Doggy Day Care in Winthrop
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
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Top rated Winthrop doggy day care sitters
Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: I've taken care of dogs and cats my entire life. I've had dogs in my family home, and 11 years ago we adopted a 7 week old puppy. We then adopted a kitten and completed our little family. I am often the go-to pet sitter for all of my friends and family and have experience sitting puppies, kittens, older dogs, and older cats! I promise your pets will be very loved during their stay and I will send pictures and videos everyday to make you comfortable while you’re away. I work from home so I have a very open schedule. We have an 11-year-old boxer mix who relies on me for walks and love every day! In our home, the animals are prioritized. We have a fenced-in backyard and are across the street from a large park. Dogs and cats are allowed in the bed and on the furniture, and our spacious house offers plenty of room to play!
About: I’ve had dogs in my home for the past 21 years, namely an array of bully breeds both large and small. When I moved abroad in 2023, my English bulldog moved in with my family and I’ve been eager to welcome all of my friends’ dogs into my life and home ever since. I’m often dog-sitting for friends across New England and thought now is as good of a time as any to offer the same support to others! I’m a full-time remote employee with a spacious apartment that happens to have an enclosed deck and located across the street from a sprawling park with dedicated dog areas! I’m a typical millennial woman who is always willing to lend my time and space to some sweet pups. My apartment is dog friendly i.e., they’re welcome in all rooms, on the furniture, and to enjoy the fenced in deck on nice days. I love long walks and therefore long walk companions and maintain a quiet and calm home life.
“Radka is an amazing dog sitter and she takes great care of my needy wiener dogs. My dogs are always thrilled to be back and would kiss her goodbye! Radka also communicates well and gives detailed updates that are very helpful.”
“Tiffany and Steve responded quickly to any messages. They sent multiple pictures a day of the many walks they took Luna on. They were friendly and very interested in the well being of my dog and her stay with them.”
“Jhona was a great host - kind, responsive and patient with noodle, my 2-year old Maltese. Noodle is anxious, and takes time to open up and adjust but Jhona was able to handle him without any issues. Regular updates and pictures were shared with me, and I highly recommend Jhona to anyone in need of a sitter :)”
“Brendan was great with our dog Rowan for doggy day care. He sent us photos through the day and was super responsive. Thank you again, Brendan, for watching Rowan!”
“Maddy was SO great and sweet with Millie. She sent lots of pictures which was so nice and she is very communicative and quick to respond! I definitely recommend her!”
About: Hello:) I am a stay at home mom who loves dogs and walking! As my husband and I reside in Winthrop, this is a side gig that I absolutely love doing ! I grew up with dogs myself and have dog sat for many families. I’ve taken care of all types of dogs including puppies, seniors, and special needs dogs. I love being active throughout the day so if you need a walker, I would be happy to help out! My other services include overnight pet sitting at your home and drop in visits. I am a reliable, caring, and responsible person who understands the importance of taking care of someone's beloved pet. I have experience working with a myriad of personalities, from very shy to very energetic. I also have experience with both puppies and senior dogs. I am committed to excellence in pet sitting! Your pet will be in very good hands. If you think this is a good fit, please reach out :) * be advised, I can not accept bookings with pets who are aggressive in any way/ not friendly with kids* I’m currently working full time (~35 hrs/week) but I try to be as flexible as I can! Please reach out regardless and I’ll try my best to make it work! My husband and I typically dog sit together (if clients are comfortable with this) and between the two of us, we can provide around the clock care! Who wants to put their dog in a dog hotel where they don’t even walk your dog?? When I take care of dogs, I make sure they are walked at least two times a day (pending physical ability) and get plenty of play time. If your dog loves to walk, this will be a great fit! I also am comfortable hanging out with pets in their homes and /or feeding them if needed while you are away. Dogs in my care will be well taken care of and get plenty of scratches and love :)
About: Dogs have been part of my life for as long as I can remember, and I truly understand how much they mean to us. My dog Richard was my best friend, and being apart from him during the war in Ukraine was heartbreaking, so I know what it feels like to worry about a pet you love. That’s why I treat every dog I care for with real attention, patience, and kindness, like they’re family. I’m now settled in Boston, focused on university and pet care, and someone is almost always home because my classes are mostly remote and my husband works from home full time. We also have a sweet Havanese named Millie who enjoys friendly dog visitors. I’ve cared for puppies, adult dogs, and seniors, including giving oral or injected medications, following special diets, and helping shy or anxious pups feel safe and relaxed. My goal is simple: while you’re away, your dog feels loved, comfortable, and fully at home. Right now my days are a simple mix of studying, family life, and dogs, and since most of my classes are remote I’m home a lot. My husband also works from home, so there are usually two people around for walks, playtime, and keeping an eye on things. We naturally plan the day around the dogs’ rhythm with a morning walk and breakfast, potty breaks and little check-ins during the day, some playtime, and an evening walk to finish the day calmly. On busier study days, pups usually relax close by while I work, then we take outside breaks for fresh air and sniffing. Because this routine is already part of our life, your dog won’t be left alone for long stretches and will get lots of company, attention, and a cozy home vibe throughout the day. At home I try to make every dog feel like they truly belong with us, not like a guest we’re “watching.” I follow your instructions closely for meals, treats, commands, and any house rules you have, and I keep their routine as close as possible to what they know so they feel safe and relaxed. We live in an apartment in East Boston with my husband and our dog Millie, and we’re surrounded by great walking paths and dog parks, so pups still get plenty of fresh air and time to explore during our normal outings. Inside, they can rest on a cozy bed or hang out near us on the couch if that’s okay with you, and there’s always someone around to keep them company. I also love sending photos, short videos, and little updates during the stay, so you can see your dog’s happy face and feel calm while you’re away.
“Emily and Robert took such great care of my dog Jack, they are very responsible and attentive to his needs and special diet.. he also made a new friend with there cute little dog while walking all around the seaport”
“My dog Toby is always nervous meeting new people. Ana was very patient and within minutes Toby adjusted. We will be bringing Toby back on regular basis. Love the pictures during his stay makes you feel connected.”
About: I’ve loved dogs for as long as I can remember, and having my own dog since I was 12 made them a big part of my life growing up. Being away from home for college means I really miss my dog, which is one of the reasons I enjoy dog-sitting so much, it lets me spend time caring for and bonding with dogs while giving them the attention they deserve. Over the past three years in Boston, I’ve regularly dog-sat for friends and families who trust me because I’m dependable, attentive, and focused on maintaining each dog’s routine and comfort. I’m currently a senior in college with classes mainly in the mornings, so I’m home and available for most of the day. This schedule allows me to prioritize pet care, stick to routines, and provide consistent supervision and attention. When dogs stay with me, I make sure they feel safe, comfortable, and cared for by following their usual schedule as closely as possible. Dogs are never left alone for more than four hours, and I send daily updates and photos so owners feel reassured while they’re away. My apartment also has a dog park amenity, which makes potty breaks and outdoor time easy, safe, and convenient
“Katie was so amazing with our anxious dachshund Willow. She made time for a meet and greet before her first visit and Willow warmed up to her so quickly (and that is no small feat!)”
“Maritza was wonderful and Dill enjoyed his time with her. Every day he was excited to see her and would run straight into her house. Maritza was very communicative and flexible. Appreciate the wonderful care she gave to Dill!!”
“very helpful and flexible when I had last minute changes of plans. took excellent care of my dog and sent dozens of photos! my dog loved him and was so happy all day. i absolutely trusted he was in good hands.”
“Winn did very well with Emily and Daniel. When I picked him up from daycare he was wagging his tail happily, having enjoyed a day with them and their dog.”
“Y Tran has taken care of Kiko many times, and I always feel completely at peace leaving him with her. She truly loves Kiko, and it shows in the way she cares for him. She constantly sends me tons of pictures and updates, which makes me feel very reassured and connected while I’m away. She takes Kiko on many walks, gives him lots of attention, and he always looks so happy with her. What I appreciate most is that she does everything with genuine love and care, and it’s very noticeable. I highly recommend her to anyone looking for someone trustworthy, caring, and attentive for their pet.”
Over 72 pet parents in Winthrop have booked doggy day care
Winthrop dog parents share their Rover experiences
Nick provided an amazing stay and walk for Rocky! He was incredibly communicative throughout the entire visit and kept me updated every step of the way. He also took the time to ask thoughtful questions about Rocky beforehand, which helped ensure a comfortable and enjoyable experience. It was clear that he genuinely cared about Rocky’s well-being, and I felt completely at ease knowing he was in great hands.
We just moved to Seaport and glad to have found Monica on Rover for our doodle’s daycare. He’s one anxious boy but Monica took great care of him. She’s responsive with communication and sends me photos to ensure he’s enjoying his day with his other daycare buddies. Already booked Monica again for boarding.
Cherie took such amazing care of my pup! Not only did she track the walk they had but played with him and fed him as requested! I love the fact that she took pictures during his visit with her, updated me on his potty breaks and was so happy that we chose her to watch Roman! Thank you Cherie! I know Roman can’t wait to play with you again!!
Linus enjoyed his day with Kiara taking walks, discovering her neighborhood and resting with the cool breeze of the ocean. Kiara was an attentive host that catered to all of his needs and even added some extra belly rubs. She was flexible and a quick communicator. We would love to visit her again.
I needed a pup sitter last minute, and Petra was absolutely amazing! She stepped in right away, kept me updated with the sweetest photos, and treated my pup like their own. I came home to a happy, well-cared-for dog, and I’m so grateful for their kindness and flexibility.
Ana was really great with our very anxious 13 year old pug-daschund mix, Honey. We have never left honey with a sitter before and the first time couldn't have been better. Ana managed honeys anxiety issues with utmost care and professionalism. Will definitely look forward to utlizing her services in the future.
Popular requests near you
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The median cost per day for doggy day care in Winthrop is $50
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Sitters in Winthrop average 4 repeat doggy day care clients
Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Winthrop on Rover as of Jun 2026 was about $50 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, 2,926 sitters provided doggy day care in Winthrop. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 85% of Winthrop sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Winthrop have an average of 16 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winthrop.
Winthrop doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Winthrop sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
There are 2,926 sitters offering doggy day care in Winthrop on Rover, so you’re sure to find the perfect match for your dog! In Winthrop, 91% of sitters offer daily exercise, 96% offer medication administration, and 88% 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 doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check 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 doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your doggy day care 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 doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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