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 46
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%.

1 / 1
Sitter Profile Image: Rob S.
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Rob S.
$49
total per day
5.0 out of 5 stars
• 37 reviews
8 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: Tiffany & Steve L.
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Tiffany & Steve L.
Star Sitter
$56
total per day
5.0 out of 5 stars
• 531 reviews
186 repeat clients
10 years of experience
East Boston, East Boston, MA, 02128

“Tiffany and Steve took such great care of Cooper. They sent a lot of pictures throughout the day. They also trained him and played with him. And followed his routine with walks, meal time and snacks. They made sure Cooper felt at home. I’m glad I found them on Rover. I was at ease as Cooper is generally anxious of meeting new people, but he settled in very well with them.”

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Charuta B.
Sitter Profile Image: Ana Paula P.
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Ana Paula P.
$62
total per day
4.9 out of 5 stars
• 128 reviews
47 repeat clients
25 years of experience
Revere, MA, 02151

“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.”

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Nikita S.
Sitter Profile Image: Jamie A.
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Jamie A.
$50
total per day
5.0 out of 5 stars
• 20 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: Dan L.
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Dan L.
$37
total per day
10 years of experience
East Boston, Revere, MA, 02151

About: I used to have my own dog in my country and here. I know how to play with dog, and know their emotion very well. I am working from home mostly. I have plenty of the time to walk with dog. I won’t take many dog to walk at the same time, I think if a dog can be walk 1 by 1, they will feel more happy. I will aware dog’s emotion, I used to take care of my small dog after she went to hospital. I know the normal knowledge about pet.

Sitter Profile Image: Felice S.
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Felice S.
Star Sitter
$47
total per day
5.0 out of 5 stars
• 11 reviews
2 repeat clients
9 years of experience
East Boston, Boston, MA, 02128

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

Sitter Profile Image: Chabelyz M.
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Chabelyz M.
$49
total per day
5.0 out of 5 stars
• 6 reviews
20 years of experience
South Boston, Boston, MA, 02210

“The boys loved their day with you! Thanks for the pictures and updates throughout the day.”

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Dan S.
Sitter Profile Image: Jiachen X.
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Jiachen X.
$67
total per day
5.0 out of 5 stars
• 7 reviews
4 repeat clients
3 years of experience
Everett, MA, 02149

“Jiachen was so sweet with Rocky and took amazing care of him. Deformed will be looking to book with her again”

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Gleidy R.
Sitter Profile Image: Maritza S.
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Maritza S.
Star Sitter
$54
total per day
5.0 out of 5 stars
• 60 reviews
12 repeat clients
2 years of experience
Revere, MA, 02151

“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!!”

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Lucero & Ikenna P.
Sitter Profile Image: John & Lauren D.
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John & Lauren D.
$37
total per day
26 years of experience
Central, Boston, MA, 02109

About: I grew up with a border collie from birth until 13 and my family had a smaller rescue since I was 12. I absolutely love dogs and my fiancé and I have been house and dog sitting for family friends since high school (we started dating in middle school) I try and dog and house sit whenever the opportunity arises (mostly with 2 family friends on the south shore of Boston) and used to take care of my friends dog when he wanted to go out and we stayed in. Take the dogs for long walks in parks and by any body of water. Food, medicine, and everything are all items of pet care I am familiar with. Also happy to water plants, and whatever else is necessaey

Sitter Profile Image: Anastasia C.
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Anastasia C.
$56
total per day
5.0 out of 5 stars
• 7 reviews
2 repeat clients
5 years of experience
East Boston, Boston, MA, 02128

About: I love animals and genuinely enjoy spending time with them. I’ll take care of your dog or cat as if they were my own. I’m also a pet parent myself - I have a British Shorthair cat named Bella, and she means the world to me. Because of that, I completely understand how important it is to feel confident and at ease when leaving your pet with someone else. I have experience walking dogs and caring for pets through Wag, where I hold a 5-star rating. I’ve been doing pet care part-time and have completed a variety of services, including home visits, cat sitting, dog sitting, and daily walks. I’ve also done longer stays (4–7 days), so I’m comfortable handling routines, feeding schedules, and giving pets plenty of companionship. Your pet will be safe, loved, and well cared for with me - and we’ll definitely enjoy our time together. I have a flexible schedule and plenty of availability throughout the week. I’m not working full-time right now and I’m able to give your pets lots of attention, playtime, and consistent care. I can easily adjust to your pet’s routine and needs. Some days I might be away for the whole day. I always prioritize safety. I make sure doors are closed securely, pets don’t slip outside, and dogs are always taken out on a leash. I follow your feeding instructions exactly and never give pets anything outside their normal diet. I keep their space clean, calm, and comfortable so they feel safe while you’re away.

Sitter Profile Image: Chloe C.
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Chloe C.
$47
total per day
5.0 out of 5 stars
• 22 reviews
9 repeat clients
8 years of experience
Chelsea, MA, 02150

About: I’ve had pets since I was 13, with my first being the most loveable english bulldog named Charlie. Since then, my family has grown to love and care for 4 dogs and a cat. I’m constantly working to improve my pet’s health and mood! I will treat your pets with as much love possible and like my very own! Open to all services, please reach out for inquiries. I work full-time and mostly remotely! Being at home makes it easy to drop in for walks and check-ins for your pet. I am flexible to take care of your pets as long as I’m notified early! I will work my hardest to make your pets feel at home and safe with me! I always accomodate to the best of my ability

Sitter Profile Image: Elaina S.
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Elaina S.
$39
total per day
5.0 out of 5 stars
• 9 reviews
1 repeat client
15 years of experience
South Boston, Boston, MA, 02127

“Elaina and her Boyfriend, Alex, both helped my wife and I with our 2 dogs. They have a ton of energy, and I could tell they had a blast while we were away for the day because they were so worn out! Highly recommend! Elaina was very kind to us and our pups!”

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Derek W.
Sitter Profile Image: Dayna C.
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Dayna C.
Star Sitter
$56
total per day
5.0 out of 5 stars
• 59 reviews
24 repeat clients
14 years of experience
South Boston, Boston, MA, 02127

“Dayna is great!! I've been sending Penny to doggy daycare with her twice a week for almost a year now and I have nothing but good things to say. She sends pictures throughout the day which are so fun to receive and she's very accommodating and flexible with scheduling.”

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Michele R.
Sitter Profile Image: Heesu Y.
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Heesu Y.
$32
total per day
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Medford, MA, 02155

“Heesu has been SO wonderful as a dog sitter for Seymour. He literally runs up to her when he sees her, and I can tell from the pictures he sends that he has a great time hanging out with her while I’m in the office. It’s such a relief knowing he’s been well cared for while I’m at work.”

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Jessica S.
Sitter Profile Image: Gianna L.
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Gianna L.
$78
total per day
4.9 out of 5 stars
• 85 reviews
27 repeat clients
6 years of experience
Revere, MA, 02151

“Gianna was amazing with my dog Chico. Not only was she extrememly flexible concidering my booking was so ladt minute. She also really went the extra mile for him today. For context I work in Carver MA on the weekends and sometimes that drive home can be absoutely brutal we especially when I am tired. I ended coming home today about an hour and a half later than I had anticipated and Gianna was more than helpful watching him the extra time. Chico was super happy when I picked him up and I couldnt have been happier. Thank you again!!! <3”

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Daniella H.
Sitter Profile Image: Cameron L.
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Cameron L.
$56
total per day
5.0 out of 5 stars
• 81 reviews
26 repeat clients
7 years of experience
Somerville, MA, 02143

“Cameron was amazing and took Max on a hike with his adorable dachhund Rosie. Was punctual and great with communication. Max had a smashing day!”

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Teddy S.
Sitter Profile Image: Richard Y.
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Richard Y.
$56
total per day
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
South End, Everett, MA, 02149

About: This is a joint account with my girlfriend Julia and I. We both love being around animals and have experience caring for dogs of different sizes, temperaments, and energy levels. I grew up raising a German Shepherd and, more recently, a shitzu and Maltese! Julia grew up raising a Toy poodle. We’re reliable, attentive, and understand how important it is for pet owners to feel confident that their pets are in good hands. Whether it’s walks, playtime, feeding, or just keeping them company, we make sure every pet gets patient, personalized care and plenty of attention. As a medical student, I’m highly responsible, detail-oriented, and calm under pressure, and I bring that same level of care and dependability to looking after pets. We’ll treat your pets like they’re our own and make sure they feel safe, comfortable, and loved while you’re away! I'm available most weekends but weekdays are a bit variable so please feel free to contact me with any questions about scheduling and I’ll do my best to be very transparent about my schedule. Creating a safe, trustworthy, and comfortable environment for pets is my top priority. I always follow owners’ instructions carefully, including feeding schedules, medications, exercise needs, and any behavioral preferences or restrictions. I understand that every pet has a different personality and comfort level, so I approach each animal with patience and attentiveness. I also believe communication is important, so I make sure owners stay updated with messages and photos while they’re away.

Sitter Profile Image: Daria K.
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Daria K.
Star Sitter
$50
total per day
5.0 out of 5 stars
• 16 reviews
4 repeat clients
2 years of experience
Fenway-Kenmore, Boston, MA, 02115

“Wonderful dog sitter\! Caring, reliable, and incredibly attentive\. We felt completely at ease knowing our pup was in such attentive hands\. We loved seeing the photos of her having fun and would absolutely recommend Daria”

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Jennifer S.
Sitter Profile Image: Taylor C.
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Taylor C.
$84
total per day
5.0 out of 5 stars
• 21 reviews
4 repeat clients
6 years of experience
South Boston, Boston, MA, 02127

“Taylor was great! Super energetic and fun loving, perfect for my puppy. She was communicative and trustworthy right from the start. Will for sure be using her again.”

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

Dog parents share their Rover experiences - Winthrop

1 / 1
5.0 out of 5 stars

As usual, Penny had a wonderful time with Ana Paula! She always comes home so happy and calm. I highly recommend! Thanks again as always!!

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Megan 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

Sydney was great with my pup for the day! Good communication and took wonderful care of him. Would book again !

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Erica R.
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
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How to book doggy day care

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Popular requests for doggy day care - Winthrop

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Sitters in Winthrop average 3
repeat doggy day care clients

FAQs for Doggy Day Care - Winthrop

Frequently asked questions about Rover

The average cost of Doggy Day Care in Winthrop is $37 per day as of October 2026. Most bookings cost between $24 and $49 per day. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,857 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.

As of October 2026, there are 2,857 sitters on Rover offering Doggy Day Care across the region of MA. Enter your address or desired location to see which available sitters are closest to you.

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 2,857 sitters in Winthrop, 88% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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