Doggy Day Care in Winchester Estates
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 Estates 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 lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.
“Mary was great, she just incorporated Allie into her family and daily life. She sent photos of Allie totally chilling out and interacting with people. It made me feel better knowing she was safe and content. I could see that in her face and body language.”

About: I have been walking/sitting all sized dogs for 10+ years simply because dogs make me happier than anything else! I consider myself affordable so you can work away from home with ease knowing your dog won't be in a kennel all day long! I also dog sit/house sit if you need to go away for business or vacation and can not take your 4 legged friends with you. I am trustworhty and dependable so you do not have to worry about a stranger coming in for your dog but more so your dogs BFF coming in to let the out for a little and play and to use the bathroom for a potty break! I hope to talk to you soon and meet your furry friend(s)! I am home almost all day everyday so my schedule is pretty open and I am extremely flexible to accommodate your schedule as well if needed! I have a fenced in big back yard and a very friendly 3 year old lab to accompany your dog! Frequent let outs and frequent cuddle seshs!
About: We are very personable, friendly, responsible, and I love animals! My schedule is very flexible; I can accommodate all of your and your pet's needs. We are familiar with various pet health problems. we have experience walking and caring for and dog sitting for neighborhood pets. When my neighbors or friends go out of town for any reason, we always offer to pet sit for them. We like to know the dog's history, including any known behavioral issues (good or bad) or special needs to help identify appropriate activities, such as walking. We truly love dogs of all kinds, this is a dream job for me. Your pet's well-being is our number one concern. we are looking forward to meeting you all and your dogs! Pet Care Fits Into My Life Because I Am Home A Lot Trying To Earn My High School Diploma And Saw This As An Opportunity To Do What I Love Taking Care Of Dogs To Make Money I Do Not Have A Fenced In Yard And I Do Not Own Any Dogs But I Love What I Do It Is Big Fun Due To Personal Injury I Do Not Use Retractable Leashes And They Are Not Recommended I Work For Rover as my soul's means of income, and I Really Enjoy What I Do For A Living. I work for Rover as my primary source of income, and I truly enjoy what I do for a living. All the animals are like my own kids. I work for Rover as my primary source of income, and I truly enjoy what I do for a living. All the animals are like my own kids. All The Animals Are Like My Own Kids I will do whatever is necessary to meet my clients' animals' needs, be it medication or whatever it takes to make sure the animals in my care are well cared for.
“Thank you, Jessica. It was a relief to have my older pup in such loving, capable hands. Thank you for sending photos along throughout the day. It helped take my mind off of my surgical day.”


“I have used Michelle for both of my dogs, yesterday was her first time watching my 3 month old yorkie & she did a wonderful job. She made sure he was comfortable because he was afraid at first. I really appreciate Michelle for all of her help. I highly recommend her to anyone needing pet sitting services.”
“Sooo easy to work with her under flexible conditions. My hound is a rescue from a nine-year life of abuse. Celena allowed Miguel and me to do a met and greet ahead of time so that it wouldn’t be a shock for him. He was treated as a visiting family member and enjoyed his stay.”

“Ed and Amy are pleasant and attentive to their pet guests. Plus, they are very good about making sure animals get bathroom breaks and exercise. In addition, Gunner’s warm demeanor always makes people feel welcome.”


About: I've been around animals as long as I can remember. I currently have a puppy named Star and three cats Persephone (Purrsi), Odin and Loki. I foster for the local QA shelter and have worked in a vets office for a short time. I am lucky enough to work out of my house or remote so I am available seven days a week with enough notice. I can come to you or provide care in my house. I live in an end unit Duplex. I have a fenced in yard complete with a puppy pool and beds for lounging. I can provide care in my home or come to yours. Following directions and care requests provided is not a problem.
About: I’ve had dogs and horses for my whole life, and I have experience with all types of animals like donkeys and goats! I’m a pre-vet student looking for more animal time! I’m an undergrad student looking to help out when I’m on breaks or have free time at school! Also available during the holidays if you’re planning on going out of town and can’t take your pet! I have a fully fenced in yard and one sweet, small dog at home! But I can divide the house and keep them separated if necessary. I love all breeds and even nervous pups!
About: Hello Pet Owners! My name is Haley and I've been a dog walker and overnight sitter for many animal friends in the Fairmount area for three years now, and have been a professional animal caregiver for about 8 years total. I’ve previously worked at NYC's main animal shelter as an adoption counselor and foster parent for a long time, and feel comfortable working with animals with anxiety, leash reactivity, allergies, medications, or that require other special care, and always work them with the utmost patience. Though a lot of my clients tend towards the smaller side, I love our bigger buddies, too! I offer a very personalized care experience for your fur baby- all dogs are walked and cared for individually, never with other clients simultaneously. And when your pet is in my care, they are my absolutely priority focus! I am a hands on, eyes on, camera on constantly sitter- you will receive plenty of photo updates and confirmation on your pets well being. My schedule is completely self-made, so I often have last minute availability and a lot of flexibility when it comes to scheduling! I understand just how much we love and care for our pets (my dog Moby is like My son), and I always make sure to give yours the affection, attention, and playtime you would while you're gone! Currently, the majority of my work is freelance editing, so my schedule is flexible and typically quite open. I have full week availability, especially for walks- even last minute bookings! I have a small, fenced backyard big enough for casual play and outdoor lounging, and a large main living area with space for fetch and plenty of cozy cuddle room on my big, pet friendly couch! My little guy, Moby, is a 3 year old Morkie who is sweet, playful, and adjusts well to other animals’ energy preferences.
“Lucy and Daniel are a great team for the best doggy daycare you could ever want/need for your dog! My dog is extremely needy and they gave him nothing but love. We look forward to next time!”


About: Hi there! My name is Stacia and I’ve taken care of animals my whole life. I am a dog owner too! My older dog recently passed in March. He had a pericardial effusion and diagnosed anxiety. My other pup is about to turn 2 in July. I’m familiar with ensuring the environment is right for your dog whether they are in my home or I am dropping in to spend time / walk your dog. I understand the importance of making sure your guidelines for your pet are followed. I can give medications, follow training rules, walk large dogs, handle dogs that aren’t friendly with other people or dogs, high anxiety, and have disabilities (ex. Deaf, blind). If you have any additional questions for me, please don’t hesitate to ask. I believe in open communication to ensure the safety of you, your pet, me and mine! I work fully remote and am able to support drop ins, walks and daycare. I walk my dog morning, mid day and evening for 30 min to an hour at a time. I’d like to be able to support other people who need assistance. I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in our home, they need to be friendly with other dogs and potentially able to be closed into a room for a period of time if I have a meeting. I’d make sure to communicate this information when you are booking. For walks / being in your home, I ask for honesty in how you want your dog to be cared for. Ideally I’d prefer they are friendly so that I can bring my dog for walks too but understand that’s not always the case.
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The median cost per day for doggy day care in Winchester Estates is $38
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Sitters in Winchester Estates average 3 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 Estates on Rover as of Jun 2026 was about $38 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, 237 sitters provided doggy day care in Winchester Estates. 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, 85% of Winchester Estates sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Winchester Estates have an average of 16 years of experience. Sitters offering doggy day care with repeat customers have an average of 3 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 Estates.
Winchester Estates 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 Estates 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 237 sitters offering doggy day care in Winchester Estates on Rover, so you’re sure to find the perfect match for your dog! In Winchester Estates, 96% of sitters offer daily exercise, 100% offer medication administration, and 85% 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.








