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%.
About: A lifelong lover of animals. Recently experienced being a pet owner for 9 years. I know how important it is to feel trust that your pet is safe and taken care of. A proactive communicator here for ease of mind. Nurturing companion for your little furry friend to ensure safety and comfort while you are away. CPR and First aid trained. Open and flexible schedule, available during days and nights, during the week and weekends. Can stay overnight, play/ activity time or take out for walks. Respectful of the homeowners space always making sure surroundings are safe for the pet. Easy communicator when needed. Will ensure pets comfort following typical house rules. Depending on the pet personality, creating an playful environment for active pets or for a calmer pet nurturing.
About: I’ve always had dogs growing up, all with different personalities, so I’m very comfortable adapting to each dog’s unique needs. I’m experienced with feeding routines, walks, playtime, and giving dogs the attention and patience they need to feel safe and happy. In addition, my neighbors have trusted me to board and care for their dogs while they’re away, so I understand how important it is to provide reliable, attentive care and keep pets comfortable in a home environment. Pet care fits easily into my daily routine! I work a 9–5, but I’m remote on Mondays, Wednesdays, and Fridays, which gives me plenty of flexibility for walks, feeding, and spending quality time with your dog throughout the day. Even on my busier days, I can adjust my schedule as needed, and I’m able to work from a client’s home if that helps keep your pet comfortable. I always make sure pets get the attention, exercise, and care they need, no matter the day. I try my best to keep their normal schedules that the pups are used to! If your dog stays with me, they’ll get plenty of attention, walks, and opportunities to get outside. I love going for walks so so we can explore the neighborhood or go to a nearby park for them to get fresh air and playtime. If I’m caring for your pet in your home, I stick closely to their usual routine to keep them comfortable. If you have a fenced yard, I’m happy to spend time playing with them and using their favorite toys. No matter where I’m caring for your pet, I make sure they get lots of love, exercise, and attention so they feel safe and happy.
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.
“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.”
“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.”
“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!”
“This was Kyle’s second time watching my cat and it couldn’t have gone more smoothly. He’s great at communication, is very reliable, and my cat loves him.”
“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!”
“I love Haowen! My cats love Haowen! Reliable, friendly, easy to communicate with, super attentive with my cats, cleans up after himself, and is SO easy to work with. Highly recommend!”
“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!”
“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!”
“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.”
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.
About: I have always been the one people in my family or neighborhood turned to for advice with their pet, walking or feeding their pet, and translating documents and assisting with vet trips. I'm bilingual and can very easily switch back and forth and be as helpful as I can in both. I am relied on heavily in my community because of these traits, not only with pets but everyday life. It shows the care and love I have for the people here and how much they trust me as well, to take care of their furry little ones! **LAST UPDATED 5/26-6/24** I work from home and am usually always readily available, given enough notice. Currently (until 6/24, schedules will shift slightly) I am available for pet-sitting from 9-3:30 M-F, and on Sundays 9-2. Please book me M-F half an hour in advance and on Sundays, an hour in advance. Thank you! I take safety and care to the utmost priority that I possibly can. Therefore, moving forward, I cannot, in good conscious, offer my home for pets and family. I have a small apartment with two cats and a child, along with 4-5 people going in and out constantly. My cats can handle it as they are very social but I would worry about other animals. In other words, boarding would have to only be at client's home if boarding is something that is booked (I have been having trouble being unable to remove hosting & boarding at home from the Rover profile). Please message me for further details!
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 near you
Select a filter and find qualifying Winthrop sitters!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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