Doggy Day Care in Winchester
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 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.
“Absolutely perfect! My dog loved being with Anna and her daughter. He’s a 7mo Great Dane so they can definitely handle bigger dogs. I will definitely be bringing him back.”

“Dymin was wonderful and a lifesaver. With this being our first time using the app (unbeknownst to her), she was kind and obliged us. Luther spent the day with her and she kept us updated with photos and made sure he felt comfortable and loved. We came back to a happy, tired baby which is always a good sign! Highly recommend her to anyone looking for a caring and trustworthy sitter.”

“My dog, Lady, goes to Heather’s house five days a week, and clearly loves it. She’s ready to jump out of the car as soon as we pull up, and looks almost sad to leave her new friends everyday.”

“I was in Las Vegas to celebrate my MIL’s birthday. I was looking for a place for my pup where She could be during the day and when we had dinner plans & not have to leave her overnight. I found Rhonda and she had a late pick up option for doggy daycare. It worked well for us. Our pup is nervous around new people and the second day she greeted Rhonda excitedly with doggy kisses tail wagging.”

“Loan was so great with Teddy. She was so patient and understanding of his age and everything that comes with it. I lt is obvious she loves animals unconditionally, and I truly appreciate that and made me trust that Teddy would be well taken care of when he was with her. She kept me updated with pics and vids throughout his stay. I hate to leave a great review bc everyone is going to know… if they already don’t know… how great she was with Teddy bc it’s going to get that much harder to book her, but she really is one of the best out here, and I look forward to having Teddy stay with her again.”

“My boyfriend and I decided to take our dog Hamachi on our trip to Vegas. He has some separation anxiety and we had to arrange care for him when we were out exploring. From the get go Angel was very flexible, sweet, and easy to work with. She was understanding when our plans changed and took great care of Hamachi. She sent photos and updates and Hamachi seemed to like snuggling and vegging out with her and her two pups ☺️ We also loved the Rover card Angel sent with photos and notes from Hamachi’s stay.”

“Absolutely a great sitter my boy is so happy with Shy we are happy she is able to accommodate our boy She sends great updates and pictures about our boy I would recommend Shy to any animal parent”

“Angelica took very good care of our pups while we were visiting Vegas. She is responsive and sent us several photos and videos throughout the day so that we could enjoy events while knowing that our dogs were well cared for. We much appreciate her help!”


“10/10! Hannah was awesome and super easy to communicate with! Kona had such a great time with his new friends! She made everything super easy for us and was so welcoming. I felt safe bringing Kona over and knew that he was in good hands. Hannah sent a lot of photos and videos while I was away at work which I love! Her dogs are also super sweet and very playful. I can’t wait to go back to Hannah and definitely recommend!”

“Excellent last minute availability and super close to the Las Vegas Strip. She has the sweetest Pomeranian. She took excellent care of my little dog and even administered her meds as requested. Will absolutely contact again next time in Vegas. Thank you so much!”

“Ashley took us on with less than an hour notice after another sitter fell through. She communicated quickly and were so appreciative of her response. She did the BEST job. Our dogs were comfortable and well looked after. Ashley, thank you so much for being so accommodating to us! ❤️”

“Huan and her family treat Tommy like he is one of the family. She is thoughtful about communicating with me throughout the day about Tommy's interest in meals, walks, and general well-being. Huan has helped me to become a better dog mom through her insights and care.”

About: I've taken care of pets since I was 7 years old and love animals with all my heart. With a lifetime of experience and a deep passion for animal care, I ensure your pets will be in the best hands possible. Pet care fits really well into my routine. I currently work part-time at Macy's while also studying to become a nurse at the University of Nevada, Las Vegas. Because of this, I’m used to balancing responsibilities and managing my time well. I make sure to plan my schedule so I can give your pet the attention and care they need, whether that’s drop-in visits, walks, or spending quality time with them. I’m reliable and organized, and I'll always make sure your pet is a priority in my care. Familiar Surroundings: Your pet stays in the comfort of their own home, reducing stress and anxiety. Daily Visits or Live-In Care: Depending on your preference, I can provide daily check-ins or stay overnight. Routine Maintenance: I stick to your pet’s regular routine, including feeding, walks, and playtime. Exercise and Playtime: Regular walks, playtime, and mental stimulation to keep your pet happy and healthy. Feeding and Medication: I follow your specified feeding schedule and administer any necessary medications. Home Security: Collecting mail, watering plants, and ensuring your home is secure while you're away. Loving Attention: Plenty of cuddles, pets, and personalized attention to make your pet feel loved. Updates and Communication: Regular updates and photos to keep you informed and reassured about your pet's well-being. My top priority is your pet's happiness, health, and safety, ensuring they feel comfortable and cared for in their own home.
About: -All Care, Daycare & Boarding Overnight Takes Place in YOUR home- Hi! Let's talk about what you need. Read this section, please. Saves time! My rate is $60 for overnight sitting in your home & $40 for daycare for all pets. No upcharge for more than 1 pet. Flat rate. There may be a small fuel surcharge for long travel times. That is all I offer. I prefer repeat clients who travel frequently. My 2 small senior dogs come with me for house-sitting. They are sweet non reactive & highly social with other dogs and cats. Non shedding & perfectly housetrained. Photos on my profile. I take care of pampered pets in owner's homes & am trusted with managing services for busy owners who do not have time to deal with the running of their properties. Need someone to be around when the new A/C installation happens? That's me! do so much more than pet sit. Need transportation for your pet? I fly with pets! Flight nanny! My background is a degree in Behavioral Psychology, working for Veterinarians and top rated boarding facilities. I've owned my pet care business for over 32 years. I provide the care I always craved for my pets and could never find. I have been a full time, professional pet caregiver for over 32 years. Why I love dog sitting I'm 62 and have always had pets. I have volunteered for domestic and wildlife rescue. Years ago I decided I needed a break from a very high stress career I was involved in and took a break. While on that break I went to work for a 5 star boarding facility in Oakland, Ca. I learned so much and trained with some of the best in the industry. I moved on to work with Veterinarians in their offices. What I learned was invaluable and instead of going back to my high stress job I decided to go out on my own and care for dogs my way,full time. I've never regretted my decision. My experience administering medication Yes, I can administer oral and do sub-q injections. Pet care is the best part of my day. My life revolves around animal care. I have been a full time companion animal caregiver for many years. Pets are most comfortable staying in their home and sticking to the routine they are accustomed to while their humans are away from them. My style is a favorite Auntie has come to stay and soak them in love and attention. Pet care is the best part of my day. I am semi retired. Dogs are kind enough to let me live in their home- I'm a softie. Dogs are allowed on the furniture and sleep in bed with me. I'm fine with following owners instructions but I like to to give them a vacation from so many rules if possible. Let's PLAY! I am semi retired. Taking care of beloved pets is a joy and takes up the majority of my day. Your pet and I will spend quality time together. Like kids, their schedule comes first. They depend on us for bathroom breaks and food, least we can do to be attentive to those simple needs. Because I care for your pets in your home I am able to follow the routine they are used to. I love to spoil pets. Let me know what their favorite things are to do and their favorite treats.
“Scretta and her family were so amazing with our pup. Professional welcoming understanding and and knowledgeable. While we were out having a blast she even fixed our harness for us! Husband notes that alone was worth it! THANKS AGAIN ROVER!!”

“Best day care ever! Brenda takes good care of my puppy. She takes pictures and videos and constantly updates me about Reese’s stay and play time. He is full of energy and I’m glad Brenda has the energy to match his. Reese always has a great time staying with Brenda.”
Winchester dog parents share their Rover experiences
My shih tzu always love her stay with Huan. I think she likes her very much! Huan always send me an update with photos and videos so I would be assured that Pepper is well taken care of. She goes an extra mile for us and also flexible with the pick up and drop off time! My dog returns home happy and not looking stressed at all; meaning she really had fun with her stay with Huan! Thank you so much!

Tanggol had the best time with Maliki! I could tell right away that he felt comfortable and happy. When we picked him up, he was so calm and happy that I can tell he really enjoyed his time with Maliki and his family. Definitely booking when we visit again, thank you so much!

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Select a filter and find qualifying Winchester sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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The median cost per day for doggy day care in Winchester is $35
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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Winchester average 4 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 on Rover as of Jun 2026 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 Jun 2026, 1,084 sitters provided doggy day care in Winchester. 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, 86% of Winchester sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Winchester have an average of 19 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.
Winchester 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 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 1,084 sitters offering doggy day care in Winchester on Rover, so you’re sure to find the perfect match for your dog! In Winchester, 95% of sitters offer daily exercise, 92% offer medication administration, and 90% 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.




















