Dog Sitting in Winthrop
Book a Winthrop dog sitter to watch your dog in your sitter’s home or yours.
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Top rated Winthrop dog sitters
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: I’ve cared for a dog of my own since 2013, but I have also provided rooming for pets of family friends since 2020. Experience includes walking & rooming for extended stays. I have a calm and friendly Labrador that loves the extra company, and I myself love to keep all furry friends company too! I enjoy playing outside, lounging in the sun, or watching a sweet movie together. Trained in K-9 resuscitation! I am currently working part time post-grad, so I’m happy to work with you and make a plan together. Generally available for visits and walking in afternoons or evenings. Available for rooming at all times (except when away) provided that I may be out of the house temporarily for work or errands. Generally available for sitting during the weekends and occasionally during the week I have a fully enclosed backyard that allows pets to play while completely supervised and secured. Regardless of whether I’m in your home or mine, I keep all windows and doors secured and stay within a line of sight to ensure your furry friend is looked after at all times.
“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 been dog/cat and reptile sitting for 15 years for friends and family, I love them like my own and excited to work with animals again! I like to go above and beyond and take dogs on extra walks, ensure they are comfortable and feel safe! I love going on walks daily so I’ll always take my dog out to get exercise and care for my little guy (his names gizmo and he’s a big little baby) I always put the animals first and make sure they are situated and cared for by having lovings, attention and made sure they feel safe and comfortable!
About: Taking both dog and cat requests! Being a rover user myself, I am here to help your pet’s needs. Comfortable with larger breeds of dog, I’m happy to take your dog on a walk, letting them in the backyard, refilling water and food, maybe giving a treat or two. I also take senior dogs or dogs with joint issues that limits mobilit, special need dogs. Please let me know in advance their needs. I have a sphynx cat myself, and I’m comfortable with unique breeds of cats, which require specialized care like regular ear cleaning, nail clipping, skin cleaning, and hygiene. In addition to traditional pets, I’m also serve exotic animals, including feeding and maintaining habitats for snakes, geckos, scorpions, etc. If you have a cold-blooded friend that needs to be taken care of at the same time, let me know! Commitment is everything. I am working near East Boston, and I am available any workday afternoon or full weekends. I am committed to caring your pet and ensure they have a quality time. We all know cats love to stare at us at height. I have a BEAUTIFUL two story loft adapted to a cat paradise. Scratching posts, cat toys, and all the supplies are there to make sure your pet have a good time.
“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!”
“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.”
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.
“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!”
“I highly recommend Kyle to care for your pet. Kyle took care of our dog over a long weekend and was amazing. He followed our directions and communicated with us frequently. Cute pics were appreciated:)”
“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!”
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: Experienced dog owner I have a small senior dog of my own and would be happy to look after yours! I have basic experience with Cats as well I'm able to provide services for both dogs and cats Monday-Sunday Please let me know at least a day in advance if you're over 1Mi away from me your pet's safety, trust, and well-being are my top priorities. I take the time to understand your dog’s specific needs, routines, and any special care they may require. I create a safe, comfortable environment where your dog can feel relaxed and secure, whether we’re at home, on a walk, or playing in the yard. With clear communication and a loving approach, I ensure that your dog is always treated with the utmost care, attention, and respect. You can trust that your furry friend is in good hands!
“Tawana took amazing care of my senior cat with health issues and navigated the various medications like an absolute pro. I am looking forward to working with her again.”
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.
“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.”
“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.”
Winthrop dog parents share their Rover experiences
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!
Popular requests near you
Select a filter and find qualifying Winthrop sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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The median cost per night for dog sitting in Winthrop is $25
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Winthrop average 6 repeat dog sitting clients
Dog Sitting FAQs
Frequently asked questions about Rover
Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Winthrop on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 10,204 dog sitters in Winthrop. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 86% of Winthrop dog sitters respond in under an hour.
Dog sitters in Winthrop have an average of 14 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog 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 dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
There are 10,204 dog sitters in Winthrop on Rover, so you’re sure to find the perfect match for your dog! In Winthrop, 95% of dog sitters offer daily exercise, 95% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
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