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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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What size are your dogs (lbs)?

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: David M.
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Sitter Profile Image: David M.
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1. David M.

Dave's Doggy Day Care
North Dorchester, Dorchester, MA, 02125
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
80 reviews
38 repeat clients
from
$20
per visit

David has been awesome with Roxi! He is great at communicating if he's running late, when he is grouping her together with other dogs, and clarifying if something looks odd in the schedule. He has been really accommodating with last minute changes, and making sure he prioritizes her safety.

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Sitter Profile Image: Tyler H.
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Sitter Profile Image: Tyler H.
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2. Tyler H.

Experienced puppy dad
Chelsea, MA, 02150
3.1 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
11 repeat clients
from
$21
per visit

Tyler was awesome with my anxious boxer, Thurston. I’m also a walker on Rover so I appreciate a person who takes diligent care of a pet when I see one. Tyler was communicative with me and compassionate with my sweet boy.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Amanda R.
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Sitter Profile Image: Amanda R.
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3. 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
$25
per visit

Amanda was awesome! This was the first time I had someone come assist with my new pup, and Amanda definitely put me at ease. She was communicative, came on time, and took great care of Ellie. I’ll definitely book her again!

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Sitter Profile Image: Elliott M.
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Sitter Profile Image: Elliott M.
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4. Elliott M.

Enthusiastic dog owner/walker
Boston, MA, 02118
3.0 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
82 reviews
56 repeat clients
from
$16
per visit

Great experience so far. Timely and flexible. Understanding when our pupp went to the hospital and we had to cancel on short notice.

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Sitter Profile Image: Alexandra L.
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Sitter Profile Image: Alexandra L.
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5. 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
33 reviews
11 repeat clients
from
$25
per visit

Alexandra is professional, caring and just an all around awesome pet sitter. I highly recommend her for a stress-free, happy experience for your pets!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tawana H.
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Sitter Profile Image: Tawana H.
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6. Tawana H.

Fun, loving and trusted sitter!
Revere, MA, 02151
3.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
29 repeat clients
from
$28
per visit

Tawana was on time and brought Udon her smaller dog which was excellent! They played great and my puppy really needs the socialization. excellent drop in.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Iain M.
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Sitter Profile Image: Iain M.
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7. 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
$35
per visit

Iain looked after our two cats Egg and Ella for 10 days and did a fantastic job. They provided thoughtful and fun updates and pictures every day, and made sure to check in if they had any concerns with the cats or our home.

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
$25
per visit

Irma is the best dog sitter I have ever had! She took care of my frenchie baby a couple of times whenever I was out of town and every time I return, I come home to a spotless space! I highly recommend her for dog and house sitting ♥️

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Katie & Dave M.
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Sitter Profile Image: Katie & Dave M.
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9. Katie & Dave M.

Grad students who love pups!
East Boston, Boston, MA, 02128
2.7 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$20
per visit

Katie & David took great care of my dog Penny for a few days while away on a work trip. They are caring, responsible and responsive. And, I could count on them to make sure she got her daily medication and was well taken care of while I was away!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marielle B.
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Sitter Profile Image: Marielle B.
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10. Marielle B.

Eastie Pet Lover & Sitter! 🐶 🐱
East Boston, East Boston, MA, 02128
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
12 repeat clients
from
$28
per visit

Marielle did a great job caring for my cat while I was traveling! Her updates and pictures were reassuring, and my cat seemed to really enjoy her company, and she was in great spirits when I got home.

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Sitter Profile Image: Ryan H.
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Sitter Profile Image: Ryan H.
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11. 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
$30
per visit

Ryan is professional and knowledgeable about dogs. He is always prompt and communicative. My pup Henry is a rescue who is learning manners. Ryan's patience and kindness have made his time with him exceptional.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Adam F.
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Sitter Profile Image: Adam F.
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12. 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
$20
per visit

Adam was great! Good communication and my cats were well taken care of.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Megan C.
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Sitter Profile Image: Megan C.
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13. Megan C.

Rover 101
Local and loving pet care
Winthrop, MA, 02152
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
124 reviews
40 repeat clients
from
$25
per visit

We can always count on Megan to take care of our dog. He loves all the pets and attention he gets! Also, her recap notes and photos are impeccable.

Sitter Profile Image: Bridget M.
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Sitter Profile Image: Bridget M.
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14. Bridget M.

Excited to meet your pets !
Winthrop, MA, 02152
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
5 repeat clients
from
$20
per visit

Bridget is wonderful! Caring and kind, understood my Jerry (cat) well. Went out of her way to make sure he was loved! Highly recommend. ⭐️⭐️⭐️⭐️⭐️

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Sitter Profile Image: Kayla C.
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Sitter Profile Image: Kayla C.
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15. 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
$35
per visit

Kayla did great with our dog Bella! Bella loved her. Very responsive and she always sent me updates on the visits. Highly recommend!

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Sitter Profile Image: Samantha S.
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Sitter Profile Image: Samantha S.
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16. Samantha S.

Samantha's Rover Retreat
East Boston, Boston, MA, 02128
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$18
per visit

Samantha cared for my three cats while I was out of town and did an absolutely fantastic job. Instead of just doing basic care, she went above and beyond to play with my animals and even send me cute photographs of them. She truly put my mind at ease while away, I would 100% hire her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kathryn A.
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Sitter Profile Image: Kathryn A.
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17. Kathryn A.

Rover 101
Animal lover and friend to all.
Winthrop, MA, 02152
0.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
53 reviews
15 repeat clients
from
$30
per visit

Our 14 month-old puppy had a great visit with Kat and her dog, Lily. She was easy to reach and provided photos and an update about the visit. We will happily use Kat's services again.

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Sitter Profile Image: Esthefany H.
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Sitter Profile Image: Esthefany H.
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18. Esthefany H.

Providing Dog Fulfillment & Fun
East Boston, East Boston, MA, 02128
1.1 mi. away
Boarding, Drop-In Visits, Dog Walking
1 repeat client
from
$30
per visit

Esthefany has known my dog since he was a puppy. She has always been very patient and caring with him. My dog is very active. However, Esthefany has always had the patience to train him and walk him. Often times when she sees him she brings him treats and dog products that she thinks he will need. She takes time to watch his behaviors and make sure he isn't anxious or overwhelmed when participating in activities with him. Esthefany adores my dog and makes sure to always show it.

Sitter Profile Image: Patty S.
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Sitter Profile Image: Patty S.
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19. Patty S.

Love dogs. Treat them like family!
Winthtop, MA, 02152
1.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$25
per visit

About: I have had dogs my whole life. I live across the street from a dog park and the beach where I love walking the dogs. I enjoy having dogs because they give me joy and make me happy and give unconditional love. I have recently retired and I am looking for a job that I will enjoy doing. I look forward to meeting your furry family member who will receive a lot of love and attention and will be cared for like family! I am available full-time to do Dog walks or drop ins at your home or boarding. I live by the ocean where I like to walk the dogs. I live across the street from a big beautiful park and live within steps from the beach where I love to take the dogs for walks. My home is located in a beautiful neighborhood with a fenced in yard.

Sitter Profile Image: Carol C.
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Sitter Profile Image: Carol C.
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20. Carol C.

Outgoing, loves animals!
Winthrop, MA, 02152
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$14
per visit

Carol checked on my cat twice a day while I was away for a week. She was wonderful! She gave him the attention he needed and kept me updated with pictures and details of his day. Carol is reliable and attentive!

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Winthrop Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Winthrop are rated on average 5 out of 5 stars based on 66 reviews.

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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.

Drop-In Visits