Pet Sitting in Winthrop

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Winthrop pet sitters

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Linzi F.
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Linzi F.
Star Sitter
$23
total per visit
5.0 out of 5 stars
115 reviews
40 repeat clients
10 years of experience
Winthrop, MA, 02152

Linzi is wonderful with our high maintenance cat! He always seems so happy with her watching him. Linzi is a FANTASTIC communicator and has been incredibly reliable. We look forward to continuing to have her watch Oke in the future!!

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Bridget M.
Sitter Profile Image: Amanda S.
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Amanda S.
$23
total per visit
5.0 out of 5 stars
11 reviews
8 repeat clients
20 years of experience
Winthrop, MA, 02152

Amanda is fantastic! She was so attentive and caring for my 2 kitties while I was out of town. She’s very responsive, sent lots of pics and I can tell she truly cares about their well being. Def recommend & I will book her again in the future! Thanks Amanda!

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Jessica N.
Sitter Profile Image: Carol C.
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Carol C.
$16
total per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
35 years of experience
Winthrop, MA, 02152

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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Alena K.
Sitter Profile Image: Xianxin D.
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Xianxin D.
$20
total per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
8 years of experience
Revere, MA, 02151

Xiaxin is thorough and such a dolllll to my pup. My dog immediately connected with her and her communication was impeccable and intentional. Will always book with Xiaxin

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Christina J.
Sitter Profile Image: Melissa R.
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Melissa R.
Star Sitter
$36
total per visit
4.9 out of 5 stars
94 reviews
32 repeat clients
12 years of experience
Boston, MA, 02128

Melissa was a wonderful sitter- extremely communicative & responsive. This was my first time hiring a rover/leaving my cat alone & I had such a positive experience. Would highly recommend & would rebook!

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Olivia T.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
$39
total per visit
5.0 out of 5 stars
156 reviews
50 repeat clients
9 years of experience
Winthrop, MA, 02152

Elizabeth did a great job watching our three cats. She was very patient with their different personalities and a huge help managing the specific medication routine for one of our kitties. We appreciated the consistent updates and photos she sent after each visit. The cats were clearly comfortable with her, and we would be happy to book her again!

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Yami S.
Sitter Profile Image: Alexandra L.
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Alexandra L.
$39
total per visit
5.0 out of 5 stars
47 reviews
19 repeat clients
7 years of experience
Winthrop, MA, 02152

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!

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Rosie M.
Sitter Profile Image: Kirsten R.
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Kirsten R.
$18
total per visit
10 years of experience
Winthrop, MA, 02152

About: I have been an animal lover since I was a kid. Though I cannot afford my own dog right now, I am always looking to hang out with dogs any chance I can get! My roommate has a Bernese Mountain Dog who is the most mellow, sweetest pup ever (she is 8 months old). I assist in feeding her, walking her, playing with her, and just keeping her company as my roommates schedule is more demanding than mine. I love going for long walks, (or runs), playing fetch, and just keeping dogs company. I think I am a great candidate due to my experience with animals and my love for them. I am excited for the day that I can provide a home to my own dog!

Sitter Profile Image: Jennifer M.
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Jennifer M.
$25
total per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

Jennifer was excellent and took great care of my cat Franklin. She followed all my directions and was very sweet to him. I received lots of pictures which always makes me happy. Highly recommend!!

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Alicia H.
Sitter Profile Image: Alexandra S.
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Alexandra S.
$15
total per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
East Boston, Revere, MA, 02151

About: Hi there! I am a responsible and reliable pet lover who currently has a chihuahua mix! Would love to care for your pets with the same care and attention that I show my own! Thank you so much for your consideration and I am looking forward to hearing from you and meeting your wonderful pet very soon! I am working remotely 3 days a week so I am available for walks or drop-ins during those days! Tuesday, Thursday and Friday are my work from home days! I am a very safe dog-walker! I will make sure your dogs do not interact with dogs they don't know while on our walks so they stay safe! I will make sure to clean up after them! I am very reliable and will 100% follow any pet care instructions you give/will ask for clarification when needed!

Sitter Profile Image: Gianna B.
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Gianna B.
$17
total per visit
5 years of experience
Revere, MA, 02151

About: I have 5 years of experience caring for dogs through dog walking, drop-in visits, and overnight pet sitting. Throughout high school and college, I regularly cared for dogs for friends, neighbors, and local families. My responsibilities included daily walks, feeding, playtime, administering basic medications when needed, and following each dog’s routine. I have also hosted dogs in my home for extended stays lasting several weeks at a time. I love spending time with dogs of all sizes and personalities and always strive to make them feel safe, happy, and comfortable while their owners are away. I recently graduated from college and currently have a flexible schedule while I search for full-time opportunities. This allows me to dedicate plenty of time and attention to your pet. I’m available for walks, drop-in visits, overnight stays, and weekend care. I understand how important it is to know your pet is in good hands, and I will make sure they receive lots of care, attention, and companionship while you’re away. I know every pet has different needs, so I always follow the owner’s instructions and try to keep their routine as consistent as possible. Whether I’m caring for your pet in your home or my own, I focus on making them feel safe, comfortable, and loved. I provide fresh food and water, exercise, playtime, and plenty of attention. My goal is to treat every pet like family and give owners peace of mind while they’re away.

Sitter Profile Image: Acacia L.
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Acacia L.
$28
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Winthrop, MA, 02152

Sent me so many cute pictures ? Alicia is fantastic

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Alexandra M.
Sitter Profile Image: Natalie H.
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Natalie H.
$23
total per visit
5.0 out of 5 stars
20 reviews
7 repeat clients
24 years of experience
Revere, MA, 02151

Natalie did a great job taking care of my cat while I was away. She was well cared for. Communication with Natalie was excellent in setting up the visits and during when any potential issues came up.

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Kayla S.
Sitter Profile Image: Rob S.
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Rob S.
$27
total per visit
5.0 out of 5 stars
37 reviews
7 repeat clients
14 years of experience
Winthrop, MA, 02152

About: My fiancé and I are truly dog lovers. Over the past 12 years we have had many dogs in our care for various length of time. We have three of our own currently two Italian greyhounds and a female Basenji. I also consistently sit for a family friend’s small terrier, she is a senior girl with us 2-3 times per week. Considering the abundance of dogs in our lives, I would consider myself extremely experienced to handle any dog at any age with any type of potential issues. Dog sitting aside, I am probably a more experienced dog walker than anything else as I walk my three guys three times a day all at the same time. Contact me if you need any help I will take excellent care of your pet , walking , sitting , whatever you need ! With three dogs in our home, I am basically on the clock with them 24/7. For the most part, I am available at all times if you need walking or sitting Our dogs are basically treated like royalty, and will do the same for your pets. I am available for walks up to an hour , feedings and whatever other necessary care comes up. If you need a sitter out home is smoke free and extremely clean and your pet will have an amazing time with us.

Sitter Profile Image: Sergio M.
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Sergio M.
$23
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
East Boston, Boston, MA, 02128

We had Sergio look after Nabaut, and honestly, he was fantastic. He really went out of his way to make us feel comfortable, and Nabaut absolutely loved him. If you’re looking for someone reliable and super kind, he’s your guy. Big thumbs up!

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D0rn4
Sitter Profile Image: Elizabeth A.
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Elizabeth A.
Star Sitter
$28
total per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
20 years of experience
Jamaica Plain, Chelsea, MA, 02150

We’ve used Liz for our 7 month old puppy for about a month now and she’s been absolutely amazing! Liz has been incredibly flexible with our schedule, even doing a last-minute meet and greet before getting started and accommodating last-minute requests when our schedule changes. She takes such great care of our puppy and always sends thoughtful updates about how his day went, which we really appreciate. Our puppy Bogey absolutely adores her and looks forward to seeing her every visit! It gives us so much peace of mind knowing he’s in such good hands. We highly recommend her!! Thanks for all that you do Liz!!

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Dani T.
Sitter Profile Image: Theresa R.
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Theresa R.
$28
total per visit
5.0 out of 5 stars
17 reviews
4 repeat clients
9 years of experience
East Boston, East Boston, MA, 02128

About: My partner (Henry) and I love to watch dogs together! We have been surrounded by dogs our whole lives, from small picky eaters to large dogs that can run for miles. Growing up around dogs, we know that they are all different and respond to new people differently, but we have had positive experiences in taking care of family’s, neighbors’, and friends’ dogs in the past and have a ton of energy to do so. We love spending time outside and with dogs and have dog-sat before, including experiences wherein we did not stay in the owners’ home, but visited frequently to walk and feed their dog, and we have dog sat in our own home, so we are comfortable with adapting our services to any of your needs. We both have hybrid work situations, so one of us is always working from home at any given time and are used to being flexible with a pet’s schedule. We take care of pets like they are our own, in the past when we have boarded dogs in our home we have adapted to what the pet is and is not allowed to do (ie sleeping in the bedroom or not etc.)

Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
$34
total per visit
5.0 out of 5 stars
219 reviews
37 repeat clients
8 years of experience
Winthrop, MA, 02152

Jennifer is fantastic. My cats are thrilled to see her, she makes sure they are well taken care of, and it really allows me to enjoy my vacation knowing they are in good hands.

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Tammy P.
Sitter Profile Image: Lauren M.
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Lauren M.
$20
total per visit
5.0 out of 5 stars
20 reviews
3 repeat clients
8 years of experience
East Boston, East Boston, MA, 02128

Lauren is reliable and follows directions perfectly. She has been so, so kind to my doggie, and I'm definitely booking her again when I need an extra hand to play with and walk my pup.

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Denise W.
Sitter Profile Image: Britney G.
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Britney G.
$34
total per visit
4.9 out of 5 stars
24 reviews
6 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

Britney is sweet and high energy so if your dog is high energy she's a great pick! She's a little more flexible with her schedule but she makes every visit fun and I genuinely felt like my girl was far less lonely with Britney around.

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Kelsi V.
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Over 99
pet parents in Winthrop have booked pet sitting

Winthrop pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We have been using Arianna for years now and would not consider anybody else! She's reliable, attentive and really cares about your loved one! Very courteous and respectful also. Highly recommend!

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Frank V.
Drop-In Visits
5.0 out of 5 stars

Melis is an amazing pet sitter! She is always so communicative and provides updates every time she visits. My pet is so comfortable with her and it gives me such peace of mind knowing he is well taken care of, I always come home to a happy pet! Cannot recommend Melis enough, I’ve had her pet sit for me multiple times and will continue to ask her to watch my pet! Thank you!

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Kaylee W.
Drop-In Visits
5.0 out of 5 stars

Amanda was amazing with our cats! She was great about keeping us updated and gave them lots of attention.

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Kelsey S.
Drop-In Visits
5.0 out of 5 stars

Xiaxin is thorough and such a dolllll to my pup. My dog immediately connected with her and her communication was impeccable and intentional. Will always book with Xiaxin

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Christina J.
Drop-In Visits
5.0 out of 5 stars

Annaliese did an amazing job. She’s very easy to work with, very easy to communicate with, and took great care of my kittens! She also took care to follow the details of the instructions I sent her, which I really appreciated.

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Emma C.
Drop-In Visits
5.0 out of 5 stars

Jing is incredibly responsible and genuinely goes above and beyond. It is so hard to find someone who truly understands cats, but she is a natural. She took care of all the essentials perfectly, including keeping a close eye on the automated litter box to ensure it was running smoothly. What really set her apart was the extra care she gave—she took the time to properly groom him and made sure he got plenty of active playtime. To top it all off, her post-visit updates were fantastic; she left highly detailed descriptions after every single visit, which gave me total peace of mind. I trust her completely and cannot recommend her enough!

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Lim P.
Drop-In Visits
5.0 out of 5 stars

Alicia is incredibly responsive, did so much with my cat, and made me feel so good about leaving her in his care. Great care and a great person. Highly recommend!!

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Jackie R.
Drop-In Visits
5.0 out of 5 stars

Very happy with Yang. She was quick to respond to my messages, accommodating in every way, and most importantly, took care of my cats as instructed.

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Jane Z.
Drop-In Visits
5.0 out of 5 stars

Lexi and her family were so great helping us with our puppy! They were so communicative and we knew he was well taken care of while we were gone.

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Carolyn C.
Drop-In Visits
5.0 out of 5 stars

Excellent care for my cat including lots of play time and cuddles. Jennifer followed all care instructions closely and sent lots of pictures which I love!! Highly recommend.

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Alicia H.
Drop-In Visits
5.0 out of 5 stars

Xinglu was a great cat sitter while I was on vacation. She was extremely communicative, sent regular updates, and really went above and beyond, keeping my space tidy. Most importantly, my cat Ellie seemed so happy, comfortable, and well cared for when I got home. I would absolutely recommend her to anyone looking for a reliable sitter!!

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Carmen B.
Drop-In Visits
5.0 out of 5 stars

Linzi is the best!!! So reliable, amazing with our cat, and a wonderful communicator. We love having her watch our cat which she has done many times now!

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Bridget M.
Drop-In Visits
5.0 out of 5 stars

Colleen went above and beyond. I could not recommend her more. Her genuine love and care for animals makes her the perfect person to watch your pet!

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Elyse B.
Drop-In Visits
5.0 out of 5 stars

Elizabeth did a great job watching our three cats. She was very patient with their different personalities and a huge help managing the specific medication routine for one of our kitties. We appreciated the consistent updates and photos she sent after each visit. The cats were clearly comfortable with her, and we would be happy to book her again!

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Yami S.
Drop-In Visits
5.0 out of 5 stars

Melissa took great care of my cats and was very attentive to their needs. This was my second time booking with her, and everything went smoothly again. She was easy to reach and responded quickly whenever I had a question or new request. I’d definitely book with her again. Thank you Melissa!!

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Sandy M.
Drop-In Visits
5.0 out of 5 stars

Ana is the best! She’s super responsive and makes sure my kitties are happy and loved while I’m away. So thankful for her for being so caring and attentive.

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Jamielisse G.
Drop-In Visits
5.0 out of 5 stars

Veronica was amazing! Super responsive, took great care of my older greyhound, and sent awesome videos and photos :) Will be booking again!!

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Emily P.
Drop-In Visits
5.0 out of 5 stars

I would like to say that Lynzie saved us when someone that was supposed to watch our dog backed out on us. Our dog and cat both took to her right away and we will use her again in the future. If you are looking for someone that is trustworthy and professional we would recommend Lynzie!

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Steve M.
Drop-In Visits
5.0 out of 5 stars

I was away for a little over two weeks, and Lolo took wonderful care of my cat, Murphy. She sent me lots of pictures that clearly showed how happy and content he was, which gave me so much peace of mind while I was away. Lolo also kept me informed about any shedding or minor issues like hairballs or throw-up, and regularly checked in about his overall health and wellness. Her communication and attentiveness were incredibly appreciated, especially during such a long trip. I couldn’t have asked for a better sitter for Murphy.

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Ariella J.
Drop-In Visits
5.0 out of 5 stars

Jennifer is fantastic. My cats are thrilled to see her, she makes sure they are well taken care of, and it really allows me to enjoy my vacation knowing they are in good hands.

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Tammy P.
Drop-In Visits
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The median cost per night for pet sitting in Winthrop is $25

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Sitters in Winthrop average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Winthrop on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Winthrop pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 10,204 pet sitters in Winthrop. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Winthrop pet sitters respond in under an hour.

Pet sitters in Winthrop have an average of 14 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Winthrop.

Rover makes it easy to find Winthrop pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 10,204 pet sitters in Winthrop on Rover, so you’re sure to find the perfect match for your pet! In Winthrop, 95% of pet sitters offer daily exercise, 95% offer medication administration, and 90% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.