most importantly my dogs loved her! She stayed in my home for 4 days, and honestly left it cleaner than I did and I have a puppy who is potty-training! I can’t thank her enough for her flexibility and communicativeness. It means a lot to know I have someone I trust with my dogs and my home at the same time!

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Sitter Profile Image: river t.
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Sitter Profile Image: river t.
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15. river t.

dog walker, dog sitter, dog lover!!
East Boston, east boston, MA, 02128
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
17 repeat clients
from
$85
per night

River was great about keeping us up to date on how our furbabies were doing and sent us pictures of their time together. Allowed us to have a good time away while knowing they were in good hands!

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Sitter Profile Image: Tia F.
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Sitter Profile Image: Tia F.
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16. Tia F.

Your Pet’s Second Favorite Human
Boston, MA, 02128
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$35
per night

Tia is the BEST BEST BEST. You can tell she absolutely loves the animals she cares for and treats your home with respect. She sends pictures so you can rest assured your little furbabies are doing well. She will update you about their meals and potty business too. She is a gem and should definitely book her for your pet care needs!

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Sitter Profile Image: Alexandra L.
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Sitter Profile Image: Alexandra L.
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17. Alexandra L.

Happy to help your fur family🐾
Winthrop, MA, 02152
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
11 repeat clients
from
$105
per night

what a find. they were great to my pups. they left my house impeccably clean. the best sign was that she came TWICE for meet and greets to get familiar with the pups. great sitter!

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Sitter Profile Image: Ryan H.
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Sitter Profile Image: Ryan H.
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18. Ryan H.

A new best bud for your furry kids
Winthrop, MA, 02152
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
5 repeat clients
from
$75
per night

Ryan connects with animals in a deeper sense than most people. He talks to them very calmly and creates a safe environment for them to feel comfortable even when not at their own home. He makes sure to communicate with owners thoroughly and sends updates and pictures through out the day. Not booking him as a sitter would def be a missed opportunity.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Avonlea B.
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Sitter Profile Image: Avonlea B.
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19. Avonlea B.

Bully Breed Buddy
Winthrop, MA, 02152
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$88
per night

It was such a pleasure leaving our pets in such good hands. Really great to not have to worry. Avonlea was so kind and attentive! Thank you a million!!!!

Sitter Profile Image: Nicolette M.
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Sitter Profile Image: Nicolette M.
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20. Nicolette M.

Homemade biscuits and a loving home
Winthrop, MA, 02152
0.7 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
13 reviews
from
$75
per night

Nicolette has taken care of our dog, Lucy, multiple times when we go out of town for a long vacation. And every time, Lucy is treated like she is on vacation as well. Nicolette will treat your pet as if they were hers, returning fresh, relaxed, and well cared for! You will have peace of mind with Nicolette as your pet’s sitter!

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Winthrop House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Winthrop are rated on average 5 out of 5 stars based on 38 reviews.

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Rover.com is the simple, savvy way to find and book house sitting. It's easy to find the perfect house sitter - many sitters on Rover have a long history of house and 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. Every pet sitter on Rover has the option to complete a free background check, so look for their badge that says they've had the check done. Pet and house 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 house sitter on Rover. When you book with one of our trusted house sitters on Rover you get peace of mind that your home and pets are in loving hands.

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