Doggy Day Care Winthrop

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Over 61
pet parents in Winthrop have booked doggy day care

Winthrop, Find top rated doggy day care

Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Rob S.
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Rob S.
$49
total per day
5.0 out of 5 stars
37 reviews
7 repeat clients
14 years of experience
Winthrop, MA, 02152

Rob took great care of our puppy Velma! He was very responsive and sent picture / video updates, which was much appreciated. We plan to bring her back!

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Michael P.
Sitter Profile Image: Alyssa H.
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Alyssa H.
$43
total per day
5.0 out of 5 stars
16 reviews
4 repeat clients
12 years of experience
Winthrop, MA, 02152

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!

Sitter Profile Image: Tiffany & Steve L.
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Tiffany & Steve L.
Star Sitter
$56
total per day
5.0 out of 5 stars
516 reviews
182 repeat clients
10 years of experience
East Boston, East Boston, MA, 02128

Steve and Tiffany are really nice! They sent me regular updates and took good care of Duke. They took him for walks and gave him toys and treats. They are also very responsive.

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Naz M.
Sitter Profile Image: Radka O.
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Radka O.
$67
total per day
5.0 out of 5 stars
21 reviews
7 repeat clients
13 years of experience
Winthrop, MA, 02152

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.

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Yanchen W.
Sitter Profile Image: Ana Paula P.
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Ana Paula P.
$58
total per day
4.9 out of 5 stars
115 reviews
44 repeat clients
25 years of experience
Revere, MA, 02151

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.

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Tom
Sitter Profile Image: Jhona F.
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Jhona F.
Star Sitter
$45
total per day
5.0 out of 5 stars
12 reviews
8 repeat clients
7 years of experience
East Boston, Boston, MA, 02128

Our other dog sitter cancelled last minute and Jhona was able to step in and take very great care of our dog! Roo had fun walks and playtime and we got photos and updates during his stay. Will book again

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Brian R.
Sitter Profile Image: Barbara W.
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Barbara W.
$45
total per day
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
East Boston, Boston, MA, 02128

Barbara is literally the best and so, so helpful. She took care of my dog for 3 days when I had an extremely intense schedule. She accommodated drop off and pick up and was always early - when I arrived she was already downstairs waiting for me and I really appreciate that. She is experienced and can identify the needs of my dog and update me accordingly. When my dog returned to her place for the 2nd and 3rd day my dog looked so happy to be with her again. I’ll definitely have her taken care of my dog again if necessary

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An A.
Sitter Profile Image: Brendan V.
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Brendan V.
$64
total per day
4.9 out of 5 stars
87 reviews
22 repeat clients
15 years of experience
East Boston, East Boston, MA, 02128

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!

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Josh H.
Sitter Profile Image: Makena C.
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Makena C.
$62
total per day
5.0 out of 5 stars
11 reviews
2 repeat clients
15 years of experience
Winthrop, MA, 02152

About: Before I became a mother to my 3 sons, I had my first baby Koa my yorkshire terrier. I understand how important your dogs are to you. They aren't just pets, they are family members who deserve to be treated as such. I have 15+ years of experience taking care of dogs. Not only will I provide the basic essentials I will go above and beyond to make sure your dog feels comfortable in my home. I currently have one dog (nuggets the yorkie) and I am a stay at home mother so I will have lots of time to care for your fur babies. I have a large backyard for them to run around and play in. I will make sure there are no small objects on the floor or wires for them to bite. My house is baby proofed to protect my own children so I promise to make it as safe as possible for your fur baby.

Sitter Profile Image: Ingrid S.
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Ingrid S.
$56
total per day
5.0 out of 5 stars
6 reviews
3 repeat clients
12 years of experience
East Boston, Boston, MA, 02128

About: I’ve cared for dogs of all breeds and sizes since I was 10. Friends, family, and neighbors trust me to walk, feed, bathe, and love their pets like my own. I’m experienced with puppies, senior dogs, and high-energy pets, and I’m always reliable and communicative. Pet care easily fits into my daily and weekly routine. I offer daytime services like drop-ins, walks, and playtime, and I plan my schedule around the pets I care for. I’m dependable, flexible, and make sure each visit is focused, fun, and tailored to the pet’s needs—whether that’s a long walk, feeding, or some one-on-one attention. Whether I’m caring for pets in my home or theirs, I make sure they feel safe, loved, and comfortable. I stick closely to their usual routines—meal times, potty breaks, walks, and playtime—to reduce stress while their owners are away. I always follow any specific instructions, from medications to feeding preferences, and I give regular updates and photos to keep pet parents in the loop. I’m clean, respectful of the home, and make sure every pet feels at ease while in my care.

Sitter Profile Image: Y Tran Ardelia O.
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Y Tran Ardelia O.
Star Sitter
$70
total per day
5.0 out of 5 stars
37 reviews
11 repeat clients
12 years of experience
Central, Boston, MA, 02109

Luna really enjoyed her stay with Ardelia. We have a special needs dog and Ardelia was very understanding and helpful. We would definitely work with Ardelia again.

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Jordan X.
Sitter Profile Image: Jim W.
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Jim W.
Star Sitter
$78
total per day
4.9 out of 5 stars
230 reviews
104 repeat clients
6 years of experience
Central, Boston, MA, 02111

Jim was super accommodating for my last minute request. He and his sons were so sweet with Mowgli, and even made him a little fort. His location is extremely close to South Station and easy to get to

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Tina J.
Sitter Profile Image: Kexin L.
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Kexin L.
$45
total per day
5.0 out of 5 stars
12 reviews
2 repeat clients
5 years of experience
East Boston, Revere, MA, 02151

About: Hi! I’m Molly (Kexin), a pet lover with years of experience caring for both cats and dogs since 12, and I have 1 year old dachshund puppy, Bambi living with me. I live with my boyfriend, Chris (see pic 2-3) who has a 15 years old corgi back home I’m best suited for friendly, independent dogs who are comfortable relaxing at home during a normal workday. Your pup will have a cozy home environment, plenty of playtime with Bambi, and lots of attention and cuddles when we’re home. For everyone’s comfort and safety, I prefer house-trained, dog-friendly pups who are comfortable being left alone and don’t require constant supervision. I’m happy to do a meet & greet beforehand to make sure your pup and Bambi are a good match! I’m best suited for friendly, independent dogs who are comfortable relaxing at home during a normal workday. Your pup will have a cozy home environment, plenty of playtime with Bambi, and lots of attention and cuddles when we’re home. For everyone’s comfort and safety, I prefer house-trained, dog-friendly pups who are comfortable being left alone and don’t require constant supervision. I’m happy to do a meet & greet beforehand to make sure your pup and Bambi are a good match! We live in a spacious, pet-friendly 900 sq ft apartment with plenty of room for the dogs to relax and play. There are three large dog parks right downstairs, as well as great areas nearby for walks and potty breaks. We keep our home clean, comfortable, and dog-safe, and we’re happy to follow your pup’s usual feeding, walking, and sleeping routine as closely as possible.

Sitter Profile Image: Emily & Daniel D.
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Emily & Daniel D.
Star Sitter
$47
total per day
5.0 out of 5 stars
31 reviews
11 repeat clients
13 years of experience
East Boston, East Boston, MA, 02128

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.

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Christian S.
Sitter Profile Image: Kylie R.
Kylie R.
$67
total per day
5.0 out of 5 stars
23 reviews
4 repeat clients
16 years of experience
East Boston, East Boston, MA, 02128

Kylie is a great sitter! She was very professional and thoughtful! We’ll happily have Kylie watch our dogs again.

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Liz F.
Sitter Profile Image: Maddy A.
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Maddy A.
$50
total per day
5.0 out of 5 stars
29 reviews
5 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

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!

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Leonardo O.
Sitter Profile Image: Victoria B.
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Victoria B.
Star Sitter
$56
total per day
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
South Boston, Boston, MA, 02210

About: Hi! I’m Victoria and I am a full time dog sitter. I have a dog of my own! She is a chihuahua-dachshund mix and her name is Lila! I have dog sat for family and friends and wanted to bring my love for animals on to Rover! Because I am always home, your dog will not be left alone for long extended periods of time. I will be able to provide consistent care and plenty of attention! I live an apartment that is extremely dog friendly! It is conveniently located 5 mins walking distance from dog parks and other green areas for your pup.

Sitter Profile Image: Emily & Robert S.
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Emily & Robert S.
Star Sitter
$56
total per day
5.0 out of 5 stars
30 reviews
9 repeat clients
10 years of experience
South Boston, Boston, MA, 02210

Emily is so sweet and Evie absolutely loved her! She can be a little skittish and she was immediately at peace with Emily and their sweet dog Auggie. Emily communicated so well and went above and beyond to make the day smooth. I really appreciated it!

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Alexandra T.
Sitter Profile Image: Jamie A.
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Jamie A.
$50
total per day
5.0 out of 5 stars
18 reviews
3 repeat clients
21 years of experience
East Boston, East Boston, MA, 02128

Hudson had a great time with Jamie! This was his first time staying with a babysitter so I was a little nervous about how he’d do (and nervous to leave him 😂), but Jamie was great and Hudson seemed happy and calm both days when I picked him up. Would definitely recommend!

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Ally C.
Sitter Profile Image: Amy P.
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Amy P.
$62
total per day
5.0 out of 5 stars
19 reviews
2 repeat clients
10 years of experience
Chelsea, MA, 02150

About: Hi, I'm Amy! I work from home full-time, so your pup will have company throughout the day rather than being left alone for long periods of time in a strange place. I have experience sitting dogs of all sizes, from small breeds to large ones, and your pup will be the only Rover dog I watch at any given time so there is no need to worry about potentially conflicting personalities. I'm an active person who loves the outdoors (averaging 13k+ steps a day over the past year), so your dog can look forward to long walks or even short runs, if I'm training for an upcoming race and they're up for the pace. My home is a 4-story brownstone with plenty of room to roam (pups are welcome on beds and furniture!), plus a small fenced-in backyard for outdoor time and quick potty breaks. I'm also close to several parks, including the beautiful, expansive Mary O'Malley Park right on the water, and surrounded by a neighborhood full of friendly dogs — so there's no shortage of ways to socialize and burn off energy. I also have my own dog, Poppy, an Aussiedoodle who's confident and easygoing around other dogs. She'll happily give your pup their space while still being a calm, friendly presence around the house and out on walks. I work fully-remote so I am home most of the time during the week. My own dog has social anxiety so she’s never alone for more than 3-4 hours at a time so your pup won’t be either! I have a fenced-in backyard (6ft tall) and a very active Aussie mix who will keep your pup company on long walks. I can crate dogs too if that is how they feel most comfortable. Otherwise they have full roam of the house and are allowed on furniture/beds as they like.

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The median cost per day for doggy day care in Winthrop is $50

Dog parents share their Rover experiences - Winthrop

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5.0 out of 5 stars

Ana Paula takes such good care of Ivy! She sends updates throughout the day and is very responsive. Ivy can be nervous but she warmed up to her right away and gets so excited every time we drop her off!

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Jenny R.
Doggy Day Care
5.0 out of 5 stars

Tayla was super helpful, responsive and flexible with our needs! We truly appreciated her help and our pup seemed happy when we picked her up!

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Alex G.
Doggy Day Care
5.0 out of 5 stars

Lindsey did really great with Max and I can tell Max liked her a lot! Additionally she was great at answering questions I had! I think Max had a great time, I’ll definitely have Lindsey puppy sit again!! Thank you!! :)

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Marilyn L.
Doggy Day Care
5.0 out of 5 stars

Alyssa is the BEST! Ivy gets so excited every time we drop her off and has so much fun playing with Ollie. Alyssa is so good with Ivy and was very understanding about her needs. I would definitely recommend her!

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Jenny R.
Doggy Day Care
5.0 out of 5 stars

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.

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Christopher G.
Doggy Day Care
5.0 out of 5 stars

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.

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Nim P.
Doggy Day Care
5.0 out of 5 stars

Catalina was great! She sent us constant updates without us even having to ask. She took care of him like he was her own, and in the pictures he looked safe and comfortable with her. 10/10 .We would absolutely book with her again!

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Sergio M.
Doggy Day Care
5.0 out of 5 stars

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!!

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Alycia O.
Doggy Day Care
5.0 out of 5 stars

Easy to contact, very responsive. Punctual. Sent cute pix and vids. Will def keep in mind for the future

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Allison K.
Doggy Day Care
5.0 out of 5 stars

Always the best! She is the most dependable, kindest person and Lola is always so happy to see her. Can’t thank her enough!

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Caileen C.
Doggy Day Care
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Popular requests for doggy day care - Winthrop

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Sitters in Winthrop average 4
repeat doggy day care clients

FAQs for Doggy Day Care - Winthrop

Frequently asked questions about Rover

The average cost for Doggy Day Care in Winthrop on Rover is $39.96 per day (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Doggy Day Care 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 Doggy Day Care. For more information on service fees, click here .

As of September 2026, there are 2,838 sitters on Rover offering Doggy Day Care across Winthrop. Enter your ZIP code to see which available sitters are closest to your home.

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Winthrop commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.

A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.

Here are tips for finding the ideal day care fit for your dog:

  • For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
  • For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
  • For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 2,838 sitters in Winthrop, 87% respond to messages in under an hour.

You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.

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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