Doggy Day Care Winchester
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 50 pet parents in Winchester have booked doggy day care
Winchester, Find top rated doggy day care
Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Tammi was heaven sent. We have had problems getting a sitter for our one year old puppy until we met her. Her facilities for boarding and daycare are perfect for our energetic puppy. Her dogs are friendly and accepting and Tammi is wonderful with them all. Tammi is a dedicated and considerate person and will provide loving care for your animals.”
“We had a last-minute trip to LA and reached out for help with our 8 year old doggy Greta, and they responded almost instantly and were happy to take care of her for the entire day. Greta is timid, but they were incredibly patient and made her feel safe and comfortable right away. I’m pretty sure she didn’t miss us at all! she clearly enjoyed spending time with the sitter and their family! We’re so glad we found them. Very trustworthy, kind, and reliable. Highly recommend!”
“Had an emergency needed a sitter and she responded within minutes. She took care of my puppy for about 3 1/2 hours my puppy looked happy when we got him back gave me an update on how he was doing while sh had him really nice and assured me he was in good hand! Thank you Chanelle ?”
“Jenny was amazing!🤩 Our dog is very anxious and scared and she knew how work with him. When we picked him up we could tell he really liked her! She was very flexible as we were a couple minutes late and very professional and pleasant work with. We will definitely be working with her in the future, our dog was able to cuddle with her dog and received lots of love.”
“She was very kind and gave me piece of mind regarding my puppies. They were happy to see her in the morning and I'm sure they had a great time with her children. Will be coming back for future references. : )”
“We were very pleased with care provided. Frank, Saleha and their children were very welcoming and both Maya and Chiquita seem happy to be there. In particular, Chiquita, our 15 yr old did not show any anxiety or stress, on the contrary and Maya seem to enjoy the company. We would definitely feel comfortable leaving the girls and recommend for others. Thank you!”
“Tashia was such a great caretaker for our beagle! Our beagle had such a fun time playing with the other dogs - Tashia sent photos and video! You can tell Tashia loves animals and cares about your pet…..we will book her again.”
“Karen's home is clean and tidy, which helps me feel safe leaving our little Milo. She is very easy to communicate with and seems to be really in tune with what my little guy needs. This definitely puts me at ease and I can tell he settled in pretty quickly with her. Definitely will re-book again. :)”
“Briana was amazing! First time for her to take care of my pup for me! She was very attentive and understanding of all of my asks. She sent tons of photos that helped make me feel more comfortable leaving my boy! Highly recommend!”
“The best of the best! Scarlet loves going to visit her aunties and we can drop her off without stress, knowing she’s in good hands. Jojo and Darlene love scarlet like she’s their own and we’re so thankful for them.”
“Nicole is absolutely amazing! She was so kind, understanding and accommodating. She provided plenty of photo and video updates throughout the day and I loved seeing how happy my baby was while I was away. Our puppy Stella had an absolute blast playing with Nicole’s doggo Sunshine each day during her stay! She finally made a new friend who can rival her energy. Each morning she was so excited for drop-off with her new friends and each evening she came home happy and thoroughly worn out, which is really saying something for our little furry ball of energy! Stella already can’t wait for her next visit with Nicole and Sunshine. Nicole is a quality, caring sitter who I cannot recommend enough!”
“Estefany did a wonderful job with our Zena. This was our 1st time in doggy daycare so she was very nervous. Estefany stayed in constant communication with me until Zena settled in. I appreciated her good work in helping our pup and making her comfortable! Great job Estefany!! We will be back.”
“⭐⭐⭐⭐⭐ Absolutely incredible first Rover experience! We honestly could not have asked for a better first experience using Rover! We were a little nervous leaving Dodge with a sitter for the first time, especially because he is still a giant puppy with a LOT of personality and, occasionally, some questionable decisions. But Stephanie completely put all of our worries at ease. From the moment we dropped him off, she was incredibly patient, understanding, and attentive with him. She kept us updated throughout the entire day and sent us SO many adorable pictures, which made being two hours away completely stress-free. Every single update and photo made it so obvious that Dodge was having the absolute time of his life. He got to play with Stephanie’s dog and the other dogs she was watching, and he looked so incredibly happy and comfortable the entire time. She even handled his mischievous puppy moments like a champ — including him apparently deciding that stealing her shorts was a fantastic idea. The fact that she could laugh about his antics while still giving him such a fun, safe, and loving day means so much to us. When we came to pick him up, Dodge actually kept trying to go back into her yard! That alone told us everything we needed to know. He clearly had an amazing time and absolutely loved being there. As first-time Rover users, we were nervous about leaving our boy with someone we didn’t know, but Stephanie made the entire experience so easy and reassuring. We came home with a very happy, very tired puppy and so much peace of mind knowing he had been loved and cared for while we were away. We will absolutely be using Stephanie again and honestly couldn’t recommend her enough. Thank you so much for taking such wonderful care of our goofy boy, Stephanie! Five stars from us and from Dodge❤️🐾”
“Sandra and her home are very welcoming and we appreciated her making the time at a last minute stay. Sandra made sure they had their potty breaks, got exercise, and ate well. We got updates and let us know how the day went”
About: Im home 24/7 so you need a sitter dog, walker im there 😭 all I do currently is take care of 4 dogs. Always make sure they get their walk so they stay fit, I never over feed, make sure they get their outside play time and nap time I am on it. I currently have plenty of spare time so im very free everyday to go on walks, play take care of a dog whenever needed. Currently do that right now with my own little weiner army all I do all week is take care of dogs. I have 4 small weenies who love to dig and play in the big back yard and i take them on walks every day or every other day depending on their energy. They do mostly love to sleep throughout the whole day and dig.
About: I have experience working with puppies and many breeds. I will reinforce desirable behaviors through positive reinforcement. I have experience giving medication. I can take your pet to the vet for you. I have many years of experience working with animals at a veterinary hospital and animal shelter/rescue. I am available short or long term. I am available week days and weekends. Caring for pets is my vocation. I don’t have any schedule restrictions I have outdoor and indoor space according to your pet’s preferences. While outdoors, your pet will be supervised in an enclosed yard. I provide opportunity for water loving dogs to play in the pet pool. I provide “nose work” for those dogs that need mental activities.
“OMG!!!! Demelia was amazing with our dog from day one till we picked him up. She was very personable, love what she does, & kept us informed throughout. She sent us live videos daily of our dog having his walks, playing time with her dog “Moon” who’s also amazing, & cuddle relaxing time. We couldn’t have asked for a better sitter. We would definitely book her again & again. Thank you so much for loving on our dog like he was your own.”
The median cost per day for doggy day care in Winchester is $44
Dog parents share their Rover experiences - Winchester
Book with peace of mind
- 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?
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 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.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer doggy day care
2. Meet In Person
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 for doggy day care - Winchester
Select a filter and find qualifying sitters offering doggy day care.Sitters in Winchester average 4 repeat doggy day care clients
FAQs for Doggy Day Care - Winchester
Frequently asked questions about Rover
The average cost of Doggy Day Care in Winchester on Rover is $39 per day as of October 2026. Most bookings cost between $28 and $56 per day. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,388 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.
As of October 2026, there are 1,388 sitters on Rover offering Doggy Day Care across the region of CA. Enter your address or desired location to see which available sitters are closest to you.
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 CA 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 1,388 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Connect anywhere with the Rover app
