Pet Sitting 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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Over 280
pet parents in Winthrop have booked pet sitting

Winthrop, Find top rated pet sitting

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
• 128 reviews
41 repeat clients
10 years of experience
Winthrop, MA, 02152

“Goes above and beyond! My cat adores her and she always takes her time to give them extra live during her drop ins! Couldn’t recommend her enough.”

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Carolyn D.
Sitter Profile Image: Carlie H.
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Carlie H.
$12
total per visit
1 repeat client
5 years of experience
Winthrop, MA, 02152

About: I’ve cared for dogs and pets for friends, family, and neighbors for years and genuinely love spending time with animals. I’m responsible, attentive, and comfortable with feeding, walks, playtime, check-ins, and keeping pets on their normal routines. I’m active and happy to give energetic dogs plenty of exercise, but I’m just as happy hanging out with pets who prefer cuddles and a relaxed day. I’ll treat your pet like my own and make sure you feel comfortable and updated while you’re away! My schedule is currently very flexible, which gives me plenty of time to care for your pets and work around their normal routine. I’m available for walks, drop-in visits, and pet sitting throughout the week and on weekends, including mornings, afternoons, and evenings. I always make your pet’s safety and comfort my priority. I’ll follow your instructions closely, keep their feeding, walking, and medication routines consistent, and make sure your home is left exactly as I found it. I’m also happy to send regular photos and updates so you know your pet is happy, safe, and well cared for.

Sitter Profile Image: Jake M.
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Jake M.
Star Sitter
$19
total per visit
5.0 out of 5 stars
• 4 reviews
4 repeat clients
1 year of experience
Revere, MA, 02151

About: I’ve had animals of all kind my entire life, from guinea pigs to pugs to rescue mixes, and everything in between. I’ve worked as a professional dog walker caring for up to 8 dogs at a time. I take great pride in treating all of the animals like my own! My goal is to work in pet care full time! I’m available Monday through Friday, any time between 8am and 5pm. I am also available on weekends if communicated in advance. I tailor my care to each pets individual routine to maintain consistency and minimize their stress. I am comfortable greeting dogs who have free rein of their home or dogs who are crated during the day. I would love to take your pet for walks, to play in a nearby park or yard, or just stop in for potty and snack breaks - whatever they need!

Sitter Profile Image: Amanda S.
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Amanda S.
$23
total per visit
5.0 out of 5 stars
• 32 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: Melissa R.
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Melissa R.
Star Sitter
$36
total per visit
4.9 out of 5 stars
• 115 reviews
36 repeat clients
12 years of experience
Boston, MA, 02128

“Melissa was super helpful checking in on our cat, Chicky! We ended up making Thanksgiving plans closer to the actual holiday, and had to book a Rover on shorter notice than usual. Melissa was super responsive when we initially reached out, and communicative throughout our trip. She was very thoughtful when thinking of ways to help make Chicky less lonely while we were away. We highly recommend Melissa! 😊”

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Lisa R.
Sitter Profile Image: Mia O.
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Mia O.
$23
total per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
8 years of experience
winthrop, MA, 02152

“Mia was very punctual and followed our directions to a T! She made sure to call me when my cat wasn’t taking his pill right away which I appreciated and she gave me comfort that my cats were taken care of. Thanks so much Mia!”

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Seth A.
Sitter Profile Image: Szu yu K.
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Szu yu K.
Star Sitter
$20
total per visit
5.0 out of 5 stars
• 23 reviews
8 repeat clients
15 years of experience
Everett, MA, 02149

“Szu is incredibly responsible and attentive! We even asked her last minute to help with our automatic litter box, and she handled everything perfectly. Highly recommended!”

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Gryphon H.
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: Annaliese G.
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Annaliese G.
Star Sitter
$26
total per visit
5.0 out of 5 stars
• 110 reviews
34 repeat clients
3 years of experience
Chelsea, MA, 02150

“Annaliese always does a great job checking in on my fur baby when I’m away. She sends me photos and updates, and treats my home/space with respect. My cat loves her and is well taken care of. I would hire Annaliese again - I already have, and would encourage you to hire her as well.”

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

“Liz was really wonderful with my cats! She sent timely updates and I could tell that she really cared and interacted a lot with both. My cats seem to love her and that’s enough for me!”

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Lorena L.
Sitter Profile Image: Xianxin D.
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Xianxin D.
$26
total per visit
4.9 out of 5 stars
• 24 reviews
8 repeat clients
8 years of experience
Revere, MA, 02151

“Xianxing did an awesome job taking care of my cats while I was away. She followed the instructions for their care and kept them happy, fed, and clean. Thank you, Xianxing!”

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

“This was our first time using Rover for our 4-month-old kittens, and Alexandra was absolutely perfect for the job! She was thoughtful, attentive, caring, and communicative during her check-in visits over the weekend. We loved receiving photo and video updates, which reassured us that our babies were being loved, played with, and kept on their routine while we were away. We’re so grateful to have her nearby for future trips!!”

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Lauren S.
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! In addition to my dog, I grew up caring for a golden retriever, husky and mini dachshund so I have experience with many different breeds. I also grew up with 2 cats! Would love to care for your pets with the same care and attention that I've shown 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: Elizabeth B.
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Elizabeth B.
Star Sitter
$39
total per visit
5.0 out of 5 stars
• 160 reviews
51 repeat clients
9 years of experience
Winthrop, MA, 02152

“Elizabeth did an excellent job with my two cats- one old and feisty and one young and playful. She kept me updated with details of their behavior and was very communicative. My old girl is a spicy, swatty, snappy thing and Elizabeth did very well with her. I'll be happy to book her again in the future!”

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Rachel A.
Sitter Profile Image: Cat D.
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Cat D.
Star Sitter
$32
total per visit
5.0 out of 5 stars
• 49 reviews
13 repeat clients
15 years of experience
East Boston, Boston, MA, 02128

“Cat did a fantastic job with our 3 cats. Since this was our first time using Rover, Cat addressed all of our questions, and took special care in her communications with us. . Due to a medical condition, one cat needed 3 different pills twice a day. While initially meeting with Cat, we saw our cats have positive interactions with her, leaving us with a good feeling. Cat kept to our strict medicine and feeding schedule, checking in every time with personal updates on each cat and sending plenty of pictures. She cleaned up the litter box, as well as a random puking incident, even asking how to clean fabrics. We can't thank her enough for making our first Rover experience an incredibly positive one. We'd definitely recommend her to friends and family, as well as using her again ourselves.”

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Raymond S.
Sitter Profile Image: Rob S.
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Rob S.
$26
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: Nayeli O.
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Nayeli O.
$19
total per visit
5.0 out of 5 stars
• 5 reviews
10 years of experience
Winthrop, MA, 02152

About: What sets me apart is my patience, reliability, and real experience caring for animals of my own. I have hands-on experience with my bunny and with my first dog, a leash-reactive beagle named Roger, which has taught me calm handling, awareness, and consistency, especially as a pre-vet student currently taking biology and chemistry. During the week, I prioritize my classes and coursework first, then make time to walk and care for Roger, a dog I regularly walk on campus. I’m also committed to my rowing schedule, which keeps me structured and reliable with my time. On weekends when I’m home, I’m available for additional walks and pet care. This routine helps me stay consistent, responsible, and dependable with animals. For dog walking, I always follow the owner’s instructions exactly and prioritize safety at all times. I double-check leashes, harnesses, and collars before every walk, avoid unsafe areas or distractions, and stay alert to my surroundings. I make sure dogs have water before and after walks and return them calmly and securely to their home. Even though I’m new to professional dog walking, I’m very dependable, attentive, and always communicate clearly with owners.

Sitter Profile Image: Gwyneth Y.
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Gwyneth Y.
$19
total per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
East Boston, Boston, MA, 02128

About: I've grown up around animals. My family was always the "go to" family in the neighborhood to watch dogs and cats, so I've had experience since I was little taking care of pets. I recently did my senior capstone with my local Humane Society where I cared for cats while creating content on both cats and dogs available for adoption! I'm a graduate student at Suffolk University, so I will be able to care for your lovely companion during the day (before my night classes), typically the busiest times of peoples' days. This unique time frame allows for owners to not worry about their pet being left alone midday before they get home. I have experience with both dogs and cats, and own a cat at my home back in PA. I will go off of the owners' requests and what serves the animal best. If the dog is energetic, we will play! If the cat is more of a snuggle bug, we will snuggle until the cows come home.

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

“Jenny took wonderful care of our puppy. I am an overprotective dog mom and was so nervous to leave him in the care of someone new. She took lots of pictures, sent me messages and showed lots of concern when he didn't feel well. Even checking on him the next day. Knowing he was in great hands made our day away so much more enjoyable! I will definitely use Jenny's services again! She went above and beyond!”

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Kola B.
Sitter Profile Image: Kristen F.
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Kristen F.
$20
total per visit
1 repeat client
10 years of experience
Winthrop, MA, 02152

About: I love all types of dogs! I have been around dogs my whole life! My family and I rescued my pit bull mix From the animal shelter and named him Tucker 3 years ago. He is such a great dog. I love running around with him in my backyard and taking care of him! I also used to watch my aunts dogs for her all the time throughout my life! I used to go to her house and let them out after school. I also used to dog sit for her when she went on vacation. A lot of my friends and family have dogs that I am around all the time as well! I have been around all sizes of dogs such as terriers, labs, pit bulls, golden doodles, shih tzu’s and many more! I am currently working full-time so I am available after 3pm but with the summer coming up I am working part-time so I will be available in the early mornings and late afternoons. I have a dog of my own who I have taken care of for 5 years now. I will provide your dog with a long walk and the proper care and love they need.

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The median cost per visit for pet sitting in Winthrop is $25

Pet parents share their Rover experiences - Winthrop

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5.0 out of 5 stars

Ariana was amazing with my kitty Zorro. He absolutely loved her, and I could tell he enjoyed his time with her. She was very communicative, and overall had such a peace of mind having her watch him while I was away. Highly recommend:)

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

Jake did such an amazing job caring for my dog and cats, I have never seen them as happy as they were with him in any other Rover card. His communication is great and I will definitely be utilizing his services again in the future;

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

Annaliese is amazing and always takes such great care of Kitty Kitty when I’m away. She’s one of the only people I trust in my home and to take care of my fur baby 😻

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

Diana is sweet and kind with my kitties. My kitties are happy and calm. I trust her to take care of my kitties.

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Mei Ling C.
Drop-In Visits
5.0 out of 5 stars

Ana was absolutely wonderful with my cat while we were away! She took such great care of him and made us feel completely at ease knowing he was in good hands. She was attentive, reliable, and so sweet with him, and it was clear that she genuinely cared about making sure he was comfortable and happy. Being away from Meelo for so long can always make me a little nervous, but having Ana check in on him gave me so much peace of mind throughout our trip. We’re so grateful for her and would absolutely trust and book Ana again in the future. you so much for taking such good care of our kitty! 🤍

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

Jing is extremely patient and attentive! She took so many adorable photos during the stay. My cats were a bit shy at first, but Jing was super patient and gave them all the gentle companionship they needed to feel comfortable. Communication with her was smooth and clear, and she was very flexible with our schedule. I highly recommend Jing to anyone looking for a wonderful pet sitter!

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Jiaqi Q.
Drop-In Visits
5.0 out of 5 stars

Mia was great! She showed up every day right around the time we agreed on, was super consistent with communication, and sent tons of pictures which were much appreciated while I was away. She spent time with all three of my cats and made sure they had everything they needed, and she was careful with the specific things I asked her to keep an eye on. I felt comfortable having her take care of them and will definitely book with her again

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Tyler L.
Drop-In Visits
5.0 out of 5 stars

Roxana has become our go-to cat sitter and she is wonderful! Our cats clearly love seeing her and she is very helpful, responsive, and attentive to our pets’ needs. Highly recommend!!

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

Amy is calm and reassuring and I feel completely at ease having her in our home with our beloved King Ricky. She knows just how to be with a sometimes bossy, sometimes a little naughty older guy. Amy is a true animal lover with a special touch.

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Ivy K.
Drop-In Visits
5.0 out of 5 stars

Symonne is fantastic! Always pays attention to the little details. I feel like my dog is in such good care with Symonne.

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

Euphy (aka Xianxin) was great with our cats! Our most skittish cat - who usually doesn't show her face to strangers - absolutely loved her! Would recommend Euphy's services!

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

I’ve trusted Monica more than once, and she is truly a wonderful pet sitter. She treats both your home and your pets as if they were her own, with so much care and love. It's such a comfort knowing everything is in great hands while you're away. I highly recommend her, and I will definitely continue to be a repeat customer!

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

Adrian took excellent care of my two girls, Eva and Gretta, for 8 consecutive days. We did a brief meet ans greet before the booking and went through the daily tasks. He was very attentive and respectful. I was able to enjoy my vacations knowing my girls were under Adrian’s care. Recommended and I would personally book again with Adrian. :-)

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

Elizabeth did a wonderful job caring for my three cats while I was away. They were given lots of attention and were well cared for. Elizabeth was professional, flexible, and genuinely enjoyed caring for my cats.

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Anna L.
Drop-In Visits
5.0 out of 5 stars

Linzi is the best sitter we have ever had. I always know my pets get the best care when they’re with her.

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

Nicole was amazing with Shadow. She kept me updated every Morning while I was away on how he was doing and kept me posted with many pictures. It was the first time I used Rover and it was a great experience. I will be contact Nicole again in the future.

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Zully Y.
Drop-In Visits
5.0 out of 5 stars

Brittany was so wonderful to work with! She took care of my cat for a weekend and sent a thoughtful update after each visit. I'm so grateful and would definitely choose her again!

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

Jennifer is my preferred sitter for my cat Franklin as I feel totally confident with him in her care. She sends the best photos and always cares for him as if he were her own.

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

Trin always follows through on our discussed arrangements and sends great pictures! She is very reliable, we’ve used her now a number of times for help with our dog. She is super flexible and has been so patient. Highly recommend!

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

Yang took great care of our cat, and we could tell she was satisfied by how much she purred in the videos we were sent. We look forward to requesting if Yang can take care of our cat again!

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Kana T.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

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

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Popular requests for pet sitting - Winthrop

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Sitters in Winthrop average 6
repeat pet sitting clients

FAQs for Pet Sitting - Winthrop

Frequently asked questions about Rover

The average cost of Pet Sitting in Winthrop on Rover is $22 per visit as of October 2026. Most bookings cost between $17 and $39 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 10,336 sitters on Rover offering Pet Sitting across Winthrop. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience with handling special pet needs in Winthrop. On Rover:

  • 90% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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