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
“It was Ollie's 1st time spending the night without his parents & Tina did ABSOLUTELY perfect! He got to play with other sweet fur babies, grandkids & even slept with Tina exactly as he does at home. He hardly acted like he missed us! Lol! He hates being alone at home, so I know he had a great time & that makes Mommy & Daddy VERY happy! Will definitely use her permanently when visiting this area! Thank You SO much Tina & furbabies!!??❤??❤??❤??❤”
“Immediately felt comfortable leaving my boy with Jordan as soon as I met her and the family. Jordan sent me photos and updates throughout the day of their walks and playing in their fenced in yard. And the dog definitely felt comfortable with them too, he had a great time! Definitely going to ask Jordan to take him again next time I’m in Wenatchee! (Thank you Jordan!)”
“Jessica was great, very attentive and took excellent care of Oscar my beagle. Will definitely see her again when I’m back in town for work. Couldn’t ask for any better care.”
“Cristal did an amazing job and I love the pictures that I consistently received throughout my dog’s stay. She was proactive and very accommodating to our family during a very busy summer weekend.”
“Cassie is a great dog sitter. She was flexible around my job schedule and also made sure my dog had a great day and even got some exercise! She sent me photos of their activities so I knew my dog was having a good time. I will definitely be using her again!”
About: I am a Master Canine Trainer and Behaviorist, breeder of world-class working line German Shepherds, AKC Canine Good Citizen evaluator, and AKC Temperament Test evaluator, with 20-years experience training and handling tactical working canines, service dogs, and pets. Our 40-acre facility is located on the edge of a 101,000-acre wildlife area in the mountains just 30 minutes outside Wenatchee, and it is a paradise for dogs. We have a secure climate controlled kennel with CCTV surveillance, and 5'x5' individual indoor kennels connected with a dog door to 5'x10' outdoor runs. In addition we have approximately 10-acres that are fenced with 8' wildlife fencing for the dogs to run, play, and explore, with an additional 30-acres for leashed (all dogs) and off-leash (approved dogs) walks, and an obstacle course. We offer board & train options for clients wanting canine training or behavioral modification, as well as pick up and delivery of your dog, for an additional charge. I currently breed and train world-class working dogs at our facility, so accepting boarding clients allows us to work with dogs outside our norm, and give them a unique experience they will enjoy far more than your average boarding facility. We have a secure climate controlled kennel with CCTV surveillance, 5'x5' individual indoor kennels and connected 5'x10' outdoor runs, approximately 10-acres fenced for the dogs to run and play, 30 additional acres for leashed walks, and an obstacle course. Dogs are kept separated unless requested otherwise by the owner. I have been trained in canine health and welfare, canine first aid and life support, and basic canine trauma care.
“Chelsea was so kind and accommodating to my schedule! She was also very responsive with messaging and updates. She took my puppy for walks and gave him a lot of care and attention 🥰 we will definitely be booking more stays with her!”
About: I grew up around dogs, starting with my dad raising and training hunting hounds when I was a kid. In my teens, I worked with sled dogs, deepening my understanding of training and care. Since 2013, I’ve been raising and training Chesapeake Bay Retrievers. Specializing in high-anxiety dogs and behavioral issues. I use balanced training methods tailored to each dog’s needs, helping them build confidence and trust. I believe quality pet care should be accessible and affordable, ensuring every dog gets the guidance and attention they deserve. Dogs are part of my everyday life—I run a family-operated kennel on our 9.5-acre farm, where training, exercise, and care are woven into my daily routine. From structured training sessions to supervised playtime and socialization, I ensure each dog gets the attention and guidance they need. I believe quality pet care should be accessible and affordable, making sure every dog has the chance to thrive. Safety is my top priority. Every dog in my care is monitored closely, whether during training sessions, supervised playtime, or rest periods. I have experience working with all breeds, from small companions to large working dogs, and I tailor my approach to each dog's needs. Trust is everything when it comes to your pet’s care. With over 15 years of hands-on experience, I use balanced training methods that build confidence while ensuring a positive, structured environment. I believe quality pet care should be accessible and affordable, making sure every dog has the chance to thrive. When your dog stays with me, they become part of the family.
“Amanda was excellent! She sent pictures throughout the day of my puppy having a good time. I would recommend her caring for your puppy and will utilize her service again when needed!!”
About: I've been around animals my whole life. I have experience with bottle feeding, and helping during labor. I've had experience with oral and eye meds. I've had experience with sick cats. I used to be a caregiver until I got hurt at work. Now, I am currently in the process of getting disability so my schedule is very open. I have a fenced yard and two dogs that your pup can play with. I also have access to a crate to allow your fur baby to have a safe space for themselves!
About: I have 3 dogs and 4 cats, that I trained myself. I love animals, am mature and responsible and have tons of free time to give attention to your pets. My kids are in high school now and no longer need my attention, so I have too much free time on my hands. I’m available all day everyday and can’t wait to play, walk, feed and cuddle your fur babies. I have a fenced in yard, but also take my dogs for walks or to the dog park for exercise, a change of scenery and to socialize them. My cats are indoor/outdoor so they require very little attention these days. I make sure they are fed and have water when needed, and I brush their coats and teeth weekly. I also give lots of cuddles and attention.
“We highly recommend Leslie! Our black lab had a great stay while we were at Suncadia resort for a couple days. Leslie sent pictures and kept us informed so we were always relaxed and felt our pet was safe and happy.”
“I had never left our pup Jacco with a sitter we didn't know and a house he didn't know. Alana made the experience very easy. She communicated exceptionally and made me feel at ease leaving Jacco there. He stayed from 8 am to 4 pm while we attended a horse auction (that would have been impossible with a pup in tow in 100 degree heat). He was content with Alana and happy as can be when we picked him up. This was my first experience with Rover and it reminded me of my first experience with AirBnb way back in 2011! Glad to say, they were both good. Highly recommend Alana if you need a sitter in Moses Lake.”
About: At Road B Kennels & Pet Boarding LLC we have 4 spacious indoor kennels with additional kennels outside. Our facility is heated in the winter and cooled in the summer to keep your pets comfortable all year round. We have a fully fenced outdoor dog park area where your pets have a large grassy space to fetch the ball with staff or just run around in the sunshine to burn off energy during their stay! We pride our ourselves on providing, not only safe, loving care, we also want your pet to have mental stimulation that outdoor play exposes dog to with different sounds, smells and sights helping to prevent boredom and reduces anxiety in dogs. At Road B Kennels we are open seven days a week by appointment only. We try to accomodate owners schedules to provide the best experience. We have a fully fenced outdoor dog park area where your pets have a large grassy space to fetch the ball with staff or just run around in the sunshine to burn off energy during their stay! We pride our ourselves on providing, not only safe, loving care, we also want your pet to have mental stimulation that outdoor play exposes dog to with different sounds, smells and sights helping to prevent boredom and reduces anxiety in dogs.
Loving doggy day care in your neighborhood
Search Results
Tina C.
“It was Ollie's 1st time spending the night without his parents & Tina did ABSOLUTELY perfect! He got to play with other sweet fur babies, grandkids & even slept with Tina exactly as he does at home. He hardly acted like he missed us! Lol! He hates being alone at home, so I know he had a great time & that makes Mommy & Daddy VERY happy! Will definitely use her permanently when visiting this area! Thank You SO much Tina & furbabies!!??❤??❤??❤??❤”
Jordan & Cody H.
“Immediately felt comfortable leaving my boy with Jordan as soon as I met her and the family. Jordan sent me photos and updates throughout the day of their walks and playing in their fenced in yard. And the dog definitely felt comfortable with them too, he had a great time! Definitely going to ask Jordan to take him again next time I’m in Wenatchee! (Thank you Jordan!)”
Niki F.
“We are first time Rovers users- we were a little nervous about the whole process. However, Niki immediately made us feel comfortable. We will book with her again tomorrow.”
Jessica D.Star Sitter
“Jessica was great, very attentive and took excellent care of Oscar my beagle. Will definitely see her again when I’m back in town for work. Couldn’t ask for any better care.”
Cristal P.Star Sitter
“Cristal did an amazing job and I love the pictures that I consistently received throughout my dog’s stay. She was proactive and very accommodating to our family during a very busy summer weekend.”
Cassie U.
“Cassie is a great dog sitter. She was flexible around my job schedule and also made sure my dog had a great day and even got some exercise! She sent me photos of their activities so I knew my dog was having a good time. I will definitely be using her again!”
Jordan L.
“We had a wonderful experience with Jordan. She was super welcoming, kept us updated and most importantly Leia had the best day ever! I couldn’t recommend her enough.”
Jeff B.
“We were referred to Jeff for some behavioral modification and advanced obedience training for our 3YO Austrailian Shepherd. We all had so much fun and got so much out of the training we did with him, we asked Jeff if he could board our boy for 14 days while we went on vacation. When we got home our boy Joey was so happy and tired, you could just tell he had the time of his life at Jeff's. We have used him for boarding three times now, and the last time he taught Joey to detect and find shed antlers as one of activities he did with Jojo while we were away. That little extra he did for us free of charge has inspired us to spend more time hiking and exploring with Jo to out his new skill to use, and it has made our lives and Jojo's better. Another thing we really like about Jeff is that he only boards a limited number of dogs at a time and if he has multiple clients dogs, they are dogs that he knows don't have barking or behavioral issues, so his kennels are quiet and low stress for the guest dogs. We now will only use Jeff for our boarding needs and when we tell Joey he is "going to camp" (Jeff's) he immediately gets excited and goes and stands by the front door to wait for Jeff to pick him up. Jeff is professional, trustworthy, safety conscious, incredily knowledgeable about everything dogs, and he genuinely wants to make sure that the dogs he allows to stay at the ranch or works with have the time of their life. We enthusiastically reccomend him for boarding, sitting, training, and behavioral modification. You will not be disappointed.”
Chelsea E.
“Chelsea was so kind and accommodating to my schedule! She was also very responsive with messaging and updates. She took my puppy for walks and gave him a lot of care and attention 🥰 we will definitely be booking more stays with her!”
Zander N.
“Zander is a great sitter. He is knowledge about dogs and loves animals.”
Kala S.
“Our girl Luna stayed with Kala at Desert Oasis Kennels for 9 days. We were able to enjoy our vacation without worrying if our girl was safe. She had plenty of space to move around in her temperature controlled room. It was easy to communicate with Kala regarding drop off and pick up. Would recommend this facility to those needing a boarder.”
Jennifer T.
“Jennifer did a great job watching my pup! I appreciate the communication and fast responses.”
Amanda W.
“Amanda was excellent! She sent pictures throughout the day of my puppy having a good time. I would recommend her caring for your puppy and will utilize her service again when needed!!”
Kristin S.
“I have known Kristin since 2004, over the years she has always been great with animals. She is one of the few people I trust to watch my animals when I am away from home and I believe any cats and dogs would be in excellent hands with her.”
Margaux E.
“She is a very loving and caring person to both people and her pets, she makes sure they are fed, walked and never alone for too long. They have a big yard so both cats and dogs have room to roam safely.”
Leslie G.
“We highly recommend Leslie! Our black lab had a great stay while we were at Suncadia resort for a couple days. Leslie sent pictures and kept us informed so we were always relaxed and felt our pet was safe and happy.”
Alana P.
“I had never left our pup Jacco with a sitter we didn't know and a house he didn't know. Alana made the experience very easy. She communicated exceptionally and made me feel at ease leaving Jacco there. He stayed from 8 am to 4 pm while we attended a horse auction (that would have been impossible with a pup in tow in 100 degree heat). He was content with Alana and happy as can be when we picked him up. This was my first experience with Rover and it reminded me of my first experience with AirBnb way back in 2011! Glad to say, they were both good. Highly recommend Alana if you need a sitter in Moses Lake.”
TEYA & Trish P.
About: At Road B Kennels & Pet Boarding LLC we have 4 spacious indoor kennels with additional kennels outside. Our facility is heated in the winter and cooled in the summer to keep your pets comfortable all year round. We have a fully fenced outdoor dog park area where your pets have a large grassy space to fetch the ball with staff or just run around in the sunshine to burn off energy during their stay! We pride our ourselves on providing, not only safe, loving care, we also want your pet to have mental stimulation that outdoor play exposes dog to with different sounds, smells and sights helping to prevent boredom and reduces anxiety in dogs. At Road B Kennels we are open seven days a week by appointment only. We try to accomodate owners schedules to provide the best experience. We have a fully fenced outdoor dog park area where your pets have a large grassy space to fetch the ball with staff or just run around in the sunshine to burn off energy during their stay! We pride our ourselves on providing, not only safe, loving care, we also want your pet to have mental stimulation that outdoor play exposes dog to with different sounds, smells and sights helping to prevent boredom and reduces anxiety in dogs.
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1. Search
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It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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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 on Rover as of Aug 2025 was about $40 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, 8 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.
Typically, sitters offering doggy day care on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available 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 8 sitters offering doggy day care in Winchester on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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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