Dog Boarding Fourway

“Awesome experience! Cav took amazing care of our dog, and we loved all of the updates and pictures. 10/10 would rebook and I recommend him to all of my friends and family.”

Dean B.

“Great sitter! Had to find a last minute sitter for our little dog. She got along with Milo. I also got updates from them on how things were going. Would recommend!”

Brian S.

“Katelyn was amazing. Very attentive. Reached out to us everyday with pictures and videos. Great communication throughout the whole visit. Our dogs loved her. Very easy to work with. We did an initial visit then she agreed to watch on the spot. April, her dog, is amazing as well. We will definitely go with her again!”

Nick H.

“Kalley and her family took great care of Auggie. She sent me regular updates so I knew he was settling in just fine. Will definitely book with Kalley again.”

Heather T.

“Leah, Christopher and family go above and beyond for my Jiji! Jovial and so kind! Attentive and very easy to communicate with. Thank you very much!”

Rebekah C.

About: I grew up on a mini farm surrounded by animals — from lizards and hermit crabs to dogs, cats, horses, and chickens. Over the years, I’ve cared for pets of all ages and needs, from anxious puppies and kittens to senior dogs with health or mobility challenges, as well as cats with special needs. Every pet in my care receives the same love and attention I would give my own. I’m available to provide flexible care around errands and appointments, giving your pets love, attention, playtime, companionship, and comfort throughout the day, tailored to each pet’s needs. When caring for pets in your home, I follow your routines carefully to ensure comfort and familiarity. Pets are supervised at all times, with fresh water, treats, and attention. I maintain feeding schedules, potty breaks, and playtime, adapting to any special needs, mobility issues, or anxieties. Safety, consistency, and love are my priorities, so your pet feels secure and cared for while you’re away. In my home, I introduce pets safely, separating them from my own during initial meetings. I provide a secure space for each pet and use mini fencing to ensure safety, even though my property is not fully fenced. I follow the same level of care and safety as I would in your home.

“Pamela was a pleasure to book with. She is responsive when I reached out with questions, gave regular updates, and gave our pup extra love and playtime with other pup/kitty friends. Will definitely be booking again!”

Heather T.

“The only person we are 100% comfortable leaving our fur baby with when out of town. Our girl is shy and struggles with separation anxiety except when she is at Tara’s. She walks right in to her home just like she does at ours! Excellent communication and flexibility in scheduling when challenges arise.”

Liz O.

“Very attentive pet sitters! Our girl was so well loved and taken care of! You can tell this is a household that really loves animals. We received so many sweet updates and photos throughout her stay. Will use again and highly recommend!”

Kaylan M.

“Kendyl did a great job taking care of our kitten, Misty. She was very good with communication and sent a bunch of photos. It seemed like Misty enjoyed her stay! Thank you, Kendyl!”

Nicholas F.

“We had a wonderful experience from start to finish with Bella! The communication in advance of our trip was beneficial and helpful, and she developed rapport quickly with our pup Bubba once we arrived. Bella’s energy, knowledge, and care throughout our conversations helped instill trust quickly. Bubba is looking forward to his next visit!”

Joe F.

“Rebekah was awesome, she sent a lot of updates which put me at ease knowing our baby was safe. She took her for walks and brushed her hair. I know she enjoyed the huge fenced in yard and met new furry friends which we hope to see again! Thank you for giving excellent safe care to our baby!”

Renee E.

About: Animals have been part of my life for as long as I can remember. I lost my last beloved pet over a year ago and don’t currently have any animals of my own, but I still have so much love to give. Whether your pet enjoys playtime, quiet company, or a cozy nap nearby, I want them to feel like family while you’re away. I’m retired and home throughout the day, with plenty of time for companionship, cuddles, and a routine that helps your pet feel comfortable, safe and loved. I live in a pet-proofed basement apartment with a private entrance and a large fenced yard. My home has easy-to-clean stone-tile floors, plenty of pet beds, and toys to enjoy. Pets are welcome on the furniture and in bed if that’s what they’re accustomed to—my own animals always slept with me! Before a stay, I’d like to discuss your pet’s routines, medications, special needs, and comfort around other animals so we can make sure my home is a good fit.

About: Hi there, my name is Kristina and I’ve just recently moved to the Winchester area! Caring for animals has always been one of the greatest joys in my life. With years of experience, looking after pets of all ages, personalities and needs I’ve built a reputation for being reliable, attentive and genuinely invested in each animals wellbeing. One of the biggest advantages of working with me is that I work from home full-time, this means that your pets will never be left unattended and I am able to give them consistent attention to ensure they feel safe and comfortable throughout the day. When your pet is with me, they’re treated like family whether it’s daily walks, playtime medication reminders or just offering affection and companionship, I make sure every animal feels loved and understood. I look forward to giving your pets the dependable, worry free care they deserve. I currently work from home Monday through Friday. I have the ability to visit your home and ensure your pets are doing well and to provide them any enrichment they may need whether it be walks or play. I currently live in townhouse with my husband and our dog, named Gorgi (Gorgonzola), we go on frequent walks in the morning afternoon and evening. We keep a clean home and have a basement that lets out into a small backyard. I have one X-Large kennel if your pup prefers to sleep in one as well as a puppy pad corner for those late night bathroom breaks. I would be happy to provide a tour our home upon request.

“Addie had a great visit with Sheila and Timothy for the 5 days we were traveling. This was our first time boarding her here as we recently moved into the area. Great communication and flexibility with our schedule that included cold and snowy conditions along with airline schedules. Thanks!”

Mark P.

“Megan was fantastic with my furrbaby Max? this was my first time leaving him. She kept me updated and sent my pictures, which made me feel confident that I made the right choice choosing Megan. I highly recommend her?”

Lucy V.

“Makaylah was absolutely wonderful. I needed very last minute overnight accommodations for my pup, and ended up needing an extra day of care. Makaylah was so kind and flexible. My dog (who is often nervous with new people for a few minutes) took to her immediately, and it made me feel so comfortable leaving her, and I got morning and evening texts with sweet pictures and updates on how she was doing. I would highly recommend Makaylah to anyone!”

Katie R.

“Jon and his family were very gracious hosts for our furry family member. He was very thorough in asking about our beagle’s needs and provided all necessities for a successful stay: crate, bed, fenced yard, and lots of play and spoiling! It was comforting knowing that it was more of a retreat for our dog than boarding, and Jon went above and beyond to make things easy and successful. We felt very comfortable leaving our dog in his hands and will be return customers! Thanks!”

Cody C.

About: I provide pet care with a genuine focus on safety, structure, compassion and comfort. I'm patient, attentive, and committed to making every pet feel secure, loved, and understood. I have experience with puppies, but senior pups have my heart. One thing my clients like is how connected they feel while they're away. I take lots of photos and videos throughout the day and send daily updates so you always know how your pet is doing. Your pet's happiness and well-being are my priority, and I make sure you feel just as supported as they do. My goal is to make them feel at home and cared for and return back to you happy, relaxed and well cared for. I recently left my position as a General Manager to pursue my love for animals full-time, which means pet care is now the center of my daily routine. I structure my days around the pet's I'm caring for, making sure they get consistent walks, playtime, feedings and lots of snuggles. I am able to be flexible, responsive, and fully present with every pet in my care. Your pet will always have my time, my patience and my full commitment. My care is always tailored to each family’s needs and each pet’s personality. When I’m caring for pets in your home, I follow your established routines—feeding schedules, walk times, house rules, and any specific training or comfort needs. If you have a fenced-in yard, I ensure your pet gets safe outdoor time. If leash walking is required, I provide structured, attentive walks based on your pet’s energy level. When pets stay in my home, they’re welcomed into a calm, country setting with a large, open yard. While I don’t have a fenced-in backyard, safety is always my priority. Until I fully know and trust your pet’s recall, behavior, and comfort level, all outdoor time will be done on leash. Once I understand their temperament and you are comfortable, we can adjust as appropriate. No matter the environment, my goal is to make every pet feel safe, secure, and truly cared for whether I’m in your home or mine.

About: I’ve taken care of dogs since I was a child. My family and I grew up with a family dog and then got a puppy in high school that we trained. Even would watch the neighbors pets when they went away. Most recently, I have watched/stayed with a dog when the family traveled. Love all animals, but especially dogs! I work from home and on my own schedule. I have the flexibility to take dogs on walks, bathroom breaks, and even stay with the pet when needed! Working for yourself has great perks when it comes to taking care of our lovely pets. I live in an apartment complex, but have sidewalks for walks. We also have two dog parks. I love staying active, so walks for me are enjoyable! I don’t have any pets of my own currently, so I love being able to love on others pets!