Dog Sitting Winthrop
Book a Winthrop dog sitter to watch your dog in your sitter’s home or yours.
Over 105 pet parents in Winthrop have booked dog sitting
Winthrop, Find top rated dog sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Erin was a wonderful catsitter for our boy Merlot! She was kind, respectful, responsible, and communicative. We asked to receive picture updates and received daily photos of well-loved cat. I would recommend Erin without hesitation and will gladly ask her to watch Merlot again.”
About: I’ve had pets my whole life, so caring for animals has always been a natural part of my life. I’m very attentive, patient, and caring, and I understand how important it is to make pets feel safe, comfortable, and loved while their owners are away. Whether it’s walks, feeding, playtime, or just keeping them company, I’ll treat your pet like they’re my own. My schedule is flexible, which allows me to be available for walks, drop-in visits, and pet care when needed. I’m happy to work with your pet’s routine and do my best to accommodate different times throughout the week. I make sure to follow their normal routine as closely as possible. I’ll pay attention to feeding instructions, water, walks, litter box cleaning, playtime, medications if needed, and any special notes
“Haowen was very patient in taking care of our cat, making sure she felt comfortable and loved the whole time. He sent us regular updates, paid attention to all the little details, and followed our instructions perfectly. We felt completely at ease knowing she was in such good hands.”
“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.”
“Szu yu was very communicative and so so caring for my cats. I appreciate her letting me know they were doing alright and sent lots of photos. Reliable, and on time. I highly recommend Szu yu.”
“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!”
About: I’ve been raising dogs since i was a child. I’ve had 4 dogs throughout my life. Out of the most recent 2, one was a senior with heart problems so i have much experience with older dogs and giving medicine if necessary. My other dog is a rescue, i’ve raised since she was 3 months old. In addition to behavioral classes i took with her, i’ve potty trained, crate trained and trained her to have basic skills myself. I’ve raised most of my dogs (there was one adult rescue) from puppy to senior years so i hold much experience with dogs in these age ranges. I can care for dogs that are of all skill levels and ages. My dog and i are able to adapt to any energy level your pup may be at and will always care for them as if they are my own. I currently work full-time but luckily I am hybrid. I work in office Mon, Tues, and Thurs. Otherwise, I will normally always be with your pet unless i must go out and run errands. However, i also love to take my dog wherever i go as long as i know i’m making a quick stop, so if your dog loves car rides we will be together most of their stay. During 2025 holidays i will be at home full time until 1/4/26 I have one sweet puppy who loves other dogs and will gladly welcome them into the home. i tend to keep the house pretty tidy so my dogs can’t get into anything. If there’s anything specific your fur baby needs to avoid let me know. Lastly, i have a camera in my home to watch my puppy if i’m away and as my client i can provide footage of their stay to keep you at comfort.
“Jennifer was amazing caregiving for our senior, anxious pup and we're so grateful for her! She's very flexible, dependable, a clear communicator, and most of all so loving and understanding. Our pup has a lot of extra needs (medicine, a poor bladder, separation anxiety) and Jennifer handled all of it wonderfully. We'd absolutely recommend her!”
About: I have had an English Springer Spaniel growing up that I love to take on hikes, swimming at the lake, camping, and on lots of walks. I have trained my dog to do a handful of tricks! I have experience dog and cat sitting for extended period of time as well as older dogs who require extra care and medication. I am a working professional that works full time in Natick, MA; I would love to take care of dogs on my days off and take them for walks before and/or after work. I live in East Boston and work in Natick and I’m looking for pet care opportunities in both areas! I grew up taking care of dogs and cats, both my own and friend’ pets. I a comfortable with feeding, walking, providing any medications to your pets. I am willing to do walks and longer overnight sitting when needed and available.
“Ana has done a great job watching our Dallas every time! We were able to completely put our trust in her when we went out of town for a 4 day long trip. It is nice to know he is in good hands when she sends photos of them playing and is always punctual! I would highly recommend her!”
About: I’ve grown up around both dogs and cats and have years of hands-on experience caring for pets of all ages and personalities. I currently have one cat of my own and regularly foster kittens, giving them the care, patience, and socialization they need to thrive. I also partner with local shelters by taking dogs out for weekend stays, helping them decompress in a home environment while providing plenty of exercise, affection, and structure. I understand how important trust and routine are for pets, and I treat every animal in my care as if they were my own. I’m currently teaching full time during the week but my weekends are open! From Friday night to Sunday afternoon, I would love to spend time with your pet. Your pet will kept in a private room away from my cat. They will be checked on often and fed according to your schedule. Dogs will be taken out often for walks and bathroom breaks.
“Ingrid has been so great with our puppy Addie!! She is always working with our busy schedule and constant training changes that come with a puppy. She is very responsive and I know Addie loves to see her when she drops in. Highly recommend, we are so glad we found her!”
“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!”
“Emily was extremely responsive and reassuring! She accommodated my super last minute request for cat care and was easy to communicate with. Thank you for everything and can’t wait to book with Emily again!”
“As always, Destinee does a great job of taking care of our "Kids"!! They love the way she pampers them with pets, belly rubs and having their pictures taken. She is just excellent with watching over them, you could not ask for a better person to take care of your "kids" ( the furry ones)”
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!
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.)
The median cost per visit for dog sitting in Winthrop is $25
Dog parents share their Rover experiences - Winthrop
Xianxin is very friendly and took great care of my dog. She made him feel comfortable and we feel at ease knowing she was visiting him. She was very communicative, responsive and detail with her the notes of what she did with my dog. I loved that she took a lot of photos and describe everything they did. I would recommend her! your pet will be in great care with her.
Arianna was amazing! Her responses were timely and professional. She kept me updated on when she was stopping by to take out my pug Winnie, and she sent photos of her on walks, eating, and playing. It was great to know she was in good hands! I would certainly rebook with her again!
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.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog 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 dog sitting - Winthrop
Select a filter and find qualifying sitters offering dog sitting.Sitters in Winthrop average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Winthrop
Frequently asked questions about Rover
The average cost for Dog Sitting in Winthrop on Rover is $32.1 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 9,935 sitters on Rover offering Dog Sitting across Winthrop. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winthrop stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winthrop choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Winthrop with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
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.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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