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

Over 230 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%.
“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!”

“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!”

“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;”

About: I’ve spent the last 10 years as a dog mom to three very different pups, each of whom taught me something different about caring for dogs. I’ve cared for a disabled dog who required daily hands-on care and mobility assistance, a large senior dog, and a nervous/reactive dog. Because my own dogs had needs that made leaving them with someone else stressful, I understand how important it is to find someone you truly trust. I was always the nervous dog mom asking a million questions and worrying while I was away, so my goal is to give other dog parents the peace of mind I always wanted. I’m comfortable with senior dogs, mobility needs, medications, diapers and hygiene care, nervous or anxious pups, and dogs who simply need a little more patience and understanding. These days my home is a little quieter, and I have a lot of dog-mom love with nowhere to go. I’d love to give your pup a safe, comfortable home away from home where they can settle in, be loved, and be treated like one of my own while you’re away. *We also live 5 minutes from the Logan airport - which will make drop off and pick up much easier if you are flying out* I’m a consultant with a flexible schedule and work from home on Mondays and Fridays. Our mornings are pretty flexible, so your pup’s day can start with a walk, breakfast, potty time, and plenty of attention before I begin my day. On the days I do go into work, I plan my schedule around the pups staying with me and aim to never leave them alone for more than 3–4 hours at a time. Whether your dog is used to being crated when home alone or prefers to free roam, I’m happy to follow the routine they’re most comfortable with. My boyfriend, Eric, will be part of their care. He is home after 2 PM Tuesday through Saturday, and I don’t work weekends, so between the two of us there is plenty of time for walks, playtime, cuddles, and keeping your pup company. I know every dog is different, so I want their stay with me to feel as close to their normal routine as possible. I’m happy to follow your pup’s feeding, walking, medication, sleeping, and crating routine, including dogs who are more comfortable having their own space. I live in a dog-friendly area of East Boston with the waterfront and beach right behind me, so there are plenty of options for walks and outdoor time. I also understand that a dog-friendly neighborhood isn’t necessarily ideal for every dog. If your pup is reactive, nervous, or uncomfortable around other dogs, I’m comfortable adjusting our walking route and schedule to give them the space they need. I also have a dog stroller available for senior dogs or pups with mobility limitations who still enjoy getting outside. Most importantly, I’ll never force your dog into an environment or interaction they aren’t comfortable with. I want your pup to feel safe here and you to feel comfortable knowing their individual needs are being respected.
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.
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.

About: I’m patient and caring with animals and really enjoy spending time with pets. I currently work from home, so I’m home most of the day and can give pets plenty of attention, companionship, and a consistent routine. Last year, my own Chinchilla cat had kittens, and I cared for them from birth until they were old enough to leave their mother and go to their new homes, so I also have hands-on experience with feeding, cleaning, and watching over newborn kittens. I previously had a teacup Toy Poodle, and I also had a Toy Poodle who lived to 14, so I have experience caring for pets at different stages of life. I’ve also helped friends care for their Goldendoodle, Shelties, Corgis, Golden Retrievers, and Labradors, so I have experience with these breeds as well. I currently have a male blue bicolor Ragdoll. I’m reliable, gentle, and happy to follow each pet’s usual schedule so they feel safe and comfortable while you’re away. My day is flexible since I work from home, so I follow the pet’s routine. Morning: breakfast, fresh water, potty break or litter check, and a little playtime. Midday: another walk/potty break or play session, plus food, water, and litter check. Afternoon: I’m home working, so pets can rest nearby and get company. Evening: dinner, walk/playtime, cleanup, and quiet time. Before bed: final potty break or litter check, fresh water, and a calm routine. I’m happy to follow your pet’s usual schedule and send updates/photos. In my home, I keep pets in a safe, calm space, follow their usual feeding and potty routine, give them plenty of playtime and company, and make sure they have fresh water and a clean litter box. In a client’s home, I follow the owner’s instructions closely, keep their routine the same, feed/water them, clean litter or pick up after dogs, take dogs out for walks and potty breaks, and spend time playing with them. I always respect the home, keep things clean, and send updates and photos so the owner knows their pet is doing well.
“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.”

About: Hi! I’ve been caring for dogs since I was 12, from playful puppies to sweet senior dogs. I’m experienced with walking, feeding, bathing, giving medication, and, of course, lots of cuddles! I love dogs of all breeds and sizes and will treat your furry friend like family. I speak both English and Spanish and can’t wait to meet your pup! 🐾 I love being around animals, especially dogs! They make me really happy. My schedule is very flexible and always happy to make it work out. My dogs currently live with my parents, but I treat every dog I care for as if they were my own, giving them all the love, attention, and care they deserve.
“Emily was amazing! She took such great care of my puppy, especially while he was recovering from being neutered, and even made a point to give my cat some love during her visits. My puppy can be a little wary of new people, but he and Emily hit it off quickly, and he always looked so happy in the photos she sent. She is incredibly friendly, reliable, and clearly wonderful with animals. I would absolutely recommend her!”

“Lauren was amazing! Reliable and always on time, sent great photos. One of our cats is slow to welcome new people and he was welcoming her at the door as soon as she came by. Definitely recommend and will request her for next time!”

“Haowen is so responsive and thoughtful and kind. I needed catsitting in a hurry, and he was able to jump in to support my cats. It was really reassuring being able to rely on him in a time-crunch. My cats are always well-cared for and happy thanks to Haowen.”

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.)
About: Hi, I'm Liz! I'm the person who always looks to meet, greet, and hug new dogs when walking down the street (with their owner's permission of course!) I grew up with a dog and helped raise him from 8 weeks old until he sadly passed away at age 15. I love to dog-sit for my friends and family when they are away on trips. I love bringing dogs on walks, to the park, going for short runs (if the dog is able), as well as spoiling them with treats and toys! I am a full-time teacher, but I have availability after-work, weekends, and breaks throughout the year! I love dogs of all ages and sizes, and I feel dogs make the world a better place :) I am a full-time teacher in Boston, so before the hours of 8am and after 4:30pm work best during the week. I have more flexibility on the weekends and over school breaks! When caring for a pet in my client’s home, I always seek important information regarding the dog’s food, exercise, and sleep schedules. I also request important information regarding health and emergency phone numbers if necessary!
“Tracy is super dependable and great with our older dog. You can tell they’ve really formed a bond. It takes a big weight off our shoulders when we travel to know he’s so well taken care of.”

About: Growing up and always having pets in my home it was obvious where my love for animals had come from. I grew up in a hectic household of 2 dogs, 2 cats, and a bird . A house filled with fur & love. As well as watching after my own animals for many years, I’ve also been lucky enough to take care of families and friends pets as well. I’ve worked with all different kinds of animals, different ages, breeds, shapes, and sizes. While also gaining experince giving some extra TLC to dogs I’ve taken care of with health issues, and old age. I come with lots of love and cuddles to make up for what they may be missing while their owner is away ❤️ I work part time, very flexible hours. Most days i have breaks throughout the day, and finish most days by 3pm, leaving lots of time for play, love and snuggles ! I treat every pet and home as if they are my own. While people are away their safe space of a home and fur baby should be the last thing you need to worry about!
About: Hi! I grew up with dogs & cats throughout my childhood and then got a dog of my own during COVID. Due to a breakup, I no longer have my dog & have been chasing to get puppy snuggles wherever possible. I have dog sat for friends and family countless time. I also volunteer occasionally at the Animal Rescue League of NH & also am looking forward to find a MA organization, now that I live down in MA! I work full time with 2 days in the office. The other 3 weekdays, I work fully remote & am flexible! If you live close by, I can stop by to let your dog out, take them for a walk or just give them some love for a bit. And of course, I’d love to stay at your home if needed (and could even work remotely from there if you’re okay with that!) I’m happy to accommodate to whatever you need in your own home! Since I don’t own my current place & have a dog living here currently, I am only offering services outside of my house. This will include- dog walking & in house visits/stays for cats & dogs. However, that means you get to tell me where everything is & we don’t need to take your perfect dog/cat out of their safe space. 🤍
About: I used to be a service dog puppy raiser, so I have experience working with puppies on their house behaviors, potty training, basic obedience and socialization skills. There are plenty of outdoor space in my neighborhood. The beach is just 3 minutes away from my place, so I can also take your pup for a walk alongside the beach! I can also provide grooming/ shower services if needed! My schedule is fairly flexible during the week. I am usually free all day on Friday and over the weekends. Appointments only during other weekdays! Caring for pets is something I truly love—it brings me joy, and I take it seriously! My goal is always the same: to keep them safe, happy, and feeling completely loved. In my home, your pet will enjoy a clean, cozy, and pet-friendly space where they’re treated like family. I provide lots of playtime, affection, and personalized attention based on your pet’s unique needs. Whether they’re full of energy and love to run around or prefer quiet cuddles and naps, I make sure they feel comfortable and at ease. I also provide daily updates, including photos and videos, so you never have to wonder how they’re doing!
The median cost per visit for pet sitting in Winthrop is $25
Pet parents share their Rover experiences - Winthrop
Annaliese has been such a wonderful sitter to work with! She is extremely responsive and attentive to details and she is so patient with our nervous and slightly grouchy cat. We have enjoyed having Annaliese as our sitter and are looking forward to working hiring again soon!

Carol was wonderful! She took amazing care of Luna and kept me at ease while I was away. She was caring, attentive, and reliable. I couldn’t have asked for a better sitter. Highly recommend Carol to anyone looking for someone trustworthy to care for their pets. ☺️💖

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!

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. :-)

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- 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?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your 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.
How to book pet sitting

1. Search
Browse profiles of sitters near you who offer pet sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet sitting - Winthrop
Select a filter and find qualifying sitters offering pet sitting.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 is $22 per visit as of November 2026. Most bookings cost between $17 and $39 per visit. On Rover, 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 November 2026, there are 10,139 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:
- 84% of sitters can help with special care needs
- 89% can help with giving oral medications or injections
- 93% 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.















