Doggy Day Care in Winchester

“Ziggy had a great time spending the day with Jaylese for doggy daycare! They went on a nice walk and Ziggy came back happy and sleepy. She accepted my request last minute and was a breeze to work with - highly reccomend!”

Gabriella I.

“This was the first time that I used Eric. Eric and his wife were wonderful with Milo. Eric let me know that Milo was doing well and also sent a picture. Milo came home happy and tired. I will definitely use Eric again.”

Nancy W.

About: Grew up on a farm caring for animals since my youth. now enjoy the company of visiting dogs, just like I had with my own. I currently work part-time and many situations able to bring a boarding dog with me; as I work with mostly older folks who would love the sweetness of a dog visit; considered therapy. I have a side fenced yard, safe from the road, and only do private walks in a comfortable grass field near my home, leashed and one at a time for individual attention.

“Briana was very kind and available for my puppy. I believe Molly was very happy in her care and was given enough attention. I will definitely use Briana again in the future as needed.”

Amy B.

“My mini golden doodle, Maple, had a wonderful time at Angela’s for daycare! She updated us throughout the day with pictures. Maple has social anxiety but she warmed up to Angela’s home and loved running around her big backyard with other dogs. I will definitely rebook in the future!”

Diane S.

“Karina was absolutely wonderful to work with. Everything was super clear and she took wonderful care of our fur baby. I felt confident and at ease the whole time. She has a lot of care and compassion for animals and its clearly evident by how she interacts with them. Our pup was happy as could be when I picked him up. I would highly recommend Karina!”

Kate S.

“Katie was so awesome with our puppy. She was incredibly flexible. Will definitely use her services again.”

Michael D.

“Katrini and Potter have been an incredible addition to our puppy’s day! He is so excited to go to day care every single time we drop him off. Potter has an incredible temperament and is an excellent play partner while Katrini is an amazing communicator and always goes the extra mile. Leaving your puppy with someone is always hard but Katrini and Potter make it so easy. I couldn’t recommend them enough!”

McKaylah D.

About: Hi! I’m Ashley — a lifelong dog lover and trainer with over 23 years of experience in rescue, rehabilitation, fostering, and behavioral support. From puppies to seniors, shy dogs to leash-reactive ones, I’ve cared for them all. I currently live seasonally on a peaceful campground through November, which offers dogs plenty of enrichment with long nature walks, social interaction, and lots of time outdoors (weather permitting). I’m accepting: • Dog walking • Drop-in visits • House sitting • Doggy day care (1-2 dogs only) • Boarding (1 dog at a time, up to 80 lbs) As a stay-at-home dog mom living on a seasonal campground, pet care is built into my daily life. I’m available most days for walks, drop-ins, house sitting, and doggy day care. Your pup will enjoy outdoor time, structure, and plenty of attention alongside my sweet and well-trained dog, Delilah. Your dog’s safety and comfort are my top priorities. I provide a calm, secure, and structured environment at our spacious, private corner campsite with no immediate neighbors — ideal for dogs who need peace, space, and freedom to relax. The location also allows for easy, stress-free drop-off and pick-up. I have secure tie-outs, crates, and leashes to meet each dog’s unique needs. Whether your pup enjoys structured walks, lounging in the shade, or sniffing around camp, I offer a safe, enriching experience with plenty of mental stimulation. Dogs are never left unattended, and their boundaries are always respected. My setup is flexible and tailored to your dog’s temperament, energy level, and comfort with others. Whether we’re resting or exploring, your dog will be treated like one of my own.

“Our dog Rocky loves to go to Maria’s house. Everyday Rocky runs up the steps and can’t wait to go inside. He has a great time playing with other dogs. Maria is flexible and accommodating. There were nights that we couldn’t pick up Rocky until late and she was always accommodating and flexible. I can tell that she really love dogs! We had a great experience with her and very thankful of her watching Rocky.”

Yang L.

“MJ was amazing with my puppy. She took great care of him. He was playing and having a blast all day that he got home straight to sleep lol. He looked like he didn’t want to leave when I picked him up so that means I can definitely trust her because he is well taken care of. She also kept me updated and sent me pictures of him. Totally happy I picked her to take care of my baby boy♥️”

Kenia F.

“Kimberlly was super communicative and very understanding of our dog Chloe's separation anxiety. Chloe had a great time with her. We would definitely book again!”

Cristina M.

About: I have a very loving home, Calm, never any yelling. I take pride on our home. I am always willing to make things work and as stressless as possible. I know it can be very hard to leave your fur baby. I am available all hours of the day to chat to make you and your fur baby feel comfortable I work from home full time, I own a septic business. My office is right in my home. If you Choose for me to come to your house, I have open availability as well. I will take very good care of your pet if it’s in my home or your home. I have two small dogs myself. We are always on walks, outside, food and water are always available. If we were to come to youtr home, i will always follow the routine you lay out for me. I will never guess on things i will always have you if i am unsure of something.

“Nell is wonderful. Super flexible with arranging time to drop off and pick up. Dizzy loves staying here. He would run down the steps to the front door! I would definitely recommend her for any pet care needs !”

alex f.

About: Hi there! I'm Ashley, a lifelong dog lover and work-from-home mom ready to give your pup the care and comfort they deserve. I have a special place in my heart for senior dogs, especially after caring for my fur daughter, my sweet long-haired Chihuahua who was by my side for 17 wonderful years. I understand the slower pace and extra TLC that older pups need, and I’m here to provide just that. We’ve also had two German Shepherd mixes in the past, so I’m no stranger to larger breeds. While I typically prefer small to medium-sized dogs for our home setup, I’m open to exceptions for well-mannered larger dogs — especially seniors. Because I work from home and my kids are at daycare during the day, it’s just me and your pup…which means plenty of calm, one-on-one attention and companionship in a quiet environment. I know how stressful it can be to find care you trust…especially when options in our area are limited. That’s why I treat every dog like family, with love, routine, and lots of affection. I’ll care for your furry loved one as if they were my own and will happily share updates and photos as often as you'd like to give you peace of mind while you're away. I provide attentive, loving care while fitting seamlessly into my daily routine. Because I work from home with a lot of flexibility, I can offer daily daycare with plenty of walks, playtime, and cuddles. I’m also happy to provide overnight boarding for dogs who need a home-away-from-home. Throughout, I’ll keep you updated as much as you’d like, so you always feel comfortable and connected. I care for dogs in a safe, comfortable home environment where your dog will be treated like a valued family member. While I don’t have a fenced backyard, your dog will always be supervised and safe. They’re always free to explore and relax throughout the home. Because pets are part of the family, we often allow them on the couch and beds to snuggle and feel at home, but I’m always happy to follow your preferences to make sure your fur baby feels comfortable and loved.

“Sam had the best day ever with Rebecca and we felt comfortable knowing he was with her. She was great at communicating with us throughout the day and sending pictures. He will definitely be back for more fun.”

Molly H.

About: I trained my own dog from when he was a puppy. I am happy to have dogs of any age and would cater for their needs. I am a retired teacher and enjoy living in the countryside with my husband Phil and our dog Oscar. We had him from being a puppy so I'm familiar with training. I love dogs and enjoy walking every day, mostly along the Tarka Trail with my dog, Oscar. He is a gorgeous friendly chap who would happily share his home and garden with other doggie friends. We have a large secure garden, big enough to chase balls. Your dog would be part of the family along with my husband Phil, Oscar and me.

“Our young pup Hank spent the day with Rich and his three dogs. Hank had an amazing day running around Rich’s awesome backyard. Rich was so attentive, made sure to work on the commands we’ve been training, sent lots of updates, and really went above and beyond taking care of him. We can’t wait for Hank to keep going back :)”

Sarah P.

“Angela was great! Phoebe is always a little sad and anxious away from home and Angeka really helped her settle in. She has a wonderful kindness that the animals really connect with..Phoebe really liked her from the very first. Will definitely use her again for our next weekend away”

Keelia P.

About: As someone who has taken care of animals for almost two decades, I've seen it all. From aggressive pets, to escapists, to pets with serious health problems. But even with those hardships I've managed to get through for those dogs and their owners. I've met some very amazing animals throughout my years, and everytime they can't get enough of me, I'm basically the Pet Whisper. And I'm always able to complete the checklist, feed, walk, take them to their appointments, and so on. My clients have been able to trust me, I'm a hard worker who doesn't give up, who goes above and beyond to make my clients proud and their pets happy. I'm currently employed as a Sales Associate at Ocean State. My hours vary quite a bit, but normally I work up to 3 weekdays and both weekends, sometimes only one of them. My hours can be from 7-1 to 11 or 1-7:30 Currently I have a dog and cat. My cat stays in my room while my dog is allowed in our stairway, hallway, living room, dining room and kitchen. My cat gets along with all cats, but is very finicky around other dogs, even my own. They are both separated by a gate, so there's no fear of them ever interacting as my dog loves trying to chase her if he ever gets the chance. My dog gets along with most dogs regardless of size but, he'll always be egging them on to play haha. My house isn't entirely large but it's enough for your pet to move around, play, and relax. My complex is very large and a great walking area for your pet. There's also a dog park right around the street that's a wonderful place for your dog to socialize. And, next to that park is a large trail that's perfect for walking. If your dog likes the beach, there's plenty of them in my vicinity.