House Sitting in Winthrop

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Loving house sitters in your neighborhood

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Sitter Profile Image: Ashley S.
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Sitter Profile Image: Ashley S.
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1. Ashley S.

Avid animal lover
Boston, MA, 02127
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
23 reviews
5 repeat clients
Profile image

Ashley was amazing!! Frankie had such a nice day, and I appreciated the pictures she sent of him. We will definitely have Ashley care for Frankie again soon!

Availability updated today
Sitter Profile Image: Natalie J.
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Sitter Profile Image: Natalie J.
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2. Natalie J.

Star Sitter
Here to keep the happy tails waggin
Medford, MA, 02155
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
70 reviews
23 repeat clients
Profile image

Natalie house sat my 2 dogs and 3 birds for a long weekend. Natalie is responsible and easy to reach. She responded promptly to any messages. One of my dogs requires special care as a senior and Natalie cared for him well. I would book Natalie again!

Availability updated today
Sitter Profile Image: Volkan E.
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Sitter Profile Image: Volkan E.
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3. Volkan E.

Star Sitter
Your Trusted Purr-fect Pet Care
Boston, MA, 02129
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$59
per night
5 out of 5.0 stars
41 reviews
12 repeat clients
Profile image

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.

Availability updated yesterday
Sitter Profile Image: Caroline B.
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Sitter Profile Image: Caroline B.
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4. Caroline B.

Faster than the T & your pet’s MVP
Somerville, MA, 02143
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
20 reviews
4 repeat clients
Profile image

Caroline was awesome. She was super responsive and flexible with date changes. She sent pictures of our pets and left the house in perfect condition (even washed the sheets she used!).

Availability updated yesterday
Sitter Profile Image: Emily E.
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Sitter Profile Image: Emily E.
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5. Emily E.

Happiest with Pets!
Central, Boston, MA, 02116
4.6 mi. away
House Sitting
from
$60
per night
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

Emily was INCREDIBLE with my dog Mabel while I was gone for a weekend for a wedding. She stayed in my home, took such good care of my dog and my house, was so prompt with updates & pics, and then went above and beyond and left me a super detailed note about their time together & how much she loved her!! Truly haven’t had a dog sitter make me feel so comfortable leaving my girl with someone (crazy dog mom, hi!). Will 10/10 rebook Emily ◡̈

Availability updated 7 days ago
Sitter Profile Image: Elizabeth B.
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Sitter Profile Image: Elizabeth B.
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6. Elizabeth B.

Rover 101
Star Sitter
Dogless DogLover
Boston, MA, 02128
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$120
per night
5 out of 5.0 stars
142 reviews
43 repeat clients
Profile image

Liz was attentive and very caring with our dog and sent is frequent and detailed updates complete with pictures and videos. I would definitely use Liz again!

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Paul R.
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Sitter Profile Image: Paul R.
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7. Paul R.

Flexible Schedule, Former Pet Dad
Boston, MA
4.0 mi. away
House Sitting
from
$100
per night
5 out of 5.0 stars
31 reviews
6 repeat clients
Profile image

Paul has been an amazing sitter for our anxious dog, Ernie. He has been very flexible with our ever-changing travel plans and has been great at communicating throughout his stay.

Availability updated today
Sitter Profile Image: Noelle B.
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Sitter Profile Image: Noelle B.
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8. Noelle B.

Rover 101
Friendly & reliable petsitter!
Boston, MA, 02125
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5 out of 5.0 stars
18 reviews
3 repeat clients
Profile image

Noelle stayed with our cat Benny for 2 nights while we were away. She was wonderful! Kind, communicative, and patient with our shy but needy cat. We would definitely book her again.

Availability updated 26 days ago
Sitter Profile Image: Dania H.
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Sitter Profile Image: Dania H.
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9. Dania H.

Star Sitter
FULL-TIME Pet Lover
Revere, MA, 02151
3.5 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
36 reviews
12 repeat clients
Profile image

Dania was friendly, polite, and punctual. My pup was happy and tired at the end of the day and she updated me regularly throughout her time with my pooch. Highly recommend.

Availability updated today
Sitter Profile Image: Kelly R.
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Sitter Profile Image: Kelly R.
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10. Kelly R.

I’ll walk your pup! Rain or shine!
Boston, MA, 02128
2.6 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
52 reviews
19 repeat clients
Profile image

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.

Availability updated 9 days ago
Sitter Profile Image: Madison C.
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Sitter Profile Image: Madison C.
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11. Madison C.

A college girl who loves animals
Boston, MA, 02128
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

Madison is great with our pup and was super responsive while we were away!

Availability updated today
Sitter Profile Image: Almira A.
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Sitter Profile Image: Almira A.
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12. Almira A.

Certified dog-lover. Reliable!
Chelsea, MA, 02150
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$48
per night
3 reviews

Almira is an incredible pet sitter. She has cared for our four dogs many times and is loving and responsible. She takes them on walks, plays with them and pays attention to all of their needs. She also makes sure any messes in the home from muddy feet are cleaned up. She is our favorite pet sitter and someone you can always count on. She will be your pets new friend!

Availability updated yesterday
Sitter Profile Image: Sonya L.
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Sitter Profile Image: Sonya L.
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13. Sonya L.

Rover 101
5-Star Hotel & Amenities
East Boston, Boston, MA, 02128
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
8 reviews
Profile image

Sonya took great care of Cosmo. Our dog Cosmo has anxiety and is reactive so I was worried about leaving her behind. Sonya gave updates and sent pics each day. We will definitely book again in the future. We were a bit confused about the pricing but she worked it out quickly with us. Make sure you check for price with walks throughout the day if your dog needs it.

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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14. Jennifer M.

long walks on the beach with ur dog
East Boston, MA, 02128
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
16 reviews
7 repeat clients
Profile image

Jennifer was great! She communicated very efficiently, loved on my pups well, and sent great pictures! I will book her again 10/10! I wish I could give her more than 5 stars!

Availability updated 45 days ago
Sitter Profile Image: Adam F.
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Sitter Profile Image: Adam F.
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15. Adam F.

Star Sitter
Friendly animal lover
Boston, MA, 02128
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
27 reviews
12 repeat clients
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

Availability updated today
Sitter Profile Image: Kayla C.
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Sitter Profile Image: Kayla C.
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16. Kayla C.

Stay at Home Dog Mom
Winthrop, MA, 02152
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5 out of 5.0 stars
83 reviews
29 repeat clients
Profile image

Kayla is the definition of above and beyond. She provided consistent updates through her entire stay and left the house as clean as she found it. One of our pups is over the top shy, and she worked through it to make sure he was as comfortable as could be. Highly recommend.

Availability updated 6 days ago
Sitter Profile Image: Stephanie D.
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Sitter Profile Image: Stephanie D.
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17. Stephanie D.

Rover 101
Your dogs deserves a vacation too!
Revere, MA, 02151
1.5 mi. away
Boarding, House Sitting
from
$80
per night
5 out of 5.0 stars
96 reviews
34 repeat clients
Profile image

We were very lucky to find Fern's new BFF, Stephanie! We have all good things to say and we look forward to booking with her again when we are away. Stephanie arranged to meet us and Fern prior to booking. She was courteous, professional, detail oriented and 100% ready to meet our needs, as well as Fern's. She asked great questions to ensure the best possible care for Fern. She shared photos and videos of their adventures multiple times per day. There was never a time when we were worried and you can't beat that piece of mind.

Availability updated 10 days ago
Sitter Profile Image: Zeping S.
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Sitter Profile Image: Zeping S.
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18. Zeping S.

Your dog will feel right at home!!
East Boston, Revere, MA, 02151
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
12 reviews
4 repeat clients

Zeping is a fantastic and caring cat boarding provider. She has great experience in taking care of two cats at the same time and knows what to do when cats are anxious in the new environment. We will definitely book her service in the future when needed!

Availability updated 3 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Maria S.
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Sitter Profile Image: Maria S.
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19. Maria S.

Trusted Care for Your Fur Babies!
Winthrop, MA, 02152
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
10 reviews

Maria is responsive, caring, professional, and goes above and beyond. She provides safe, loving care, and great customer service. My cat loved her from the meet & greet. Use Maria for your Rover needs!

Availability updated 5 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Alexandra L.
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Sitter Profile Image: Alexandra L.
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20. Alexandra L.

Star Sitter
Happy to help your fur family🐾
Winthrop, MA, 02152
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$120
per night
5 out of 5.0 stars
45 reviews
16 repeat clients
Profile image

It's our second time having Alexandra house sit for us, and she took excellent care of our dog and cat! This time we even asked her to do some extra things, like apply a topical spray to our dog's stomach, and give him pills to treat an infection. Alexandra was amazing, sent updates and photos and took great care of the boys!!

Availability updated 2 days ago
Confirmed availability for Easter Weekend

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  1. 1. Search

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  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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