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 been take care of dogs since I was 18 family love me Iam very good at what I do Iam very Passionate about dogs Iam also a dog training as well for 34 years I will travel to pick up your pets if I needed Anytime Iam available no matter what time or hour always available I love what I did it make me happy about what I do I love it I take good care of the dogs I make sure they are love & safe at all times no matter what your dog will be in good hands
“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 !”

“Karina was WONDERFUL! Our dog hasn’t been boarded a lot in her life, and has been nervous when she has, but she was comfortable as soon as we walked into the yard and so calm and happy when we picked her up! Karina was so communicative before and during her stay, and I appreciate how through she was with what to bring and making sure all the dogs in her care are up to date on vaccinations. We are so happy with our stay and will definitely bring our dog back!”

About: Grew up on a farm caring for animals since my youth. now enjoy the company of visiting dogs, just like I had with my own. I currently work part-time and many situations able to bring a boarding dog with me; as I work with mostly older folks who would love the sweetness of a dog visit; considered therapy. I have a side fenced yard, safe from the road, and only do private walks in a comfortable grass field near my home, leashed and one at a time for individual attention.
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.
“Angela was great! Phoebe is always a little sad and anxious away from home and Angeka really helped her settle in. She has a wonderful kindness that the animals really connect with..Phoebe really liked her from the very first. Will definitely use her again for our next weekend away”

“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.”

“Ziggy had a great time spending the day with Jaylese for doggy daycare! They went on a nice walk and Ziggy came back happy and sleepy. She accepted my request last minute and was a breeze to work with - highly reccomend!”

“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.”

“Maria is truly amazing and treats my puppy Bella like family. She is caring, responsible and very flexible. I highly recommend her to anyone that is looking for help.”
“Sam had the best day ever with Rebecca and we felt comfortable knowing he was with her. She was great at communicating with us throughout the day and sending pictures. He will definitely be back for more fun.”

“My mini golden doodle, Maple, had a wonderful time at Angela’s for daycare! She updated us throughout the day with pictures. Maple has social anxiety but she warmed up to Angela’s home and loved running around her big backyard with other dogs. I will definitely rebook in the future!”

About: I see dogs as part of the family, not as just a pet, and will care for yours as if s/he were my own. Further, because your dog relies on me , I believe firmly in keeping appointments as promised, and will show up on time, every time; I will not let your furbaby down. Being retired, I am available during the weekdays and look forward to the opportunity to care for and entertain your pet. It is important to me that your dog gets a break in the middle of the day, while s/he waits for you to come home to them. My home is your pet’s home, they’ll be welcomed as one of the family. I live in a nice neighborhood with plenty of room for leashed walks
About: I’ve cared for dogs for over 10 years and have experience with dogs of different sizes, ages, and energy levels. I also volunteered at Pooch Palace, where I served as a companion for dogs and helped with their daily care, including feeding, walks, playtime, and providing comfort. Neighbors, friends, and family have trusted me to care for their dogs while they’re away. I’m patient, attentive, and always focused on making sure dogs feel safe, comfortable, and loved I currently have a flexible schedule, which allows me to dedicate quality time to pet care. I’m able to accommodate drop-in visits, walks, and sitting throughout the week, as well as weekends. I plan my time carefully to make sure each pet receives the attention, care, and consistency they need I prioritize safety, trust, and comfort in every home I work in. I carefully follow each pet’s routine, feeding instructions, and any special care needs. I make sure pets are supervised, secure, and comfortable at all times. I also respect clients’ homes and provide regular updates so owners feel confident and at ease while they’re away.
“Dileidy and her husband were so kind and took such great care of our dog Lucy! We were nervous about leaving her close to the 4th of July, but they put us at ease and checked in and sent photos, and we’re accommodating when we had to pick her up a little later. Thank you both!”

“I used Vanessa for the first time on Thanksgiving. She took really good care of little Milo. He can be shy, but he was very comfortable with Vanessa. I will definitely use her again.”

“Gail is a dream! She kept my girl active and engaged and shared pictures as well. I had total peace of mind leaving my pup with her. She is also a great communicator. Highly recommend.”

“I used Katrini for the first time today for Milo. It was a wonderful experience. Milo loved being there. Katrini and her dog, Potter, took very good care of him. I will definitely use her again.”

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The median cost per day for doggy day care in Winchester Center is $40
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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 Mar 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 Mar 2026, 188 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, 81% 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 18 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 188 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, 96% of sitters offer daily exercise, 100% offer medication administration, and 100% 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.


