Doggy Day Care in Winchester Center
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 Winchester Center doggy day care sitters
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I’ve taken care of dogs on and off for years and I’ve had a couple of my own. Would be happy to host your pet for a day or a few days, whatever your need is. I am fully retired at this time and will have plenty of time to play with and care for your pet. I am available weekdays and nights as well as some weekends. I am also available to watch them at your house as well if you’d prefer. I am happy to follow your feeding schedule and to take your pet for a daily walk. There are no young children or anyone else living in the house except me.
“i had a hard time finding the right care for my nervous dog Juno. thank goodness someone recommended Maria! she has been a life saver for us! Juno has a safe, stimulating, and fun time there and Maria is so responsive answering all my silly questions and sending me updates and photos. 😻”

“This was our first time using Angela and was very happy with everything! Great communication! Our pup seemed happy and tired after spending the day with Angela! Love the nice fenced in yard.”

“Karina was absolutely wonderful to work with. Everything was super clear and she took wonderful care of our fur baby. I felt confident and at ease the whole time. She has a lot of care and compassion for animals and its clearly evident by how she interacts with them. Our pup was happy as could be when I picked him up. I would highly recommend Karina!”

“Left my baby for a trial stay. While it was hard to leave him literally crying Katie was so great about assuring me things had calmed down a few minutes later and all was good. I appreciated that peace of mind. Katie was also great about super responsive and timely communication. We would definitely reach out again.”


“Such a sweet family - took great care of my pup, was super responsive and we had a meet and greet before. Their house is beautiful, with a huge fenced in yard which my pup loved- very well set up for doggies. They sent pictures and updates all day and really took care of her like their own family. Would highly recommend and definitely book with them again!”


About: Hello and thank you for considering our services. Please take a moment to read our full profile, including important notes at the end. We are back to boarding pups after taking a few years off, but we are still just as dedicated to providing top notch pet care as we were when we started. Brief summary of what you can expect: We offer outside playtime morning, afternoon and night, frequent access to our large fenced in back yard, LOTS of hugs and kisses for all fur children and the occasional treat as well. Your pup will have free run or our home, sleep where they want and be treated as part of the family, which means they will be spoiled! However, we also respect any restrictions you have set so simply let us know. To help determine if your pup is a good fit. please note: - WE DO NOT TAKE AGGRESSIVE dogs under any circumstances - Unfortunately, we no longer take special needs dogs suffering from incontinence, sight or hearing impairments - We do not provide 24/7 coverage during weekdays and dogs may be left alone for roughly 4 hours a couple times during the week - All dogs must be able to navigate stairs to gain access to the backyard - We aim to be flexible with drop off & pick up times on weekends, but during the week hours are from 2:00 to 7:00 PM We are pet parents 24 hours and include the pets in all our activities. Thank you for considering trusting us with your pup ! Alan & Luis One of us works from home so typically there is someone home all day with our pups. Of course we leave to run errands and such, but our life revolves around our dogs.
About: Hi paw friends 🐾 I am somewhat new to Rover but I have grown up with dogs my entire life. I have always helped my family and friends care for their animals and I always enjoyed doing it. My husband and I got married four years ago and our little girl is three. It's amazing to see her interact with the dogs because she gets more comfortable and happier each time. We will eventually get a dog when the time is right, but I love Rover because it’s give me the opportunity to still bond with pups. I truly love being around animals. Our families sometimes come to stay with us with their dogs and I get a crazy burst of happiness every time. Life is just better with a dog around and I would love to care and help with your pups! :) I know it can be tough trusting your animals in others hands but rest assured that your pet will be in great hands with me & I will send plenty of updates and pictures 📸🐾 I currently work part time (every weekend). So I am free to take care of your pups during the week and still on weekends when I’m home. I still offer some services on the weekends. I will care for the pet how the owner(s) want me to care for them. They will always bed fed, hydrated, clean, warm, and the happiest they can be in my home. My home isn't that big so someone is always around. I am not an out-going person, I do have a good amount of friends but they all come to my house since I am the mama of the group :)
“Nell is wonderful. Super flexible with arranging time to drop off and pick up. Dizzy loves staying here. He would run down the steps to the front door! I would definitely recommend her for any pet care needs !”

“Sean & Jill were amazing! My dog Mia had a wonderful time at their place with their two dogs! After meeting them I knew she would be well cared for and safe! I highly recommend them!!!”

“This was the first time that I used Eric. Eric and his wife were wonderful with Milo. Eric let me know that Milo was doing well and also sent a picture. Milo came home happy and tired. I will definitely use Eric again.”

“My dog had a wonderful day with Adrienne. She provided updates throughout the day and was great at communicating. Adrienne went above and beyond expecrations especially when it came to working with my work schedule.”

“MJ was absolutely wonderful with my pup! She kept me updated and sent the cutest pictures, which gave me so much peace of mind. My pup was so excited to see her again the very next day, she truly couldn’t wait to go back! I highly recommend MJ to anyone looking for loving and reliable care.”

“Debra is amazing!! Rocky loved her place and he ran into the house each day with so much enthusiasm! Max is so sweet and friendly. Rocky loved Debra’s and loved playing with Max!! When we went to pick up Rocky at night, he doesn’t even want to leave. Thank you so much Debra!! We will definitely be back!!!”

“Once again, Maggie came to my rescue last minute! I thought I had booked then three days before event checked only to find out I did not book. But then…Maggie answered the call with a resounding YES, I can care for Atticus that day! Atticus was thrilled and gave his thanks with love 🧡. Mega Maggie!! Filled with love for the pets she cares for. Thank you, thank you!!”

“Amazing Dog Sitter! I can't say enough good things about Estelle! They took such great care of my energetic puppy and made sure he was happy, well-exercised, and loved while I was away. I got regular updates and photos, which gave me so much peace of mind. It was clear that my pup was having a great time and being treated like part of the family. I highly recommend her to anyone looking for a responsible, caring, and attentive sitter. Will definitely be booking again!”

Popular requests near you
Select a filter and find qualifying Winchester Center sitters!How Rover works

1. Search
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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 day for doggy day care in Winchester Center is $40
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 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 Winchester Center average 5 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 Winchester Center on Rover as of Jun 2026 was about $40 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, 436 sitters provided doggy day care in Winchester Center. 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, 86% of Winchester Center sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Winchester Center have an average of 20 years of experience. Sitters offering doggy day care with repeat customers have an average of 5 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 Winchester Center.
Winchester Center 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 Winchester Center 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 436 sitters offering doggy day care in Winchester Center on Rover, so you’re sure to find the perfect match for your dog! In Winchester Center, 98% of sitters offer daily exercise, 98% offer medication administration, and 98% 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.





