Doggy Day Care Winchester
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Winchester, Find top rated doggy day care
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Had a great experience with Aurora with daycare for my little maltipoo! Very friendly and great communication. Her home was clean, smelled well, and my dog seemed to have enjoyed her time there. I will definitely bring my dog for daycare again in the future.”
About: I've been taking care of animals since I was 5 when I got my first dog, and I've been caring for animals ever since! I've cared for many different species, such as dogs, cats, birds, rabbits, cows, fish, and a couple of reptiles! I'm always looking for new animal friends and would love to meet yours! I'm currently a full time college student, and have two classes a day. I will be available for pet care at all hours other than 10-11am, and 12-1pm during my classes. I have a nice big hallway for your pet if a kennel is needed, and I have great access to a nice, safe walking path, plus a big yard for pets to play. I am very adaptable and can make anything work!
About: I love to make others feel more comfortable about leaving their beloved dog in capable hands while they are away! I work from home so the dogs are not left alone. I love dogs but am not ready to have two in my home full time. Pet sitting helps to keep my dog socialized. I am able to follow a strict routine, give medications and have very flexible drop off and pick up times. My dog is very friendly and I have a fenced in yard for plenty of playtime. I work from home so am here to care for them all day.
“learned about day care day before I needed it and Casey responded quickly and agreed. She was attentive to my dogs individual needs. She kindly pottied them just before pickup, knowing I would be traveling. I would use her again”
About: I became a dog mama long before I became a human mama. I know how important trust is when it comes to your pets, so I prioritize clear communication, regular updates, and genuine compassion, so you can relax knowing your furry family member is in loving, capable hands. 🐾 I currently stay at home with my boys so I am available to give lots of love and attention to your fur babies while I do the same to my own! I have a large fenced in backyard, a quiet neighborhood for walks, 2 toddler boys who will help with lots of playtime, and a small dog who loves company!
“Samantha and her husband did a great job while Becket was at their house today in doggy daycare. She kept us updated with pictures throughout the day and gave us a summary of his day at the end (eating, potty habits, etc) . Our dog loved playing i their big backyard with their dog, Marci. Just what we wanted was a worn out puppy at the end of the day! He enjoyed it so much! We have already booked another date.”
About: I have been working at a pets hospital before when I was in China. I have a Rottweiler right now,she is 5 years old. I play with her after I got home. I can take care of your pets on Monday-Friday at 5:00pm-8:00pm,Saturday and Sunday are all day long available,holidays are also all day long available.No overnight! I have a big yard and fence,my dog is very independent,I always play with my dog,she loves the ball and rope.we often play tug of war.
About: I've taken care of dogs since I was kid. To me they are like family and should be treated with love. I have 3 of my own that I've had since they were puppies. I'm currently working part time so I'm using my extra time to help others with their fur babies. I'm home most of the time so I can give them extra attention. My back yard is fenced in. I have dog crates available if they need it. Tons of toys and treats too. Clean and bug free home.
The median cost per day for doggy day care in Winchester is $25
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- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works
1. Search
Browse profiles of sitters near you who offer doggy day care
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Winchester sitters!FAQs for Doggy Day Care - Winchester
Frequently asked questions about Rover
As of June 2026, there are 44 sitters on Rover offering Doggy Day Care across Winchester. 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 Winchester 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.
Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!
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 IN 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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 44 sitters in Winchester, 89% 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 calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
We've been there, cancelling meetings or plans with friends to make sure you can be there for your dog. Good news: You can easily find and book doggy day care in Winchester on Rover. Whether you need a one-time daytime pet sitter or someone to take care of your beloved pet every weekday, we've got you covered. Care for your dog and peace of mind for you are just a few clicks away. If you already have a favorite overnight sitter, ask them if they offer day care too. Or, if you've never used Rover, this is the perfect opportunity to find a new best friend for your dog when you're at work. We can help you find a sitter who'd love to watch your dog.
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