House Sitting in Winthrop

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

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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.

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

Sitter Profile Image: Angelique G.
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Sitter Profile Image: Angelique G.
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2. Angelique G.

Cat Mom Looking to Meet Cute Pets!
Winthrop, MA, 02152
0.2 mi. away
House Sitting
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$63
per night
Profile image

Angelique was great!! Excellent prompt communication and with daily updates of our kitties. She also took care of taking out bins and leave the place spotless. Will definitely use her again!!

Sitter Profile Image: Andrew T.
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Sitter Profile Image: Andrew T.
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3. Andrew T.

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

Sitter Profile Image: Paul R.
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Sitter Profile Image: Paul R.
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4. Paul R.

Flexible Availability, Former Owner
Boston, MA
4.0 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$80
per night
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Paul did a great job caring for my dog and communicating while I was out of town. Having a large dog finding proper care has always been a concern, but with Paul there was no reason to worry! He provided regular updates, was responsive at all times of the booking, and took great care of my dog. 10/10!

Sitter Profile Image: Kelcee G.
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Sitter Profile Image: Kelcee G.
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5. Kelcee G.

Patient, trustworthy, animal lover!
Somerville, MA, 02145
5.3 mi. away
House Sitting
5.0 out of 5 stars
10 reviews
1 repeat client
from
$75
per night
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Kelcee, is definitely an animal lover, I know my pets were in safe hands and did an amazing job leaving how the house was left before she came!!!

Sitter Profile Image: Kelly R.
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Sitter Profile Image: Kelly R.
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6. Kelly R.

Star Sitter
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
17 repeat clients
from
$65
per night
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I think Kelly was the best dog sitter I could have found to be in my home for a long weekend caring for my precious Schnauzer pups. She was friendly, intelligent, punctual, kind, respectful and responsible. Would definitely book with her again.

Sitter Profile Image: Volkan E.
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Sitter Profile Image: Volkan E.
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7. 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
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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.

Sitter Profile Image: May H.
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Sitter Profile Image: May H.
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8. May H.

Star Sitter
10/10 pets recommend me!
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
43 reviews
16 repeat clients
from
$115
per night
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May is an absolute gem!! She goes above and beyond in terms of communication and care. Our dog LOVES her- we love getting videos and updates about their time together. May goes the extra mile when she stays out our house (bringing in mail, taking out trash, tidying up) - we love it when she stays over and recommend her highly and without reservation!

Sitter Profile Image: river t.
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Sitter Profile Image: river t.
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9. river t.

Star Sitter
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
18 repeat clients
from
$85
per night
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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!

Sitter Profile Image: Natalie H.
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Sitter Profile Image: Natalie H.
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10. 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
5 repeat clients
from
$50
per night
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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!

Sitter Profile Image: Carmen P.
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Sitter Profile Image: Carmen P.
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11. 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
20 reviews
6 repeat clients
from
$85
per night
Profile image

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!

Sitter Profile Image: Valeria G.
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Sitter Profile Image: Valeria G.
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12. Valeria G.

Tails Up! Pet Sitting Excellence
East Boston, Revere, MA, 02151
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
2 repeat clients
from
$65
per night
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Valeria watched my pup Shiloh for a couple of hours and it was awesome. This is my second time using a pet sitter so my nerves were bad but she was very attentive and followed my instructions to a T. She arrived on time and stayed the entire time (which was an issue with my former sitter). Highly recommend !

Sitter Profile Image: Kayla C.
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Sitter Profile Image: Kayla C.
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13. Kayla C.

Star Sitter
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
52 reviews
23 repeat clients
from
$70
per night
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Kayla was amazing with Olive for a full week in our home. It was great to have her there taking care of our high energy dog! We would have her back in a heartbeat!

Sitter Profile Image: Jamie M.
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Sitter Profile Image: Jamie M.
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14. Jamie M.

Dog Sitter/Walker
East Boston, Boston, MA, 02128
2.7 mi. away
Boarding, House Sitting, Doggy Day Care, Dog Walking
5 reviews
from
$32
per night

I used Jamie to help watch my dog Jasper over a long weekend, and I think it's safe to say that he did not want to come home! It's incredibly clear that Jamie takes great care of the dogs in her care, and the way in which Jasper was ready to move in just proved it. I was able to fully relax over this weekend, as I knew that Jasper was in great hands since Jamie made sure to share updates and photos from the weekend ensuring that he was getting the attention and care that he needs. We will be using her services again, and I think that Jasper is ready for us to leave so he can get back to her!

Sitter Profile Image: Alexandra L.
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Sitter Profile Image: Alexandra L.
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15. Alexandra L.

Star Sitter
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
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Alexandra did overnight sitting for us again and was very communicative and supportive to our pets' needs! We have an older cat with urinary struggles, and she was extremely attentive to the areas we requested and gave us great updates. Our pets love her and we are grateful to have a reliable, caring and responsible sitter while we travel!!

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!

Sitter Profile Image: Adam F.
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Sitter Profile Image: Adam F.
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17. 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
8 reviews
2 repeat clients
from
$65
per night
Profile image

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

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

18. Ryan H.

Star Sitter
A new best bud for your fur babies
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.

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
4 reviews
from
$88
per night
Profile image

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: Justin G.
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Sitter Profile Image: Justin G.
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20. Justin G.

How can I make your day today?
Winthrop, MA, 02152
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
from
$40
per night

About: Life Science professional by day and dog walker by night. Dog father to a 1 year old Cavalier King Charles. Will always go the extra mile for a furry friend! Work from home so my schedule allows flexibility for walks and to attend to each dogs unique and individual needs. TLC is very important to me. 3 story condo penthouse with balcony. Very dog friendly. Building has 2 other very friendly dogs. Relaxing safe space for a furry friend to spend the day or night!

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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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