Doggy Day Care in Winchester Village
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 Village doggy day care sitters
“Our dog absolutely loves going to Jacob and Megan’s house. She is so incredibly excited each time she arrives and comes home tired out. There is no doubt that she loves Jacob and Megan and is well taken care of each time. We are so grateful for such wonderful care! Thank you!”
“I cannot say enough good things about Janay. After a previous less than optimal experience with boarding, I was very nervous about finding the right person for my dog, Grizzly. He’s a sweetheart but also very strong, so I needed someone who could handle him with confidence and care. From the very beginning, Janay put all my worries to rest. She was patient, attentive, and truly took the time to understand Grizzly’s needs. It was clear that she genuinely cared for him, and I could see how happy and comfortable he was in her care. She kept me updated, which gave me so much peace of mind. When I picked him up, he was relaxed and happy—such a contrast to his last experience! If you’re looking for someone who is kind, reliable, and amazing with dogs, I highly recommend Janay. She gave Grizzly the care he deserved, and I’m beyond grateful!”
“We were thrilled to have Susan care for our pup. Her frequent updates kept us reassured, and it was clear from the moment we dropped her off that our pup felt right at home. We’ll definitely be booking with Susan again!”
“Mutig was so happy when we picked him up! I have been nervous about where to leave him during a vacation we have coming up, but I was put at ease after this stay. She sent so many happy pictures of Mutig and Quincy playing and sent me updates of how he was doing. Yvonne and her husband were very caring. She fed the dogs separately, took them out often, and showed a lot of care. We are so glad we found her to have piece of mind that we are leaving Mutig in good hands when we cant be there!”
“Ann was very sweet and patient to my little rescue pup who has trust issues with new people. Within a short time, he was very comfortable and happy staying with her. She took great care of him!”
“What a day! Daisy greeted me then went back to play! This was my first day away and Leia’s reassurance was so helpful. Daisy was too busy to miss her family…that was the ultimate gift!”
About: Hi! My name is Geosselyn, and I’m 31 years old. My love for animals is what led me to the wonderful world of pet sitting. I’ve had pets all my life, and my bond with them has only grown stronger into adulthood. I have over 7 years of experience as a dog walker, pet sitter, and dog boarder. My experience comes not only from caring for my own pets but also from helping friends, family, and volunteering at shelters throughout the years. I understand how important it is to trust someone with your beloved pets, and I take that responsibility seriously. I’m married with two amazing kids, ages 14 and 4. We share our home with two dogs—a Pug and a Maltese and two cats—a Russian Blue and a Tuxedo. They bring so much joy to our lives! We live in the countryside with a fenced backyard and plenty of space for pets to run and play. I’m currently available full-time or part-time during both weekdays and weekends, so your pet will get lots of attention and care. We’re so excited to meet your pets and welcome them into our home! ❤️🐾 I’m currently available to work full time or part-time, I’ll have plenty of time to take care of your lovely pet during weekdays and weekends. We living in the countrySide with a fence backyard and with plenty of space for them to run and play! We are so excited to meet your pets. ☺️❤️
“My Aggie had a good time with Angela! Everything I was so worried about turned out to be me just being nervous. Aggie had a great day and will be coming back to visit again!”
“Responsive to messages, adapted well to my dog and her needs, and flexible with short notice. I picked up a happy dog and my day was much easier for the help! Would certainly use Kathryn’s services again if I’m in the area.”
About: I have grown up around many different animals, including goats, guinea pigs, dogs, rabbits, and cats. I have experience with senior dogs and kittens. 🐾 I am currently job-searching and in college, so I am available to provide care all day for most days of the week; I have classes on Mondays and Wednesdays, but I’m never gone for too long! :) I live on a 26 acre property that will provide plenty of exercise for your pet. I also have a crate available if needed. 🐶
About: At one time, we were breeders of Champion Golden Retrievers, and have raised many a pup, from small to large breeds. From Bernese to Yorkies, we love them all! Our furbabies are a Shorkie and Shih Tzu who are well behaved and make great hosts and playmates! Large pastures and trails on which to walk, so lots of exercise. Our canine guests will receive lots of love and attention! They will be welcome in our house if well-behaved, and treated like one of the family during their stay. We have excellent references from previous guests and do our best to make sure our every guest feels right at home. We follow all care guides given by our guests owners, including giving meds and treats as owner provides us. I or my husband are home with our guest dogs during stays. Our guests get lots of attention and care. We want to care for them as they are used to being cared for at home. We have a fenced yard. We back up to mikes of hiking trails for walks and runs always on leash. We walk 3-4 times a day or as often as match the home life of our guests. They are cared for in our home and integrated into being cared for as part of our family with 2 little welcoming fur babies.
About: i have been around dogs my whole life! i have been around big and small, my family and friends and neighbors have relied on me to watch their pet feed, bathe, and walk i work part time so anytime after 3 i am available on weekdays and the weekend i am off so it doesn’t matter what time. i have a fenced in back yard, i have 3 dogs but they can go in a crate if needed to if that is something you would prefer.
About: Hi there! For your consideration, a human who is fit and able to be there for your pet(s) when you can't be. I have been taking care of animals my entire life - it starts early on a farm. After many years in retail and then the lumber industry, I have decided to work for myself and advance in pet care where I truly thrive. From mice to horses I've done it all! Pet care has now become my full-time job and will remain that way as long as business keeps coming. I am very dedicated because I want to continue working with animals, which is my true passion. Currently I have five very sociable dogs who love making new friends. They vary in age, so it's a great environment for young dogs to socialize. I also have 13 chickens who are used to our dogs and are always willing to meet new ones, and lastly we have one cat who tends to do her own thing. My backyard is not fenced however I have multiple runs set up for dogs who are not recall trained, but we do have a fenced in deck around our pool where the dogs have free reign.
Loving doggy day care in your neighborhood
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Jacob & Megan W.
Star Sitter
“Our dog absolutely loves going to Jacob and Megan’s house. She is so incredibly excited each time she arrives and comes home tired out. There is no doubt that she loves Jacob and Megan and is well taken care of each time. We are so grateful for such wonderful care! Thank you!”
Nathaniel G.
“Nate was FANTASTIC. My dog loved being with him. He’s very attentive and communicates great. Extremely happy with Nate, highly recommend”
Janay H.Star Sitter
“I cannot say enough good things about Janay. After a previous less than optimal experience with boarding, I was very nervous about finding the right person for my dog, Grizzly. He’s a sweetheart but also very strong, so I needed someone who could handle him with confidence and care. From the very beginning, Janay put all my worries to rest. She was patient, attentive, and truly took the time to understand Grizzly’s needs. It was clear that she genuinely cared for him, and I could see how happy and comfortable he was in her care. She kept me updated, which gave me so much peace of mind. When I picked him up, he was relaxed and happy—such a contrast to his last experience! If you’re looking for someone who is kind, reliable, and amazing with dogs, I highly recommend Janay. She gave Grizzly the care he deserved, and I’m beyond grateful!”
Paris V S.Star Sitter
“paris watched my pup for the second time and it won’t be the last! she sends great updates and pictures! i feel at ease leaving my pup in her care.”
Briana & Isaiah S.Star Sitter
“Luc always enjoys staying with Briana and Isaiah and their kids!”
Melanie A.Star Sitter
“What a great time our pup had today. Melanie and family took exceptional care of him. Would definitely recommend them for your fur babies 😊”
Susan S.Star Sitter
“We were thrilled to have Susan care for our pup. Her frequent updates kept us reassured, and it was clear from the moment we dropped her off that our pup felt right at home. We’ll definitely be booking with Susan again!”
Karen D.Star Sitter
“My pups change home happy and tired! Karen did an amazing job caring for them. She was very responsive and friendly! They will be going back soon!”
Yvonne & Joseph K.
“Mutig was so happy when we picked him up! I have been nervous about where to leave him during a vacation we have coming up, but I was put at ease after this stay. She sent so many happy pictures of Mutig and Quincy playing and sent me updates of how he was doing. Yvonne and her husband were very caring. She fed the dogs separately, took them out often, and showed a lot of care. We are so glad we found her to have piece of mind that we are leaving Mutig in good hands when we cant be there!”
Ann Z.Star Sitter
“Ann was very sweet and patient to my little rescue pup who has trust issues with new people. Within a short time, he was very comfortable and happy staying with her. She took great care of him!”
Leia D.
“What a day! Daisy greeted me then went back to play! This was my first day away and Leia’s reassurance was so helpful. Daisy was too busy to miss her family…that was the ultimate gift!”
Geosselyn D.
“Geosselyn is a very caring person with a HUGE heart for animals of all kinds. I've known her for over 10 years and I trust her with my pets care. She will love and care for your pet as if it's her furbaby.”
Angela O.Star Sitter
“My Aggie had a good time with Angela! Everything I was so worried about turned out to be me just being nervous. Aggie had a great day and will be coming back to visit again!”
Kathryn B.Star Sitter
“Responsive to messages, adapted well to my dog and her needs, and flexible with short notice. I picked up a happy dog and my day was much easier for the help! Would certainly use Kathryn’s services again if I’m in the area.”
Emma S.
“Emma is a lifelong pet owner who loves animals of all kinds. She has lots of experience with small and large dogs and cats as well as rabbits and goats. She is very responsive when it comes to providing updates and always makes sure pets get whatever they need to stay happy and healthy.”
Wendy C.
About: At one time, we were breeders of Champion Golden Retrievers, and have raised many a pup, from small to large breeds. From Bernese to Yorkies, we love them all! Our furbabies are a Shorkie and Shih Tzu who are well behaved and make great hosts and playmates! Large pastures and trails on which to walk, so lots of exercise. Our canine guests will receive lots of love and attention! They will be welcome in our house if well-behaved, and treated like one of the family during their stay. We have excellent references from previous guests and do our best to make sure our every guest feels right at home. We follow all care guides given by our guests owners, including giving meds and treats as owner provides us. I or my husband are home with our guest dogs during stays. Our guests get lots of attention and care. We want to care for them as they are used to being cared for at home. We have a fenced yard. We back up to mikes of hiking trails for walks and runs always on leash. We walk 3-4 times a day or as often as match the home life of our guests. They are cared for in our home and integrated into being cared for as part of our family with 2 little welcoming fur babies.
Pearl J.Star Sitter
“Pearl took great care of Angus at a last minute request and sent me pictures with updates throughout the day! I would definitely rebook with her.”
Jessica K.
“Friendly and accommodating!”
Trinity W.
“Trinity is best person to care for your pet, she is very loving and patient i left my pup with trinity for about a week and when i came back my puppy look happy and great trinity showed me videos and pictures of them playing”
Tiffany L.
About: Hi there! For your consideration, a human who is fit and able to be there for your pet(s) when you can't be. I have been taking care of animals my entire life - it starts early on a farm. After many years in retail and then the lumber industry, I have decided to work for myself and advance in pet care where I truly thrive. From mice to horses I've done it all! Pet care has now become my full-time job and will remain that way as long as business keeps coming. I am very dedicated because I want to continue working with animals, which is my true passion. Currently I have five very sociable dogs who love making new friends. They vary in age, so it's a great environment for young dogs to socialize. I also have 13 chickens who are used to our dogs and are always willing to meet new ones, and lastly we have one cat who tends to do her own thing. My backyard is not fenced however I have multiple runs set up for dogs who are not recall trained, but we do have a fenced in deck around our pool where the dogs have free reign.
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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 Village on Rover as of Aug 2025 was about $35 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 Aug 2025, 269 sitters provided doggy day care in Winchester Village. 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, 90% of Winchester Village sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Winchester Village have an average of 20 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 Winchester Village.
Winchester Village 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 Village 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 269 sitters offering doggy day care in Winchester Village on Rover, so you’re sure to find the perfect match for your dog! In Winchester Village, 91% of sitters offer daily exercise, 94% offer medication administration, and 92% 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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